Antibacterial compounds

A composition for inhibiting bacterial protein synthesis, the composition comprising a therapeutically effective amount of a compound having formula (I)

• 18
• in which
• is a single bond or a double bond;
• one of R1 and R2 is absent or hydrogen and the other is hydrogen, —OH, —N(CH3)2, —NHR12, or —NR35R12;
• or
• R1 and R2 together are ═O;
• R3 is absent or is hydrogen, alkyl, —CH2CF3, —O—CH2CH═CH2, —CH═C═CH2, —CH═C═CHR40, —CH2CH2C(O)R3a, or alkyl substituted with one R3a substituent;
• R3a is bicyclic cycloalkyl, aryl, heteroaryl, heterocyclyl, benzofuranyl, benzodioxolyl, —NH2, —NHR35, —NR35R36, —C≡CH, C≡CR3B, —CH═C═CH2, —C(O) (aryl), or —CH═C═CHR3B;
• R3B is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three independently selected substituents selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• with the proviso that proper valencies are maintained for combinations of the forgoing variables;
• L is a covalent bond, —C(═O)—, or —(CH2)m—, in which m is 1, 2, 3, 4, or 5;
• R4 is hydrogen, aryl, —NH2, —OH, —NH(R8), —N(R9) (R10), —OR11, —N(R12)2, or —NHR37;
• R5 is hydrogen, alkyl, aryl, heteroaryl, halo, —OH, —CF3, —CH2CF3, —CF2CF3, —NH2, —NHR11, —NR11R12, —NHC(O)R11, —NR11C(O)R12, —NHS(O)2R11, —NR11S(O)2R12, or OR11;
• R6 is hydrogen, halogen, alkyl, —N3, —CN, —CH2NH2, —NO2, —C(O)H, —C(O)R35, 'C≡CH, —C≡C-(alkyl), —C≡C-(aryl), —C≡C—CCl3, —C≡C—CF3, —CH═CH2, or —OR11;
• or
• R5 and R6 taken together are C2-C5-alkylene or C2-C5-heteroalkylene, each of which is unsubstituted or substituted with one, two, or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR30, —SR30, —S(O)R35, —SO2R35, —B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R35), —N(R35)(R36) —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36) —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), and R6A;
• R6A is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidonyl, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36, —O(alkyl), —S(alkyl), S(O) (alkyl), —SO2(alkyl), —C(O)H, —C(O) (alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O) (alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• R7 is halo, aryl, heteroaryl, heterocyclyl, bicyclic heterocycloalkyl, —NH(R12), or —N(R13)(R14);
• R8 is alkyl, cycloalkyl, aryl, heteroaryl, cycloalkyl fused with phenyl, or alkyl substituted with one or two substituents independently selected from the group consisting of aryl, heteroaryl, and —N(alkyl)2;
• R9 and R10 are independently methyl, ethyl, propyl, or iso-propyl, each of which is unsubstituted or substituted with one substituent selected from the group consisting of —OH and —O(alkyl);
• or
• R9 and R10 together are alkylene or heteroalkylene;
• R11 is alkyl, —(C1-C4-alkylene)-alkenyl, —(C1-C4-alkylene)-alkynyl, or alkyl substituted with one aryl substituent;
• R12 is alkyl, —NH2, —NHR6a, or alkyl substituted with one substituent selected from the group consisting of cycloalkenyl, aryl, heteroaryl, heterocyclyl, —NH2, —N(R15)(R16), —NHC(═NH)NH2, —OC(O)CF3, —OH, —O-(alkyl), —S-(alkyl), and —C(O)NH2;
• R13 and R14 are independently alkyl or alkyl substituted with —N(CH3)2;
• or
• R13 and R14 together are alkylene;
• R15 and R16 are independently alkyl or alkyl substituted with one substituent selected from the group consisting of —NH2, —NH(alkyl), and —N(alkyl)2;
• R30 is alkyl or alkyl substituted with one substituent selected from the group consisting of halo and —O(alkyl);
• R35, R36 and R37 are independently alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH(═NH)NH2, —OH, —NH2, —NH(alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R40, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• R40 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)NH2, —O-(alkyl)-NR70R72, —O(alkyl), —S(alkyl), —S(O) (alkyl), —SO2(alkyl), —C(O)H, —C(O) (alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• R70 and R71 are independently hydrogen, alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH (═NH)NH2, —OH, —NH2, —NH(alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R80, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• and
• R80 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O) (alkyl), —SO2(alkyl), —C(O)H, —C(O) (alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• in which each foregoing aryl, heteroaryl, heterocyclyl, and bicyclic heterocyclyl is unsubstituted or substituted with one, two, three, four, or five substituents independently selected from the group consisting of
• (a) one, two, three, four, or five independently selected R5a substituents,
• (b) alkyl substituted with one, two, three, four, or five independently selected R20a substituents,
• (c) —NH(alkyl), in which the alkyl part of the —NH(alkyl) is substituted with one, two, three, four, or five independently selected R20a substituents;
• and
• (d) —N(R35)-(alkyl), in which the alkyl part of the —N(R35)-(alkyl) is substituted with one, two, three, four or five independently selected R20a substituents;
• in which R5a is alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR3, —SR3, —S(O)R35, —SO2R35, —B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), or R81;
• R20A is cycloalkyl, halo, —CN, —OH, —SH, ═O, —OR30, —SR30, —C(O)OH, —C(O)OR35, —NH2, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36) —OC(O)R35, —OC(O)NH2, —NHC(NH)NH2, —NHC(NH)NHNO2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), —CH═CH2, or R72;
• and
• R81 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O) (alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O) (alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• and
• each foregoing cycloalkyl and bicyclic cycloalkyl is unsubstituted or substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, ═O, —CF3, —OR30, —C(O)R35, —C(O)OH, —C(O)OR35, —NH2, —NH(R35) —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), and —C(O)N(R35)(R36).

A composition for inhibiting bacterial growth, the composition comprising a therapeutically effective amount of a compound having formula (I)

• 19
• in which
• is a single bond or a double bond;
• one of R1 and R2 is absent or hydrogen and the other is hydrogen, —OH, —N(CH3)2, —NHR12, or —NR35R12;
• or
• R1 and R2 together are ═O;
• R3 is absent or is hydrogen, alkyl, —CH2CF3, —O—CH2CH═CH2, —CH═C═CH2, —CH═C═CHR40, —CH2CH2C(O)R3a, or alkyl substituted with one R3a substituent;
• R3a is bicyclic cycloalkyl, aryl, heteroaryl, heterocyclyl, benzofuranyl, benzodioxolyl, —NH2, —NHR35, —NR35R36, —C≡CH, —C≡CR3B, —CH═C═CH2, —C(O) (aryl), or —CH═C═CHR3B;
• R3B is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three independently selected substituents selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O) (alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O) (alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N (alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• with the proviso that proper valencies are maintained for combinations of the forgoing variables;
• L is a covalent bond, —C(═O)—, or —(CH2)m—, in which m is 1, 2, 3, 4, or 5;
• R4 is hydrogen, aryl, —NH2, —OH, —NH(R8), —N(R9)(R10), —OR11, —N(R12) 2, or —NHR37;
• R5 is hydrogen, alkyl, aryl, heteroaryl, halo, —OH, —CF3, —CH2CF3, —CF2CF3, —NH2, —NHR11, —NR11R12, —NHC(O)R11, —NR11C(O)R12, —NHS(O)2R11, —NR11S(O)2R12, or —OR11;
• R6 is hydrogen, halogen, alkyl, —N3, —CN, —CH2NH2, —NO2, —C(O)H, —C(O)R35, —C≡CH, —C≡C-(alkyl), —C≡C-(aryl), —C≡C—CCl3, —C≡C—CF3, —CH═CH2, or —OR11;
• or
• R5 and R6 taken together are C2-C5-alkylene or C2-C5-heteroalkylene, each of which is unsubstituted or substituted with one, two, or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR30—SR30, —S(O)R35, —SO2R35, —B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36) and R6A;
• R6A is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidonyl, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36, —O(alkyl), —S(alkyl), —S(O) (alkyl), —SO2(alkyl), —C(O)H, —C(O) (alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• R7 is halo, aryl, heteroaryl, heterocyclyl, bicyclic heterocycloalkyl, —NH(R12), or —N(R13)(R14);
• R8 is alkyl, cycloalkyl, aryl, heteroaryl, cycloalkyl fused with phenyl, or alkyl substituted with one or two substituents independently selected from the group consisting of aryl, heteroaryl, and —N(alkyl)2;
• R9 and R10 are independently methyl, ethyl, propyl, or iso-propyl, each of which is unsubstituted or substituted with one substituent selected from the group consisting of —OH and —O(alkyl);
• or
• R9 and R10 together are alkylene or heteroalkylene;
• R11 is alkyl, —(C1-C4-alkylene)-alkenyl, —(C1-C4-alkylene)-alkynyl, or alkyl substituted with one aryl substituent;
• R12 is alkyl, —NH2, —NHR6a, or alkyl substituted with one substituent selected from the group consisting of cycloalkenyl, aryl, heteroaryl, heterocyclyl, —NH2, —N(R15)(R16), —NHC(═NH)NH2, —OC(O)CF3, —OH, —O-(alkyl), —S-(alkyl), and —C(O)NH2;
• R13 and R14 are independently alkyl or alkyl substituted with —N(CH3)2;
• or
• R13 and R14 together are alkylene;
• R15 and R16 are independently alkyl or alkyl substituted with one substituent selected from the group consisting of —NH2, —NH(alkyl), and —N(alkyl)2;
• R30 is alkyl or alkyl substituted with one substituent selected from the group consisting of halo and —O(alkyl);
• R35, R36, and R37 are independently alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH(═NH)NH2, —OH, —NH2, —NH(alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R40, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• R40 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)NH2, —O-(alkyl)-NR70R71, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O) (alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• R70 and R71 are independently hydrogen, alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH(═NH)NH2, —OH, —NH2, —NH(alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R80, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• and
• R80 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O) (alkyl), —SO2(alkyl), —C(O)H, —C(O) (alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• in which each foregoing aryl, heteroaryl, heterocyclyl, and bicyclic heterocyclyl is unsubstituted or substituted with one, two, three, four, or five substituents independently selected from the group consisting of
• (a) one, two, three, four, or five independently selected R5a substituents,
• (b) alkyl substituted with one, two, three, four, or five independently selected R20a substituents,
• (c) —NH(alkyl), in which the alkyl part of the —NH(alkyl) is substituted with one, two, three, four, or five independently selected R20a substituents;
• and
• (d) —N(R35)-(alkyl), in which the alkyl part of the —N(R35)-(alkyl) is substituted with one, two, three, four or five independently selected R20a substituents;
• in which R5a is alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR30, —SR30, —S(O)R35, —SO2R35, —B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), or R81;
• R20A is cycloalkyl, halo, —CN, —OH, —SH, ═O, —OR30, —SR30, —C(O)OH, —C(O)OR35, —NH2, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)NH2, —NHC(NH)NH2, —NHC(NH)NHNO2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), —CH═CH2, or R72;
• and
• R81 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• and
• each foregoing cycloalkyl and bicyclic cycloalkyl is unsubstituted or substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, ═O, —CF3, —R30, —C(O)R35, —C(O)OH, —C(O)OR35, —NH2, NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), and —C(O)N(R35)(R36).

A composition for prophylaxis or treatment of antibacterial-resistant bacterial infection in a fish or a mammal, the composition comprising a therapeutically effective amount of compound having formula (I)

• 20
• in which
• is a single bond or a double bond;
• one of R1 and R2 is absent or hydrogen and the other is hydrogen, —OH, —N(CH3)2, —NHR12, or —NR35R12;
• or
• R1 and R2 together are ═O;
• R3 is absent or is hydrogen, alkyl, —CH2CF3, —O—CH2CH═CH2, —CH═C═CH2, —CH═C═CHR40, —CH2CH2C(O)R3a, or alkyl substituted with one R3a substituent;
• R3a is bicyclic cycloalkyl, aryl, heteroaryl, heterocyclyl, benzofuranyl, benzodioxolyl, —NH2, —NHR35, —NR35R36, —C≡CH, —C≡CR3B, —CH═C═CH2, —C(O) (aryl), or —CH═C═CHR3B;
• R3B is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three independently selected substituents selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O) (alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• with the proviso that proper valencies are maintained for combinations of the forgoing variables;
• L is a covalent bond, —C(═O)—, or —(CH2)m—, in which m is 1, 2, 3, 4, or 5;
• R4 is hydrogen, aryl, —NH2, —OH, —NH(R8), —N(R9)(R10), —OR11, —N(R12)2, or —NHR37;
• R5 is hydrogen, alkyl, aryl, heteroaryl, halo, —OH, —CF3, —CH2CF3, —CF2CF3, —NH2, —NHR11, —NR11R12, —NHC(O)R11, —NR11C(O)R12, —NHS(O)2R11, —NR11S(O)2R12, or —OR11;
• R6 is hydrogen, halogen, alkyl, —N3, —CN, —CH2NH2, —NO2, —C(O)H, —C(O)R35, —C≡CH, —C≡C-(alkyl), —C≡C-(aryl), —C≡C—CCl3, —C≡C—CF3, —CH═CH2, or —OR11;
• or
• R5 and R6 taken together are C2-C5-alkylene or C2-C5-heteroalkylene, each of which is unsubstituted or substituted with one, two, or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR30, —SR30, —S(O)R35, —SO2R35, —B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), and R6A;
• R6A is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidonyl, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36, —O(alkyl), —S(alkyl), —S(O) (alkyl), —SO2(alkyl), —C(O)H, —C(O) (alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O) (alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• R7 is halo, aryl, heteroaryl, heterocyclyl, bicyclic heterocycloalkyl, —NH(R12), or —N(R13)(R14);
• R8 is alkyl, cycloalkyl, aryl, heteroaryl, cycloalkyl fused with phenyl, or alkyl substituted with one or two substituents independently selected from the group consisting of aryl, heteroaryl, and —N(alkyl)2;
• R9 and R10 are independently methyl, ethyl, propyl, or iso-propyl, each of which is unsubstituted or substituted with one substituent selected from the group consisting of —OH and —O(alkyl);
• or
• R9 and R10 together are alkylene or heteroalkylene;
• R11 is alkyl, —(C1-C4-alkylene)-alkenyl, —(C1-C4-alkylene)-alkynyl, or alkyl substituted with one aryl substituent;
• R12 is alkyl, —NH2, —NHR6a, or alkyl substituted with one substituent selected from the group consisting of cycloalkenyl, aryl, heteroaryl, heterocyclyl, —NH2, —N(R35)(R36), —NHC(═NH)NH2, —OC(O)CF3, —OH, —O-(alkyl), —S-(alkyl), and —C(O)NH2;
• R13 and R14 are independently alkyl or alkyl substituted with —N(CH3)2;
• or
• R13 and R14 together are alkylene;
• R15 and R16 are independently alkyl or alkyl substituted with one substituent selected from the group consisting of —NH2, —NH(alkyl), and —N(alkyl)2;
• R30 is alkyl or alkyl substituted with one substituent selected from the group consisting of halo and —O(alkyl);
• R35, R36, and R37 are independently alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH(═NH)NH2, —OH, —NH2, —NH(alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R40, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• R40 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)NH2, —O-(alkyl)-NR70R71, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• R70 and R71 are independently hydrogen, alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH(═NH)NH2, —OH, —NH2, —NH(alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R80, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• and
• R80 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• in which each foregoing aryl, heteroaryl, heterocyclyl, and bicyclic heterocyclyl is unsubstituted or substituted with one, two, three, four, or five substituents independently selected from the group consisting of
• (a) one, two, three, four, or five independently selected R5a substituents,
• (b) alkyl substituted with one, two, three, four, or five independently selected R20a substituents,
• (c) —NH(alkyl), in which the alkyl part of the —NH(alkyl) is substituted with one, two, three, four, or five independently selected R20a substituents;
• and
• (d) —N(R35)-(alkyl), in which the alkyl part of the —N(R35)-(alkyl) is substituted with one, two, three, four or five independently selected R20a substituents;
• in which R5a is alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR30, —SR30, —S(O)R35, —SO2R35, —B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), or R81;
• R20A is cycloalkyl, halo, —CN, —OH, —SH, ═O, —OR30, —SR30, —C(O)OH, —C(O)OR35, —NH2, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36) —OC(O)R35, —OC(O)NH2, —NHC(NH)NH2, —NHC(NH)NHNO2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), —CH═CH2, or R72;
• and
• R81 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O) (alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• and
• each foregoing cycloalkyl and bicyclic cycloalkyl is unsubstituted or substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, ═O, —CF3, —OR30, —C(O)R35, —C(O)OH, —C(O)OR35, —NH2, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), and —C(O)N(R35)(R36).

A method for inhibiting bacterial protein synthesis in vitro or in a fish or a mammal, the method comprising administering to an administrant a therapeutically effective amount of a compound having formula (I)

• 21
• in which
• is a single bond or a double bond;
• one of R1 and R2 is absent or hydrogen and the other is hydrogen, —OH, —N(CH3)2, —NHR12, or —NR35R12;
• or
• R1 and R2 together are ═O;
• R3 is absent or is hydrogen, alkyl, —CH2CF3, —O—CH2CH═CH2, —CH═C═CH2, —CH═C═CHR40, —CH2CH2C(O)R3a, or alkyl substituted with one R3a substituent;
• R3a is bicyclic cycloalkyl, aryl, heteroaryl, heterocyclyl, benzofuranyl, benzodioxolyl, —NH2, —NHR35, —NR35R36, —C≡CH, —C≡CR3B, —CH═C═CH2, —C(O)(aryl), or —CH═C═CHR3B;
• R3B is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three independently selected substituents selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O) (alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• with the proviso that proper valencies are maintained for combinations of the forgoing variables;
• L is a covalent bond, —C(═O)—, or —(CH2)m—, in which m is 1, 2, 3, 4, or 5;
• R4 is hydrogen, aryl, —NH2, —OH, —NH(R8), —N(R9) (R10), —OR11, —N(R12)2, or —NHR37;
• R5 is hydrogen, alkyl, aryl, heteroaryl, halo, —OH, —CF3, —CH2CF3, —CF2CF3, —NH2, —NHR11, —NR11R12, —NHC(O)R11, —NR11C(O)R12, —NHS(O)2R11, —NR11S(O)2R12, or —OR11;
• R6 is hydrogen, halogen, alkyl, —N3, —CN, —CH2NH2, —NO2, —C(O)H, —C(O)R35, —C≡CH, —C≡C-(alkyl), —C≡C-(aryl), —C≡C—CCl3, —C≡C—CF3, —CH═CH2, or —OR11;
• or
• R5 and R6 taken together are C2-C5-alkylene or C2-C5-heteroalkylene, each of which is unsubstituted or substituted with one, two, or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR30—SR30, —S(O)R35, —SO2R35, —B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36) and R6A;
• R6A is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidonyl, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36, —O(alkyl), —S(alkyl), —S(O) (alkyl), —SO2(alkyl), —C(O)H, —C(O) (alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O) (alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• R7 is halo, aryl, heteroaryl, heterocyclyl, bicyclic heterocycloalkyl, —NH(R12), or —N(R13)(R14);
• R8 is alkyl, cycloalkyl, aryl, heteroaryl, cycloalkyl fused with phenyl, or alkyl substituted with one or two substituents independently selected from the group consisting of aryl, heteroaryl, and —N(alkyl)2;
• R9 and R10 are independently methyl, ethyl, propyl, or iso-propyl, each of which is unsubstituted or substituted with one substituent selected from the group consisting of —OH and —O(alkyl);
• or
• R9 and R10 together are alkylene or heteroalkylene;
• R11 is alkyl, —(C1-C4-alkylene)-alkenyl, —(C1-C4-alkylene)-alkynyl, or alkyl substituted with one aryl substituent;
• R12 is alkyl, —NH2, —NHR6a, or alkyl substituted with one substituent selected from the group consisting of cycloalkenyl, aryl, heteroaryl, heterocyclyl, —NH2, —N(R15)(R16), —NHC(═NH)NH2, —OC(O)CF3, —OH, —O-(alkyl), —S-(alkyl), and —C(O)NH2;
• R13 and R14 are independently alkyl or alkyl substituted with —N(CH3)2;
• or
• R13 and R14 together are alkylene;
• R15 and R16 are independently alkyl or alkyl substituted with one substituent selected from the group consisting of —NH2, —NH(alkyl), and —N(alkyl)2;
• R30 is alkyl or alkyl substituted with one substituent selected from the group consisting of halo and —O(alkyl);
• R35, R36, and R37 are independently alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH (═NH)NH2, —OH, —NH2, —NH (alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R40, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• R40 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)NH2, —O-(alkyl)-NR70R71, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• R70 and R71 are independently hydrogen, alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH(═NH)NH2, —OH, —NH2, —NH(alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R80, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• and
• R80 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH (alkyl), —NHC(O)N (alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• in which each foregoing aryl, heteroaryl, heterocyclyl, and bicyclic heterocyclyl is unsubstituted or substituted with one, two, three, four, or five substituents independently selected from the group consisting of
• (a) one, two, three, four, or five independently selected R5a substituents,
• (b) alkyl substituted with one, two, three, four, or five independently selected R20a substituents,
• (c) —NH(alkyl), in which the alkyl part of the —NH(alkyl) is substituted with one, two, three, four, or five independently selected R20a substituents;
• and
• (d) —N(R35)-(alkyl), in which the alkyl part of the —N(R35)-(alkyl) is substituted with one, two, three, four or five independently selected R20a substituents;
• in which R5a is alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR30, —SR30, —S(O)R35, —SO2R35, —B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R36), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36) or R81;
• R20A is cycloalkyl, halo, —CN, —OH, —SH, ═O, —OR30, —SR30, —C(O)OH, —C(O)OR35, —NH2, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, OC(O)NH2, —NHC(NH)NH2, —NHC(NH)NHNO2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), —CH═CH2, or R72;
• and
• R81 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —O-(alkyl)-NH2, —O— (alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• and
• each foregoing cycloalkyl and bicyclic cycloalkyl is unsubstituted or substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, ═O, —CF3, —OR30, —C(O)R35, —C(O)OH, —C(O)OR35, —NH2, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), and —C(O)N(R35)(R36).

A tenth embodiment of this invention is directed to a method for inhibiting bacterial growth in vitro or in a fish or a mammal, the method comprising administering to an administrant a therapeutically effective amount of a compound having formula (I)

• 22
• in which
• is a single bond or a double bond;
• one of R1 and R2 is absent or hydrogen and the other is hydrogen, —OH, —N(CH3)2, —NHR12, or —NR35R12;
• or
• R1 and R2 together are ═O;
• R3 is absent or is hydrogen, alkyl, —CH2CF3, —O—CH2CH═CH2, —CH═C═CH2, —CH═C—CHR40, —CH2CH2C(O)R3a, or alkyl substituted with one R3a substituent;
• R3a is bicyclic cycloalkyl, aryl, heteroaryl, heterocyclyl, benzofuranyl, benzodioxolyl, —NH2, —NHR35, —NR35R36, —C═CH, —C≡CR3B, —CH═C═CH2, —C(O)(aryl), or —CH═C═CHR3B;
• R3B is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three independently selected substituents selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O) (alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• with the proviso that proper valencies are maintained for combinations of the forgoing variables;
• L is a covalent bond, —C(═O)—, or —(CH2)m—, in which m is 1, 2, 3, 4, or 5;
• R4 is hydrogen, aryl, —NH2, —OH, —NH(R8), —N(R9)(R10), —OR11, —N(R12)2, or —NHR37;
• R5 is hydrogen, alkyl, aryl, heteroaryl, halo, —OH, —CF3, —CH2CF3, —CF2CF3, —NH2, —NHR11, —NR11R12, —NHC(O)R11, —NR11C(O)R12, —NHS(O)2R11, —NR11S(O)2R12, or —OR11;
• R6 is hydrogen, halogen, alkyl, —N3, —CN, —CH2NH2, —NO2, —C(O)H, —C(O)R35, —C≡CH, —C≡C-(alkyl), —C≡C-(aryl), —C≡C—CCl3, —C≡C—CF3, —CH═CH2, or —OR11;
• or
• R5 and R6 taken together are C2-C5-alkylene or C2-C5-heteroalkylene, each of which is unsubstituted or substituted with one, two, or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR30, —SR30, —S(O)R35, —SO2R35, —B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R35), —N(R35)(R36) —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35-OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36) —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), and R6A;
• R6A is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidonyl, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36, —O(alkyl), —S(alkyl), —S(O) (alkyl), —SO2(alkyl), —C(O)H, —C(O) (alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• R7 is halo, aryl, heteroaryl, heterocyclyl, bicyclic heterocycloalkyl, —NH(R12), or —N(R13) (R14);
• R8 is alkyl, cycloalkyl, aryl, heteroaryl, cycloalkyl fused with phenyl, or alkyl substituted with one or two substituents independently selected from the group consisting of aryl, heteroaryl, and —N(alkyl)2;
• R9 and R10 are independently methyl, ethyl, propyl, or iso-propyl, each of which is unsubstituted or substituted with one substituent selected from the group consisting of —OH and —O(alkyl);
• or
• R9 and R10 together are alkylene or heteroalkylene;
• R11 is alkyl, —(C1-C4-alkylene)-alkenyl, —(C1-C4-alkylene)-alkynyl, or alkyl substituted with one aryl substituent;
• R12 is alkyl, —NH2, —NHR6a, or alkyl substituted with one substituent selected from the group consisting of cycloalkenyl, aryl, heteroaryl, heterocyclyl, —NH2, —N(R15)(R16), —NHC(═NH)NH2, —OC(O)CF3, —OH, —O-(alkyl), —S-(alkyl), and —C(O)NH2;
• R13 and R14 are independently alkyl or alkyl substituted with —N(CH3)2;
• or
• R13 and R14 together are alkylene;
• R15 and R16 are independently alkyl or alkyl substituted with one substituent selected from the group consisting of —NH2, —NH(alkyl), and —N(alkyl) 2;
• R30 is alkyl or alkyl substituted with one substituent selected from the group consisting of halo and —O(alkyl);
• R35, R36, and R37 are independently alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH(═NH)NH2, —OH, —NH2, —NH(alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R40, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• R40 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)NH2, —O-(alkyl)-NR70R71, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O) (alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• R70 and R71 are independently hydrogen, alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH(═NH)NH2, —OH, —NH2, —NH(alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R80, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• and
• R80 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• in which each foregoing aryl, heteroaryl, heterocyclyl, and bicyclic heterocyclyl is unsubstituted or substituted with one, two, three, four, or five substituents independently selected from the group consisting of
• (a) one, two, three, four, or five independently selected R5a substituents,
• (b) alkyl substituted with one, two, three, four, or five independently selected R20a substituents,
• (c) —NH(alkyl), in which the alkyl part of the —NH(alkyl) is substituted with one, two, three, four, or five independently selected R20a substituents;
• and
• (d) —N(R35)-(alkyl), in which the alkyl part of the —N(R35)-(alkyl) is substituted with one, two, three, four or five independently selected R20a substituents;
• in which R5a is alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR30, —SR30, —S(O)R35, —SO2R35-B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36) or R81;
• R20A is cycloalkyl, halo, —CN, —OH, —SH, ═O, —OR30, —SR30, —C(O)OH, —C(O)OR35, —NH2, —NH(R35), —N(R35)(R36) —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, OC(O)NH2—NHC(NH)NH2, —NHC(NH)NHNO2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), —CH═CH2, or R72;
• and
• R81 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• and
• each foregoing cycloalkyl and bicyclic cycloalkyl is unsubstituted or substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, ═O, —CF3, —OR30, —C(O)R35, —C(O)OH, —C(O)OR35, —NH2, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), and —C(O)N(R35)(R36).

A composition for the prophylaxis or treatment of antibacterial-resistant bacterial infection in a fish or a mammal, the composition comprising a therapeutically effective amount of compound having formula (I)

• 23
• in which
• is a single bond or a double bond;
• one of R1 and R2 is absent or hydrogen and the other is hydrogen, —OH, —N(CH3)2, —NHR12, or —NR35R12;
• or
• R1 and R2 together are ═O;
• R3 is absent or is hydrogen, alkyl, —CH2CF3, —O—CH2CH═CH2, —CH═C═CH2, —CH═C═CHR40, —CH2CH2C(O)R3a, or alkyl substituted with one R3a substituent;
• R3a is bicyclic cycloalkyl, aryl, heteroaryl, heterocyclyl, benzofuranyl, benzodioxolyl, —NH2, —NHR35, —NR35R36, —C≡CH, —C≡CR3B, —CH═C═CH2, —C(O)(aryl), or —CH═C═CHR3B;
• R3B is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three independently selected substituents selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36-O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O) (alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• with the proviso that proper valencies are maintained for combinations of the forgoing variables;
• L is a covalent bond, —C(═O)—, or —(CH2)m—, in which m is 1, 2, 3, 4, or 5;
• R4 is hydrogen, aryl, —NH2, —OH, —NH(R8), —N(R9)(R10), —OR11, —N(R12) 2, or —NHR37;
• R5 is hydrogen, alkyl, aryl, heteroaryl, halo, —OH, —CF3, —CH2CF3, —CF2CF3, —NH2, —NHR11, —NR11R12, —NHC(O)R11, —NR11C(O)R12, —NHS(O)2R11, —NR11S(O)2R12, or OR11;
• R6 is hydrogen, halogen, alkyl, —N3, —CN, —CH2NH2, —NO2, —C(O)H, —C(O)R35, —C≡CH, —C≡C-(alkyl), —C≡C-(aryl), —C≡C—CCl3, —C≡C—CF3, —CH═CH2, or —OR11;
• or
• R5 and R6 taken together are C2-C5-alkylene or C2-C5-heteroalkylene, each of which is unsubstituted or substituted with one, two, or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR30, —SR30, —S(O)R35, —SO2R35, —B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36) —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36) and R6A;
• R6A is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidonyl, uracilyl, imidazolidinyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NR35R36, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, and phenyl substituted with alkyl;
• R7 is halo, aryl, heteroaryl, heterocyclyl, bicyclic heterocycloalkyl, —NH(R12), or —N(R13)(R14);
• R8 is alkyl, cycloalkyl, aryl, heteroaryl, cycloalkyl fused with phenyl, or alkyl substituted with one or two substituents independently selected from the group consisting of aryl, heteroaryl, and —N(alkyl)2;
• R9 and R10 are independently methyl, ethyl, propyl, or iso-propyl, each of which is unsubstituted or substituted with one substituent selected from the group consisting of —OH and —O(alkyl);
• or
• R9 and R10 together are alkylene or heteroalkylene;
• R11 is alkyl, —(C1-C4-alkylene)-alkenyl, —(C1-C4-alkylene)-alkynyl, or alkyl substituted with one aryl substituent;
• R12 is alkyl, —NH2, —NHR6a, or alkyl substituted with one substituent selected from the group consisting of cycloalkenyl, aryl, heteroaryl, heterocyclyl, —NH2, —N(R15)(R16), —NHC(═NH)NH2, —OC(O)CF3, —OH, —O-(alkyl), —S-(alkyl), and —C(O)NH2;
• R13 and R14 are independently alkyl or alkyl substituted with —N(CH3)2;
• or
• R13 and R14 together are alkylene;
• R15 and R16 are independently alkyl or alkyl substituted with one substituent selected from the group consisting of —NH2, —NH(alkyl), and —N(alkyl)2;
• R30 is alkyl or alkyl substituted with one substituent selected from the group consisting of halo and —O(alkyl);
• R35, R36, and R37 are independently alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH(═NH)NH2, —OH, —NH2, —NH (alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R40, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• R40 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)NH2, —O-(alkyl)-NR70R71, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• R70 and R71 are independently hydrogen, alkyl, alkenyl, alkyl substituted with four or five hydroxyl substituents, or alkyl substituted with one, two, or three substituents independently selected from the group consisting of —NH(═NH)NH2, —OH, —NH2, —NH(alkyl), —N(alkyl)2, —NH(CH2(phenyl)), —S(alkyl), R80, cycloalkyl, —CO2H, ═O, —NH(C═NH)NHNO2, and cycloalkyl substituted with —CH2NH2;
• and
• R80 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• in which each foregoing aryl, heteroaryl, heterocyclyl, and bicyclic heterocyclyl is unsubstituted or substituted with one, two, three, four, or five substituents independently selected from the group consisting of
• (a) one, two, three, four, or five independently selected R5a substituents,
• (b) alkyl substituted with one, two, three, four, or five independently selected R20a substituents,
• (c) —NH(alkyl), in which the alkyl part of the —NH(alkyl) is substituted with one, two, three, four, or five independently selected R20a substituents;
• and
• (d) —N(R35)-(alkyl), in which the alkyl part of the —N(R35)-(alkyl) is substituted with one, two, three, four or five independently selected R20a substituents;
• in which R5a is alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NH2, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, —OR30, —SR30, —S(O)R35, —SO2R35, —B(OH)2, —C(O)H, —C(O)R35, —C(O)OH, —C(O)OR35, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36), —OC(O)R35, —OC(O)OR35, —OC(O)NH2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —NHC(O)H, —NHC(O)R35, —NHC(O)OR35, —NHC(O)NH2, —NHC(NH)NH2, —NHC(O)NH(R35), —NHC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35) —SO2N(R35)(R36), or R81;
• R20A is cycloalkyl, halo, —CN, —OH, —SH, ═O, —OR30, —SR30, —C(O)OH, —C(O)OR35, —NH2, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), —C(O)N(R35)(R36) —OC(O)R35, —OC(O)NH2, —NHC(NH)NH2, —NHC(NH)NHNO2, —OC(O)NH(R35), —OC(O)N(R35)(R36), —SO2NH2, —SO2NH(R35), —SO2N(R35)(R36), —CH═CH2, or R72;
• and
• R81 is phenyl, naphthyl, furyl, thienyl, pyrrolyl, oxazolyl, thiazolyl, imidazolyl, pyrazolyl, isoxazolyl, isothiazolyl, 1,2,3-oxadiazolyl, 1,2,3-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, pyridyl, quinolinyl, pyrazinyl, pyrimidinyl, cyclohexyl, pyrrolidinyl, pyrrolidinyl substituted with ═O, uracilyl, imidazolidinyl, cyclohexyl, piperidinyl, piperazinyl, morpholinyl, thiomorpholinyl, or methyl optionally substituted with one, two or three substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, —SH, —NO2, ═O, —CF3, —CH2CF3, —CF2CF3, —OCF3, —OCH2CF3, —OCF2CF3, -(alkyl)-NH2, —O-(alkyl)-NH2, —O-(alkyl)-NH(alkyl), —O-(alkyl)-N(alkyl)2, —O(alkyl), —S(alkyl), —S(O)(alkyl), —SO2(alkyl), —C(O)H, —C(O)(alkyl), —C(O)OH, —C(O)O(alkyl), —NH2, —NH(alkyl), —N(alkyl)2, —C(O)NH2, —C(O)NH(alkyl), -(alkyl)-phenyl, —C(O)N(alkyl)2, —OC(O)(alkyl), —OC(O)O(alkyl), —OC(O)NH2, —OC(O)NH(alkyl), —OC(O)N(alkyl)2, —NHC(O)H, —NHC(O)(alkyl), —NHC(O)O(alkyl), —NHC(O)NH2, —NHC(O)NH(alkyl), —NHC(O)N(alkyl)2, —SO2NH2, —SO2NH(alkyl), —SO2N(alkyl)2, alkyl substituted with one phenyl substituent, and phenyl substituted with one, two, or three independently selected alkyl substituents;
• and
• each foregoing cycloalkyl and bicyclic cycloalkyl is unsubstituted or substituted with one or two substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, halo, —CN, —OH, ═O, —CF3, —OR30, —C(O)R35, —C(O)OH, —C(O)OR35, —NH2, —NH(R35), —N(R35)(R36), —C(O)NH2, —C(O)NH(R35), and —C(O)N(R35)(R36).

A compound which is

• 7-((3R)-3-aminopyrrolidin-1-yl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-5-ethyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((3S)-3-aminopyrrolidin-1-yl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-azetidin-1-yl-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-5-iodo-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-azetidin-1-yl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-azetidin-1-yl-4-oxo-5-(trifluoromethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((3S)-3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1R,5S)-cis-6-amino-3-azabicyclo[3.1.0]hex-3-yl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-N-phenyl-1,4-dihydro-1,8-naphthyridine-3-carboxamide,
• 7-((3R)-3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-5-methyl-7-(4-(methylamino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-azetidin-1-yl-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-5-methyl-7-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminoazetidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-(methylamino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((3aR,6aS)-hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide,
• 6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-4-oxo-5-(trifluoromethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-hydroxyazetidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(2-furyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 4-oxo-7-pyrrolidin-1-yl-5-(trifluoromethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-(3-pyridin-3-ylpyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 5-methyl-4-oxo-7-(3-pyridin-3-ylpyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((2-(dimethylamino)ethyl)(methyl)amino)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ethyl 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 7-((3-(4-(3-aminopropyl)piperazin-1-yl)propyl)amino)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((3-aminopropyl)amino)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-fluorophenyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide,
• 7-((3-((3-aminopropyl)(methyl)amino)propyl)amino)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((2-(dimethylamino)ethyl)(ethyl)amino)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-(3-pyridin-2-ylpyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-5-methyl-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((2-(dimethylamino)ethyl)(methyl)amino)-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-5-methyl-3-(morpholin-4-ylcarbonyl)-1,8-naphthyridin-4(1H)-one,
• 7-((2-aminoethyl)amino)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-N-pyridin-2-yl-7-pyrrolidin-1-yl-1,4-dihydro-1,8-naphthyridine-3-carboxamide,
• 7-((4-aminobutyl)amino)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-thien-2-yl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-((3R)-3-hydroxypyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-5-methyl-4-oxo-7-((3-((trifluoroacetyl)oxy)propyl)amino)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(4-(methylamino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-chloro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(4-aminopiperidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-phenyl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-5-methyl-4-oxo-7-((3-pyrrolidin-1-ylpropyl)amino)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(dimethylamino)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1R,5R)-3-((benzyloxy)carbonyl)-3,6-diazabicyclo[3.2.0]hept-6-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((3S)-3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide,
• 7-(3-aminopyrrolidin-1-yl)-5-ethyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide,
• 6-fluoro-7-(3-(methylamino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide,
• 6-bromo-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-chloro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-azetidin-1-yl-6-chloro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-azetidin-1-yl-6-bromo-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-azetidin-1-yl-6-cyano-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo[2.2.1]hept-2-yl)-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-(3-aminopyrrolidin-1-yl)-1-oxo-4,7,8,9-tetrahydro-1H-cyclopenta(c)-1,8-naphthyridine-2-carboxylic acid,
• 6-chloro-5-methyl-7-(3-(methylamino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-chloro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-azetidin-1-yl-1-oxo-4,7,8,9-tetrahydro-1H-cyclopenta(c)-1,8-naphthyridine-2-carboxylic acid,
• 6-bromo-5-methyl-7-(3-(methylamino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-5,6-dimethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-(3-(aminomethyl)benzyl)-7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-oxo-4,7,8,9-tetrahydro-1H-cyclopenta(c)-1,8-naphthyridine-2-carboxylic acid,
• 1-(3-(aminomethyl)benzyl)-7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-(aminomethyl)pyrrolidin-1-yl)-6-bromo-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-bromo-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-bromo-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-azetidin-1-yl-4-oxo-5-(trifluoromethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((4-((amino(imino)methyl)amino)butyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 5-methyl-7-(3-(methylamino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-((3-(1H-imidazol-1-yl)propyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-bromo-7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1-propa-1,2-dienyl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ((3aS,6aS)-1-benzylhexahydropyrrolo(3,4-b)pyrrol-5(1H)-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-(4-aminopiperidin-1-yl)-1-oxo-4,7,8,9-tetrahydro-1H-cyclopenta(c)-1,8-naphthyridine-2-carboxylic acid,
• 7-(3-((4-((amino(imino)methyl)amino)butyl)amino)pyrrolidin-1-yl)-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((4-aminobutyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-bromo-4-oxo-7-piperazin-1-yl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-oxo-6-pyrrolidin-1-yl-4,7,8,9-tetrahydro-1H-cyclopenta(c)-1,8-naphthyridine-2-carboxylic acid, 7-(4-aminopiperidin-1-yl)-6-bromo-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((5-amino-3-oxopentyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((3-(aminomethyl)benzyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-cyano-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((3-((amino(imino)methyl)amino)propyl)amino)pyrrolidin-1-yl)-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((5-((amino(imino)methyl)amino)pentyl)amino)pyrrolidin-1-yl)-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((3-(benzylamino)-2-hydroxypropyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-1,6-dideoxy-D-galactitol,
• 6-(3-(benzylamino)pyrrolidin-1-yl)-1-oxo-4,7,8,9-tetrahydro-1H-cyclopenta(c)-1,8-naphthyridine-2-carboxylic acid,
• 6-fluoro-7-(3-((3-(methylthio)propyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-((2-(1H-imidazol-5-yl)ethyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-4-(2,4-dimethoxybenzyl)-1-oxo-4,7,8,9-tetrahydro-1H-cyclopenta(c)-1,8-naphthyridine-2-carboxylic acid,
• 7-(4-aminopiperidin-1-yl)-6-chloro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((4-(aminomethyl)benzyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-(((3-(aminomethyl)cyclohexyl)methyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-((1H-imidazol-2-ylmethyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-(3-aminopyrrolidin-1-yl)-1-oxo-1,4,7,8,9,10-hexahydrobenzo(c)-1,8-naphthyridine-2-carboxylic acid,
• 7-(3-((3-amino-2-hydroxypropyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-(4-amino-4-carboxy-butylamino)-pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-(1,8)naphthyridine-3-carboxylic acid,
• 1-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-1-deoxy-D-mannitol,
• 1-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-1-deoxy-D-xylitol,
• 6-chloro-7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-chloro-7-(3-(dimethylamino)pyrrolidin-1-yl)-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-((3-hydroxybenzyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((2-aminoethyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-1-deoxy-D-galactitol,
• 6-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-1,6-dideoxy-D-galactitol,
• 6-fluoro-4-oxo-7-(3-((2-pyridin-4-ylethyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-1,2-dideoxy-D-erythro-pentitol,
• 1-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-1-deoxy-L-mannitol,
• 6-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-5,6-dideoxy-D-arabino-hexitol,
• 7-(3-((4-(3-(dimethylamino)propoxy)benzyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-chloro-4-oxo-7-piperazin-1-yl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-1,2-dideoxy-D-arabino-hexitol,
• 7-(3-aminopyrrolidin-1-yl)-4-oxo-6-(phenylethynyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-1-deoxy-D-ribitol,
• 5-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-5-deoxy-D-ribitol,
• 7-(3-(aminomethyl)pyrrolidin-1-yl)-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-(3-((thien-3-ylmethyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-((1H-imidazol-4-ylmethyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-oxo-6-piperazin-1-yl-4,7,8,9-tetrahydro-1H-cyclopenta(c)-1,8-naphthyridine-2-carboxylic acid,
• 6-fluoro-4-oxo-7-(3-((1-phenylethyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-((1-methyl-1-phenylethyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-((4-hydroxybenzyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-1-deoxy-L-arabinitol,
• 1-((1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)amino)-1,2-dideoxy-D-ribo-hexitol,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(2,4-dimethoxybenzyl)-5,6-dimethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-1-(2-(4-(aminosulfonyl)phenyl)ethyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1-(3-pyridin-4-ylprop-2-ynyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((2-((amino(imino)methyl)amino)ethyl)amino)pyrrolidin-1-yl)-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((4-aminobenzyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-(3-aminobenzyl)-7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-1-(2-(4-hydroxyphenyl)ethyl)-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-(4-aminopiperidin-1-yl)-4-(2,4-dimethoxybenzyl)-1-oxo-4,7,8,9-tetrahydro-1H-cyclopenta(c)-1,8-naphthyridine-2-carboxylic acid,
• 7-(3-(allylamino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-((4-hydroxybutyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-(3-((1H-pyrazol-5-ylmethyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ethyl 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1-(3-pyridin-4-ylprop-2-ynyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-1-(2-(4-methoxyphenyl)ethyl)-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-(3-((1-thien-2-ylethyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((2-(dimethylamino)ethyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-(((1S)-2-hydroxy-1-(1H-imidazol-4-ylmethyl)ethyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((2,3-dihydroxypropyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1-(3-oxo-3-phenylpropyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ethyl 6-fluoro-7-(3-((4-hydroxybenzyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 6-fluoro-7-(3-((3-fluoro-4-methoxybenzyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-1-(4-methoxybenzyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-(3-((quinolin-2-ylmethyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(4-(dihydroxyboryl)benzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• N-(3-(aminomethyl)benzyl)-6-fluoro-7-pyrrolidin-1-yl-1,8-naphthyridin-4-amine,
• 6-acetyl-7-(3-aminopyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-(3-((piperidin-4-ylmethyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ethyl 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1-(3-phenylprop-2-ynyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-1-(4-methoxybenzyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 4-(2,4-dimethoxybenzyl)-1-oxo-6-piperazin-1-yl-4,7,8,9-tetrahydro-1H-cyclopenta(c)-1,8-naphthyridine-2-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1-(pyridin-4-ylmethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-4-oxo-6-prop-1-ynyl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(3,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-(((1R)-2-hydroxy-1-phenylethyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((4-(aminosulfonyl)benzyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-((3-methoxybenzyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-(2,4-dimethoxybenzyl)-6-fluoro-7-(3-((2-(1H-imidazol-5-yl)ethyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-(2,4-dimethoxybenzyl)-6-fluoro-7-(3-((3-(1H-imidazol-1-yl)propyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-(2-carbamoyl-ethylamino)-pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
• 6-fluoro-4-oxo-7-(3-((2-pyrrolidin-1-ylethyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-3-(((3-phenylpropyl)amino)methyl)-1,8-naphthyridin-4(1H)-one,
• 6-fluoro-7-(3-(((1S)-2-hydroxy-1-phenylethyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-(benzyl(2-(dimethylamino)ethyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((3R,4S)-3-(benzylamino)-4-hydroxypyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-3-(((3-(diethylamino)propyl)amino)methyl)-6-fluoro-1,8-naphthyridin-4(1H)-one
• 6-fluoro-4-oxo-7-(3-((3-pyridin-4-ylbenzyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-(4-aminobutyl)-7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-((2-methoxyethyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-5-methyl-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-azetidin-1-yl-4-oxo-6-prop-1-ynyl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((3R,4R)-3-amino-4-hydroxypyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• N-(2-((6-fluoro-7-pyrrolidin-1-yl-1,8-naphthyridin-4-yl)amino)ethyl)guanidine,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-1-(2-(methylthio)benzyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-(1,3-benzodioxol-5-ylmethyl)-7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-1-(2-(3-methoxyphenyl)ethyl)-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((cyclopropylmethyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(2,4-dimethoxybenzyl)-5-ethyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-(5-aminopentyl)-7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-1-(4-(methylthio)benzyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1-(3-phenylpropyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(4-(dimethylamino)benzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-3-(((3,4-difluorobenzyl)amino)methyl)-6-fluoro-1,8-naphthyridin-4(1H)-one,
• 7-(3-((3,5-difluorobenzyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ethyl 7-(3-aminopyrrolidin-1-yl)-6-fluoro-1-(2-(2-fluorophenyl)ethyl)-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 6-(benzyloxy)-7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1(2,4-dimethoxybenzyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-(3-((thien-2-ylmethyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1-propa-1,2-dienyl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-(bis(2-hydroxyethyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-(((3-methylthien-2-yl)methyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-(((5-methylthien-2-yl)methyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((4-(acetylamino)benzyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((3R,4S)-3-amino-4-hydroxypyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(1S,2R,5S)-6,6-dimethylbicyclo(3.1.1)hept-2-yl)methyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ethyl 7-(3-aminopyrrolidin-1-yl)-6-fluoro-1-(2-(4-hydroxyphenyl)ethyl)-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• ethyl 6-fluoro-7-(3-((1H-imidazol-2-ylmethyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1-(pyridin-3-ylmethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((amino(imino)methyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-(((2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)methyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-(3-((pyridin-3-ylmethyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-((2-furylmethyl)amino)pyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-(aminomethyl)-7-(3-aminopyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• N-(6-fluoro-7-pyrrolidin-1-yl-1,8-naphthyridin-4-yl)-N,N′,N′-trimethylethane-1,2-diamine,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1-(piperidin-4-ylmethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ethyl 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1-(3-phenylprop-2-ynyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-1-((5-methylpyrazin-2-yl)methyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ethyl 7-(3-aminopyrrolidin-1-yl)-6-fluoro-5-methyl-4-oxo-1-(2-pyridin-4-ylethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 7-(3-((2,6-difluorobenzyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((3R,4R)-3-(benzylamino)-4-hydroxypyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-4-oxo-7-(3-((3-(2-oxopyrrolidin-1-yl)propyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(3,5-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-3-((1,2,3,4-tetrahydronaphthalen-1-ylamino)methyl)-1,8-naphthyridin-4(1H)-one,
• ethyl 7-(3-aminopyrrolidin-1-yl)-1-(2-(4-(aminosulfonyl)phenyl)ethyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 1-(3-(aminomethyl)benzyl)-7-azetidin-1-yl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1-(3,4,5-trimethoxybenzyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(2,3-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((2,4-difluorobenzyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1-(pyridin-2-ylmethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ethyl 7-(3-aminopyrrolidin-1-yl)-6-fluoro-5-methyl-4-oxo-1-(2-pyridin-2-ylethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1-(piperidin-3-ylmethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ethyl 6-fluoro-4-oxo-7-(3-((1-phenylethyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• ethyl 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 7-(3-aminopyrrolidin-1-yl)-3-(((1,2-diphenylethyl)amino)methyl)-6-fluoro-1,8-naphthyridin-4(1H)-one,
• N-(1-(6-carboxy-3-fluoro-5-oxo-5,8-dihydro-1,8-naphthyridin-2-yl)pyrrolidin-3-yl)-N-(imino(nitroamino)methyl)-L-ornithine,
• 7-(3-((1-benzylpiperidin-4-yl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-1-(2-methoxybenzyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-1-(4-carboxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 6-fluoro-7-(3-fluoropyrrolidin-1-yl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 1-benzyl-7-((1S,4S)-2,5-diazabicyclo(2.2.1)hept-2-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-((2-ethylbutyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-3-benzoyl-1-(2,4-dimethoxybenzyl)-6-fluoro-1,8-naphthyridin-4(1H)-one,
• 7-(3-((2-carboxy-2-(1H-imidazol-4-yl)ethyl)amino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• 7-(3-aminopyrrolidin-1-yl)-3-(((2,4-difluorobenzyl)amino)methyl)-6-fluoro-1,8-naphthyridin-4(1H)-one,
• 1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-7-(3-((3-(2-oxopyrrolidin-1-yl)propyl)amino)pyrrolidin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid,
• ethyl 7-(3-aminopyrrolidin-1-yl)-1-(2-(2,5-dimethoxyphenyl)ethyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate,
• 7-(3-aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1-(piperidin-4-ylmethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid, or
• 7-(3-aminopyrrolidin-1-yl)-1-(((1R,2S,5R)-6,6-dimethylbicyclo(3.1.1)hept-2-yl)methyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid.