HIV Protease Inhibiting Compounds

A compound of formula (I),

• or a pharmaceutically acceptable salt form, prodrug, or stereoisomer thereof, wherein:
• A is
• X is O, S or NH;
• Y is O, S or NH;
• B is H or —CH2R9;
• L is —C(═O), —C(═S), —C(═NH) or —S(O)2;
• RA is —N(H)C(O)R8, —O(Ra), —OC(O)ORa, —NRaRb, —N(Rb)S(O)2Ra, —N(Rb)alkylN(Rb)S(O)2Ra, —N(Rb)alkylN(Rb)C(O)ORa, —N(Rb)alkylN(Rb)C(O)NRaRb, -alkylSRa, -alkylS(O)Ra or -alkylS(O)2Ra;
• R1 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein each R1 is substituted with 0, 1 or 2 substituents independently selected from the group consisting of cyano, halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl), -alkylC(O)N(alkyl)2, and R1a;
• R1a is cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein each R1a is substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl) and -alkylC(O)N(alkyl)2;
• R2 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein each R2 is substituted with 0, 1 or 2 substituents independently selected from the group consisting of halo, —ORa, —SRa, —SORa, —SO2Ra, —NRaRb, —NRbC(O)Ra—N(Rb)C(O)ORa, —N(Ra)C(═N)NRaRb, —N(Ra)C(O)NRaRb, —C(O)NRaRb, —C(O)ORa and R2a;
• R2a is cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein each R2a is substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl) and -alkyl-C(O)N(alkyl)2;
• R3 is alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, -alkylORa, -alkylSRa, -alkylSORa, -alkylSO2Ra, -alkylNRaRb, -alkylN(Rb)C(O)Ra, -alkylN(Rb)C(O)ORa, -alkylN(Ra)C(═N)NRaRb, -alkylN(Ra)C(O)NRaRb, -alkylC(O)NRaRb, -alkylC(O)ORa, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, heterocycle, heterocyclealkyl, aryl, arylalkyl, heteroaryl or heteroarylalkyl;
• wherein the cycloalkyl, cycloalkenyl, heterocycle, aryl, heteroaryl, cycloalkyl moiety of the cycloalkylalkyl, cycloalkenyl moiety of the cycloalkenylalkyl, heterocycle moiety of the heterocyclealkyl, heteroaryl moiety of the heteroarylalkyl and the aryl moiety of the arylalkyl are independently substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl), -alkylC(O)N(alkyl)2 and R3a;
• R3a is cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein each R3a is substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, oxo, alkyl, alkenyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl), and -alkylC(O)N(alkyl)2;
• R4 is H and R5 is OR16;
• or
• R5 is H and R4 is OR16;
• or
• R4 and R5 are —OR16;
• R6 is alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, -alkylORa, -alkylSRa, -alkylSORa, -alkylSO2Ra, -alkylNRaRb, -alkylN(Rb)C(O)Ra, -alkylN(Rb)C(O)ORa, -alkylN(Ra)C(═N)NRaRb, -alkylN(Ra)C(O)NRaRb, -alkylC(O)NRaRb, -alkylC(O)ORa, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, heterocycle, heterocyclealkyl, aryl, arylalkyl, heteroaryl or heteroarylalkyl;
• wherein the cycloalkyl, cycloalkenyl, heterocycle, aryl, heteroaryl, cycloalkyl moiety of the cycloalkylalkyl, cycloalkenyl moiety of the cycloalkenylalkyl, heterocycle moiety of the heterocyclealkyl, heteroaryl moiety of the heteroarylalkyl and the aryl moiety of the arylalkyl are independently substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —S 02(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl), -alkylC(O)N(alkyl)2 and R6a;
• R6a is cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein each R6a is substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, oxo, alkyl, alkenyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl), and -alkylC(O)N(alkyl)2;
• R7 is —N(Rb)C(O)ORa, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein the alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocycle, aryl and heteroaryl are independently substituted with 0, 1 or 2 substituents independently selected from the group consisting of halo, —ORa, —OC(O)Ra, —SRa, —SORa, —SO2Ra, —NRaRb, —N(Rb)C(O)Ra, —N(Rb)C(O)ORa, —N(Ra)C(═N)NRaRb, —N(Ra)C(O)NRaRb, —C(O)NRaRb, —C(O)ORa and R7a;
• R7a is cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein each R7a is substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl) and -alkyl-C(O)N(alkyl)2;
• R8 is —ORa, —NRaRb, —N(Rb)C(O)ORa, -alkylORa, -alkylOC(O)Ra, or —O-alkylC(O)Ra;
• R9 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, heteroaryl or heterocycle;
• wherein each R9 is substituted with 0, 1, 2 or 3 substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cyano, formyl, halo, nitro, oxo, —ORa, —SRa, —SORa, —SO2Ra, —SO2NRa, —SO2ORa, —NRaRb, —N(Rb)C(O)Ra, —N(Rb)SO2Ra, —N(Rb)SO2NRaRb, —N(Rb)C(O)NRaRb, —N(Rb)C(O)ORa, —C(O)Ra, —C(O)NRaRb, —C(O)ORa, haloalkyl, nitroalkyl, cynaoalkyl, formylalkyl, -alkylORa, -alkyl-O—P(O)(ORa)(ORa), -alkylNRaRb, -alkylN(Rb)C(O)ORa, -alkylN(Rb)SO2NRaRb, -alkylN(Rb)C(O)Ra, -alkylN(Rb)C(O)NRaRb, -alkylN(Rb)SO2Ra, -alkylC(O)ORa, -alkylC(O)Ra, -alkylC(O)NRaRb and R9a;
• R9a is cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein each R9a is substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, cyanoalkyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl) and -alkylC(O)N(alkyl)2;
• R10 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, heteroaryl or heterocycle;
• wherein each R10 is substituted with 0, 1, 2 or 3 substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cyano, formyl, halo, nitro, oxo, —ORa, —SRa, —SORa, —SO2Ra, —SO2NRa, —SO2ORa, —NRaRb, —N(Rb)C(O)Ra, —N(Rb)SO2Ra, —N(Rb)SO2NRaRb, —N(Rb)C(O)NRaRb, —N(Rb)C(O)ORa, —C(O)Ra, —C(O)NRaRb, —C(O)ORa, haloalkyl, nitroalkyl, cynaoalkyl, formylalkyl, -alkylORa, -alkyl-O—P(O)(ORa)(ORa), -alkylNRaRb, -alkylN(Rb)C(O)ORa, -alkylN(Rb)SO2NRaRb, -alkylN(Rb)C(O)Ra, -alkylN(Rb)C(O)NRaRb, -alkylN(Rb)SO2Ra, -alkylC(O)ORa, -alkylC(O)Ra, -alkylC(O)NRaRb and R10a;
• R10a is cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein each R10a is substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, cyanoalkyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl) and -alkylC(O)N(alkyl)2;
• R11 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, heteroaryl or heterocycle;
• wherein each R11 is substituted with 0, 1, 2 or 3 substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cyano, formyl, halo, nitro, oxo, —ORa, —SRa, —SORa, —SO2Ra, —SO2NRa, —SO2ORa, —NRaRb, —N(Rb)C(O)Ra, —N(Rb)SO2Ra, —N(Rb)SO2NRaRb, —N(Rb)C(O)NRaRb, —N(Rb)C(O)ORa, —C(O)Ra, —C(O)NRaRb, —C(O)ORa, haloalkyl, nitroalkyl, cynaoalkyl, formylalkyl, -alkylORa, -alkyl-O—P(O)(ORa)(ORa), -alkylNRaRb, -alkylN(Rb)C(O)ORa, -alkylN(Rb)SO2NRaRb, -alkylN(Rb)C(O)Ra, -alkylN(Rb)C(O)NRaRb, -alkylN(Rb)SO2Ra, -alkylC(O)ORa, -alkylC(O)Ra, -alkylC(O)NRaRb and R11a;
• R11a is cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein each R11a is substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, cyanoalkyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl) and -alkyl-C(O)N(alkyl)2;
• R12 is alkyl, alkenyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl or cycloalkenylalkyl;
• wherein each R12 is substituted with 0, 1 or 2 substituents independently selected from the group consisting of hydroxy, alkoxy and halo;
• R13 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, heteroaryl or heterocycle;
• wherein each R13 is substituted with 0, 1, 2 or 3 substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cyano, halo, nitro, oxo, —ORa, —SRa, —SORa, —SO2Ra, —SO2NRa, —SO2ORa, —NRaRb, —N(Rb)C(O)Ra, —N(Rb)C(O)ORa, —C(O)NRaRb, —C(O)ORa, haloalkyl, nitroalkyl, cynaoalkyl, -alkylORa, -alkyl-O—P(O)(ORa)(ORa), -alkylNRaRb, -alkylN(Rb)C(O)Ra, -alkylN(Rb)C(O)NRaRb, -alkylN(Rb)SO2Ra, -alkylC(O)ORa, -alkyl-C(O)NRaRb and R13a;
• R13a is cycloalkyl, cycloalkenyl, heterocycle, aryl or heteroaryl;
• wherein each R13a is substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, cyanoalkyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl) and -alkylC(O)N(alkyl)2;
• R14 is —ORa, -alkylORa, aryl, heteroaryl or heterocycle;
• wherein the aryl, heteroaryl and heterocycle are independently substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of cyano, halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —S 02(alkyl), —S(O)2NRaRb, —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, cyanoalkyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl) and -alkylC(O)N(alkyl)2;
• R16 is hydrogen or R15;
• R15 is
• R103 is C(R105)2, O or —N(R105);
• R104 is hydrogen, alkyl, haloalkyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl or dialkylaminocarbonyl,
• each M is independently selected from the group consisting of H, —N(R105)2, alkyl, alkenyl, and R106;
• wherein 1 to 4—CH2 radicals of the alkyl or alkenyl, other than the —CH2 radical that is bound to Z, is optionally replaced by a heteroatom group selected from the group consisting of O, S, S(O), SO2 and N(R105);
• and wherein any hydrogen in said alkyl, alkenyl or R106 is optionally replaced with a substituent selected from the group consisting of oxo, —OR105, —R105, —N(R105)2, —CN, —C(O)OR105, —C(O)N(R105)2, —SO2N(R105), —N(R105)C(O)R105, —C(O)R105, —SR105, —S(O)R105, —SO2R105, —OCF3, —SR106, —SOR106, —SO2R106, —N(R105)SO2R105, halo, —CF3, NO2 and phenyl;
• provided that when M is —N(R105)2, Z1 and Z2 are —CH2;
• Z1 is CH2, O, S, —N(R105), or, when M is absent, H;
• Z2 is CH2, O, S or —N(R105);
• Q is O or S;
• W is P or S;
• wherein when W is S, Z1 and Z2 are not S;
• M′ is H, alkyl, alkenyl or R106;
• wherein 1 to 4 —CH2 radicals of the alkyl or alkenyl is optionally replaced by a heteroatom group selected from O, S, 5(O), SO2, or N(R105);
• and wherein any hydrogen in said alkyl, alkenyl or R106 is optionally replaced with a substituent selected from the group consisting of oxo, —OR105, —R105, —N(R105)2, —CN, —C(O)OR105, —C(O)N(R105)2, —SO2N(R105), —N(R105)C(O)R105, —C(O)R105, —SR105, —S(O)R105, —SO2R105, —OCF3, —SR106, —SOR106, —SO2R106, —N(R105)SO2R105, halo, —CF3 and NO2;
• R106 is a monocyclic or bicyclic ring system selected from the group consisting of aryl, cycloalkyl, cycloalkenyl heteroaryl and heterocycle;
• wherein any of said heteroaryl and heterocycle ring systems contains one or more heteroatoms selected from the group consisting of O, N, S, SO, SO2 and N(R105);
• and wherein any of said ring system is substituted with 0, 1, 2, 3, 4, 5 or 6 substituents selected from the group consisting of hydroxy, alkyl, alkoxy, and —OC(O)alkyl;
• each R105 is independently selected from the group consisting of H or alkyl;
• wherein said alkyl is optionally substituted with a ring system selected from the group consisting of aryl, cycloalkyl, cycloalkenyl, heteroaryl and heterocycle;
• wherein any of said heteroaryl and heterocycle ring systems contains one or more heteroatoms selected from the group consisting of O, N, S, SO, SO2, and N(R105);
• and wherein any one of said ring systems is substituted with 0, 1, 2, 3 or 4 substituents selected from the group consisting of oxo, —OR105, —R105, —N(R105)2, —N(R105)C(O)R105, —CN, —C(O)OR105, —C(O)N(R105)2, halo and —CF3;
• each R107 and R108 are independently selected from the group consisting of hydrogen and alkyl;
• q is 0 or 1;
• m is 0 or 1;
• m′ is 0 or 1;
• m″ is 0 or 1;
• r is 0, 1, 2, 3 or 4;
• t is 0 or 1;
• Ra and Rb at each occurrence are independently selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl and heterocycle;
• wherein each Ra and Rb, at each occurrence, is independently substituted with 0, 1, 2 or 3 substituents independently selected from the group consisting of cyano, nitro, halo, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl), -alkylC(O)N(alkyl)2 and Rc;
• alternatively, Ra and Rb, together with the nitrogen atom to which they are attached, form a ring selected from the group consisting of heteroaryl and heterocycle;
• wherein each of the heteroaryl and heterocycle is independently substituted with 0, 1, 2 or 3 substituents independently selected from the group consisting of alkyl, alkenyl, alkynyl, cyano, formyl, nitro, halo, oxo, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, cyanoalkyl, formylalkyl, nitroalkyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkylNH2, -alkylN(H)(alkyl), -alkylN(alkyl)2, -alkylN(H)C(O)NH2, -alkylN(H)C(O)N(H)(alkyl), -alkylN(H)C(O)N(alkyl)2, -alkylC(O)OH, -alkylC(O)Oalkyl, -alkylC(O)NH2, -alkylC(O)N(H)(alkyl), -alkylC(O)N(alkyl)2 and Rc;
• Rc is aryl, heteroaryl or heterocycle;
• wherein each Rc is independently substituted with 0, 1, 2, 3 or 4 substituents independently selected from the group consisting of halo, nitro, oxo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, —NH2, —N(H)(alkyl), —N(alkyl)2, —SH, —S(alkyl), —SO2(alkyl), —N(H)C(O)alkyl, —N(alkyl)C(O)alkyl, —N(H)C(O)NH2, —N(H)C(O)N(H)(alkyl), —N(H)C(O)N(alkyl)2, —C(O)OH, —C(O)Oalkyl, —C(O)NH2, —C(O)N(H)(alkyl), —C(O)N(alkyl)2, haloalkyl, hydroxyalkyl, alkoxyalkyl, -alkyl-NH2, -alkyl-N(H)(alkyl), -alkyl-N(alkyl)2, -alkyl-N(H)C(O)NH2, -alkyl-N(H)C(O)N(H)(alkyl), -alkyl-N(H)C(O)N(alkyl)2, -alkyl-C(O)OH, -alkyl-C(O)Oalkyl, -alkyl-C(O)NH2, -alkyl-C(O)N(H)(alkyl) and -alkyl-C(O)N(alkyl)2;
• and
• n is 1 or 2.