IAP BIR domain binding compounds

A compound represented by formula:

• or a salt thereof,
• wherein:
• m is 0, 1 or 2;
• p is 1 or 2;
• Y is NH, O or S;
• A and A1 are independently selected from
• 1) —CH2—,
• 2) —CH2CH2—,
• 3) —C(CH3)2—,
• 4) —CH(C1-C6 alkyl)-,
• 5) —CH(C3-C7 cycloalkyl)-,
• 6) —C3-C7 cycloalkyl-,
• 7) —CH(C1-C6 alkyl-C3-C7 cycloalkyl)-, or
• 8) —C(O)—;
• B and B1 are independently C1-C6 alkyl;
• X and X1 are independently selected from
• R1, R100, R2 and R200 are independently selected from:
• 1) H, or
• 2) C1-C6 alkyl optionally substituted with one or more R6 substituents;
• Q and Q1 are each independently
• 1) NR4R5,
• 2) OR11, or
• 3) S(O)mR11;
• or
• Q and Q1 are each independently
• wherein G is a 5, 6 or 7 membered ring which optionally incorporates one or more heteroatoms chosen from S, N or O, the ring being optionally substituted with one or more R12 substituents;
• R4 and R5 are each independently
• 1) H,
• 2) haloalkyl,
• 3) C1-C6 alkyl,
• 4) C2-C6 alkenyl,
• 5) C2-C4 alkynyl,
• 6) C3-C7 cycloalkyl,
• 7) C3-C7 cycloalkenyl,
• 8) aryl,
• 9) heteroaryl,
• 10) heterocyclyl,
• 11) heterobicyclyl,
• 12) C(O)—R11,
• 13) C(O)O—R11,
• 14) C(═Y)NR8R9, or
• 15) S(O)2—R11,
• wherein the alkyl, alkenyl, alkynyl, cycloalkyl, and cycloalkenyl is optionally substituted with one or more R6 substituents;
• and wherein the aryl, heteroaryl, heterocyclyl, and heterobicyclyl is optionally substituted with one or more R10 substituents;
• R6 is
• 1) halogen,
• 2) NO2,
• 3) CN,
• 4) haloalkyl,
• 5) C1-C6 alkyl,
• 6) C2-C6 alkenyl,
• 7) C2-C4 alkynyl,
• 8) C3-C7 cycloalkyl,
• 9) C3-C7 cycloalkenyl,
• 10) aryl,
• 11) heteroaryl,
• 12) heterocyclyl,
• 13) heterobicyclyl,
• 14) OR 7,
• 15) S(O)mR7,
• 16) NR8R9,
• 17) NR8S(O)2R11,
• 18) COR7,
• 19) C(O)OR7,
• 20) CONR8R9,
• 21) S(O)2NR8R9
• 22) OC(O)R7,
• 23) OC(O)Y—R11,
• 24) SC(O)R7, or
• 25) NC(Y)NR8R9,
• wherein the aryl, heteroaryl, heterocyclyl, and heterobicyclyl is optionally substituted with one or more R10 substituents;
• R7 is
• 1) H,
• 2) haloalkyl,
• 3) C1-C6 alkyl,
• 4) C2-C6 alkenyl,
• 5) C2-C4 alkynyl,
• 6) C3-C7 cycloalkyl,
• 7) C3-C7 cycloalkenyl,
• 8) aryl,
• 9) heteroaryl,
• 10) heterocyclyl,
• 11) heterobicyclyl,
• 12) R8R9NC(═Y), or
• 13) C1-C6 alkyl-C2-C4 alkenyl, or
• 14) C1-C6 alkyl-C2-C4 alkynyl,
• wherein the alkyl, alkenyl, alkynyl, cycloalkyl, and cycloalkenyl is optionally substituted with one or more R6 substituents;
• and wherein the aryl, heteroaryl, heterocyclyl, and heterobicyclyl is optionally substituted with one or more R10 substituents;
• R8 and R9 are each independently
• 1) H,
• 2) haloalkyl,
• 3) C1-C6 alkyl,
• 4) C2-C6 alkenyl,
• 5) C2-C4 alkynyl,
• 6) C3-C7 cycloalkyl,
• 7) C3-C7 cycloalkenyl,
• 8) aryl,
• 9) heteroaryl,
• 10) heterocyclyl,
• 11) heterobicyclyl,
• 12) C(O)R11,
• 13) C(O)Y—R11, or
• 14) S(O)2—R11,
• wherein the alkyl, alkenyl, alkynyl, cycloalkyl, and cycloalkenyl is optionally substituted with one or more R6 substituents;
• and wherein the aryl, heteroaryl, heterocyclyl, and heterobicyclyl is optionally substituted with one or more R10 substituents;
• or R8 and R9 together with the nitrogen atom to which they are bonded form a five, six or seven membered heterocyclic ring optionally substituted with one or more R6 substituents;
• R10 is
• 1) halogen,
• 2) NO2,
• 3) CN,
• 4) B(OR13)(OR14),
• 5) C1-C6 alkyl,
• 6) C2-C6 alkenyl,
• 7) C2-C4 alkynyl,
• 8) C3-C7 cycloalkyl,
• 9) C3-C7 cycloalkenyl,
• 10) haloalkyl,
• 11) OR7,
• 12) NR8R9,
• 13) SR7,
• 14) COR7,
• 15) C(O)OR7,
• 16) S(O)mR7,
• 17) CONR8R9,
• 18) S(O)2NR8R9,
• 19) aryl,
• 20) heteroaryl,
• 21) heterocyclyl, or
• 22) heterobicyclyl,
• wherein the alkyl, alkenyl, alkynyl, cycloalkyl, and cycloalkenyl is optionally substituted with one or more R6 substituents;
• R11 is
• 1) haloalkyl,
• 2) C1-C6 alkyl,
• 3) C2-C6 alkenyl,
• 4) C2-C4 alkynyl,
• 5) C3-C7 cycloalkyl,
• 6) C3-C7 cycloalkenyl,
• 7) aryl,
• 8) heteroaryl,
• 9) heterocyclyl, or
• 10) heterobicyclyl,
• wherein the alkyl, alkenyl, alkynyl, cycloalkyl, and cycloalkenyl is optionally substituted with one or more R6 substituents;
• and wherein the aryl, heteroaryl, heterocyclyl, and heterobicyclyl is optionally substituted with one or more R10 substituents;
• R12 is
• 1) haloalkyl,
• 2) C1-C6 alkyl,
• 3) C2-C6 alkenyl,
• 4) C2-C4 alkynyl,
• 5) C3-C7 cycloalkyl,
• 6) C3-C7 cycloalkenyl,
• 7) aryl,
• 8) heteroaryl,
• 9) heterocyclyl,
• 10) heterobicyclyl,
• 11) C(O)—R11,
• 12) C(O)O—R11,
• 13) C(O)NR8R9,
• 14) S(O)m—R11, or
• 15) C(═Y)NR8R9,
• wherein the alkyl, alkenyl, alkynyl, cycloalkyl, and cycloalkenyl is optionally substituted with one or more R6 substituents;
• and wherein the aryl, heteroaryl, heterocyclyl, and heterobicyclyl is optionally substituted with one or more R10 substituents;
• R13 and R14 are each independently
• 1) H, or
• 2) C1-C6 alkyl;
• or
• R13 and R14 are combined to form a heterocyclic ring or a heterobicyclic ring.