Heterocyclic compounds as protein kinase inhibitors

1. A compound having the structure of formula (I),

a pharmaceutically acceptable salt thereof, a prodrug thereof or a hydrate thereof, wherein:

A represents CR and B represents N;

R and R′ independently represent H, (C 1 -C 6 ) alkyl, halogen, —CN, —NR a R b , —NR a COR b or —CONR a R b ;

R″ represents H, halogen or —NR a COR b ;

R 1 represents H or (C 1 -C 3 ) alkyl;

R 2 represents H, (C 1 -C 3 ) alkyl, halo or —CN;

R 3 represents —COR 4 ;

R 4 represents

R 7 , R 8 , and R 9 independently represent H, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, aralkyl, heteroaryl, heteroarylalkyl, heterocyclyl, heterocyclylalkyl, alkoxy, halo, —NO 2 , —(CH 2 ) g C(O)NR c R d , —(CH 2 ) g NR c COR d , —(CH 2 )NR c CONR c R d , —(CH 2 ) g NR c C(O)OR d , —(CH 2 ) g NR c R d , —(CH═CH)—(CH 2 ) s C(O)OR e , —(CH═CH)—(CH 2 ) s CONR c R d , —(CH═CH)—(CH 2 ) s CN, —(CH═CH)—(CH 2 ) s R e , —(CH 2 ) s C(O)OR e , —(CH) r CN, —(CH 2 ) r OR e , —(CH 2 ) r R e , —(CH 2 ) r C(O)OR e , —(CH) r halo, —S(O) p R e , —S(O) p NR c R d , —NR c S(O) p R d , and wherein alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl heterocyclyl are optionally substituted;

R c and R d independently represent H, (C 1 -C 8 ) alkyl, (C 3 -C 8 ) cycloalkyl, aryl, aralkyl, heteroaryl, heteroarylalkyl, —(CH 2 ) r OR e , —(CH 2 ) r SR e , —(CH 2 ) r CN, —(CH 2 )halo, —(CH 2 ) r C(O)OR e , —(CH 2 ) r NR c R d , —COR e , —S(O) p R e , or —(CH 2 ) r R e , wherein alkyl, cycloalkyl, aryl and heteroaryl are optionally substituted; or

R c and R d are taken together with the N atom to which they are attached to form 3-8 membered heterocyclyl, optionally containing additional heteroatom(s) selected from N, O, or S, wherein heterocyclyl is optionally substituted;

R e represents H, (C 1 -C 6 ) alkyl, —CF 3 , (C 3 -C 8 ) cycloalkyl, heterocyclyl, aryl or heteroaryl; wherein alkyl, cycloalkyl, heterocyclyl, aryl and heteroaryl are optionally substituted;

p represents an integer of 1 or 2;

q represents an integer of 0, 1, 2 or 3;

r represents an integer of 0, 1, 2, 3 or 4; and

s represents an integer of 0, 1 or 2;

R a and R b independently represent H, (C 1 -C 8 ) alkyl, (C 3 -C 8 ) cycloalkyl or OR′″; or

R a and R b are taken together with the N atom to which they are attached to form 3-8 membered heterocyclyl, optionally containing additional heteroatom(s) selected from N, 0 or S, wherein heterocyclyl is optionally substituted; and

R′″ represents H or (C 1 -C 3 ) alkyl.

2. The compound, a pharmaceutically acceptable salt thereof, a prodrug thereof or a hydrate thereof according to claim 1 , wherein R″ represents H or —NR a COR b .

3. The compound, a pharmaceutically acceptable salt thereof, a prodrug thereof or a hydrate thereof according to claim 1 , wherein R″ represents —NR a COR b .

4. The compound, a pharmaceutically acceptable salt thereof, a prodrug thereof or a hydrate thereof according to claim 1 , wherein R 1 represents H or (C 1 -C 3 ) alkyl.

5. The compound, a pharmaceutically acceptable salt thereof, a prodrug thereof or a hydrate thereof according to claim 1 , wherein R represents H or —NR a COR b .

6. The compound, a pharmaceutically acceptable salt thereof, a prodrug thereof or a hydrate thereof according to claim 1 , wherein R a represents H or (C 1 -C 3 ) alkyl and R b represents H, (C 1 -C 3 ) alkyl, (C 1 -C 3 ) alkoxy or (C 3 -C 5 ) cycloalkyl.

7. A compound of claim 1 selected from the group consisting of:

(2-Chloro-6-fluorophenyl)(1H-pyrrolo[2,3-c]pyridine-3-yl)methanone,

3,5-Dichloro-N-ethyl-4-(1H-pyrrolo[2,3-c]pyridin-3-ylcarbonyl)benzamide,

(4-Amino-2,6-dichlorophenyl)(1H-pyrrolo[2,3-c]pyridin-3-yl)methanone,

[2,6-Dichloro-4-(2-methoxypyrimidin-5-yl)phenyl](1H-pyrrolo[2,3-c]pyridin-3-yl)methanone,

N-[3-(2,6-Dichlorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide,

3,5-Dichloro-4-(1H-pyrrolo[2,3-c]pyridin-3-ylcarbonyl)benzonitrile,

4-{[7-(Acetylamino)-1H-pyrrolo[2,3-c]pyridin-3-yl]carbonyl}-3,5-dichloro-N-methylbenzamide,

N-[3-(2-Chloro-6-fluorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]acetamide,

4-{[7-(Acetylamino)-1H-pyrrolo[2,3-c]pyridin-3-yl]carbonyl}-3,5-dichloro-N-ethylbenzamide,

(4-Bromo-2,6-dichlorophenyl)(1H-pyrrolo[2,3-c]pyridin-3-yl)methanone,

N-[3-(2-Chloro-6-fluorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide,

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-methylbenzamide,

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-ethylbenzamide,

3,5-Dichloro-N-(2-methoxyethyl)-4-(1H-pyrrolo[2,3-c]pyridin-3-ylcarbonyl)benzamide,

4-{[7-(Acetylamino)-1H-pyrrolo[2,3-c]pyridin-3-yl]carbonyl}-3,5-dichloro-N-propylbenzamide,

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-(2-methoxyethyl)benzamide,

4-{[7-(Acetylamino)-1H-pyrrolo[2,3-c]pyridin-3-yl]carbonyl}-3,5-dichloro-N-(2-methoxyethyl)benzamide,

N-[3-(2,6-Dichlorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-5-yl]cyclopropanecarboxamide,

N-[3-(2-Chloro-6-fluorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-5-yl]cyclopropanecarboxamide,

3,5-Dichloro-4-({5-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-methylbenzamide,

N-[3-(2,6-Dichloro-4-cyanobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]acetamide,

N-[3-(4-Bromo-2,6-dichlorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide,

N-{3-[2,6-Dichloro-4-(3,5-dimethyl-1,2-oxazol-4-yl)benzoyl]-1H-pyrrolo[2,3-c]pyridin-7-yl}cyclopropanecarboxamide,

N-[3-(4-Bromo-2,6-dichlorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]acetamide,

Methyl 3,5-dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)benzoate,

N-[3-(4-Amino-2,6-dichlorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide,

N-{3-[4-(Acetylamino)-2,6-dichlorobenzoyl]-1H-pyrrolo[2,3-c]pyridin-7-yl}cyclopropanecarboxamide,

N-[3-(2-Chloro-6-fluorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]propanamide,

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-[2-(2-hydroxyethoxy)ethyl]benzamide,

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-(3-hydroxypropyl)benzamide,

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-[3-(morpholin-4-yl)propyl]benzamide,

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-(2,3-dihydroxypropyl)benzamide,

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-[2-(dimethylamino)ethyl]benzamide,

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-[2-(piperidin-1-yl)ethyl]benzamide,

Methyl N-[3,5-dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)benzoyl]glycinate,

N[3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)benzoyl]glycine,

N-[3-(2-Chloro-3,6-difluorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide,

3,5-Dichloro-N-methyl-4-{[7-(propanoylamino)-1H-pyrrolo[2,3-c]pyridin-3-yl]carbonyl}benzamide,

N-[3-(2,6-Dichloro-4-cyanobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide,

4-{[7-(Acetylamino)-1H-pyrrolo[2,3-c]pyridin-3-yl]carbonyl}-3,5-dichloro-N-[2-(dimethylamino)ethyl]benzamide,

4-{[7-(Acetylamino)-1H-pyrrolo[2,3-c]pyridin-3-yl]carbonyl}-3,5-dichloro-N-[2-(2-hydroxyethoxy)ethyl]benzamide,

4-{[7-(Acetylamino)-1H-pyrrolo[2,3-c]pyridin-3-yl]carbonyl}-3,5-dichloro-N-[2-(piperidin-1-yl)ethyl]benzamide,

4-{[7-(Acetylamino)-1H-pyrrolo[2,3-c]pyridin-3-yl]carbonyl}-3,5-dichloro-N-[2-(morpholin-4-yl)ethyl]benzamide,

4-{[7-(Acetylamino)-1H-pyrrolo[2,3-c]pyridin-3-yl]carbonyl}-3,5-dichloro-N-[2-(pyrrolidin-1-yl)ethyl]benzamide,

N-[3-(2,4,6-Trichlorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide,

N-{3-[2,6-Dichloro-4-(3,5-dimethyl-1H-pyrazol-4-yl)benzoyl]-1H-pyrrolo[2,3-c]pyridin-7-yl}cyclopropanecarboxamide,

N-{3-[2,6-Dichloro-4-(pyrimidin-5-yl)benzoyl]-1H-pyrrolo[2,3-c]pyridin-7-yl}cyclopropanecarboxamide,

N-{3-[2,6-Dichloro-4-(6-methoxypyridin-3-yl)benzoyl]-1H-pyrrolo[2,3-c]pyridin-7-yl}cyclopropanecarboxamide,

N-{3-[2,6-Dichloro-4-(6-fluoropyridin-3-yl)benzoyl]-1H-pyrrolo[2,3-c]pyridin-7-yl}cyclopropanecarboxamide,

N-{3-[2,6-Dichloro-4-(1-methyl-1H-pyrazol-4-yl)benzoyl]-1H-pyrrolo[2,3-c]pyridin-7-yl}cyclopropanecarboxamide,

N-[3-(4-Cyano-2,6-difluorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide,

Methyl 4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-3,5-difluorobenzoate,

N-[3-(4-Cyano-2,6-difluorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]acetamide,

3,5-Dichloro-N-cyclopropyl-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)benzamide,

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-(cyclopropylmethyl)benzamide,

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-(3-ethoxypropyl)benzamide,

N-Butyl-3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)benzamide,

N-{3-[2,6-Dichloro-4-(hydroxymethyl)benzoyl]-1H-pyrrolo[2,3-c]pyridin-7-yl}cyclopropanecarboxamide,

4-({7-[(Cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-3,5-difluoro-N-(2-fluoroethyl)benzamide,

4-({7-[(Cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-ethyl-3,5-difluorobenzamide,

4-({7-[(Cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-3,5-difluoro-N-methylbenzamide,

4-({7-[(Cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-3,5-difluoro-N-(3-hydroxypropyl)benzamide,

4-({7-[(Cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-[2-(dimethylamino)ethyl]-3,5-difluorobenzamide,

4-({7-[(Cyclopropylcarbonyl)amino]-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-(3-ethoxypropyl)-3,5-difluorobenzamide,

N-{3-[4-(3,5-Dimethyl-1,2-oxazol-4-yl)-2,6-difluorobenzoyl]-1H-pyrrolo[2,3-c]pyridin-7-yl}cyclopropanecarboxamide,

N-(3-{2,6-Dichloro-4-[(methylamino)methyl]benzoyl}-1H-pyrrolo[2,3-c]pyridin-7-yl)cyclopropanecarboxamide,

N-(3-{2,6-Dichloro-4-[(ethylamino)methyl]benzoyl}-1H-pyrrolo[2,3-c]pyridin-7-yl)cyclopropanecarboxamide,

N-[3-(2,6-Dichlorobenzoyl)-2-methyl-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide,

N-[3-(4-Bromo-2,6-difluorobenzoyl)-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide,

N-[3-(2,6-Difluorobenzoyl)-2-methyl-1H-pyrrolo[2,3-c]pyridin-7-yl]cyclopropanecarboxamide, and

3,5-Dichloro-4-({7-[(cyclopropylcarbonyl)amino]-2-methyl-1H-pyrrolo[2,3-c]pyridin-3-yl}carbonyl)-N-methylbenzamide,

or a pharmaceutically acceptable salt thereof, a prodrug thereof, or a hydrate thereof.

8. A pharmaceutical composition comprising a compound, a pharmaceutically acceptable salt thereof, a prodrug thereof, or a hydrate thereof according to claim 1 as its active ingredient.