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US 8,901,119 B2Granted
Peptide deformylase inhibitors
AssigneeGlaxoSmithKline Intellectual Property (No. 2) Limited
InventorsKelly M. Aubart, Andrew B. Benowitz, Yuhong Fang, James Hoffman, Joseph M. Karpinski, Andrew Nicholson Knox, Xiangmin Liao, Donghui Qin, Dongchuan Shi, Jared T. Spletstoser
Life of this patent
Estimating the term…
Abstract
The present invention relates to a compound of Formula (I): or a pharmaceutically acceptable salt thereof, corresponding pharmaceutical compositions, compound preparation and treatment methods directed to bacterial infections and inhibition of bacterial peptide deformylase (PDF) activity.
Claims19
A compound of Formula (I):
- wherein:
- X—Y is —C(H)2—N(Ra)— or —C(H)═N—;
- R is —C(O)N(H)OH or —N(OH)C(O)H;
- R1 is —H or —C1-C6 alkyl;
- R2 is aryl, —(CH2)n-aryl, heteroaryl or —(CH2)heteroaryl;
- R3 is —H or —C1-C6 alkyl;
- R4 is —H, halo, —OH, C1-C3 alkoxy, —NR6R7 or C1-C6 alkyl;
- R5 is —H, halo, —OH, C1-C3 alkoxy, —NR6R7 or C1-C6 alkyl;
- R9 is —C3-C6 cycloalkyl or —C1-C6 alkyl;
- wherein:
- n is 0 or an integer from 1 to 5;
- Ra is —H or —C1-C3 alkyl;
- each aryl or heteroaryl as defined in R2 optionally is substituted with one, two, or three R8 groups;
- R6 is —H or —C1-C6 alkyl;
- R7 is —H or —C1-C6 alkyl;
- R8 each independently is selected from —C1-C6 alkyl, —C1-C6 haloalkyl, heterocyclyl, aryl, heteroaryl, —C(O)OR10, —OR11, —NR10R11, —O(CH2)2NR10R11, —(CH2)NR10R11 or —N(H)(CH2)3—NR10R11;
- wherein:
- R10 or R11 each independently is —H or —C1-C6 alkyl;
- heterocyclyl, aryl or heteroaryl optionally is substituted with at least one R12 group;
- wherein:
- R12 is —C1-C6 alkyl, —NR13R14, OR15 or halo;
- wherein:
- R13, R14 or R15 each independently is —H or —C1-C6 alkyl;
- or
- a pharmaceutically acceptable salt thereof.
22 more elements
A compound of Formula (II):
- wherein:
- Ra is —H or —C1-C3 alkyl;
- R is —C(O)N(H)OH or —N(OH)C(O)H;
- R1 is —H or —C1-C6 alkyl;
- R2 is aryl, —(CH2)n-aryl, heteroaryl or —(CH2)heteroaryl R3 is —H or —C1-C6 alkyl;
- R9 is —C3-C6 cycloalkyl or —C1-C6 alkyl;
- wherein:
- n is 0 or an integer from 1 to 5;
- each aryl or heteroaryl as defined in R2 optionally is substituted with one, two, or three R8 groups;
- R8 each independently is selected from —C1-C6 alkyl, —C1-C6 haloalkyl, heterocyclyl, aryl, heteroaryl, —C(O)OR10, —OR10, —NR10R11, —O(CH2)2NR10R11, —(CH2)NR10R11 or —N(H)(CH2)3—NR10R11;
- wherein:
- R10 or R11 each independently is —H or —C1-C6 alkyl;
- heterocyclyl, aryl or heteroaryl optionally is substituted with at least one R12 group;
- wherein:
- R12 is —C1-C6 alkyl, —NR13R14, OR15 or halo;
- wherein:
- R13, R14 or R15 each independently is —H or —C1-C6 alkyl;
- or
- a pharmaceutically acceptable salt thereof.
16 more elements
A compound of Formula (III):
- wherein:
- R is —C(O)N(H)OH or —N(OH)C(O)H R1 is —H or —C1-C6 alkyl;
- R2 is aryl, —(CH2)n-aryl, heteroaryl or —(CH2)heteroaryl R3 is —H or —C1-C6 alkyl;
- wherein:
- n is 0 or an integer from 1 to 5;
- each aryl or heteroaryl as defined in R2 optionally is substituted with one, two, or three R8 groups;
- R8 each independently is selected from —C1-C6 alkyl, —C1-C6 haloalkyl, heterocyclyl, aryl, heteroaryl, —C(O)OR10, —OR10, —NR10R11, —O(CH2)2NR10R11, —(CH2)NR10R11 or —N(H)(CH2)3—NR10R11;
- wherein:
- R10 or R11 each independently is —H or —C1-C6 alkyl;
- heterocyclyl, aryl or heteroaryl optionally is substituted with at least one R12 group;
- wherein:
- R12 is —C1-C6 alkyl, —NR13R14, OR15 or halo;
- wherein:
- R13, R14 or R15 each independently is —H or —C1-C6 alkyl;
- or
- a pharmaceutically acceptable salt thereof.
13 more elements
A compound of Formula (IV)
- wherein:
- Ra is —H or —C1-C3 alkyl;
- R2 is aryl, —(CH2)n-aryl, heteroaryl or —(CH2)heteroaryl;
- wherein:
- n is 0 or an integer from 1 to 5;
- each aryl or heteroaryl as defined in R2 optionally is substituted with one, two, or three R8 groups;
- R8 each independently is selected from —C1-C6 alkyl, —C1-C6 haloalkyl, heterocyclyl, aryl, heteroaryl, —C(O)OR10, —OR10, —NR10R11, —O(CH2)2NR10R11, —(CH2)NR10R11 or —N(H)(CH2)3—NR10R11;
- wherein:
- R10 or R11 each independently is —H or —C1-C6 alkyl;
- heterocyclyl, aryl or heteroaryl optionally is substituted with at least one R12 group;
- wherein:
- R12 is —C1-C6 alkyl, —NR13R14, —OR15 or halo;
- wherein:
- R13, R14 or R15 each independently is —H or —C1-C6 alkyl;
- or
- a pharmaceutically acceptable salt thereof.
13 more elements
A compound which is
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(3-methyl-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(3,4-dimethyl-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(6-ethyl-3-methyl-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-4-isoquinolinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(6-ethyl-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(4-ethyl-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-1,3-thiazol-2-yl-3-pyrazolidinecarboxamide;
- (3S)—N-(5-Chloro-2-pyridinyl)-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-3-isoxazolyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-phenyl-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[3-(methyloxy)phenyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(4-fluorophenyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(3-fluorophenyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(4,5-dimethyl-1,3-thiazol-2-yl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-phenyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-fluoro-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-2-pyridinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-3-pyridinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-3-pyridazinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[4-(trifluoromethyl)phenyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(2-fluorophenyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(6-fluoro-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[4-(trifluoromethyl)-2-pyridinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(2-pyridinylmethyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(6-methyl-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[6-(trifluoromethyl)-2-pyridinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(4,6-dimethyl-2-pyridinyl)-3-pyrazolidinecarboxamide;
- Ethyl 5-({[(3S)-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinyl]carbonyl}amino)-1,3,4-oxadiazole-2-carboxylate;
- (3S)—N-(6-Chloro-2-pyridinyl)-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[6-(4-morpholinyl)-3-pyridinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-5-isoquinolinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-1-isoquinolinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-2-quinolinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-3-quinolinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-{5-[4-(methyloxy)phenyl]-2-pyridinyl}-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-{5-[3-(methyloxy)phenyl]-2-pyridinyl}-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-5-quinolinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[6-(4-morpholinyl)-2-pyridinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(1,2,3,4-tetrahydro-5-quinolinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-8-quinolinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[5-(4-fluorophenyl)-2-pyridinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[6-(methyloxy)-1,5-naphthyridin-3-yl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-fluoro-1-oxido-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-methyl-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(1-oxido-2-pyridinyl)-3-pyrazolidinecarboxamide;
- Methyl 6-({[(3S)-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinyl]carbonyl}amino)-2-pyridinecarboxylate;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-methyl-3-isoxazolyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(2-fluoro-3-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(1-oxido-4-pyrimidinyl)-3-pyrazolidinecarboxamide;
- (3S)—N-1H-1,2,3-Benzotriazol-5-yl-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-1-methyl-N-4-pyrimidinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-fluoro-2-pyridinyl)-1-methyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-1-methyl-N-2-pyrazinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-1-methyl-N-[2-(methyloxy)-4-pyrimidinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-1-methyl-N-[6-(methyloxy)-2-pyrazinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(6-fluoro-2-pyridinyl)-1-methyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(3-fluoro-4-pyridinyl)-1-methyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-1-methyl-N-[3-(methyloxy)-2-pyrazinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-4-pyrimidinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-2-pyrazinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-4-pyridinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[6-(1H-imidazol-1-yl)-2-pyridinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[5-(1H-imidazol-1-yl)-2-pyridinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(3-fluoro-4-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(2-quinolinylmethyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-5-pyrimidinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[6-(methyloxy)-4-pyrimidinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(4-methyl-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(7-methyl-7H-purin-6-yl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[2-(methyloxy)-4-pyrimidinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-fluoro-4-pyrimidinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(3-quinolinylmethyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-methyl-2-pyrazinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[6-(methyloxy)-2-pyrazinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[3-(methyloxy)-2-pyrazinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(2-fluoro-4-pyrimidinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[2-(4-methyl-1-piperazinyl)-4-pyrimidinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[2-(dimethylamino)-4-pyrimidinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(4-pyrimidinylmethyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-{2-[(2R)-2,4-dimethyl-1-piperazinyl]-4-pyrimidinyl}-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(2-{[2-(dimethylamino)ethyl]oxy}-4-pyrimidinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(2-{[3-(dimethylamino)propyl]amino}-4-pyrimidinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-{2-[(3S)-3-(dimethylamino)-1-pyrrolidinyl]-4-pyrimidinyl}-3-pyrazolidine carboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-2-pyrimidinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-{6-[(2R)-2,4-dimethyl-1-piperazinyl]-4-pyrimidinyl}-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[2-(4-methyl-4,7-diazaspiro[2.5]oct-7-yl)-4-pyrimidinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-{2-[(2S)-2,4-dimethyl-1-piperazinyl]-4-pyrimidinyl}-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[5-(methyloxy)-2-pyrimidinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[4-(methyloxy)-2-pyrimidinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-fluoro-2-pyrimidinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-{2-[(dimethylamino)methyl]-4-pyrimidinyl}-3-pyrazolidinecarboxamide;
- (5S)-1-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-4-pyrimidinyl-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (5S)-1-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-fluoro-2-pyridinyl)-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (5S)-1-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-fluoro-4-pyrimidinyl)-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (5S)-1-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-2-pyrazinyl-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (5S)-1-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(2-fluoro-4-pyrimidinyl)-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (5S)-1-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-methyl-2-pyrazinyl)-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (5S)-1-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(6-fluoro-2-pyridinyl)-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (5S)-1-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[2-(methyloxy)-4-pyrimidinyl]-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (3S)—N-(5-Fluoro-2-pyridinyl)-2-((2R)-2-{[formyl(hydroxy)amino]methyl}heptanoyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-2-{[Formyl(hydroxy)amino]methyl}heptanoyl)-N-4-pyrimidinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-2-{[Formyl(hydroxy)amino]methyl}heptanoyl)-N-2-pyridinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-2-{[Formyl(hydroxy)amino]methyl}heptanoyl)-N-(1-oxido-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)—N-(5-Fluoro-1-oxido-2-pyridinyl)-2-((2R)-2-{[formyl(hydroxy)amino]methyl}heptanoyl)-3-pyrazolidinecarboxamide;
- (5S)-1-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(1-oxido-2-pyridinyl)-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-1H-imidazol-2-yl-3-pyrazolidinecarboxamide;
- (3S)—N-1H-Benzimidazol-2-yl-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinecarboxamide;
- (5S)—N-(5-Fluoro-2-pyridinyl)-1-((2R)-2-{[formyl(hydroxy)amino]methyl}heptanoyl)-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (5S)-1-((2R)-2-{[Formyl(hydroxy)amino]methyl}heptanoyl)-N-2-pyridinyl-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (5S)-1-((2R)-2-{[Formyl(hydroxy)amino]methyl}heptanoyl)-N-4-pyrimidinyl-4,5-dihydro-1H-pyrazole-5-carboxamide;
- (3S)-2-((2R)-2-{[Formyl(hydroxy)amino]methyl}heptanoyl)-N-3-pyridazinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[2-(4-morpholinyl)-5-pyrimidinyl]-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-2-{[Formyl(hydroxy)amino]methyl}hexanoyl)-N-(1-oxido-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)—N-(5-Fluoro-1-oxido-2-pyridinyl)-2-((2R)-2-{[formyl(hydroxy)amino]methyl}hexanoyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-2-{[Formyl(hydroxy)amino]methyl}hexanoyl)-N-4-pyrimidinyl-3-pyrazolidinecarboxamide;
- 4-({[(3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinyl]carbonyl}amino)benzoic acid;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(5-hydroxy-2-pyridinyl)-3-pyrazolidinecarboxamide;
- 6-({[(3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinyl]carbonyl}amino)-3-pyridinecarboxylic acid;
- 2-({[(3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinyl]carbonyl}amino)-4-pyridinecarboxylic acid;
- 3-({[(3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-3-pyrazolidinyl]carbonyl}amino)benzoic acid;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(4-hydroxy-2-pyridinyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(3-hydroxyphenyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(4-hydroxyphenyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[2-(2-pyridinyl)-5-pyrimidinyl]-3-pyrazolidinecarboxamide;
- (3S)—N-(5-Fluoro-2-pyridinyl)-2-((2R)-2-{[formyl(hydroxy)amino]methyl}hexanoyl)-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-2-{[Formyl(hydroxy)amino]methyl}hexanoyl)-N-3-pyridazinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-2-{[Formyl(hydroxy)amino]methyl}hexanoyl)-N-2-pyridinyl-3-pyrazolidinecarboxamide;
- (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-[4-(2-pyridinyl)-2-pyrimidinyl]-3-pyrazolidinecarboxamide;
- or
- a pharmaceutically acceptable salt thereof.
127 more elements
A compound which is (3S)-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-4-pyrimidinyl-3-pyrazolidinecarboxamide:
- or a pharmaceutically acceptable salt thereof.
A compound which is (3S)-2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-4-pyrimidinyl-3-pyrazolidinecarboxamide:
Dependencies are inferred from the claim text.