IP Library › Granted Patent US 7,772,231

Granted Patent B2

US 7,772,231 · App. 11/617,398 · Granted Aug 10, 2010

Substituted pyrazolo[3,4-d]pyrimidines as protein kinase inhibitors

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Patent No.: US 7,772,231
App. No.: 11/617,398
Granted: Aug 10, 2010
Kind: B2

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Abstract

Compounds of formula (25) that inhibit protein kinases, compositions containing the compounds and methods of treating diseases using the compounds are disclosed.

Claims (468)

1. A compound having formula (25)

or a salt thereof, wherein

R x and the moiety to which it is attached form A 1 ;

A 1 is R 2 ;

R 2 is 1H-benzo[d]imidazol-6-yl;

B 1 is R 3 , R 4 , R 5 or W 1 ;

R 3 is phenyl which is unfused or fused with benzene, heteroarene or R 3A ; R 3A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

R 4 is heteroaryl which is unfused or fused with benzene, heteroarene or R 4A ; R 4A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

R 5 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R 5A ; R 5A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

W 1 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one or two of independently selected W 2 , W 3 , W 4 , OH, OW 5 , SW 5 , S(O)W 5 , SO 2 W 5 , NH 2 , NHW 5 , N(W 5 ) 2 , C(O)NH 2 , C(O)NHW 5 , C(O)N(W 5 ) 2 , NHC(O)W 5 or NW 5 C(O)W 5 ;

W 2 is phenyl which is unfused or fused with benzene, heteroarene or W 2A ; W 2A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

W 3 is heteroaryl which is unfused or fused with benzene, heteroarene or W 3A ; W 3A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

W 4 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or W 5A ; W 5A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

W 5 is alkyl, alkenyl or alkynyl;

wherein the moieties represented by A 1 , B 1 , W 2 , W 3 and W 4 are independently unsubstituted or substituted with one or two or three or four of independently selected R 6 , OR 6 , SR 6 , S(O)R 6 , SO 2 R 6 , NH 2 , NHR 6 , N(R 6 ) 2 , C(O)R 6 , C(O)OR 6 , C(O)NH 2 , C(O)NHR 6 , C(O)N(R 6 ) 2 , NHC(O)R 6 , NR 6 C(O)R 6 , NHSO 2 R 6 , NR 6 SO 2 R 6 , NHC(O)OR 6 , NR 6 C(O)OR 6 , SO 2 NH 2 , SO 2 NHR 6 , SO 2 N(R 6 ) 2 , NHC(O)NH 2 , NHC(O)NHR 6 , NHC(O)N(R 6 ) 2 , NR 6 C(O)N(R 6 ) 2 C(NH)NH 2 , C(NH)NHR 6 , C(NH)N(R 6 ) 2 , NHC(NH)NH2, NHC(NH)NHR 6 , NHC(NH)N(R 6 ) 2 , OH, (O), C(O)H, C(O)OH, NO 2 , CN, CF 3 , OCF 3 , CF 2 CF 3 , F, Cl, Br or I;

R 6 is R 7 , R 8 , R 9 or R 10 ;

R 7 is phenyl which is unfused or fused with benzene, heteroarene or R 7A ; R 7A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

R 8 is heteroaryl which is unfused or fused with benzene, heteroarene or R 8A ; R 8A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

R 9 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R 9A ; R 9A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

R 10 is alkyl, alkenyl or alkynyl, each of which is unsubstituted or substituted with one or two of independently selected R 11 , OR 11 , SR 11 , S(O)R 11 , SO 2 R 11 , NH 2 , NHR 11 , N(R 11 ) 2 , C(O)R 11 , C(O)NH 2 , C(O)NHR 11 , C(O)N(R 11 ) 2 , NHC(O)R 11 , NR 11 C(O)R 11 , NHSO 2 R 11 , NR 11 SO 2 R 11 , NHC(O)OR 11 , NR 11 C(O)OR 11 , SO 2 NH 2 , SO 2 NHR 11 , SO 2 N(R 11 ) 2 , NHC(O)NH 2 , NHC(O)NHR 11 , NHC(O)N(R 11 ) 2 , NR 11 C(O)N(R 11 ) 2 , OH, (O), C(O)OH, CN, CF 3 , OCF 3 , CF 2 CF 3 , F, Cl, Br or I;

R 11 is alkyl, alkenyl, alkynyl, R 12 , R 13 , R 14 ;

R 12 is phenyl which is unfused or fused with benzene, heteroarene or R 12A ; R 12A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

R 13 is heteroaryl which is unfused or fused with benzene, heteroarene or R 13A ; R 13A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; and

R 14 is cycloalkyl, cycloalkenyl, heterocycloalkyl or heterocycloalkenyl, each of which is unfused or fused with benzene, heteroarene or R 14A ; R 14A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

wherein the moieties represented by R 7 , R 8 , R 9 and R 11 are independently unsubstituted or substituted with one or two or three or four of independently selected R 15 , OR 15 , SR 15 , S(O)R 15 , SO 2 R 15 , C(O)R 15 , C(O)NH 2 , C(O)NHR 15 , C(O)N(R 15 ) 2 , OH, (O), C(O)OH, CN, CF 3 , OCF 3 , CF 2 CF 3 , F, Cl, Br or I, wherein

R 15 is alkyl, alkenyl, alkynyl, each of which is unsubstituted or substituted with OH, OR 16 , C(O)NH 2 , C(O)NHR 16 , C(O)N(R 16 ) 2 , wherein

R 16 is alkyl, alkenyl or alkynyl.

2. A composition comprising an excipient and a therapeutically effective amount of a compound of claim 1 .

3. The compound or a salt thereof according to claim 1 selected from

cis-4-(4-(4-amino-3-(2-phenyl-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)-1-methylpiperazin-2-one;

cis-4-(4-(4-amino-3-(2-(4-fluorophenyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)-1-methylpiperazin-2-one;

cis-4-(4-(4-amino-3-(2-cyclopropyl-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl) cyclohexyl)-1-methylpiperazin-2-one;

cis-4-(4-(4-amino-3-(2-pyridin-2-yl-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)-1-methylpiperazin-2-one;

trans-1-(4-(2-methoxylthoxy)cyclohexyl)-3-(2-phenyl-1H-benzimidazol-5-yl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine;

cis-1-(4-(4-methylpiperazin-1-yl)cyclohexyl)-3-(2-phenyl-1H-benzimidazol-5-yl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine;

trans-1-(4-morpholin-4-ylcyclohexyl)-3-(2-phenyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-(4-methylphenyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-(4-chlorophenyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine;

trans-3-(2-(4-methoxyphenyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-(3,4-dichlorophenyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine;

trans-3-(2-benzyl-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-1-(4-morpholin-4-ylcyclohexyl)-3-(2-(2-phenyl ethyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-1-(4-morpholin-4-ylcyclohexyl)-3-(2-(thien-2-ylmethyl)-1H-benzimidazol-6-yl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine;

trans-3-(2-(3-chlorobenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine;

trans-3-(2-(4-chlorobenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-1-(4-morpholin-4-ylcyclohexyl)-3-(2-(1-phenylethyl)-1H-benzimidazol-6-yl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine;

trans-3-(2-(2-chlorobenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine;

trans-3-(2-(2-fluorobenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine;

trans-3-(2-(2-methylbenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine.

4. The compound or a salt thereof according to claim 1 selected from

trans-3-(2-(3-fluorobenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-(3-methylbenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-(4-fluorobenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine;

trans-3-(2-(4-methlybenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-(3,4-dichlorobenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-(2,6-dichlorobenzyl)-1H-benzimidazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-(2,3-dichlorobenzyl)-1H-benzimidazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-((3-fluorobenzyl)amino)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-benzly-4methly-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-benzly-1methly-1H-benzimidazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-1-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)pyrrolidin-3-ol;

cis-1-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)pyrrolidin-3-ol;

trans-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(4-(ethylsulfonyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

cis-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(4-(ethylsulfonyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(4-(ethylsulfonyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

cis-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(4-(ethylsulfonyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-((3R,5S)-3,5-dimethylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

cis-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-((3R,5S)-3,5-dimethylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-1-(4-(4-acetylpiperazin-1-yl)cyclohexyl)-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; or

cis-1-(4-(4-acetylpiperazin-1-yl)cyclohexyl)-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

5. The compound or a salt thereof according to claim 1 selected from

trans-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

cis-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

2-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)acetamide;

trans-1-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidine-3-carboxamide;

cis-1-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidine-3-carboxamide;

trans-1-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidine-4-carboxamide;

cis-1-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidine-4-carboxamide;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(morpholin-4-ylmethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(4-(methylsulfonyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

cis-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(4-(methylsulfonyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-(1-(morpholin-4-yl)carbonyl)pipridin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

2-(3-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)pyrrolidin-1-yl)acetamide;

trans-2-(4-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

cis-2-(4-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexanol;

trans-3-(2-(2-chloro-6-fluorobenzyl)-1H-benzimidazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-(1-(methylsulfonyl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(2S)-1-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3-morpholin-4-ylpropan-2-ol; or

trans-3-(2-(2,6-difluorobenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

6. The compound or a salt thereof according to claim 1 selected from

trans-3-(2-(3-trifluorobenzyl)-1H-benzimidazol-6-yl-1-4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-(1-(methylsulfonyl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(2-morpholin-4-ylethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(1-pyrimidin-2-ylpiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2,3-difluorobenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(3,4-difluorobenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(3,5-difluorobenzyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-((2-(methylsulfonyl)ethyl)amino)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-((2-(methylsulfonyl)ethyl)amino)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(1,1-dioxidothiomorpholin-4-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-((2-(methylsulfonyl)ethyll)amino)methyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-2-(4-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(cis)-2-(4-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-3-(2-(2-chloro-3-fluorophenyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-morpholin-4-ylcyclohexyl)-3-(2-(3-(trifluoromethyl)benzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

N-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)methanesulfonamide;

ethyl4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexylcarbamate;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-(1-(2-(methylsulfonyl)ethyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-(2-fluorobenzyl)-1H-benzimidazol-5-yl)-1-(1-(2-(methylsulfonylethyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; or

(trans)-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

7. The compound or a salt thereof according to claim 1 selected from

(cis)-3-(2-benzyl-1H-benzimidazol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-(1-(2-(methylsulfonyl)ethyl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-(2-fluorobenzyl)-1H-benzimidazol-5-yl)-1-(1-(2-(methylsulfonyl)ethyl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-morpholin-4-ylcyclohexyl)-3-(2-(phenylsulfonyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(3-pyridin-3-ylpropyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(1-benzylpiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(2-(4methyl-1,3-thiazol-5-yl)ethyl)1H-pyrazolo [3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(1-(6-chloropyridazin-3-yl)piperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylbut-2ynly)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(4-(4-(ethylsulfonyl)piperazin-1-yl)but-2-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(4-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

(cis)-3-(4-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-((2-pyridin-3-yl-1,3-thiazol-4-yl)methyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-((4-benzylmorpholin-2-yl)methyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

1-(4-(4-acetylpiperazin-1-yl)but-2-ynyl)-3-(2-benzyl-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(4-(4-(2-methoxylthyl)piperazin-1-yl)but-2-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-chlorobenzyl)-1H-benzimidazol-6-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1-H-benzimidazol-5-yl)-1-(1-(3- methoxypropyl)pyrrolidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-tert-butyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

8. The compound or a salt thereof according to claim 1 selected from

(trans)-3-(1-benzyl-1H-benzimidazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2-chlorobenzyl)-1H-benzimidazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2-fluorobenzyl)-1H-benzimidazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-(3-methoxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-tetrahydro-2H-pyran-4-yl-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-(1-methylpiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-5-yl)-1-(3-(dimethylamino)propyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-bromobenzyl)-1H-benzimidazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-bromobenzyl)-1H-benzimidazol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-3-(2-(2-bromobenzyl)-1H-benzimidazol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(4-methylphenoxy)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(3-methylphenoxy)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-(2-chlorobenzyl)-1H-benzimidazol-5-yl)-1-(4-(morpholin-4-ylmethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-(3-methylbenzyl)-1H-benzimidazol-5-yl)-1-(4-(morpholin-4-ylmethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-(2-bromobenzyl)-1H-benzimidazol-5-yl)-1-(4-(morpholin-4-ylmethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1-(4-(morpholin-4-ylmethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-4-(4-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)-2-methylbutan-2-ol; or

(cis)-4-(4-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)-2-methylbutan-2-ol.

9. The compound or a salt thereof according to claim 1 selected from

(trans)-4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexanol;

(trans)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-3-(2-(thien-2-ylmethyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(1′-(3-methoxypropyl)-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-(2,6-difluorobenzyl)-1H-benzimidazol-5-yl)-1-(4-(morpholin-4-ylmethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

2-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1,4′-bipiperidin-1′-yl)ethanol;

3-(4-(4-amino-3-(2-benzyl-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1,4′-bipiperidin-1′-yl)propan-1-ol;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(1′-(2-methoxylthyl)-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-morpholin-4-ylcyclohexyl)-3-(2-(pyridin-2-ylmethyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-benzyl-1H-benzimidazol-6-yl)-1-(1′-isobutyl-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-morpholin-4-ylcyclohexyl)-3-(2-(pyridin-3-ylmethyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-morpholin-4-ylcyclohexyl)-3-(2-(thien-3-ylmethyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(1,3-benzodioxol-5-ylmethyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-4-(4-amino-3-(2-(2-(trifluoromethoxy)benzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexanol;

(trans)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-3-(2-(2-(trifluoromethoxy)benzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-3-(2(2-(trifluoromethoxy)benzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-morpholin-4-ylcyclohexyl)-3-(2-(2-naphthylmethyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2(2,6-difluorobenzyl)-1H-benzimidazol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; or

(cis)-3-(2-(2,6-difluorobenzyl)-1H-benzimidazol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

10. The compound or a salt thereof according to claim 1 selected from

(trans)-2-((6-(4-amino-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-1H-benzimidazol-2-yl)methyl)phenol;

3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1-(4-((4-(3-methoxypropyl)piperazin-1-yl)methyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-((2-methyl-1,3-thiazol-4-yl)methyl)-1H-benzimidazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1-(4-((4-(methylsulfonyl)piperazin-1-yl)methyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

1-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidin-4-ol;

(trans)-4-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-2-one;

(cis)-4-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-2-one;

(trans)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1-(4-(2-(trifluoromethyl)-5,6-dihydroimidazo(1,2-a)pyrazin-7(8H)-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexanone; or

(cis)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1-(4-(2-(trifluoromethyl)-5,6-dihydroimidazo(1,2-a)pyrazin-7(8H)-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

11. The compound or a salt thereof according to claim 1 selected from

(trans)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1-(4-piperazin-1-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1-(4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-(4-ethylpiperazin-1-yl)cyclohexyl)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-1-(4-(4-ethylpiperazin-1-yl)cyclohexyl)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-(4-ac etylpiperazin-1-yl)cyclohexyl)-3-(2-(3-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-4-(4-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)-2-methylbutan-2-ol;

(cis)-4-(4-(4-(4-amino-3-(2-(3-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)-2-methylbutan-2-ol;

(cis)-2-(4-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-2-(4-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-4-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)-N,N-dimethylpiperazine-1-carboxamide;

(cis)-4-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)-N,N-dimethylpiperazine-1-carboxamide;

(trans)-ethyl4-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazine-1-carboxylate;

(cis)-ethyl4-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazine-1-carboxylate;

(cis)-3-(7-chloro-2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-(4-(ethylsulfonyl)piperazin-1-yl)cyclohexyl)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-1-(4-(4-(ethylsulfonyl)piperazin-1-yl)cyclohexyl)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; or

(trans)-3-(7-chloro-2-(2-methoxybenzyl)-1H-benzimidazol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

12. The compound or a salt thereof according to claim 1 selected from

(trans)-4-(4-(4-(4-amino-3-(2-(2,6-difluorobenzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)-2-methylbutan-2-ol;

(cis)-4-(4-(4-(4-amino-3-(2-(2,6-difluorobenzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)-2-methylbutan-2-ol;

(trans)-2-(4-(4-(4-amino-3-(2-(2,6-difluorobenzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(cis)-2-(4-(4-(4-amino-3-(2-(2,6-difluorobenzyl)-1H-benzimidazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-3-(2-(2,6-difluorobenzyl)-1H-benzimidazol-5-yl)-1-(4-(4-ethylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-3-(2-(2,6-difluorobenzyl)-1H-benzimidazol-5-yl)-1-(4-(4-ethylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1-(4-(4-(2-methoxylthyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1-(4-(4-(2-methoxylthyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-(4-isopropylpiperazin-1-yl)cyclohexyl)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-1-(4-(4-isopropylpiperazin-1-yl)cyclohexyl)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(cyclohexylmethyl)-1H-benzimidazol-6-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(cyclopentylmethyl)-1H-benzimidazol-6-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1-(4-(4-phenylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-3-(2-(2-methoxybenzyl)-1H-benzimidazol-6-yl)-1-(4-(4-phenylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-chlorobenzyl)-1H-benzimidazol-6-yl)-1-(4-(4-ethylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-3-(2-(2-chlorobenzyl)-1H-benzimidazol-6-yl)-1-(4-(4-ethylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-2-(4-(4-(4-amino-3-(2-(2-chlorobenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol; or

(cis)-2-(4-(4-(4-amino-3-(2-(2-chlorobenzyl)-1H-benzimidazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol.

13. A compound having formula (6)

or a salt thereof, wherein

R x and the moiety to which it is attached form A 1 ;

A 1 is R 2 ; wherein R 2 is 2-substituted with R 6 , wherein R 6 is R 10 , and further wherein R 10 is methyl which is unsubstituted or substituted with one or two of independently selected R 11 , OR 11 , SR 11 , S(O)R 11 , SO 2 R 11 , NH 2 , NHR 11 , N(R 11 ) 2 , C(O)R 11 , C(O)NH 2 , C(O)NHR 11 , C(O)N(R 11 ) 2 , NHC(O)R 11 , NR 11 C(O)R 11 , NHSO 2 R 11 , NR 11 SO 2 R 11 , NHC(O)OR 11 , NR 11 C(O)OR 11 , SO 2 NH 2 , SO 2 NHR 11 , SO 2 N(R 11 ) 2 , NHC(O)NH 2 , NHC(O)NHR 11 , NHC(O)N(R 11 ) 2 , NR 11 C(O)N(R 11 ) 2 , OH, (O), C(O)OH, CN, CF 3 , OCF 3 , CF 2 CF 3 , F, Cl, Br or I;

R 2 is 1H-benzo[d]imidazol-6-yl;

B 1 is R 3 , R 4 , R 5 or W 1 ;

R 3 is phenyl which is unfused or fused with benzene, heteroarene or R 3A ; R 3A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

R 4 is heteroaryl which is unfused or fused with benzene, heteroarene or R 4A ; R 4A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

W 2 is phenyl which is unfused or fused with benzene, heteroarene or W 2A ; W 2A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

W 3 is heteroaryl which is unfused or fused with benzene, heteroarene or W 3A ; W 3A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

W 5 is alkyl, alkenyl or alkynyl;

wherein the moieties represented by B 1 , W 1 , W 2 , W 3 and W 4 are independently unsubstituted or substituted with one or two or three or four of independently selected R 6 , OR 6 , SR 6 , S(O)R 6 , SO 2 R 6 , NH 2 , NHR 6 , N(R 6 ) 2 , C(O)R 6 , C(O)OR 6 , C(O)NH 2 , C(O)NHR 6 , C(O)N(R 6 ) 2 , NHC(O)R 6 , NR 6 C(O)R 6 , NHSO 2 R 6 , NR 6 SO 2 R 6 , NHC(O)OR 6 , NR 6 C(O)OR 6 , SO 2 NH 2 , SO 2 NHR 6 , SO 2 N(R 6 ) 2 , NHC(O)NH 2 , NHC(O)NHR 6 , NHC(O)N(R 6 ) 2 , NR 6 C(O)N(R 6 ) 2 , C(NH)NH 2 , C(NH)NHR 6 , C(NH)N(R 6 ) 2 , NHC(NH)NH 2 , NHC(NH)NHR 6 , NHC(NH)N(R 6 ) 2 , OH, (O), C(O)H, C(O)OH, NO 2 , CN, CF 3 , OCF 3 , CF 2 CF 3 , F, Cl, Br or I;

R 6 is R 7 , R 8 , R 9 or R 10 ;

R 7 is phenyl which is unfused or fused with benzene, heteroarene or R 7A ; R 7A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

R 8 is heteroaryl which is unfused or fused with benzene, heteroarene or R 8A ; R 8A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

R 11 is alkyl, alkenyl, alkynyl, R 12 , R 13 or R 14 ;

R 12 is phenyl which is unfused or fused with benzene, heteroarene or R 12A ; R 12A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene;

R 13 is heteroaryl which is unfused or fused with benzene, heteroarene or R13A; R 13A is cycloalkane, cycloalkene, heterocycloalkane or heterocycloalkene; and

R 15 is alkyl, alkenyl, alkynyl, each of which is unsubstituted or substituted with OH, OR 16 , C(O)NH 2 , C(O)NHR 16 , C(O)N(R 16 ) 2 , wherein

R 16 is alkyl, alkenyl or alkynyl.

14. A compound or a salt thereof selected from

cis-3-(2-anilino-1,3-benzoxazol-6-yl)-1-(4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-anilino-1,3-benzoxazol-6-yl)-1-(4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-anilino-1,3-benzoxazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-anilino-1,3-benzoxazol-6-yl)-1-(4-(2-methoxylthoxy)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(1-(2-chlorobenzyl)-1H-indol-4-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(1-(2-chlorobenzyl)-1H-indol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(1-(3-chlorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-benzyl-1,3-benzoxazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(1-(2-chlorobenzyl)-1H-indazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(1-(3-chlorobenzyl)-1H-indazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(2-benzyl-1,3-benzoxazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(1-(3-fluorobenzyl)-1H-indazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(3-((2,4-dimethylphenyl)amino)-1H-indazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(3-((2-chlorophenyl)amino)-1H-indazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(3-((3-chlorophenyl)amino)-1H-indazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(3-((3-fluorophenyl)amino)-1H-indazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-1-(4-morpholin-4-ylcyclohexyl)-3-(3-((3-nitrophenyl)amino)-1H-indazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(3-((2-methoxyphenyl)amino)-1H-indazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-1-(4-morpholin-4-ylcyclohexyl)-3-(3-((6-(trifluoromethyl)pyridin-3-yl)amino)-1H-indazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(3-(benzylamino)-1H-indazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-1-(4-morpholin-4-ylcyclohexyl)-3-(3-((4-(trifluoromethyl)phenylamino)-1H-indazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(3-((4-tert-butylphenyl)amino)-1H-indazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-((5-(4-amino-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-1H-indazol-3-yl)amino)phenol;

trans-3-(3-((2-fluoro-5-methylphenyl)amino)-1H-indazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(3-((2,5-dimethylphenyl)amino)-1H-indazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(3-((2,5-difluorophenyl)amino)-1H-indazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

trans-3-(3-b[(4-fluoro-2-methylphenyl)amino]-1H-indazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine and

(trans)-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2-chlorobenzyl)-1H-indazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-benzyl-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2-methylbenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(3-methylbenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; or

(trans)-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

15. A compound or a salt thereof selected from

(trans)-3-(1-(3-fluorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-morpholin-4-ylcyclohexyl)-3-(1-(2-(trifluoromethyl)benzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2-fluorobenzyl)-1H-indazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2-chlorobenzyl)-1H-indazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(3-chlorobenzyl)-1H-indazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-benzyl-1H-indazol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(cyclohexylmethyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-cyclopenty1-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2,3-difluorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2,5-difluorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2,6-difluorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2,5-dichlorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2,6-dichlorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-2-(4-(4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin -1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-3-(1-(2-fluorobenzyl)-1H-indazol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(4-(4-(2-ethoxylthyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-2-(4-(4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexanol;

(cis)-3-(4-(4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

(trans)-3-(4-(4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

2-(1-(4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidin-4-yl)ethanol;

(trans)-2-(1-(4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidin-4-yl)ethanol;

(cis)-(1-(4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidin-4-yl)methanol;

(trans)-(1-(4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidin-4-yl)methanol;

(cis)-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(4-pyrrolidin-1-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(4-(4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propanenitrile;

3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

1-(4-(4-(2-ethoxylthyl)piperazin-1-yl)cyclohexyl)-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-2-(4-(4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-2-(4-(4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol; or

(cis)-3-(4-(4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol.

16. A compound or a salt thereof selected from

(trans)-3-(4-(4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

3-(4-(4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propanenitrile;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(3-(1,1-dioxidothiomorpholin-4-yl)propyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(4-(1, 1-dioxidothiomorpholin-4-yl)but-2-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

1-(4-(4-acetylpiperazin-1-yl)but-2-ynyl)-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(4-(4-(2-methoxylthyl)piperazin-1-yl)but-2-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

1-((4-benzylmorpholin-2-yl)methyl)-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-morpholin-4-ylcyclohexyl)-3-(1-(tetrahydro-2H-pyran-2-ylmethyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-morpholin-4-ylcyclohexyl)-3-(1-(pyridin-3-ylmethyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4-morpholin-4-ylcyclohexyl)-3-(1-(pyridin-2-ylmethyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-tetrahydro-2H-pyran-4-yl-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(3-methoxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(1-methylpiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(3-(dimethylamino)propyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(1′-methyl-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(1′-bethyl-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(1′-propyl-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(1′-isopropy1-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(1′-isobutyl-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-benzyl-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-benzyl-1H-indol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(4-((4-(3-methoxypropyl)piperazin-1-yl)methyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-chlorobenzyl)-1H-indol-6-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(3-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)phenyl)methanol;

4-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)-3-methylphenol;

3-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)phenol;

ethyl4-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)benzoate;

(trans)-3-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)benzoic acid;

(cis)-3-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)benzoic acid;

(trans)-3-(2-(2-chlorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-morpholin-4-ylcyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; or

3-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)-4-chlorobenzoic acid.

17. A compound or a salt thereof selected from

3-(4-(4-(4-amino-3-(3-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

(cis)-3-(4-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

(trans)-3-(4-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

3-(3-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

2-(4-(4-(4-amino-3-(3-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(cis)-2-(4-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-2-(4-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(cis)-3-(4-(4-(4-amino-3-(2-benzyl-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

(trans)-3-(4-(4-(4-amino-3-(2-benzyl-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

3-(2-benzyl-1H-indol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-2-(4-(4-(4-amino-3-(2-benzyl-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-2-(4-(4-(4-amino-3-(2-benzyl-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-(morpholin-4-ylmethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-4-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)benzoic acid;

(cis)-4-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)benzoic acid;

(cis)-3-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)propan-1-ol;

(trans)-3-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)propan-1-ol;

2-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)ethanol;

2-(2-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)ethoxy)ethanol;

(cis)-(2S)-3-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)propane-1,2-diol;

(trans)-(2S)-3-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)propane-1,2-diol;

2,2′-(4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexylazanediyl)diethanol;

(cis)-N-(4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)-beta-alanine;

(trans)-N-(4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)-beta-alanine;

N-(4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)-L-alanine;

(cis)-N-(4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)-D-alanine;

(trans)-N-(4-(4-amino -3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)-D-alanine;

N-(4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)-N-methylglycine;

(cis)-2-(4-(4-(4-amino-3-(1-(2-(difluoromethoxy)benzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-2-(4-(4-(4-amino -3-(1-(2-(difluoromethoxy)benzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(cis)-3-(4-(4-(4-amino -3-(1-(2-(difluoromethoxy)benzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol; or

(trans)-3-(4-(4-(4-amino -3-(1-(2-(difluoromethoxy)benzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol.

18. A compound or a salt thereof selected from

2-(4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1,4′-bipiperidin-1′-yl)ethanol;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(1′-(2-methoxylthyl)-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-(4-pyridin-2-ylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl) cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

2-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1,4′-bipiperidin-1′-yl)ethanol;

3-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1,4′-bipiperidin-1′-yl)propan-1-ol;

3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1-(1′-(2-methoxylthyl)-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1-(1′-(3-methoxypropyl)-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1-(1′-isobutyl-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

2-(4-(4-(4-amino-3-(2-(2,5-difluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

3-(4-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

(cis)-1-(4((2-(2-(2-aminoethoxy)ethoxy)ethyl)amino)cyclohexyl)-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

1-(4-((2-(2-(2-aminoethoxy)ethoxy)ethyl)amino)cyclohexyl)-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-1-(4(2-(2-(2-aminoethoxy)ethoxy)ethyl)amino)cyclohexyl)-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

2-(2-((4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)ethoxy)ethanol;

2-(1-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidin-4-yl)ethanol;

(1-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidin-4-yl)methanol;

(trans)-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-(4-(2-(2-methoxylthoxy)ethyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-(4-(2-(methoxymethoxy)ethyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(4-(4-(4-amino-3-(2-(2,5-difluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

2-(4-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-1-(4-(4-(2-(2-ethoxylthoxy)ethyl)piperazin-1-yl)cyclohexyl)-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(cis)-2-(2-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)ethoxy)ethanol;

(trans)-2-(2-((4-(4-amino-3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)amino)ethoxy)ethanol;

(trans)-3-(4-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol;

(trans)-3-(2-(2-fluorobenzyl)-1H-indol-6-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-2-(4-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-1-(4-(4-amino-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperidin-4-ol;

(trans)-2-(4-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)ethanol;

(trans)-3-(4-(4-(4-amino-3-(2-(2-methoxybenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexyl)piperazin-1-yl)propan-1-ol; or

(trans)-3-(2-(2-methoxybenzyl)-1H-indol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

19. A compound or a salt thereof selected from

2-(4-(4-amino-3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1,4′-bipiperidin-1′-yl)ethanol;

3-(1-(2-chlorobenzyl)-1H-indol-5-yl)-1-(1′-(2-methoxylthyl)-1,4′-bipiperidin-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

3-(1-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-(4-pyridin-2-ylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;

(trans)-3-(2-(2-fluorobenzyl)-1H-indol-5-yl)-1-(4-(4-(3-methoxypropyl)piperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine;