Novel tricyclic compounds

Abstract

The invention provides a compound of Formula (Ia), (Ib), (Ic), (Id), (Ie), (If), (Ig), (Ih), (Ii), (Ij), (Ik), or (Il) as defined herein, pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variable are defined herein. The compounds of the invention are useful for treating immunological and oncological conditions.

1 . A compound of formula (Ib) 
       
         
           
           
               
               
           
         
       
       pharmaceutically acceptable salts, or stereoisomers thereof wherein
 R 1  is H, deuterium, halogen, CF 3 , CN, OR a , N(R a )(R b ), OCF 3 , —C(O)—N(R a )(R b ), —C(O)—OR a , —C(O)-optionally substituted (C 1 -C 6 )alkyl, —C(O)-optionally substituted (C 3 -C 6 )cycloalkyl, —C(O)-optionally substituted (C 6 -C 10 )aryl, —C(O)-optionally substituted (C 1 -C 10 )heteroaryl, —C(O)-optionally substituted (C 1 -C 10 )heterocyclyl, —S-optionally substituted (C 1 -C 6 )alkyl, —S(O)— optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 -optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 N(R a )(R b ), optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 1 -C 6 )alkoxy, optionally substituted (C 2 -C 6 )alkenyl, optionally substituted (C 2 -C 6 )alkynyl, optionally substituted (C 3 -C 10 )cycloalkyl, optionally substituted (C 1 -C 10 )heteroaryl, optionally substituted (C 1 -C 10 )heterocyclyl, or optionally substituted (C 6 -C 10 )aryl; or 
 R 1  is —Z 101 -L 1 -Z 102  wherein
 Z 101  is optionally substituted (C 1 -C 6 )alkylene, optionally substituted (C 1 -C 10 )heteroarylene, optionally substituted (C 1 -C 10 )heterocyclylene, or optionally substituted (C 6 -C 10 )arylene; 
 L 1  is a bond, optionally substituted (C 1 -C 4 )alkylene, —CH 2 C(O), —C(O)—, —C(O)CH 2 —, —N(R a )—, —O—, -optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)—, -optionally substituted (C 1 -C 4 )alkylene-C(O)N(R a )—, —C(O)N(R a )—, —N(R a )C(O)—, —C(O)N(R a )-optionally substituted (C 1 -C 4 )alkylene-, —N(R a )C(O)-optionally substituted (C 1 -C 4 )alkylene-, —C(O)N(R a )-optionally substituted (C 1 -C 4 )alkylene-C(O), —N(R a )C(O)-optionally substituted (C 1 -C 4 )alkylene-C(O)—, —C(O)-optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)—, —C(O)-optionally substituted (C 1 -C 4 )alkylene-C(O)N(R a )—, -optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)—, —N(R a )C(O)-optionally substituted (C 1 -C 4 )alkylene, -optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)-optionally substituted (C 1 -C 4 )alkylene-, -optionally substituted (C 1 -C 4 )alkylene-C(O)N(R a )-optionally substituted (C 1 -C 4 )alkylene-, -optionally substituted (C 1 -C 4 )alkylene-N(R a )S(O) 2 —, -optionally substituted (C 1 -C 4 )alkylene-S(O) 2 N(R a )—, —N(R a )S(O) 2 CH 2 —, —S(O) 2 N(R a )-optionally substituted (C 1 -C 4 )alkylene-, —C(O)N(R a )S(O) 2 —, —S(O) 2 N(R a )C(O)—, —S(O) 2 —, —S(O) 2 N(R a )—, —N(R a )S(O) 2 —, —O—(C 1 -C 4 )alkylene-, (C 1 -C 6 )alkylene-O—, —C(O)N(R a )—(C 1 -C 6 ) alkylene-C(O)—, or —C(O)—(C 1 -C 6 )alkylene-N(R a )C(O)—; 
 Z 102  is H, —CN, —N(R a )(R b ), —OR a , optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 1 -C 4 )alkoxy, optionally substituted (C 3 -C 10 )cycloalkyl, optionally substituted (C 6 -C 10 )aryl, optionally substituted (C 1 -C 10 )heteroaryl, optionally substituted (C 1 -C 10 )heterocyclyl, optionally substituted bridged (C 5 -C 12 )cycloalkyl, or optionally substituted bridged (C 2 -C 10 )heterocyclyl; 
 
 R 2  is H, deuterium, halogen, CF 3 , CN, OR a , N(R a )(R b ), OCF 3 , —C(O)-optionally substituted (C 1 -C 6 )alkyl, —C(O)-optionally substituted (C 3 -C 6 )cycloalkyl, —S-optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 -optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 N(R a )(R b ), optionally substituted (C 1 -C 6 )alkoxy, —C(O)N(R a )(R b ), —S(O) 2 -optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 2 -C 6 )alkenyl, optionally substituted (C 2 -C 6 )alkynyl, optionally substituted (C 3 -C 10 )cycloalkyl, optionally substituted (C 6 -C 10 )aryl, optionally substituted (C 1 -C 10 )heteroaryl, or optionally substituted (C 1 -C 10 )heterocyclyl; 
 R 3  is deuterium, CF 3 , CN, —C(O)OR a , OR a , OCF 3 , N(R a )(R b ), substituted (C 1 -C 6 )alkyl, optionally substituted (C 3 -C 7 )cycloalkyl, optionally substituted (C 1 -C 10 )heteroaryl, optionally substituted (C 1 -C 10 )heterocyclyl, or substituted (C 6 -C 10 )aryl; 
 or 
 R 3  is -A-D-E-G, wherein: 
 A is a bond, —C(O)—, substituted (C 1 -C 6 )alkylene, optionally substituted (C 2 -C 6 )alkenylene, optionally substituted (C 2 -C 6 )alkynylene, optionally substituted (C 3 -C 12 )cycloalkylene, optionally substituted (C 2 -C 6 )heterocyclylene, -optionally substituted (C 1 -C 6 )alkylene-N(R a )—, —R e —C(O)N(R a )—R e —, —R e —N(R a )C(O)—R e —, —R e —O—R e —, —N(R a )—R e —, —S—R e —, —S(O) 2 —R e —, —S(O)R e —, —C(O—R a )(R b )—R e —, —S(O) 2 N(R a )—R e —, —N(R a )S(O) 2 —R e — or —N(R a )C(O)N(R b )—R e —; 
 D is an optionally substituted (C 2 -C 8 )alkylene, optionally substituted bridged (C 5 -C 12 )cycloalkylene, optionally substituted (C 3 -C 10 )cycloalkylene, optionally substituted bridged (C 5 -C 10 )cycloalkenylene, optionally substituted (C 3 -C 10 )cycloalkenylene, substituted (C 6 -C 10 )arylene, optionally substituted (C 1 -C 10 )heteroarylene, optionally substituted bridged (C 2 -C 10 )heterocyclylene or an optionally substituted (C 2 -C 10 )heterocyclylene; 
 E is a bond, —R e —, —R e —C(O)—R e —, —R e —C(O)C(O)—R e —, —R e —C(O)O—R e —, —R e —C(O)C(O)N(R a )—R e —, —R e —N(R a )—C(O)C(O)—R e —, —R e —C(O)N(R a )C(O)R e —, —R e —O—R e —, —R e —S(O) 2 —R e —, —R e —S(O)—R e —, —R e —S—R e —, —R e —N(R a )—R e —, —R e —N(R a )C(O)—R e —, —R e C(O)N(R a )R e —, —R e — OC(O)N(R a )—R e —, —R e —N(R a )C(O)OR e —, —R e — OC(O)—R e —, —R e —N(R a )C(O)N(R b )—R e —, or —R e —S(O) 2 N(R a )—R e —; or 
 E is 
 
       
         
           
           
               
               
           
         
         where in all cases, E is linked to either a carbon or a nitrogen atom in D; 
         G is H, deuterium, —N(R a )(R b ), halogen, —OR a , —SR a , —S(O)R a , —NO 2 , —C(O)OR a , —CN, —C(O)N(R a )(R b ), —N(R a )C(O)R b , —N(R a )C(O)OR b , —OC(O)N(R a ), —N(R a )C(O)N(R b ) 2 , —C(O—R a )(R b ) 2 , —C(O)R a , —CF 3 , —OCF 3 , —S(O) 2 N(R a )(R b ), —S(O) 2 N(R a )C(O)R b , an optionally substituted (C 1 -C 6 )alkyl, an optionally substituted (C 2 -C 6 )alkenyl, an optionally substituted (C 2 -C 6 )alkynyl, an optionally substituted (C 3 -C 10 )cycloalkyl, an optionally substituted (C 1 -C 10 )heteroaryl, an optionally substituted (C 1 -C 10 )heterocyclyl, an optionally substituted (C 6 -C 10 )aryl, an optionally substituted —(C 1 -C 6 )alkyl-(C 3 -C 10 )cycloalkyl, an optionally substituted —(C 1 -C 6 )alkyl-(C 6 -C 10 )aryl, an optionally substituted —(C 1 -C 6 )alkyl-(C 1 -C 10 )heteroaryl, or an optionally substituted —(C 1 -C 6 )alkyl-(C 1 -C 10 )heterocyclyl;
 wherein in a moiety containing —N(R a )(R b ), the nitrogen, R a  and R b  may form a ring such that —N(R a )(R b ) represents an optionally substituted (C 2 -C 10 )heterocyclyl or an optionally substituted (C 1 -C 10 )heteroaryl linked through a nitrogen; 
 
         R 5  is H, deuterium, N(R a )(R b ), halogen, CN, CF 3 , OR a , optionally substituted (C 1 -C 6 )alkyl, OCF 3 , —C(O)-optionally substituted (C 1 -C 6 )alkyl, —C(O)-optionally substituted (C 3 -C 6 )cycloalkyl, —S-optionally substituted (C 1 -C 6 )alkyl, —S(O)-optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 -optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 N(R a )(R b ), optionally substituted (C 1 -C 6 )alkyl, or optionally substituted (C 1 -C 6 )alkoxy; 
         R 6  is H, deuterium, halogen, CF 3 , CN, OR a , N(R a )(R b ), OCF 3 , —C(O)—N(R a )(R b ), —C(O)—OR a , —C(O)-optionally substituted (C 1 -C 6 )alkyl, —C(O)-optionally substituted (C 3 -C 6 )cycloalkyl, —C(O)-optionally substituted (C 6 -C 10 )aryl, —C(O)-optionally substituted (C 1 -C 10 )heteroaryl, —C(O)-optionally substituted (C 1 -C 10 )heterocyclyl, —S-optionally substituted (C 1 -C 6 )alkyl, —S(O)— optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 -optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 N(R a )(R b ), optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 1 -C 6 )alkoxy, optionally substituted (C 2 -C 6 )alkenyl, optionally substituted (C 2 -C 6 )alkynyl, optionally substituted (C 3 -C 10 )cycloalkyl, optionally substituted (C 1 -C 10 )heteroaryl, optionally substituted (C 1 -C 10 )heterocyclyl, or optionally substituted (C 6 -C 10 )aryl; 
         or 
         R 6  is —Z 201 -L 2 -Z 202  wherein
 Z 201  is optionally substituted (C 1 -C 6 )alkylene, optionally substituted (C 1 -C 10 )heteroarylene, optionally substituted (C 1 -C 10 )heterocyclylene, or optionally substituted (C 6 -C 10 )arylene; 
 L 2  is a bond, optionally substituted (C 1 -C 4 )alkylene, —CH 2 C(O), —C(O)—, —C(O)CH 2 —, —N(R a )—, —O—, -optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)—, -optionally substituted (C 1 -C 4 )alkylene-C(O)N(R a )—, —C(O)N(R a )—, —N(R a )C(O)—, —C(O)N(R a )S(O) 2 —, —S(O) 2 N(R a )C(O)—, —C(O)N(R a )-optionally substituted (C 1 -C 4 )alkylene-, —N(R a )C(O)-optionally substituted (C 1 -C 4 )alkylene-, -optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)-optionally substituted (C 1 -C 4 )alkylene-, -optionally substituted (C 1 -C 4 )alkylene-C(O)N(R a )-optionally substituted (C 1 -C 4 )alkylene-, -optionally substituted (C 1 -C 4 )alkylene-N(R a )S(O) 2 —, -optionally substituted (C 1 -C 4 )alkylene-S(O) 2 N(R a )—, —N(R a )S(O) 2  CH 2 —, —S(O) 2 N(R a )-optionally substituted (C 1 -C 4 )alkylene-, —S(O) 2 —, —S(O) 2 N(R a )—, —N(R a )S(O) 2 —, —(C 1 -C 4 )alkylene-O—, or —O—(C 1 -C 4 )alkylene-; 
 Z 202  is H, —CN, —N(R a )(R b ), —OR a , optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 1 -C 4 )alkoxy, optionally substituted (C 3 -C 10 )cycloalkyl, optionally substituted (C 6 -C 10 )aryl, optionally substituted (C 1 -C 10 )heteroaryl, optionally substituted (C 1 -C 10 )heterocyclyl, optionally substituted bridged (C 5 -C 12 )cycloalkyl, or optionally substituted bridged (C 2 -C 10 )heterocyclyl; 
 
         R 7  is H, deuterium, optionally substituted-(CH 2 ) n —P(═O)(OR a )(R a ), optionally substituted —(CH 2 ) n —O—P(═O)(OR a )(OR a ), optionally substituted-(CH 2 ) n —P(═O)(OR a )(R a ), —CH═CH P(═O)(OR a )(OR a ); 
         R a  and R b  are each independently H, deuterium, an optionally substituted (C 1 -C 10 )alkyl, optionally substituted (C 2 -C 10 )alkenyl, optionally substituted (C 2 -C 10 )alkynyl, an optionally substituted (C 1 -C 10 )alkyl-O—(C 1 -C 10 )alkyl, optionally substituted (C 3 -C 10 )cycloalkyl, an optionally substituted (C 6 -C 10 )aryl, optionally substituted (C 1 -C 10 )heteroaryl, optionally substituted (C 1 -C 10 )heterocyclyl, optionally substituted —(C 1 -C 6 )alkylene-(C 3 -C 10 )cycloalkyl, an optionally substituted —(C 1 -C 6 )alkylene-(C 6 -C 10 )aryl, optionally substituted —(C 1 -C 6 )alkylene-(C 1 -C 10 )heteroaryl, or optionally substituted —(C 1 -C 6 )alkylene-(C 1 -C 10 )heterocyclyl; 
         R e  for each occurrence is independently a bond, an optionally substituted (C 1 -C 10 )alkylene, an optionally substituted (C 2 -C 10 )alkenylene, an optionally substituted (C 2 -C 10 )alkynylene, an optionally substituted —(C 1 -C 10 )alkylene-O—(C 1 -C 10 )alkylene group, an optionally substituted (C 3 -C 10 )cycloalkylene, an optionally substituted (C 6 -C 10 )arylene, an optionally substituted (C 1 -C 10 )heteroarylene, or an optionally substituted (C 1 -C 10 )heterocyclylene; and 
         n is 1, 2 or 3; 
       
       provided that R 1  and R 6  are not both H,
 wherein the optional substituents are independently selected from (C 1 -C 8 )alkyl groups, (C 2 -C 8 )alkenyl groups, (C 2 -C 8 )alkynyl groups, (C 3 -C 10 )cycloalkyl groups, halogen, halogenated (C 1 -C 8 )alkyl groups, —O—(C 1 -C 8 )alkyl groups, —OH, —S—(C 1 -C 8 )alkyl groups, —SH, —NH(C 1 -C 8 )alkyl groups, —N((C 1 -C 8 )alkyl) 2  groups, —NH 7 , —C(O)NH 7 , —C(O)NH(C 1 -C 8 )alkyl groups, —C(O)N((C 1 -C 8 )alkyl) 2 , —NHC(O)H, —NHC(O)(C 1 -C 8 )alkyl groups, —NHC(O)(C 3 -C 8 )cycloalkyl groups, —N((C 1 -C 8 )alkyl)C(O)H, —N((C 1 -C 8 )alkyl)C(O)(C 1 -C 8 )alkyl groups, —NHC(O)NH 2 , —NHC(O)NH(C 1 -C 8 )alkyl groups, —N((C 1 -C 8 )alkyl)C(O)NH 2  groups, —NHC(O)N((C 1 -C 8 )alkyl) 2  groups, —N((C 1 -C 8 )alkyl)C(O)N((C 1 -C 8 )alkyl) 2  groups, —N((C 1 -C 8 )alkyl)C(O)NH((C 1 -C 8 )alkyl), —C(O)H, —C(O)(C 1 -C 8 )alkyl groups, —CN, —NO 2 , —S(O)(C 1 -C 8 )alkyl groups, —S(O) 2 N((C 1 -C 8 )alkyl groups, —S(O) 2 N((C 1 -C 8 )alkyl) 2  groups, —S(O) 2 NH(C 1 -C 8 )alkyl groups, —S(O) 3 NH(C 3 -C 8 )cycloalkyl groups, —S(O) 2 NH 2  groups, —NHS(O) 2 (C 1 -C 8 )alkyl groups, —N((C 1 -C 8 )alkyl)S(O) 2 (C 1 -C 8 )alkyl groups, —(C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl groups, —O—(C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl groups, —C(O)OH, —C(O)O(C 1 -C 8 )alkyl groups, NHOH, NHO(C 1 -C 8 )alkyl groups, —O-halogenated (C 1 -C 8 )alkyl groups, —S(O) 2 -halogenated (C 1 -C 8 )alkyl groups, —S-halogenated (C 1 -C 8 )alkyl groups, —(C 1 -C 6 )heterocyclyl, —(C 1 -C 6 )heteroaryl, -phenyl, —NHC(O)O—(C 1 -C 6 )alkyl groups, —N((C 1 -C 6 )alkyl)C(O)O—(C 1 -C 6 )alkyl groups, —C(═NH)—(C 1 -C 6 )alkyl groups, —C(═NOH)— (C 1 -C 6 )alkyl groups, or —C(═N—O— (C 1 -C 6 )alkyl)-(C 1 -C 6 )alkyl groups. 
 
     
     
         2 . The compound of  claim 1  wherein
 R 1  is H, halogen, CF 3 , CN, OH, N(R a )(R b ), OCF 3 , —C(O)-optionally substituted (C 1 -C 6 )alkyl, —C(O)-optionally substituted (C 3 -C 6 )cycloalkyl, —S-optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 -optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 N(R a )(R b ), optionally substituted (C 1 -C 6 )alkoxy, optionally substituted azaindolyl, optionally substituted azepinyl, optionally substituted azetidinyl, optionally substituted benzo(b)thienyl, optionally substituted benzofuranyl, optionally substituted benzimidazolyl, optionally substituted benzoxazolyl, optionally substituted benzothiazolyl, optionally substituted benzothiadiazolyl, optionally substituted benzoxadiazolyl, optionally substituted 6,7-dihydro-5H-cyclopentapyrimidinyl, optionally substituted furanyl, optionally substituted imidazolyl, imidazopyridinyl, 5,6,7,8-tetrahydro-imidazo[1,2-a]pyrazinyl, 5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazinyl, 5,6,7,8-tetrahydro[1,2,4]-triazolo[4,3-a]pyrazinyl, optionally substituted indazolyl, optionally substituted indolinyl, optionally substituted indolyl, optionally substituted isoindolinyl, optionally substituted isoxazolyl, optionally substituted isothiazolyl, optionally substituted morpholinyl, optionally substituted oxadiazolyl, optionally substituted oxazolyl, optionally substituted phenyl, optionally substituted piperazinyl, optionally substituted piperidinyl, optionally substituted purinyl, optionally substituted pyranyl, optionally substituted pyrazolyl, optionally substituted pyrazolo[3,4-d]pyrimidinyl, optionally substituted pyridinyl, optionally substituted pyrimidinyl, optionally substituted pyrrolidinyl, 6,7-dihydro-5H-pyrrolo[1,2-a]imidazolyl, optionally substituted pyrrolyl, optionally substituted pyrrolo[3,2-c]pyrimidinyl, optionally substituted pyrrolo[2,3-a]pyrimidinyl, optionally substituted pyrrolo[2,3-b]pyridinyl, optionally substituted octahydropyrrolo[3,4-c]pyrrolyl, optionally substituted quinazolinyl, optionally substituted quinolinyl, optionally substituted quinuclidinyl, optionally substituted quinoxalinyl, optionally substituted thiomorpholinyl, optionally substituted tetrahydropyranyl, optionally substituted tetrahydrofuranyl, optionally substituted tetrahydroindolyl, optionally substituted thiazolyl, optionally substituted thienyl, optionally substituted tetrazolyl, optionally substituted thiadiazolyl, optionally substituted [1,3,5]triazinyl, optionally substituted triazolyl, or optionally substituted tropanyl; or 
 R 1  is —Z 101 -L 1 -Z 102  wherein
 Z 101  is optionally substituted (C 1 -C 6 )alkylene, optionally substituted (C 1 -C 10 )heteroarylene, optionally substituted (C 1 -C 10 )heterocyclylene, or optionally substituted (C 6 -C 10 )arylene; 
 L 1  is a bond, optionally substituted (C 1 -C 4 )alkylene, —CH 2 C(O), —C(O)—, —C(O)CH 2 —, —N(R a )—, —O—, -optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)—, -optionally substituted (C 1 -C 4 )alkylene-C(O)N(R a )—, —C(O)N(R a )—, —N(R a )C(O)—, —C(O)N(R a )-optionally substituted (C 1 -C 4 )alkylene-, —N(R a )C(O)-optionally substituted (C 1 -C 4 )alkylene-, -optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)—, -optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)-optionally substituted (C 1 -C 4 )alkylene-, -optionally substituted (C 1 -C 4 )alkylene-C(O)N(R a )-optionally substituted (C 1 -C 4 )alkylene-, -optionally substituted (C 1 -C 4 )alkylene-N(R a )S(O) 2 —, -optionally substituted (C 1 -C 4 )alkylene-S(O) 2 N(R a )—, —N(R a )S(O) 2 CH 2 —, —S(O) 2 N(R a )-optionally substituted (C 1 -C 4 )alkylene —S(O) 2 —, —S(O) 2 N(R a )—, —N(R a )S(O) 2 — or —O—(C 1 -C 4 )alkylene-; and 
 Z 102  is N(R a )(R b ), -optionally substituted (C 1 -C 4 )alkyl, optionally substituted (C 1 -C 4 )alkoxy, optionally substituted (C 1 -C 10 )heteroaryl, or optionally substituted (C 1 -C 10 )heterocyclyl. 
 
 
     
     
         3 . The compound of  claim 2  wherein R 1  is H, halogen, CF 3 , CN, OH, N(R a )(R b ), OCF 3 , —C(O)-optionally substituted (C 1 -C 6 )alkyl, —C(O)-optionally substituted (C 3 -C 6 )cycloalkyl, —S-optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 -optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 N(R a )(R b ), optionally substituted (C 1 -C 6 )alkoxy, optionally substituted benzofuranyl, optionally substituted benzo(b)thienyl, optionally substituted furanyl, optionally substituted imidazolyl, imidazopyridinyl, 5,6,7,8-tetrahydro-imidazo[1,2-a]pyrazinyl, 5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazinyl, 5,6,7,8-tetrahydro[1,2,4]-triazolo[4,3-a]pyrazinyl, optionally substituted indazolyl, optionally substituted indolinyl, optionally substituted indolyl, optionally substituted isoxazolyl, optionally substituted oxadiazolyl, optionally substituted oxazolyl, optionally substituted phenyl, optionally substituted pyrazolyl, optionally substituted pyrazolo[3,4-d]pyrimidinyl, optionally substituted pyridinyl, optionally substituted pyrimidinyl, optionally substituted pyrrolyl, optionally substituted octahydropyrrolo[3,4-c]pyrrolyl, optionally substituted pyrrolo[2,3-c]pyridinyl, optionally substituted quinolinyl, optionally substituted thiazolyl, optionally substituted thienyl, or optionally substituted tetrazolyl; or
 R 1  is —Z 101 -L 1 -Z 102  wherein
 Z 101  is optionally substituted (C 1 -C 6 )alkylene, optionally substituted (C 1 -C 10 )heteroarylene, optionally substituted (C 1 -C 10 )heterocyclylene, or optionally substituted (C 6 -C 10 )aryenel; 
 L 1  is a bond, optionally substituted (C 1 -C 4 )alkylene, —CH 2 C(O), —C(O)—, —C(O)CH 2 —, —N(R a )—, —O—, -optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)—, -optionally substituted (C 1 -C 4 )alkylene-C(O)N(R a )—, —C(O)N(R a )—, —N(R a )C(O)—, —C(O)N(R a )— optionally substituted (C 1 -C 4 )alkylene-, —N(R a )C(O)-optionally substituted (C 1 -C 4 )alkylene-, —C(O)N(R a )-optionally substituted (C 1 -C 4 )alkylene-C(O), —N(R a )C(O)-optionally substituted (C 1 -C 4 )alkylene-C(O)—, —C(O)-optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)—, —C(O)-optionally substituted (C 1 -C 4 )alkylene-C(O)N(R a )—, -optionally substituted (C 1 -C 4 )alkylene-N(R a )C(O)-optionally substituted (C 1 -C 4 )alkylene-, -optionally substituted (C 1 -C 4 )alkylene-C(O)N(R a )-optionally substituted (C 1 -C 4 )alkylene-, -optionally substituted (C 1 -C 4 )alkylene-N(R a )S(O) 2 —, -optionally substituted (C 1 -C 4 )alkylene-S(O) 2 N(R a )—, —N(R a )S(O) 2  CH 2 —, —S(O) 2 N(R a )-optionally substituted (C 1 -C 4 )alkylene —C(O)N(R a )S(O) 2 —, —S(O) 2 N(R a )C(O—), —S(O) 2 —, —S(O) 2 N(R a )—, —N(R a )S(O) 2 — or —O—(C 1 -C 4 )alkylene-; and 
 Z 102  is, —N(R a )(R b ), -optionally substituted (C 1 -C 4 )alkyl, optionally substituted (C 1 -C 4 )alkoxy, optionally substituted (C 1 -C 10 )heteroaryl, or optionally substituted (C 1 -C 10 )heterocyclyl. 
 
 
     
     
         4 . The compound of  claim 3  wherein 2 101  is optionally substituted indazolyl, optionally substituted indolyl, optionally substituted phenyl, optionally substituted pyrazolyl, or optionally substituted pyrrolyl. 
     
     
         5 . The compound of  claim 4  wherein Z 102  is —N(R a )(R b ), -optionally substituted (C 1 -C 4 )alkyl, optionally substituted morpholinyl, optionally substituted piperazinyl, optionally substituted piperidinyl, or optionally substituted pyrrolidinyl. 
     
     
         6 . The compound of  claim 1  wherein R 2  is H, halogen, CF 3 , CN, OR a , N(R a )(R b ), OCF 3 , —C(O)-optionally substituted (C 1 -C 6 )alkyl, —C(O)-optionally substituted (C 3 -C 6 )cycloalkyl, —S-optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 -optionally substituted (C 1 -C 6 )alkyl, —S(O) 2 N(R a )(R b ), optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 1 -C 6 )alkoxy, —C(O)N(R a )(R b ), optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 2 -C 6 )alkenyl, optionally substituted (C 2 -C 6 )alkynyl, optionally substituted (C 3 -C 10 )cycloalkyl, optionally substituted azetidinyl, optionally substituted morpholinyl, optionally substituted piperazinyl, optionally substituted piperidinyl, optionally substituted pyranyl, optionally substituted pyrrolidinyl, optionally substituted thiomorpholinyl, optionally substituted tetrahydropyranyl, optionally substituted tetrahydrofuranyl, optionally substituted tetrahydroindolyl, optionally substituted tetrahydropyridinyl or optionally substituted tropanyl. 
     
     
         7 . The compound of  claim 1  wherein R 3  is CF 3 , —C(O)OR a , N(R a )(R b ), substituted (C 1 -C 6 )alkyl, optionally substituted (C 3 -C 6 )cycloalkyl, optionally substituted azepinyl, optionally substituted azetidinyl, optionally substituted dihydrobenzofuranyl, optionally substituted benzo[b]thienyl, optionally substituted isoquinolinyl, optionally substituted morpholinyl, substituted phenyl, optionally substituted piperazinyl, optionally substituted piperidinyl, optionally substituted pyranyl, optionally substituted pyridinyl, optionally substituted pyrrolidinyl, optionally substituted thiomorpholinyl, optionally substituted tetrahydropyranyl, optionally substituted tetrahydrofuranyl, optionally substituted tetrahydroindolyl, or optionally substituted tropanyl. 
     
     
         8 . The compound of  claim 1  wherein R 3  is -A-D-E-G, wherein:
 A is a bond, —C(O)—, substituted (C 1 -C 6 )alkylene, optionally substituted (C 2 -C 6 )alkenylene, optionally substituted (C 2 -C 6 )alkynylene, optionally substituted (C 3 -C 8 )cycloalkylene, optionally substituted azetidinyl, optionally substituted morpholinyl, optionally substituted piperazinyl, optionally substituted piperidinyl, optionally substitute pyranyl, optionally substituted pyrrolidinyl, optionally substituted tetrahydropyranyl, optionally substituted tetrahydrofuranyl, optionally substituted tetrahydroindolyl, optionally substituted thiomorpholinyl, -optionally substituted (C 1 -C 6 )alkylene-N(R a )—, —R e —C(O)N(R a )—R e —, —R e —N(R a )C(O)—R e —, —O—R e —, —N(R a )—R e —, —S—R e —, —S(O) 2 —R e —, —S(O)R e —, —C(O—R a )(R b )—R e —, —S(O) 2 N(R a )—R e —, —N(R a )S(O) 2 —R e — or N(R a )C(O)N(R b )—R e —. 
 
     
     
         9 . The compound of  claim 1  wherein R 3  is -A-D-E-G, wherein
 D is an optionally substituted (C 2 -C 8 )alkylene, optionally substituted adamantanylene, optionally substituted (C 3 -C 8 )cycloalkylene, optionally substituted (C 3 -C 10 )cycloalkenylene, optionally substituted azaindolyl, optionally substituted azepanyl, optionally substituted azetidinyl, optionally substituted benzo(b)thienyl, optionally substituted benzofuranyl, optionally substituted benzimidazolyl, optionally substituted benzofuranyl, optionally substituted benzoxazolyl, optionally substituted benzothiazolyl, optionally substituted benzothiadiazolyl, optionally substituted benzoxadiazolyl, optionally substituted 6,7-dihydro-5H-cyclopentapyrimidinyl, optionally substituted furanyl, optionally substituted imidazolyl, imidazopyridinyl, optionally substituted indazolyl, optionally substituted indolinyl, optionally substituted indolyl, optionally substituted isoindolinyl, optionally substituted isoxazolyl, optionally substituted isothiazolyl, optionally substituted morpholinyl, optionally substituted oxadiazolyl, optionally substituted oxazolyl, substituted phenylene, optionally substituted piperazinyl, optionally substituted piperidinyl, optionally substituted purinyl, optionally substitute pyranyl, optionally substituted pyrazolyl, optionally substituted pyrazolo[3,4-d]pyrimidinyl, optionally substituted pyridinyl, optionally substituted pyrimidinyl, optionally substituted pyrrolidinyl, 6,7-dihydro-5H-pyrrolo[1,2-c]imidazolyl, optionally substituted pyrrolyl, optionally substituted pyrrolo[2,3-d]pyrimidinyl, optionally substituted quinazolinyl, optionally substituted quinolinyl, optionally substituted quinucludinyl, optionally substituted quinoxalinyl, optionally substituted thiomorpholinyl, optionally substituted tetrahydropyranyl, optionally substituted tetrahydrofuranyl, optionally substituted tetrahydroindolyl, optionally substituted thiazolyl, optionally substituted thienyl, optionally substituted tetrazolyl, optionally substituted thiadiazolyl, optionally substituted [1,3,5]triazinyl, optionally substituted thiomorpholinyl, optionally substituted triazolyl, or optionally substituted tropanyl. 
 
     
     
         10 . The compound of  claim 1  wherein R 3  is -A-D-E-G, wherein E is a bond, —R e —, —R e —C(O)—R e —, —R e —C(O)C(O)—R e —, —R e —C(O)O—R e —, —R e —C(O)N(R a )C(O)R e —, —R e —O—R e —, —R e —S(O) 2 —R e —, —R e — S(O)—R e —, —R e —N(R a )—R e —, —R e —N(R a )C(O)—R e —, —R e C(O)N(R a )R e —, —R e —OC(O)N(R a )—R e —, —R e —N(R a )C(O)OR e —, —R e —N(R a )C(O)N(R b )—R e —, or —R e —S(O) 2 N(R a )—R e —; where in all cases, E is linked to either a carbon or a nitrogen atom in D. 
     
     
         11 . The compound of  claim 10  wherein E is a bond, (C 1 -C 6 )alkylene, —C(O)—, —CH 2 —C(O)—, —C(O)CH 2 —, —C(O)N(R a )C(O)—, —O—, —S(O) 2 —, —S(O)—, —S—, —N(R a )—, —N(R a )C(O)—, —C(O)N(R a )—, —OC(O)N(R a )—, —N(R a )C(O)O—, —N(R a )C(O)N(R b )—, or —S(O) 2 N(R a )—. 
     
     
         12 . The compound of  claim 1  wherein R 3  is -A-D-E-G, wherein G is H, deuterium, —N(R a )(R b ), halogen, —OR a , —SR a , —S(O)R a , —NO 2 , —C(O)OR a , —CN, —C(O)N(R a )(R b ), —N(R a )C(O)R b , —N(R a )C(O)OR b , —OC(O)N(R a ), —N(R a )C(O)N(R b ) 2 , (O—R a )(R b ) 2 , —C(O)R a , —CF 3 , —OCF 3 , —S(O) 2 N(R a )(R b ), —S(O) 2 N(R a )C(O)R b , an optionally substituted —(C 1 -C 6 )alkyl, an optionally substituted —(C 2 -C 6 )alkenyl, an optionally substituted —(C 2 -C 6 )alkynyl, an optionally substituted —(C 3 -C 8 )cycloalkyl, optionally substituted azaindolyl, optionally substituted azepinyl, optionally substituted azetidinyl, optionally substituted benzo(b)thienyl, optionally substituted benzofuranyl, optionally substituted benzimidazolyl, optionally substituted benzoxazolyl, optionally substituted benzothiazolyl, optionally substituted benzothiadiazolyl, optionally substituted benzoxadiazolyl, optionally substituted 6,7-dihydro-5H-cyclopentapyrimidinyl, optionally substituted furanyl, optionally substituted imidazolyl, optionally substituted imidazopyridinyl, optionally substituted indazolyl, optionally substituted indolinyl, optionally substituted indolyl, optionally substituted isoindolinyl, optionally substituted isoxazolyl, optionally substituted isothiazolyl, optionally substituted morpholinyl, optionally substituted oxadiazolyl, optionally substituted oxazolyl, optionally substituted phenyl, optionally substituted piperazinyl, optionally substituted piperidinyl, optionally substituted purinyl, optionally substitute pyranyl, optionally substituted pyrazolyl, optionally substituted pyrazolo[3,4-d]pyrimidinyl, optionally substituted pyridinyl, optionally substituted pyrimidinyl, optionally substituted pyrrolidinyl, 6,7-dihydro-5H-pyrrolo[1,2-a]imidazolyl, optionally substituted pyrrolyl, optionally substituted pyrrolo[2,3-d]pyrimidinyl, optionally substituted quinazolinyl, optionally substituted quinolinyl, optionally substituted quinucludinyl, optionally substituted quinoxalinyl, optionally substituted tetrahydropyranyl, optionally substituted tetrahydrofuranyl, optionally substituted tetrahydroindolyl, optionally substituted thiazolyl, optionally substituted thienyl, optionally substituted tetrazolyl, optionally substituted thiadiazolyl, optionally substituted [1,3,5]triazinyl, optionally substituted thiomorpholinyl, optionally substituted triazolyl, optionally substituted tropanyl, an optionally substituted —(C 1 -C 6 )alkyl-(C 3 -C 8 )cycloalkyl, an optionally substituted —(C 1 -C 6 )alkyl-phenyl, an optionally substituted —(C 1 -C 6 )alkyl-(C 1 -C 10 )heteroaryl, or an optionally substituted —(C 1 -C 6 )alkyl-(C 1 -C 10 )heterocyclyl. 
     
     
         13 . The compound of  claim 12  wherein G is H, deuterium, —N(R a )(R b ), halogen, —OR a , —SR a , —S(O)R a , —NO 2 , —C(O)OR a , —CN, —C(O)N(R a )(R b ), —N(R a )C(O)R b , —N(R a )C(O)OR b , —OC(O)N(R a ), —N(R a )C(O)N(R b ) 2 , —C(O—R a )(R b ) 2 , —C(O)R a , —CF 3 , —OCF 3 , —S(O) 2 N(R a )(R b ), —S(O) 2 N(R a )C(O)R b , an optionally substituted —(C 1 -C 6 )alkyl, an optionally substituted —(C 2 -C 6 )alkenyl, an optionally substituted —(C 2 -C 6 )alkynyl, an optionally substituted —(C 3 -C 8 )cycloalkyl, optionally substituted azetidinyl, optionally substituted furanyl, optionally substituted imidazolyl, optionally substituted indolyl, optionally substituted isoindolinyl, optionally substituted isoxazolyl, optionally substituted morpholinyl, optionally substituted phenyl, optionally substituted piperazinyl, optionally substituted piperidinyl, optionally substituted pyrazolyl, optionally substituted pyridinyl, optionally substituted pyrimidinyl, optionally substituted pyrrolidinyl, optionally substituted pyrrolyl, optionally substituted tetrahydropyranyl, optionally substituted tetrahydrofuranyl, optionally substituted thiazolyl, optionally substituted thienyl, optionally substituted tetrazolyl, optionally substituted thiadiazolyl, optionally substituted [1,3,5]triazinyl, optionally substituted thiomorpholinyl, optionally substituted triazolyl, an optionally substituted —(C 1 -C 6 )alkyl-(C 3 -C 8 )cycloalkyl, or an optionally substituted —(C 1 -C 6 )alkyl-phenyl. 
     
     
         14 - 20 . (canceled) 
     
     
         21 . The compound of  claim 1  wherein R 6  is optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 2 -C 6 )alkenyl, optionally substituted (C 3 -C 6 )cycloalkyl, optionally substituted dihydrobenzofuranyl, optionally substituted benzo(b)thienyl, optionally substituted furanyl, optionally substituted indolyl, optionally substituted isoquinolinyl, optionally substituted phenyl, optionally substituted piperidinyl, optionally substituted pyridinyl, optionally substituted pyrido[3,2-b]oxazin-3-(4H)-one, optionally substituted pyrimidinyl, optionally substituted pyrazolyl, optionally substituted quinolinyl, optionally substituted quinoxalinyl, optionally substituted tetrahydropyridinyl, or optionally substituted thienyl;
 or 
 R 6  is —Z 201 -L 2 -Z 202  wherein 
 Z 201  is optionally substituted (C 1 -C 6 )alkylene, optionally substituted phenyl, optionally substituted piperidinyl, optionally substituted pyrazolyl, optionally substituted thienyl, or optionally substituted tetrahydropyridinyl; 
 L 2  is a bond, —CH 2 C(O)—, —C(O)CH 2 , —C(O)—, —C(O)N(R a )—, —N(R a )C(O), —S(O) 2 , optionally substituted (C 1 -C 6 )alkylene, -optionally substituted (C 1 -C 4 )alkylene-S(O) 2 N(R a )—, -optionally substituted (C 1 -C 4 )alkylene-N(R a )S(O) 2 —, —S(O) 2 N(R a )-optionally substituted (C 1 -C 4 )alkylene-, or —O—(C 1 -C 4 )alkylene-; and 
 Z 202  is —CN, —N(R a )(R b ), —OR a , optionally substituted (C 1 -C 6 )alkyl, optionally substituted (C 3 -C 6 )cycloalkyl, optionally substituted morpholinyl, optionally substituted oxetanyl, optionally substituted piperazinyl or optionally substituted piperidinyl. 
 
     
     
         22 . A method for treating, ameliorating, or preventing a disease or disorder associated with abnormal or deregulated kinase activity, comprising administering to a subject in need thereof an effective amount of a compound of  claim 1 , pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers or isomers thereof, wherein the disease or disorder is selected from the group consisting of: rheumatoid arthritis (RA), systemic onset juvenile rheumatoid arthritis (JRA), Crohn's disease, psoriasis type 1 and psoriasis type 2, psoriatic arthritis, ankylosing spondylitis associated lung disease, and ulcerative colitis. 
     
     
         23 . The method of  claim 22 , wherein the disease or disorder is rheumatoid arthritis (RA). 
     
     
         24 . The method of  claim 22 , wherein the disease or disorder is systemic onset juvenile rheumatoid arthritis (JRA). 
     
     
         25 . The method of  claim 22 , wherein the disease or disorder is Crohn's disease. 
     
     
         26 . The method of  claim 22 , wherein the disease or disorder is psoriasis type 1 and psoriasis type 2. 
     
     
         27 . The method of  claim 22 , wherein the disease or disorder is psoriatic arthritis. 
     
     
         28 . The method of  claim 22 , wherein the disease or disorder is ankylosing spondylitis associated lung disease. 
     
     
         29 . The method of  claim 22 , wherein the disease or disorder is ulcerative colitis. 
     
     
         30 . The method of  claim 22 , further comprising administering an additional agent useful to treat the disease or disorder. 
     
     
         31 . A compound selected from the group consisting of:
 7-(5-methoxy-1-methyl-1H-indol-3-yl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   7-(5-methoxy-1-methyl-1H-indol-3-yl)-1-phenyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-cyclopropyl-7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-(cyclopropylmethyl)-7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-methyl-7-(1-methyl-1H-pyrazol-4-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   7-(5-methoxy-1-methyl-1H-indol-3-yl)-1-(pyrrolidin-2-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   7-(5-methoxy-1-methyl-1H-indol-3-yl)-1-(trifluoromethyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   (7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)methanamine;   7-(1-methyl-1H-pyrazol-4-yl)-1-phenyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   (R)-7-(5-methoxy-1-methyl-1H-indol-3-yl)-1-(pyrrolidin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-(7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)ethanamine;   3-(7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)propan-1-amine;   (1S,3R)-3-(7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclopentanamine;   7-(3-(methylsulfonyl)phenyl)-1-(trifluoromethyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   (R)-1-(3-(7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)pyrrolidin-1-yl)ethanone;   1-cyclohexyl-3-phenyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   7-(5-methoxy-1-methyl-1H-indol-3-yl)-1-(2,2,2-trifluoroethyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   (E)-3-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)acrylic acid;   1-methyl-7-(3-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2,2,2-trifluoro-N-(3-(7-(3-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)propyl)acetamide;   7-(5-methoxy-1-methyl-1H-indol-3-yl)-1-(tetrahydro-2H-pyran-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   N-(3-(7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)propyl)acetamide;   7-(5-methoxy-1-methyl-1H-indol-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   (1S,3R)-3-(7-(3-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclopentanamine;   3-(7-(3-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)propan-1-amine;   7-(3-(methylsulfonyl)phenyl)-1-(tetrahydro-2H-pyran-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(7-(3-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclopentanol;   N-((1S,3R)-3-(7-(3-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclopentyl)acetamide;   N-(3-(7-(1-methyl-1H-pyrazol-4-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)propyl)acetamide;   2-(4-(8-ethyl-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-7-yl)phenyl)propan-2-ol;   7-(5-methoxy-1-methyl-1H-indol-3-yl)-N,N-dimethyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-amine;   3-(7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)propan-1-ol;   3-(7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)propanenitrile;   7-(5-methoxy-1-methyl-1H-indol-3-yl)-1-(3-methoxypropyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   N-methyl-7-p-tolyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-amine;   2-(4-(8-ethyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-7-yl)phenyl)propan-2-ol;   N,N-dimethyl-7-p-tolyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-amine;   7-(5-methoxy-1-methyl-1H-indol-3-yl)-1-(pyrrolidin-1-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-(pyrrolidin-1-yl)-7-p-tolyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-(4-(1-(dimethylamino)-8-ethyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-7-yl)phenyl)propan-2-ol;   7-(4-methoxyphenyl)-1,3-dimethyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   7-(4-methoxyphenyl)-3-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-cyclohexyl-3-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-(4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   1-cyclohexyl-3-(5-methoxy-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-(4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-amine;   2-(4-(8-ethyl-4-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-7-yl)phenyl)propan-2-ol;   2-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   3-(4-methoxyphenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   N-(2-(4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-yl)acetamide;   N-((1S,3R)-3-(3-(4-(2-hydroxypropan-2-yl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclopentyl)cyclopropanesulfonamide;   N-((1S,3R)-3-(3-(4-(prop-1-en-2-yl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclopentyl)cyclopropanesulfonamide;   3-(5-methoxy-1-methyl-1H-indol-3-yl)-5-methyl-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-cyclohexyl-3-(p-tolyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   7-(4-methoxyphenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   N-((1S,3R)-3-(7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclopentyl)acetamide;   N-((1S,3R)-3-(7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclopentyl)cyclopropanesulfonamide;   5-methyl-3-(quinolin-5-yl)-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   (S)-2-(4-(1-(piperidin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   1-cyclohexyl-3-(4-(methyl sulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-(4-(5-(trifluoromethyl)-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   2-(4-(5-(tetrahydro-2H-pyran-4-yl)-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   (R)-1-(3-(3-(4-(2-hydroxypropan-2-yl)phenyl)-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-5-yl)piperidine-1-carbonyl)cyclopropanecarbonitrile ;   2-(4-(5-(dimethylamino)-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol   3-(5-methyl-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-N-propylbenzamide;   3-(4-(2-hydroxypropan-2-yl)phenyl)-1-(tetrahydro-2H-pyran-4-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine-8-carbonitrile;   1-cyclohexyl-3-(3-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-cyclohexyl-3-(4-fluorophenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   N-(3-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)acetamide;   1-(3-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)ethanone;   3-(benzo[b]thiophen-2-yl)-1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-cyclohexyl-3-(isoquinolin-4-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   N-(4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)acetamide;   1-cyclohexyl-3-(1-methyl-1H-indol-5-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-cyclohexyl-3-(1-methyl-1H-pyrazol-4-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-cyclohexyl-3-(quinolin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(4-(tert-butyl)phenyl)-1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-(4-(1-(pyrrolidine-1-carbonyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-7-yl)phenyl)ethanone;   7-(4-acetylphenyl)-N-(2-(dimethylamino)ethyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine-1-carboxamide;   1-methyl-3-(4-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-N-propylbenz amide;   N-(4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)methanesulfonamide;   1-methyl-3-(3-methyl-4-(4-methylpiperazin-1-yl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-(4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)-2-methylpropanenitrile;   4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-N-methylbenzamide;   1-cyclohexyl-3-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)benzenesulfonamide;   1-cyclohexyl-3-(pyrazin-2-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-N-(2-methoxyethyl)benzamide;   N-(4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)benzyl)methanesulfonamide;   N-(4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenethyl)acetamide;   (1-(4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)cyclopropyl)methanol;   (1-(4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)cyclopropyl)methanol;   4-(2-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenoxy)ethyl)morpholine;   2-(3-fluoro-4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   3-(4-(2-methoxyethoxy)phenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   5-methyl-3-(quinoxalin-5-yl)-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(8-methoxyquinolin-5-yl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenoxy)acetic acid;   3-(4-methoxy-2-methylphenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-(4-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   3-(2,4-dimethoxyphenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   (5-methoxy-2-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)methanol;   3-(2-fluoro-4-methoxyphenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(2-chloro-4-methoxyphenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-(3-chloro-4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   2-(4-(1-cyclopropyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   2-(3-methyl-4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   2-(2-fluoro-4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   2-methyl-2-(4-(5-methyl-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-1-ol;   (4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)methanol;   3-(4-methoxyphenyl)-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(4-methoxyphenyl)-1-(4-methylpiperazin-1-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(4-methoxyphenyl)-1-(1-methylpiperidin-4-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(6-methoxypyridin-3-yl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-methyl-3-(3-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   N-cyclopropyl-4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)benzenesulfonamide;   1-methyl-3-(pyridin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-cyclopropyl-3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-(2-methoxyethyl)-3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-(3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)-N,N-dimethylmethanamine;   3-(3,4-dimethoxyphenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(3-chloro-4-methoxyphenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(4-methoxy-3,5-dimethylphenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   N-methyl-4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)benzenesulfonamide;   3-(2,3-dihydrobenzofuran-5-yl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-N-(2-hydroxyethyl)benzenesulfonamide;   4-(5-cyclohexyl-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-N,N-dimethylbenzamide;   1-cyclohexyl-3-(pyridin-4-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-cyclohexyl-3-(furan-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-cyclohexyl-3-(pyrimidin-5-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-N-(2-(dimethylamino)ethyl)benzamide;   1-cyclohexyl-3-(m-tolyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   (4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)(morpholino)methanone;   3-(2-methoxypyrimidin-5-yl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   (1S,3R)-3-(3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclopentanamine;   4-(2-methyl-4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)morpholine;   (1R,3S)-3-(3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclohexanamine;   N-((1R,3S)-3-(3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclohexyl)acetamide;   2-(3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)-N,N-dimethylethanamine;   3-(4-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-isopropyl-3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(4-methoxyphenyl)-1-propyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-methoxy-5-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-N-propylbenzamide;   4-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-N,N-dimethylbenzenesulfonamide;   1-cyclohexyl-3-(4-(isopropylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   N,N-dimethyl-4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)benzenesulfonamide;   3-(4-(isopropylsulfonyl)phenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   N-(2-(dimethylamino)ethyl)-2-methoxy-5-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)benzamide;   3-(4-methoxyphenyl)-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine-5-carboxylic acid;   2-methyl-1-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   (1-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)cyclopropyl)methanol;   N-(2-hydroxyethyl)-2-methoxy-5-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)benzamide;   1-methyl-3-(4-((4-methylpiperazin-1-yl)sulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-(4-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)-2-methylpropan-1-ol;   (4-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)methanol;   2-(2-fluoro-4-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   4-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-N-propylbenzamide;   3-(5-methoxythiophen-2-yl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(3,4-dimethoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(3-chloro-4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(4-methoxy-3-methylphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(4-methoxy-3-methylphenyl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   3-(2-methoxypyridin-4-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-(4-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)pyridin-2-yl)ethanone;   (3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)methanol;   N-((3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)methyl)cyclopropanamine;   (5-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)pyridin-2-yl)methanol;   2-methoxy-5-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)benzamide;   N-(2-hydroxyethyl)-3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine-1-carboxamide;   Methyl 2-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-1H-pyrazol-1-yl)acetate;   3-(2-methylpyridin-4-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-chloro-4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-N-propylbenzamide;   4-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)benzyl)morpholine;   2-(2-chloro-4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   3-(4-methoxyphenyl)-1-(piperazin-1-ylmethyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   2-methyl-1-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-1H-pyrazol-1-yl)propan-2-ol;   1-(5-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)thiophen-2-yl)ethanone;   2-(5-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)thiophen-2-yl)propan-2-ol;   2-(((3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)methyl)amino)cyclohexanol;   (7-(5-Methoxy-1-methyl-1H-indol-3-yl)-1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-6-yl)methyl disodium phosphate;   N-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)benzyl)cyclopropanesulfonamide;   3-(4-(pyrrolidin-3-yloxy)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   4-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)piperidin-4-ol;   2-(4-(1-(piperazin-1-ylmethyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   2-(4-(1-((4-aminopiperidin-1-yl)methyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   (4-((3-(4-methoxyphenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)methyl)piperazin-2-yl)methanol;   2-((3-(4-(methylsulfonyl)phenyl)-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-5-yl)methyl)morpholine;   2-(4-(1-((1S,3S)-3-aminocyclohexyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   3-(1,2,3,6-tetrahydropyridin-4-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   tert-butyl 4-hydroxy-4-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)piperidine-1-carboxylate;   2-(4-(1-(3-aminopropyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   2-(4-(1-(aminomethyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   (S)-3-(4-(methylsulfonyl)phenyl)-1-(piperidin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine;   1-(4-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-5,6-dihydropyridin-1(2H)-yl)ethanone;   tert-butyl 4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate;   N-((3-(4-(2-hydroxypropan-2-yl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)methyl)acetamide;   3-hydroxy-1-(3-(3-(4-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)piperidin-1-yl)propan-1-one;   (1r,4r)-4-(3-(4-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)cyclohexanamine;   1-(4-hydroxy-4-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)piperidin-1-yl)ethanone;   3-methoxy-1-(3-(3-(4-(methylsulfonyl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)piperidin-1-yl)propan-1-one;   2-(4-(1-(pyridin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   2-(4-(1-((3-methylpiperazin-1-yl)methyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)propan-2-ol;   3-(3-(4-(2-hydroxypropan-2-yl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)picolinonitrile;   3-(4-hydroxy-4-(4-(1-methyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)piperidin-1-yl)-3-oxopropanenitrile;   3-(3-(4-(2-Hydroxypropan-2-yl)phenyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)picolinonitrile;   2-((3-(4-(methylsulfonyl)phenyl)-9H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-5-yl)methoxy)ethanamine;   4-(4-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)phenyl)piperidin-4-ol;   
       pharmaceutically acceptable salts, or stereoisomers thereof.