C-17 bicyclic amines of triterpenoids with hiv maturation inhibitory activity

A compound, including pharmaceutically acceptable salts thereof, which is selected from the group of:

• a compound of Formula I
• a compound of Formula II
• and
• a compound of Formula III
• wherein R1 is isopropenyl or isopropyl;
• J and E are each independently —H or —CH3, and E is absent when the double bond is present;
• X is selected from the group of phenyl, heteroaryl ring, C4-8 cycloalkyl, C4-8 cycloalkenyl, C4-9 spirocycloalkyl, C4-9 spirocycloalkenyl, C4-8 oxacycloalkyl, C4-8 dioxacycloalkyl, C6-8 oxacycloalkenyl, C6-8 dioxacycloalkenyl, C6 cyclodialkenyl, C6 oxacyclodialkenyl, C6-9 oxaspirocycloalkyl and C6-9 oxaspirocycloalkenyl ring;
• X can also be selected from the group of:
• and for compounds of formula II and III, X can also be
• wherein X is substituted with A, and A is at least one member selected from the group of —H, -halo, -hydroxyl, —C1-6 alkyl, —C1-6 alkoxy, —C1-6haloalkyl, —NR2R2, —COOR2, —C(O)NR2R2, —C(O)NR2SO2R3, —SO2NR2R2, —NR2SO2R2, —SO2NR2R2, —C1-6 cycloalkyl-COOR2, —C2-6 alkenyl-COOR2, —C2-6 alkynyl-COOR2, —C1-6alkyl-COOR2, —NHC(O)(CH2)n—COOR2, —SO2NR2C(O)R2, -tetrazole, and -bicyclic heteroaryl-COOR2;
• Y is selected from the group of —COOR2, —C(O)NR2SO2R3, —C(O)NHSO2NR2R2, —NR2SO2R3, —SO2NR2R2, —C3-6 cycloalkyl-COOR2, -C2-6 alkenyl-COOR2, -C2-6 alkynyl-COOR2, —C1-6alkyl-COOR2, —NHC(O)(CH2)n—COOR2, —SO2NR2C(O)R2, _tetrazole, and —CONHOH,
• wherein n=1-6;
• W is —CH2 or —CO;
• Z is selected from the group of:
• V is selected from the group of —CR8R9—, —SO2—, —O— and —NR10—;
• U is selected from the group of —CR8R9—, —SO2— and —NR10—;
• M is selected from the group of —CHR8R9, —SO2R4, —SO2NR3R3, —OH and —NR10R11—;
• R2 is —H, —C1-6 alkyl, -alkylsubstituted C1-6 alkyl or -arylsubstituted C1-6 alkyl;
• R3 is —C1-6 alkyl or -alkylsubstituted C1-6 alkyl;
• R4 is selected from the group of —C1-6 alkyl, -alkylsubstituted C1-6 alkyl, —C3-6 cycloalkl, -aryl and -heteroaryl;
• R5 is selected from the group of —H, —C1-6 alkyl, -alkylsubstituted C1-6 alkyl and —C1-6 alkyl-OH;
• R6 and R7 are each independently selected from the group of —H, —C1-6 alkyl, -alkylsubstituted C1-6 alkyl, —CO2R2, —CH2OH, —CHF2 and —CF3;
• R8 and R9 are each independently selected from the group of —H, —C1-6 alkyl, -alkylsubstituted C1-6 alkyl, —SO2R3, —SO2NR2R2 or —OH, —NR2R2, —NR2SO2R3, —NR2COR3 and —NR2CONR2R2;
• with the proviso that only one of R8 and R9 can be selected from the group of —OH, —NR2R2, —NR2SO2R3, —NR2COR3 and —NR2CONR2R2;
• and
• R10 and R11 are each independently selected from the group of —H, —C1-6 alkyl, -alkylsubstituted C1-6 alkyl, —C1-3 alkylaryl, C1-3alkylheteroaryl, —CO2R2 and —SO2R3;
• with the proviso that only one of R10 and R11 can be selected from the group of —CO2R2 or —SO2R3.