Immune system modulators

1. A compound of Formula I or a pharmaceutically acceptable salt thereof,

wherein

X is absent or is an optionally substituted alkyl, cycloalkyl, aryl, alkylaryl, or heterocycle;

Q is H, (CH 2 ) q NR 1 R 2 , NR 1 (CH 2 ) p NR b R c , OR 1 , or SR 1 , in which q is 0 or 1 and p is 2-4;

R 1 and R 2 are each independently hydrogen, alkyl, alkenyl, cycloalkyl, alkylcycloalkyl, aryl, alkylaryl, heterocycle, alkylheterocycle, or R 1 and R 2 , when connected to N, together with the nitrogen atom to which they are bonded form a heterocycle, which may be optionally substituted by from one to four groups which may be the same or different selected from the group consisting of optionally substituted (C 1 -C 4 )alkyl, phenyl, benzyl, C(═O)R 12 , (CH 2 ) p OR a , and (CH 2 ) p NR b R c , in which p is 2-4;

R 7 is NR 3 R 4 ;

R 3 and R 4 are each independently hydrogen, alkyl, cycloalkyl, alkenyl, or alkylaryl, or R 3 and R 4 together with the nitrogen atom to which they are bonded form a heterocycle;

Y is oxygen, sulfur, or NR 11 , where R 11 is hydrogen, alkyl, cycloalkyl, alkenyl, or aryl group;

R 12 is alkyl, aryl, or heterocycle;

L is alkyl or alkenyl containing from 2 to 10 carbon atoms;

R 5 is hydrogen, halogen, cyano, OR a , SR a , S(═O)R a , S(═O) 2 R a , NR b R c , S(═O) 2 NR b R c , C(═O)OR a , C(═O)R a , C(═O)NR b R c , OC(═O)R a , OC(═O)NR b R c , NR b C(═O)OR a , NR b C(═O)R a , or NR b (CH 2 ) p NR b R c ;

R 6 is halogen, cyano, aryl, SR a , S(═O)R a , S(═O) 2 R a , NR b R c , S(═O) 2 NR b R c , C(═O)OR a , C(═O)R a , C(═O)NR b R c , OC(═O)R a , OC(═O)NR b R c , NR b C(═O)OR a , NR b C(═O)R a , alkaryl, alkylheterocyclic, or NR b (CH 2 ) p NR b R c ;

each occurrence of R a is independently hydrogen, alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, heterocycle, or aryl; and

each occurrence of R b and R c is independently hydrogen, alkyl, cycloalkyl, heterocycle, aryl, or said R b and R c together with the nitrogen atom to which they are bonded optionally form a heterocycle comprising 1-4 heteroatoms, wherein the heterocycle is optionally substituted by (C 1 -C 4 )alkyl;

provided that when R 5 and R 6 are H or methyl, then Q is not H.

2. The compound of claim 1 , wherein

X is absent or is an aryl, or heterocycle; and

Q is (CH 2 ) q NR 1 R 2 , NR 1 (CH 2 ) p NR b R c , OR 1 , or SR 1 , in which q is 0 or 1 and p is 2-4.

3. The compound of claim 1 , wherein

X is absent or is aryl, or heterocycle; and

Q is NR 1 (CH 2 ) p NR b R c , OR 1 , or SR 1 , in which p is 2-4.

4. The compound of claim 1 , wherein

X is absent or is aryl, or heterocycle;

Q is (CH 2 ) q NR 1 R 2 , NR 1 (CH 2 ) p NR b R c , OR 1 , or SR 1 , in which q is 0 or 1 and p is 2-4;

R 1 and R 2 are each independently hydrogen, alkyl, alkenyl, cycloalkyl, alkylcycloalkyl, aryl, alkylaryl, heterocycle, alkylheterocycle, or R 1 and R 2 together with the nitrogen atom to which they are bonded form a heterocycle, which may be optionally substituted by from one to four groups which may be the same or different selected from (C 1 -C 4 )alkyl;

R 5 is hydrogen, halogen, cyano or NR b (CH 2 ) p NR b R c ; and

R 6 is halogen, cyano or NR b (CH 2 ) p NR b R c .

5. The compound of claim 1 , wherein X is absent, alkyl or cycloalkyl and Q is (CH 2 ) q NR 1 R 2 , NR 1 (CH 2 ) p NR b R c , or SR 1 .

6. The compound of claim 1 , wherein R 6 is alkaryl, alkylheterocyclic, or NR b (CH 2 ) p NR b R c .

7. The compound of claim 1 , wherein Q is NR 1 (CH 2 ) p NR b R c .

8. The compound of claim 1 , wherein X is optionally substituted alkyl, cycloalkyl, aryl, or heterocycle.

9. The compound of claim 8 , wherein X is halogen-substituted alkyl, halogen-substituted cycloalkyl, halogen-substituted aryl, or halogen-substituted heterocycle.

10. The compound of claim 1 , wherein Y is oxygen.

11. The compound of claim 1 , wherein Y is sulfur.

12. The compound of claim 1 , wherein Y is NR 11 .

13. The compound of claim 1 , wherein NR 1 R 2 , NR 3 R 4 , and NR b R c are each independently a heterocycle selected from the group consisting of:

in which R d is H, Me, CF 3 , Et, n-Pr, i-Pr, n-Bu, i-Bu, t-Bu, CH 2 CMe 3 , Ph, CH 2 Ph, C(═O)R 12 , (CH 2 ) p′ OR a′ , (CH 2 ) p′ C(═O)OR a′ , optionally substituted pyridine, C(═O)NR b′ R c′ , and (CH 2 ) p′ NR b′ R c′ , wherein R 12 is alkyl, phenyl, or heterocycle; R a′ , R b′ and R c′ are each independently hydrogen, or (C 1 -C 4 )alkyl, or R b′ and R c′ , together with the nitrogen atom to which they are attached, form a saturated or unsaturated heterocyclic ring containing from three to seven ring atoms, which ring may optionally contain another heteroatom selected from the group consisting of nitrogen, oxygen and sulfur and may be optionally substituted by from one to four groups which may be the same or different selected from the group consisting of alkyl, phenyl and benzyl; and p′ is 0-4.

14. The compound of claim 1 , having the structure of:

15. The compound of claim 14 , wherein L is —CH 2 CH 2 —.

16. The compound of claim 14 , wherein R 11 is H.

17. The compound of claim 14 , wherein NR 3 R 4 is

18. The compound of claim 14 , wherein q is 0.

19. The compound of claim 14 , wherein NR 1 R 2 is

20. The compound of claim 14 , wherein R 5 is halogen.

21. The compound of claim 20 , wherein R 5 is Cl.

22. The compound of claim 14 , wherein R b is H.

23. The compound of claim 14 , wherein p is 2.

24. The compound of claim 14 , wherein NR b R c is

25. The compound of claim 14 , having the structure of:

26. The compound of claim 25 , wherein NR b R c is

27. The compound of claim 25 , wherein NR 1 R 2 is

28. The compound of claim 25 , wherein NR 3 R 4 is

29. The compound of claim 25 , wherein R 5 is Cl.

30. The compound of claim 25 , wherein NR 1 R 2 is NHBu.