Inhibitor of apoptosis protein (IAP) antagonists
View Patent ↗Provided herein are compounds that modulate the activity of inhibitor of apoptosis proteins (IAPs), compositions comprising the compounds, and methods of using the compounds and compositions comprising the compounds.
1. A compound having the structure of Formula D-XIII, or a pharmaceutically acceptable salt thereof:
wherein,
R 1 is H, or C 1 -C 6 alkyl;
X 1 is S (sulfur) or O (oxygen);
X 2 is CH 2 ;
R 2a and R 2b are each H;
—U— is —C(═O)NH—;
R 3 is C 1 -C 3 alkyl, or C 1 -C 3 fluoroalkyl;
R 4 is —N(R 5 ) 2 ;
each R 5 is independently selected from H, C 1 -C 3 alkyl, and C 1 -C 3 haloalkyl;
R 6 is —C(═O)NHR 7 ;
R 7 is selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, a substituted or unsubstituted C 3 -C 10 cycloalkyl, a substituted or unsubstituted C 2 -C 10 heterocycloalkyl, a substituted or unsubstituted aryl, and a substituted or unsubstituted heteroaryl;
wherein each heterocycloalkyl is independently selected from the group consisting of a monocyclic, fused bicyclic, and bridged bicyclic ring, wherein the heterocycloalkyl comprises one or more heteroatoms selected from the group consisting of O, N, and S; and
wherein each heteroaryl is independently selected from the group consisting of a monocyclic and fused bicyclic ring, wherein the heteroaryl is a 5- to 14-membered ring system comprising one to thirteen carbon atoms, one to six heteroatoms selected from the group consisting of O, N, and S.
2. The compound of claim 1 , wherein,
R 3 is methyl or ethyl.
3. The compound of claim 1 , wherein,
R 3 is C 1 -C 3 alkyl.
4. The compound of claim 1 , wherein,
5. The compound of claim 1 , wherein,
6. The compound of claim 1 , wherein,
X 1 is S (sulfur).
7. The compound of claim 1 , wherein R 3 is methyl or CF 3 .
8. The compound of claim 1 , wherein R 1 is H or methyl.
9. The compound of claim 1 , wherein R 1 is H or C 1 -C 3 alkyl.
10. The compound of claim 1 , wherein X 1 is O (oxygen).
11. The compound of claim 1 , wherein R 1 is H.
12. The compound of claim 1 , wherein R 7 is selected from
13. The compound of claim 1 , wherein,
R 1 is H, or C 1 -C 6 alkyl; and
R 7 is selected from
14. The compound of claim 4 , wherein:
R 1 is H; and
15. The compound of claim 1 , wherein R 7 is selected from
16. A compound having the following structure:
or pharmaceutically acceptable salt thereof.
17. A pharmaceutical composition comprising a compound of claim 1 , or pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.