Compounds for the treatment of HIV

A compound of formula I:

• wherein:
• A is pyridinyl, pyrimidinyl, pyrazinyl or pyridazinyl, wherein any pyridinyl, pyrimidinyl, pyrazinyl, or pyridazinyl of A is substituted with one Z1 group and optionally substituted with 1, 2, or 3 Z2 groups;
• B is absent;
• or B is —O− and the nitrogen to which the —O− group is attached is N+;
• W is —CR3aR3b—;
• R1 is a bicyclic-heteroaryl, tricyclic-heteroaryl, bicyclic-heterocycle or tricyclic-heterocycle, wherein any bicyclic-heteroaryl, tricyclic-heteroaryl, bicyclic-heterocycle or tricyclic-heterocycle of R1 is optionally substituted with 1, 2, 3, 4, or 5 Z3 groups;
• R2 is a 6-membered aryl, 5-membered heteroaryl or 6-membered heteroaryl, wherein any 6-membered aryl, 5-membered heteroaryl or 6-membered heteroaryl of R2 is optionally substituted with 1, 2, or 3 Z4 groups;
• each R3a and R3b is independently selected from H,(C1-C6)alkyl, (C1-C3)haloalkyl, (C1-C6)heteroalkyl;
• each Z1 is independently selected from (C2-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl, heterocycle and —ORn1, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Z1 is optionally substituted with 1, 2, 3, 4, or 5 Z1a or Z1b groups and wherein any C2-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Z1 is optionally substituted with 1, 2, 3, 4, or 5 Z1a groups;
• each Z1a is independently selected from (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl, heterocycle, halogen, —CN, —ORn2, —OC(O)Rp2, —OC(O)NRq2Rr2, —SRn2, —S(O)Rp2, —S(O)2OH, —S(O)2Rp2, —S(O)2NRq2Rr2, —NRq2Rr2, —NRn2CORp2, —NRn2CO2Rp2, —NRn2CONRq2Rr2, —NRn2S(O)2Rp2, —NRn2S(O)2ORp2, —NRn2S(O)2NRq2Rr2, NO2, —C(O)Rn2, —C(O)ORn2, —C(O)NRq2Rr2 and —S(O)2NRn2CORp2, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Z1a is optionally substituted with 1, 2, 3, 4, or 5 Z1c or Z1d groups;
• each Z1b is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl, wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Z1b is optionally substituted with 1, 2, 3, 4, or 5 Z1c groups;
• each Z1c is independently selected from (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl, heterocycle, halogen, —CN, —ORn3, —OC(O)Rp3, —OC(O)NRq3Rr3, —SRn3, —S(O)Rp3, —S(O)2OH, —S(O)2Rp3, —S(O)2NRq3Rr3, —NRq3Rr3, —NRn3CORp3, —NRn3CO2Rp3, —NRn3CONRq3Rr3, —NRn3S(O)2Rp3, —NRn3S(O)2ORp3, —NRn3S(O2NRq3Rr3, NO2, —C(O)Rn3, —C(O)ORn3, —C(O)NRq3Rr3, (C6-C20)haloaryl, haloheteroaryl, haloheterocycle and (C1-C8)heteroalkyl;
• each Z1d is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl and (C1-C8)haloalkyl;
• each Rn1 is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl and (C6-C20)aryl, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Rn1 is optionally substituted with 1, 2, 3, 4, or 5 Z1a or Z1b groups, and wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Rn1 is optionally substituted with 1, 2, 3, 4, or 5 Z1a groups;
• each Rn2 is independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl and (C6-C20)aryl, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Rn2 is optionally substituted with 1, 2, 3, 4, or 5 Z1c or Z1d groups, and wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Rn2 is optionally substituted with 1, 2, 3, 4, or 5 Z1c groups;
• each Rp2 is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl and (C6-C20)aryl, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Rp2 is optionally substituted with 1, 2, 3, 4, or 5 Z1c or Z1d groups, and wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Rp2 is optionally substituted with 1, 2, 3, 4, or 5 Z1c groups;
• Rq2 and Rr2 are each independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl and (C6-C20)aryl, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Rq2 or Rr2 is optionally substituted with 1, 2, 3, 4, or 5 Z1c or Z1d groups, and wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Rq2 or Rr2 is optionally substituted with 1, 2, 3, 4, or 5 Z1c groups, or Rq2 and Rr2 together with the nitrogen to which they are attached form a 5, 6 or 7-membered heterocycle, wherein the 5, 6 or 7-membered heterocycle is optionally substituted with 1, 2, 3, 4, or 5 Z1c or Z1d groups;
• each Rn3 is independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl, (C6-C20)aryl, (C6-C20)haloaryl, haloheteroaryl, haloheterocycle, (C1-C8)haloalkyl and (C1-C8)heteroalkyl;
• each Rp3 is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl, (C6-C20)aryl, (C6-C20)haloaryl, haloheteroaryl, haloheterocycle, (C1-C8)haloalkyl and (C1-C8)heteroalkyl;
• Rq3 and Rr3 are each independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl, (C6-C20)aryl, haloaryl, haloheteroaryl, haloheterocycle, (C1-C8)haloalkyl and (C1-C8)heteroalkyl, or Rq3 and Rr3 together with the nitrogen to which they are attached form a 5, 6 or 7-membered heterocycle;
• each Z2 is independently selected from (C1-C6)alkyl, (C1-C6)haloalkyl, (C3-C7)carbocycle, halogen, CN, OH and —O(C1-C6)alkyl;
• each Z3 is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, (C6-C20)aryl, -halogen, —CN, —ORn4, —S(O)Rp4, NRn4CO2Rp4,NRn4S(O)2Rp4,C(O)Rn4, —C(O)ORn4, —C(O)NRp4Rr4 and —B(ORp4)(ORr4) wherein any (C3-C7)carbocycle, and (C6-C20)aryl- of Z3 is optionally substituted with 1, 2, 3, 4, or 5 Z3a or Z3b groups, and wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Z3 is optionally substituted with 1, 2, 3, 4, or 5 Z3a groups;
• each Z3a is independently selected from (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl, heterocycle, halogen, —CN, —ORn5, —OC(O)Rp5, —OC(O)NRp5Rr5, —SRn5, —S(O)Rp5, —S(O)2OH, —S(O)2Rp5, —S(O)2NRq3Rr5, —NRq3Rr5, —NRn5CORp5, —NRn5CO2Rp5, —NRn5CONRq3Rr5, —NRn5S(O)2Rp5, —NRn5S(O)2ORp5, —NRn5S(O)2NRq3Rr5, NO2, —C(O)Rn5, —C(O)ORn5, and —C(O)NRp5Rr5, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Z1a is optionally substituted with 1, 2, 3, 4, or 5 Z3c or Z3d groups;
• each Z3b is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl, wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Z3b is optionally substituted with 1, 2, 3, 4, or 5 Z3c groups;
• each Z3c is independently selected from (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl, heterocycle, halogen, —CN, —OR6, —OC(O)Rp6, —OC(O)NRq6Rr6, —SRn6, —S(O)Rp6, —S(O)2OH, —S(O)2Rp6, —S(O)2NRq6Rr6, —NRq6Rr6, —NRn6CORp6, —NRn6CO2Rp6, —NRn6CONRq6Rr6, —NRn6S(O)2Rp6, —NRn6S(O)2ORp6, —NRn6S(O)2 NRq6Rr6, NO2, —C(O)Rn6, —C(O)ORn6, —C(O)NRq6Rr6, (C6-C20)haloaryl, haloheteroaryl, haloheterocycle and (C1-C8)heteroalkyl;
• each Z3d is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, and (C1-C8)haloalkyl;
• each Rn4 is independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl and (C6-C20)aryl, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Rn4 is optionally substituted with 1, 2, 3, 4, or 5 Z3a or Z3b groups, and wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Rn4 is optionally substituted with 1, 2, 3, 4, or 5 Z3a groups;
• each Rp4 is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl and (C6-C20)aryl, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl, or heterocycle of Rp4 is optionally substituted with 1, 2, 3, 4, or 5 Z3a or Z3b groups, and wherein any (C1-C8)alkyl, (C2-C8)alkenyl or (C2-C8)alkynyl of Rp4 is optionally substituted with 1, 2, 3, 4, or 5 Z3a groups;
• Rq4 and Rr4 are each independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl and (C6-C20)aryl, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Rq4 or Rr4 is optionally substituted with 1, 2, 3, 4, or 5 Z3a or Z3b groups, and wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Rq4 or Rr4 is optionally substituted with one or more Z3a groups, or Rq4 and Rr4 together with the nitrogen to which they are attached form a 5, 6 or 7-membered heterocycle, wherein the 5, 6 or 7-membered heterocycle is optionally substituted with 1, 2, 3, 4, or 5 Z3a or Z3b groups;
• each Rn5 is independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl and (C6-C20)aryl, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Rn5 is optionally substituted with 1, 2, 3, 4, or 5 Z3c or Z3d groups, and wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Rn5 is optionally substituted with 1, 2, 3, 4, or 5 Z3c groups;
• each Rp5 is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl and (C6-C20)aryl, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Rp5 is optionally substituted with 1, 2, 3, 4, or 5 Z3c or Z3d groups, and wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Rp5 is optionally substituted with 1, 2, 3, 4, or 5 Z3c groups;
• Rq5 and Rr5 are each independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl and (C6-C20)aryl, wherein any (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl and heterocycle of Rq5 or Rr5 is optionally substituted with 1, 2, 3, 4, or 5 Z3c or Z3d groups, and wherein any (C1-C8)alkyl, (C2-C8)alkenyl and (C2-C8)alkynyl of Rq5 or Rr5 is optionally substituted with 1, 2, 3, 4, or 5 Z3c groups, or Rq5 and Rr5 together with the nitrogen to which they are attached form a 5, 6 or 7-membered heterocycle, wherein the 5, 6 or 7-membered heterocycle is optionally substituted with 1, 2, 3, 4, or 5 Z3c or Z3d groups;
• each Rn6 is independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl, (C6-C20)aryl, (C6-C20)haloaryl, haloheteroaryl, haloheterocycle, (C1-C8)haloalkyl and (C1-C8)heteroalkyl;
• each Rp6 is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl, (C6-C20)aryl, (C6-C20)haloaryl, haloheteroaryl, haloheterocycle, (C1-C8)haloalkyl and (C1-C8)heteroalkyl;
• Rq6 and Rr6 are each independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl, (C6-C20)aryl, (C6-C20)haloaryl, haloheteroaryl, haloheterocycle, (C1-C8)haloalkyl and (C1-C8)heteroalkyl, or Rq6 and Rr6 together with the nitrogen to which they are attached form a 5, 6 or 7-membered heterocycle;
• each Z4 is independently selected from (C3-C7)carbocycle, halogen, methyl and —CN;
• each Z4c is independently selected from of (C3-C7)carbocycle, (C6-C20)aryl, heteroaryl, heterocycle, halogen, —CN, —OR9, —OC(O)Rp9, —OC(O)NRq9Rr9, —SRn9, —S(O)Rp9, —S(O)2OH, —S(O)2Rp9, —S(O)2NRq9Rr9, —NRq3Rr9, —NRn9CORp9, —NRn9CO2Rp9, —NRn9CONRq3Rr9, —NRn9S(O)2Rp9, —NRn9S(O)2ORp9, —NRn9S(O)2 NRq9Rr9, NO2, —C(O)Rn9, —C(O)OR9, —C(O)NRq3Rr9, (C6-C20)haloaryl, haloheteroaryl, haloheterocycle and (C1-C8)heteroalkyl;
• each Z4d is independently selected from of (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl and (C1-C8)haloalkyl;
• each Rn9 is independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl, (C6-C20)aryl, (C6-C20)haloaryl, haloheteroaryl, haloheterocycle, (C1-C8)haloalkyl and (C1-C8)heteroalkyl;
• each Rp9 is independently selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl, (C6-C20)aryl, (C6-C20)haloaryl, haloheteroaryl, haloheterocycle, (C1-C8)haloalkyl and (C1-C8)heteroalkyl;
• and
• Rq9 and Rr9 are each independently selected from H, (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, heterocycle, heteroaryl, (C6-C20)aryl, (C6-C20)haloaryl, haloheteroaryl, haloheterocycle, (C1-C8)haloalkyl and (C1-C8)heteroalkyl;
• or Rq9 and Rr9 together with the nitrogen to which they are attached form a 5, 6 or 7-membered heterocycle;
• or a pharmaceutically acceptable salt thereof.