IP Library › Granted Patent US 9,932,340
Granted Patent B2
US 9,932,340 · App. 14/972,482 · Granted Apr 3, 2018

Substituted indoles

Inventors: Yujia Dai (Gurnee, IL); William McClellan (Waukegan, IL); Mike Michaelides (Libertyville, IL); Ramzi Sweis (Lake Bluff, IL); Noel Wilson (Kenosha, WI); Justin Dietrich (Lindenhurst, IL)
Assignee: AbbVie Inc.
C07D473/34C07D519/00C12Q1/48G01N2333/91017G01N2500/04
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Quick Facts
Patent No.
US 9,932,340
App. No.
14/972,482
Granted
Apr 3, 2018
Kind
B2
Abstract

The invention provides for compounds of formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions mediated and modulated by SUV420H1. Also provided are pharmaceutical compositions comprised of one or more compounds of formula (I).

Claims (473)

1. A compound having formula (I) or a pharmaceutically acceptable salt thereof

wherein

R 1 is hydrogen, —C(O)(C 1 -C 6 alkyl), —(C 1 -C 6 alkylenyl)-OH, —C(H)(benzyl)-NH 2 , —C(H)(phenyl)-NH 2 , —(C 1 -C 6 alkylenyl)-NR 1A R 1B , or —(C 1 -C 6 alkylenyl)-N(R j )C(O)R 1C ;

R 1A and R 1B are each independently hydrogen, C 1 -C 6 haloalkyl, C 1 -C 6 alkyl, C 2 -C 4 alkenyl, —(CH 2 ) m -G 1A , —(C 1 -C 6 alkylenyl)-L 1A -X, or —(CH 2 ) n -G 1A -L 1B -G; or

R 1A and R 1B together with the nitrogen atom to which they are attached, form a C 5 -C 6 heterocycloalkyl which is optionally substituted with 1, 2, or 3 substituents independently selected from the group consisting of C 1 -C 6 haloalkyl, C 1 -C 6 alkyl, and oxo;

R 1C is C 1 -C 6 haloalkyl, C 1 -C 6 alkyl, C 2 -C 4 alkenyl, —(CH 2 ) m -G 1A , —(C 1 -C 6 alkylenyl)-L 1A -X, or —(CH 2 ) n -G 1A -L 1B -G;

G 1A and G, at each occurrence, are each independently phenyl, cycloalkyl, cycloalkenyl, heteroaryl, or heterocycle; wherein each G 1A and G are optionally substituted with 1, 2, or 3 independently selected R u ;

L 1A , at each occurrence, is independently O, N(H), or C(O)O;

X, at each occurrence, is independently H, C 1 -C 6 alkyl, or C 1 -C 6 haloalkyl;

L 1B , at each occurrence, is independently a bond, —C 1 -C 3 alkylenyl, O, —O—C 1 -C 3 alkylenyl-, C(O), or —N(H)C(O)—;

m is 0, 1, or 2;

n is 0, 1, or 2;

R 2 is hydrogen, halogen, C 1 -C 6 alkyl, C 2 -C 4 alkenyl, or G 2A ; wherein G 2A is C 3 -C 6 cycloalkyl, C 5 -C 6 cycloalkenyl, phenyl, or C 5 -C 6 heteroaryl; and each G 2A is optionally substituted with 1, 2, or 3 independently selected R u groups;

R 3 is hydrogen, halogen, C 1 -C 6 alkyl, C 2 -C 4 alkenyl, G 3A , -G 3A -G A , or -G 3A -L 3 -Y;

G 3A , at each occurrence, is independently C 5 -C 6 cycloalkenyl, C 3 -C 6 cycloalkyl, phenyl, C 5 -C 6 heteroaryl, heterocycle; wherein each G 3A is optionally substituted with 1, 2, or 3 independently selected R u groups;

G A is C 3 -C 6 cycloalkyl or C 5 -C 6 heterocycloalkyl; each of which is optionally substituted with 1, 2, or 3 independently selected R u groups;

L 3 is C 1 -C 3 alkylenyl, C(O), or —C(O)N(H)—;

Y is —(C 1 -C 6 alkylenyl)-N(R j ) 2 , C 3 -C 6 cycloalkyl, or C 5 -C 6 heterocycloalkyl, wherein the C 3 -C 6 cycloalkyl and the C 5 -C 6 heterocycloalkyl are each optionally substituted with 1, 2, or 3 substituents independently selected from the group consisting of C 1 -C 3 alkyl, halogen, and C 1 -C 3 haloalkyl;

R 4 is hydrogen, halogen, or —(C 1 -C 6 alkylenyl)-C(O)NR 4A R 4B ; wherein R 4A and R 4B are each independently hydrogen or C 1 -C 6 alkyl;

R 5 is hydrogen, halogen, C 2 -C 4 alkenyl, C 1 -C 6 alkyl, or phenyl wherein the phenyl is optionally substituted with 1, 2, or 3 independently selected R u groups;

R 6 is hydrogen, halogen, C 1 -C 3 alkyl, or cyclopropyl; wherein the cyclopropyl is optionally substituted with 1, 2, or 3 substituents independently selected from the group consisting of halogen, C 1 -C 3 alkyl, and C 1 -C 3 haloalkyl;

R u , at each occurrence, is independently C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, halogen, C 1 -C 6 haloalkyl, —CN, oxo, NO 2 , —OR j , —OC(O)R k , —OC(O)N(R j ) 2 , —SR j , —S(O) 2 R j , —S(O) 2 N(R j ) 2 , —C(O)R j , —C(O)OR j , —C(O)N(R j ) 2 , —N(R j ) 2 , —N(R j )C(O)R k , —N(R j )S(O) 2 R k , —N(R j )C(O)O(R k ), —N(R j )C(O)N(R j ) 2 , —(C 1 -C 6 alkylenyl)-OR j , —(C 1 -C 6 alkylenyl)-OC(O)R k , —(C 1 -C 6 alkylenyl)-OC(O)N(W) 2 , —(C 1 -C 6 alkylenyl)-SR j , —(C 1 -C 6 alkylenyl)-S(O) 2 R j , —(C 1 -C 6 alkylenyl)-S(O) 2 N(R j ) 2 , —(C 1 -C 6 alkylenyl)-C(O)R j , —(C 1 -C 6 alkylenyl)-C(O)OR j , —(C 1 -C 6 alkylenyl)-C(O)N(R j ) 2 , —(C 1 -C 6 alkylenyl)-N(R j ) 2 , —(C 1 -C 6 alkylenyl)-N(R j )C(O)R k , —(C 1 -C 6 alkylenyl)-N(R j )S(O) 2 R k , —(C 1 -C 6 alkylenyl)-N(R j )C(O)O(R k ), —(C 1 -C 6 alkylenyl)-N(R j )C(O)N(R j ) 2 , or —(C 1 -C 6 alkylenyl)-CN;

R j , at each occurrence, is independently hydrogen, C 1 -C 6 alkyl, or C 1 -C 6 haloalkyl; and

R k , at each occurrence, is independently C 1 -C 6 alkyl or C 1 -C 6 haloalkyl.

2. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 1 is hydrogen, —C(H)(benzyl)-NH 2 , —C(H)(phenyl)-NH 2 , —(C 1 -C 6 alkylenyl)-NR 1A R 1B , or —(C 1 -C 6 alkylenyl)-N(R j )C(O)R 1C .

3. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 1 is —(C 1 -C 6 alkylenyl)-NR 1A R 1B or —(C 1 -C 6 alkylenyl)-N(R j )C(O)R 1C .

4. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein R 3 is hydrogen, halogen, C 2 -C 4 alkenyl, G 3A , -G 3A -G A , or -G 3A -L 3 -Y.

5. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein R 3 is halogen.

6. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is halogen; and

R 2 , R 4 , R 5 , and R 6 are hydrogen.

7. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is halogen;

R 2 , R 4 , R 5 , and R 6 are hydrogen; and

R 1 is —C(O)(C 1 -C 6 alkyl), —(C 1 -C 6 alkylenyl)-OH, —C(H)(benzyl)-NH 2 , —C(H)(phenyl)-NH 2 , —(C 1 -C 6 alkylenyl)-NR 1A R 1B , or —(C 1 -C 6 alkylenyl)-N(R j )C(O)R 1C .

8. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is G 3A .

9. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is G 3A ; and

R 2 , R 4 , R 5 , and R 6 are hydrogen.

10. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is G 3A ;

R 2 , R 4 , R 5 , and R 6 are hydrogen; and

R 1 is —(C 1 -C 6 alkylenyl)-NR 1A R 1B or —(C 1 -C 6 alkylenyl)-N(R j )C(O)R 1C .

11. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is G 3A ; wherein G 3A is cyclohexenyl optionally substituted with 1, 2, or 3 independently selected R u groups;

R 2 , R 4 , R 5 , and R 6 are hydrogen; and

R 1 is —(CH 2 )—N(R j )C(O)R 1C wherein R 1C is —(CH 2 ) m -G 1A wherein m is 0 or 1.

12. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is -G 3A -G A .

13. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is -G 3A -G A ; and

R 2 , R 4 , R 5 , and R 6 are hydrogen.

14. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is -G 3A -G A ;

R 2 , R 4 , R 5 , and R 6 are hydrogen; and

R 1 is —(C 1 -C 6 alkylenyl)-NR 1A R 1B or —(C 1 -C 6 alkylenyl)-N(R j )C(O)R 1C .

15. The compound of claim 14 or a pharmaceutically acceptable salt thereof, wherein

G 3A is phenyl optionally substituted with 1, 2, or 3 independently selected R u groups; and

G A is C 5 -C 6 heterocycloalkyl optionally substituted with 1, 2, or 3 independently selected R u groups.

16. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is -G 3A -L 3 -Y.

17. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is -G 3A -L 3 -Y; and

R 2 , R 4 , R 5 , and R 6 are hydrogen.

18. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 is -G 3A -L 3 -Y;

R 2 , R 4 , R 5 , and R 6 are hydrogen; and

R 1 is —(C 1 -C 6 alkylenyl)-NR 1A R 1B or —(C 1 -C 6 alkylenyl)-N(R j )C(O)R 1C .

19. The compound of claim 18 or a pharmaceutically acceptable salt thereof, wherein

G 3A is phenyl optionally substituted with 1, 2, or 3 independently selected R u groups; and

L 3 is —CH 2 —, C(O), or —C(O)N(H)—.

20. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 2 is hydrogen, halogen, C 1 -C 6 alkyl, C 2 -C 4 alkenyl, or G 2A ; wherein G 2A is C 5 -C 6 cycloalkenyl, phenyl, or C 5 -C 6 heteroaryl; and each G 2A is optionally substituted with 1, 2, or 3 independently selected R u groups.

21. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 2 is hydrogen, halogen, C 1 -C 6 alkyl, C 2 -C 4 alkenyl, or G 2A ; wherein G 2A is C 5 -C 6 cycloalkenyl, phenyl, or C 5 -C 6 heteroaryl; and each G 2A is optionally substituted 1, 2, or 3 independently selected R u groups; and

R 3 , R 4 , R 5 , and R 6 are hydrogen.

22. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 3 , R 4 , R 5 , and R 6 are hydrogen;

R 2 is hydrogen, halogen, C 1 -C 6 alkyl, C 2 -C 4 alkenyl, or G 2A ; wherein G 2A is C 5 -C 6 cycloalkenyl, phenyl, or C 5 -C 6 heteroaryl; and each G 2A is optionally substituted 1, 2, or 3 independently selected R u groups; and

R 1 is —(C 1 -C 6 alkylenyl)-NR 1A R 1B or —(C 1 -C 6 alkylenyl)-N(R j )C(O)R 1C .

23. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 2 , R 3 , R 4 , and R 6 are hydrogen; and

R 5 is hydrogen, halogen, C 2 -C 4 alkenyl, or phenyl wherein the phenyl is optionally substituted with 1, 2, or 3 independently selected R u groups.

24. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein

R 2 , R 3 , R 4 , and R 6 are hydrogen;

R 5 is hydrogen, halogen, C 2 -C 4 alkenyl, or phenyl wherein the phenyl is optionally substituted with 1, 2, or 3 independently selected R u groups; and

R 1 is —(C 1 -C 6 alkylenyl)-NR 1A R 1B .

25. The compound of claim 1 or a pharmaceutically acceptable salt thereof, wherein the compound is selected from the group consisting of

9-[(3-bromo-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-(1H-indol-7-ylmethyl)-2-methyl-9H-purin-6-amine;

9-(1H-indol-7-ylmethyl)-9H-purin-6-amine;

2-cyclopropyl-9-(1H-indol-7-ylmethyl)-9H-purin-6-amine;

{7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methanol;

9-{[2-(aminomethyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-chloro-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-ethenyl-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(cyclopent-1-en-1-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(3,6-dihydro-2H-pyran-4-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(4,4-difluorocyclohex-1-en-1-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

1-[4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}-3,6-dihydropyridin-1(2H)-yl]ethanone;

1-[5-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}-3,6-dihydropyridin-1(2H)-yl]ethanone;

1-(4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}piperidin-1-yl)ethanone;

9-{[2-(aminomethyl)-5-(1-methyl-1H-pyrazol-4-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(pyrimidin-5-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(pyridin-3-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(pyridin-4-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-phenyl-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(4-chlorophenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(3-chlorophenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(2-chlorophenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(4-fluorophenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(2-fluorophenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(6-methoxypyridin-3-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}benzenesulfonamide;

9-{[2-(aminomethyl)-5-(4-methylphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(3-methylphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(2-methylphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

(4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}phenyl)methanol;

9-{[2-(aminomethyl)-5-(4-methoxyphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(3-methoxyphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-(2-methoxyphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-({2-(aminomethyl)-5-[4-(methylsulfonyl)phenyl]-1H-indol-7-yl}methyl)-9H-purin-6-amine;

4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}benzonitrile;

3-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}benzonitrile;

3-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}benzamide;

N-(4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}phenyl)methanesulfonamide;

N-(3-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}phenyl)methanesulfonamide;

9-{[2-(aminomethyl)-5-(4-ethylphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

methyl 4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}benzoate;

(4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}phenyl)acetonitrile;

3-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}-N-ethylbenzamide;

4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}-N,N-dimethylbenzamide;

3-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}-N,N-dimethylbenzamide;

4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}-N-[2-(dimethylamino)ethyl]benzamide;

4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}-N-cyclopropylbenzamide;

3-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}-N-cyclopropylbenzamide;

9-({2-(aminomethyl)-5-[3-(morpholin-4-yl)phenyl]-1H-indol-7-yl}methyl)-9H-purin-6-amine;

(3-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}phenyl)(morpholin-4-yl)methanone;

9-{[2-(aminomethyl)-5-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-5-{3-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-indol-7-yl]methyl}-9H-purin-6-amine;

(4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-5-yl}phenyl)(4-methylpiperazin-1-yl)methanone;

9-{[2-(aminomethyl)-5-(2,3-dihydro-1-benzofuran-5-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-6-chloro-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-6-ethenyl-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-6-(prop-1-en-2-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-6-phenyl-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-chloro-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-ethenyl-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-ethyl-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(prop-1-en-2-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(propan-2-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(cyclopent-1-en-1-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(1-methyl-1H-pyrazol-4-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(pyridin-3-yl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-phenyl-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(3-chlorophenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(2-chlorophenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(4-fluorophenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(2-fluorophenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(4-methylphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(3-methylphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(2-methylphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(4-methoxyphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(3-methoxyphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[2-(aminomethyl)-4-(2-methoxyphenyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-({2-(aminomethyl)-4-[4-(methylsulfonyl)phenyl]-1H-indol-7-yl}methyl)-9H-purin-6-amine;

4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-4-yl}benzonitrile;

3-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-4-yl}benzonitrile;

3-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-4-yl}benzamide;

N-(4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-4-yl}phenyl)methanesulfonamide;

4-{2-(aminomethyl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-4-yl}-N,N-dimethylbenzamide;

1-{7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}ethanone;

9-{[2-(1-aminoethyl)-5-chloro-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-({5-chloro-2-[(methylamino)methyl]-1H-indol-7-yl}methyl)-9H-purin-6-amine;

1-{7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}propan-1-one;

9-{[2-(1-aminopropyl)-5-chloro-1H-indol-7-yl]methyl}-9H-purin-6-amine;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)prop-2-enamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)propanamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methoxyacetamide;

3-[({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)amino]propanoic acid;

9-({5-chloro-2-[(diethyl amino)methyl]-1H-indol-7-yl}methyl)-9H-purin-6-amine;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)butanamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methylpropanamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methoxypropanamide;

2,2′-[({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)imino]diacetic acid;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methylbutanamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-hydroxy-3-methylbutanamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3,3-dimethylbutanamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-methylpentanamide;

tert-butyl [({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)amino]acetate;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)cyclopropanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methylcyclopropanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methylcyclopropanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-cyclopropylacetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)cyclobutanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-hydroxycyclobutanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)tetrahydrofuran-2-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)tetrahydrofuran-3-carboxamide;

(2S)—N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)pyrrolidine-2-carboxamide;

(2R)—N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)pyrrolidine-2-carboxamide;

(2S)—N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-oxopyrrolidine-2-carboxamide;

(2R)—N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-oxopyrrolidine-2-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)cyclopentanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(pyrrolidin-1-yl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-cyclopentylacetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-(pyrrolidin-1-yl)propanamide;

tert-butyl (2S)-2-[({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)carbamoyl]pyrrolidine-1-carboxylate;

tert-butyl (2R)-2-[({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)carbamoyl]pyrrolidine-1-carboxylate;

9-({5-chloro-2-[(1,1-dioxidothiomorpholin-4-yl)methyl]-1H-indol-7-yl}methyl)-9H-purin-6-amine;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)tetrahydro-2H-pyran-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(morpholin-4-yl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)cyclohexanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methylcyclohexanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-methylcyclohexanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methylcyclohexanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methylcyclohexanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-cyclohexylacetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-methoxycyclohexanecarboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-(piperidin-1-yl)propanamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)tricyclo[3.3.1.1 3,7 ]decane-1-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,2-thiazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,3-thiazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,2-thiazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,3-thiazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-pyrazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-pyrazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)thiophene-2-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)thiophene-3-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-pyrrole-2-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-methyl-1,3-thiazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-methyl-1,3-thiazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-methyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1H-pyrazole-3-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1H-pyrazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1H-imidazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1H-imidazole-2-carboxamide;

5-amino-N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methylthiophene-3-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methylthiophene-2-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-methoxythiophene-3-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methoxythiophene-2-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1H-pyrrole-2-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2,4-dimethyl-1,3-thiazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(1,2,5,6-tetrahydropyridin-3-yl)-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-phenyl-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(4-fluorophenyl)-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(4-sulfamoylphenyl)-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(4-methylphenyl)-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(4-methoxyphenyl)-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(3-methoxyphenyl)-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-[4-(methylsulfonyl)phenyl]-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(4-cyanophenyl)-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(3-cyanophenyl)-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(3-carbamoylphenyl)-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-[(7-[(6-amino-9H-purin-9-yl)methyl]-5-{4-[(methylsulfonyl)amino]phenyl}-1H-indol-2-yl)methyl]-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-[4-(cyanomethyl)phenyl]-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-[4-(dimethylcarbamoyl)phenyl]-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-[3-(dimethylcarbamoyl)phenyl]-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-[3-(cyclopropylcarbamoyl)phenyl]-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-[3-(morpholin-4-yl)phenyl]-1H-indol-2-yl}methyl)-3,5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-[3-(morpholin-4-ylcarbonyl)phenyl]-1H-indol-2-yl}methyl)-3, 5-dimethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-ethyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,5-dimethyl-1H-pyrazole-3-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,3-dimethyl-1H-pyrazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-ethyl-3-methyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-ethyl-5-methyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-(propan-2-yl)-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-ethyl-3,5-dimethyl-1H-pyrazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-cyclopropyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-cyclopropyl-3-methyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-3-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)pyrazine-2-carboxamide;

9-({2-[amino(phenyl)methyl]-5-chloro-1H-indol-7-yl}methyl)-9H-purin-6-amine;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)pyridine-2-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)pyridine-3-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-6-hydroxypyridine-2-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-oxo-1,2-dihydropyridine-3-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methylpyridazine-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-2-yl}methyl)-3-methylpyridazine-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(4,4-difluorocyclohex-1-en-1-yl)-1H-indol-2-yl}methyl)-3-methylpyridazine-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-[1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-1H-indol-2-yl}methyl)-3-methylpyridazine-4-carboxamide;

N-({5-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-2-yl}methyl)-3-methylpyridazine-4-carboxamide;

tert-butyl 4-{7-[(6-amino-9H-purin-9-yl)methyl]-2-({[(3-methylpyridazin-4-yl)carbonyl]amino}methyl)-1H-indol-5-yl}-3,6-dihydropyridine-1(2H)-carboxylate;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-methylpyrazine-2-carboxamide;

9-{[2-(1-amino-2-phenylethyl)-5-chloro-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-({2-[(benzylamino)methyl]-5-chloro-1H-indol-7-yl}methyl)-9H-purin-6-amine;

9-[(2-{[(2-bromobenzyl)amino]methyl}-5-chloro-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(3-chlorobenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(2-chlorobenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(2,6-dichlorobenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(3,5-dichlorobenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(3,4-dichlorobenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(2-fluorobenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(2-chloro-6-fluorobenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(3-chloro-5-fluorobenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(2-chloro-5-fluorobenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(3-chloro-2-fluorobenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(2,6-difluorobenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-chlorobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-chlorobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-fluorobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-fluorobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-fluorobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-bromo-6-fluorobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-chloro-6-fluorobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2,6-difluorobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-fluoro-6-hydroxybenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(pyridin-2-yl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(pyridin-3-yl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(pyridin-4-yl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methylpyridine-3-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3,6-dimethylpyridazine-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-2-yl}methyl)-3,6-dimethylpyridazine-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(4,4-difluorocyclohex-1-en-1-yl)-1H-indol-2-yl}methyl)-3,6-dimethylpyridazine-4-carboxamide;

N-({5-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-2-yl}methyl)-3,6-dimethylpyridazine-4-carboxamide;

N-({5-(1-acetyl-1,4,5,6-tetrahydropyridin-3-yl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-2-yl}methyl)-3,6-dimethylpyridazine-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-4-chloro-1H-indol-2-yl}methyl)-3,6-dimethylpyridazine-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-6-cyanopyridine-3-carboxamide;

9-[(5-chloro-2-{[(4-methylbenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(2-methylbenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(2-chloro-6-methylbenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(2-fluoro-6-methylbenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(2-fluoro-3-methylbenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-methylbenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methylbenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methylbenzamide;

9-[(5-chloro-2-{[(3-methoxybenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

9-[(5-chloro-2-{[(2-methoxybenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(4-chlorophenyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(3-chlorophenyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(2-chlorophenyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(4-fluorophenyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(3-fluorophenyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(2-fluorophenyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(trifluoromethyl)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-methoxybenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methoxybenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methoxybenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(difluoromethoxy)benzamide;

9-{[5-chloro-2-({[3-(methylsulfonyl)benzyl]amino}methyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[5-chloro-2-({[4-fluoro-3-(methylsulfonyl)benzyl]amino}methyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

9-{[5-chloro-2-({[3-fluoro-4-(methylsulfonyl)benzyl]amino}methyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(methylsulfonyl)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-chloro-4-(methylsulfonyl)benzamide;

4-{[({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)amino]methyl}benzonitrile;

3-{[({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)amino]methyl}benzonitrile;

2-{[({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)amino]methyl}benzonitrile;

3-{[({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)amino]methyl}-4-fluorobenzonitrile;

5-amino-N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methylbenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-cyanobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-cyanobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-cyanobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(methylamino)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-chloro-4-cyanobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-2-yl}methyl)-2-chloro-4-cyanobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(4,4-difluorocyclohex-1-en-1-yl)-1H-indol-2-yl}methyl)-2-chloro-4-cyanobenzamide;

N-({5-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-2-yl}methyl)-2-chloro-4-cyanobenzamide;

N-({5-(1-acetyl-1,4,5,6-tetrahydropyridin-3-yl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-2-yl}methyl)-2-chloro-4-cyanobenzamide;

N-({5-(1-acetylpiperidin-4-yl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-2-yl}methyl)-2-chloro-4-cyanobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-4-chloro-1H-indol-2-yl}methyl)-2-chloro-4-cyanobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2,6-dichloro-4-cyanobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-cyano-2-fluorobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(3,6-dihydro-2H-pyran-4-yl)-1H-indol-2-yl}methyl)-4-cyano-2-fluorobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-2-yl}methyl)-4-cyano-2-fluorobenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(4,4-difluorocyclohex-1-en-1-yl)-1H-indol-2-yl}methyl)-4-cyano-2-fluorobenzamide;

N-({5-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-2-yl}methyl)-4-cyano-2-fluorobenzamide;

tert-butyl 4-(7-[(6-amino-9H-purin-9-yl)methyl]-2-{[(4-cyano-2-fluorobenzoyl)amino]methyl}-1H-indol-5-yl)-3,6-dihydropyridine-1(2H)-carboxylate;

9-[(5-chloro-2-{[(2,6-dimethylbenzyl)amino]methyl}-1H-indol-7-yl)methyl]-9H-purin-6-amine;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-phenylpropanamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(4-methylphenyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(3-methylphenyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(2-methylphenyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2,6-dimethylbenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-ethylbenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(4-methoxyphenyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(2-methoxyphenyl)acetamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methoxy-6-methylbenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methoxy-4-methylbenzamide;

4-(aminomethyl)-N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(4,4-difluorocyclohexyl)-1H-indol-2-yl}methyl)-2-methylbenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-(dimethylamino)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-cyano-2-methylbenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(3,6-dihydro-2H-pyran-4-yl)-1H-indol-2-yl}methyl)-4-cyano-2-methylbenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-2-yl}methyl)-4-cyano-2-methylbenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-(4,4-difluorocyclohex-1-en-1-yl)-1H-indol-2-yl}methyl)-4-cyano-2-methylbenzamide;

N-({5-(1-acetyl-1,2,3,6-tetrahydropyridin-4-yl)-7-[(6-amino-9H-purin-9-yl)methyl]-1H-indol-2-yl}methyl)-4-cyano-2-methylbenzamide;

tert-butyl 4-(7-[(6-amino-9H-purin-9-yl)methyl]-2-{[(4-cyano-2-methylbenzoyl)amino]methyl}-1H-indol-5-yl)-3,6-dihydropyridine-1(2H)-carboxylate;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-(dimethylamino)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(ethylamino)benzamide;

4-{[({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)amino]methyl}-3-methoxybenzonitrile;

4-(acetylamino)-N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(propan-2-yl)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-(4-methoxyphenyl)propanamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-(3-methoxyphenyl)propanamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-[4-(dimethylamino)phenyl]acetamide;

4-{[({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)amino]methyl}-N,N-dimethylbenzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-(2-fluorophenyl)pyrrolidine-1-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(pyrrolidin-1-ylcarbonyl)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(tetrahydro-2H-pyran-4-yloxy)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(piperidin-1-yl)benzamide;

9-{[5-chloro-2-({[3-(piperidin-1-ylmethyl)benzyl]amino}methyl)-1H-indol-7-yl]methyl}-9H-purin-6-amine;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(piperidin-1-ylcarbonyl)benzamide;

9-({5-chloro-2-[({3-[2-(piperidin-1-yl)ethoxy]benzyl}amino)methyl]-1H-indol-7-yl}methyl)-9H-purin-6-amine;

N-({7-[(6-amino-9H-purin-9-yl)methyl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-methyl-3-phenyl-1,2-oxazole-4-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(1-methyl-1H-imidazol-2-yl)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-(benzoylamino)benzamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,2,3-benzothiadiazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3H-imidazo[4,5-b]pyridine-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-benzotriazole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-benzotriazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3H-imidazo[4,5-b]pyridine-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-fluoro-1H-benzotriazole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,3-benzothiazole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,3-benzothiazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)thieno[3,2-b]pyridine-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,3-benzoxazole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,3-benzoxazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)furo[3,2-b]pyridine-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-hydroxy-1,3-benzothiazole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-indazole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-pyrrolo[3,2-b]pyridine-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-benzimidazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-benzimidazole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-indazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-5-chloro-1H-pyrrolo[2,3-b]pyridine-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-fluoro-1H-indazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methyl[1,2]oxazolo[5,4-b]pyridine-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1H-benzotriazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-benzothiophene-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-benzofuran-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-indole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1H-indole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methyl-1,3-benzothiazole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methyl-1,3-benzoxazole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1H-indazole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1H-benzimidazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1H-indazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methyl-1H-benzimidazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-methyl-1-benzofuran-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1H-indole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-methyl-1H-indole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,2-dimethyl-1H-benzimidazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-ethyl-1H-benzimidazole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-cyano-1H-indole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-3-(propan-2-yl)[1,2]oxazolo[5,4-b]pyridine-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-(propan-2-yl)-1H-benzotriazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-(propan-2-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-4-methoxy-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2,3-dimethyl-1H-indole-6-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2,3-dimethyl-1H-indole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1-(2-hydroxyethyl)-2-methyl-1H-benzimidazole-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-6-methyl-1-(propan-2-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide;

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-1,2,3-trimethyl-1H-indole-5-carboxamide; and

N-({7-[(6-amino-9H-purin-9-yl)methyl]-5-chloro-1H-indol-2-yl}methyl)-2-butyl-1,3-benzoxazole-5-carboxamide.

26. A pharmaceutical composition comprising a therapeutically effective amount of a compound of formula (I) according to claim 1 , or a pharmaceutically acceptable salt thereof, in combination with a pharmaceutically acceptable carrier.

27. A kit for use in measuring the activity of SUV420H1 or a fragment thereof in a biological sample in vitro or in vivo, comprising

(i) a first composition comprising a compound of formula (I) according to claim 1 ; and

(ii) instructions for:

(a) contacting the composition with the biological sample; and

(b) measuring activity of said SUV420H1 or a fragment thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 13, 2016
From: DAI, YUJIA; MCCLELLAN, WILLIAM; MICHAELIDES, MIKE; SWEIS, RAMZI; WILSON, NOEL; DIETRICH, JUSTIN
To: ABBVIE INC.
Reel/Frame 039145/0245 →
Continuity (3)
Provisional Application 62093523 · Dec 18, 2014
Related Publication 20170174688A1 · Jun 22, 2017
Related Publication 20170349589A9 · Dec 7, 2017