# US 2020/0399268 A1 · Pharmaceutical 6,5 Heterobicyclic Ring Derivatives

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- Number: US 2020/0399268 A1
- Document ID: US20200399268A1
- Status: Published application
- Kind: A1
- Application number: 16/969,291
- Filed: 2019-02-15
- Published: 2020-12-24
- Earliest claimed: 2018-02-16
- Assignees: Ucb Biopharma Srl
- Applicants: UCB Biopharma SRL
- Inventors: Jag Paul Heer; Michal Sarah Hallside; Adam Peter Smalley; Josep Llaveria Cros; Benedicte Lallemand; Martin Alexander Lowe; Xianfu Li; Anthony John Richardson; Robert James Townsend
- Web page: https://patentgrep.com/patent/US20200399268A1

## CPC

- C07D 471/04: Ortho-condensed systems
- A61P 19/00: Drugs for skeletal disorders
- C07D 487/04: Ortho-condensed systems
- C07D 498/04: Ortho-condensed systems
- C07D 513/04: Ortho-condensed systems
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

The invention relates to 6,5 heterobicyclic ring derivatives of formula (I), processes for preparing them, pharmaceutical compositions containing them and their use for the treatment of inflammatory conditions driven by STING activation, such as, but not confined to, SLE and geographic atrophy.

## Claims

### Claim 1

A compound of general formula I, or a pharmaceutically acceptable acid addition salt, a racemic mixture or its corresponding enantiomer and/or optical isomers thereof,
wherein
the central core A which is the 6,5 heterobicyclic rings contains at least one heteroatom from O, N, S and C atoms can be optionally substituted by halogen, cyano, C1-6 alkyl, trifluoromethyl, difluromethyl, (C2-6) alkenyl, hydroxy, (C1-6) alkoxy, difluoromethoxy, trifluoromethoxy, trifluoroethoxy, (C1-6) alkylthio, (C1-6) alkylsulphonyl, amino, (C1-6) alkylamino, di(C1-6)alkylamino, (C1-6)alkoxy(C1-6)alkyl-amino, N—[(C1-6)alkyl]-N-[hydroxy(C1-6)alkyl]amino, (C2-6) alkylcarbonylamino, (C2-6) alkoxycarbonylamino, (C1-6) alkylsulphonylamino, formyl, (C2-6) alkylcarbonyl, carboxy, (C2-6) alkoxycarbonyl, aminocarbonyl, (C1-6) alkylaminocarbonyl, di(C1-6)alkylaminocarbonyl, aminosulphonyl, (C1-6) alkylaminosulphonyl or di(C1-6)alkylaminosulphonyl; (C3-7)heterocycloalkyl or (C3-7)spiroheterocycloalkyl, either of which groups may be optionally substituted by one or more substituents;
R1 represents alkyl or cycloalkyl amines including fused and spirocycloalkyl amines optionally substituted including (C1-3) aminoalkyl, (C3-7) aminocycloalkyl, (C1-3)alkylimidazole, (C1-3)alkyl isoindoline, (C1-3)alkylpiperazine, (C1-3)alkylpiperidine, (C1-3)alkyl imidazopiperazine, (C1-3)alky(C4-7)aminocycloalkyl, (C1-3)alky(C4-7)aminodicycloalkyl; and
R2 represents aryl, heteroaryl, heterobicyclic, (C4-7) aminocycloalkyl, cycloalkyl, heterocycloalkyl, (C6-8) diaminocycloalkyl, morpholino, (C4-7)cylcoalkylmethyl, piperzinyl, piperdinyl. R2 is optionally substituted with groups including hydroxyl, (C1-6)alkyl, acetyl, halogen, cyano, C1-6 alkyl, trifluoromethyl, difluromethyl, (C2-6) alkenyl, hydroxy, (C1-6) alkoxy, difluoromethoxy, trifluoromethoxy, trifluoroethoxy, (C1-6) alkylthio, (C1-6) alkylsulphonyl, amino, (C1-6) alkylamino, di(C1-6)alkylamino, (C1-6)alkoxy(C1-6)alkyl-amino, N—[(C1-6)alkyl]-N-[hydroxy(C1-6)alkyl]amino, (C2-6) alkylcarbonylamino, (C2-6) alkoxycarbonylamino, (C1-6) alkylsulphonylamino, formyl, (C2-6) alkylcarbonyl, carboxy, (C2-6) alkoxycarbonyl, aminocarbonyl, (C1-6) alkylaminocarbonyl, di(C1-6)alkylaminocarbonyl, aminosulphonyl, (C1-6) alkylaminosulphonyl or di(C1-6)alkylaminosulphonyl; (C3-7)heterocycloalkyl or (C3-7)spiroheterocycloalkyl, either of which groups may be optionally substituted by one or more substituents.

### Claim 2 (depends on 1)

A compound according to claim 1, wherein the central core A is selected from the group consisting of

### Claim 3 (depends on 2)

A compound according to claim 2, wherein the central core A is selected from the group consisting of

### Claim 4 (depends on 1)

A compound according to claim 1, wherein the central core A is selected from the group consisting of:
Wherein
L, U, V, W, is C or N;
X, T is C, N or O;
Y is C, N or S;
R1 represents (C4-7)cycloalkyl; (4-9-membered)-heterocycloalkyl; fused cycloalkylamine; fused heterocycloalkylamine; spirocycloalkylamine; spiro-heterocycloalkylamine; (C1-3) aminoalkyl; (C3-7) aminocycloalkyl; (C1-3)alkylimidazole; (C1-3)alkyl isoindoline; (C1-3)alkylpiperazine; (C1-3)alkylpiperidine; (C1-3)alkyl imidazopiperazine; (C1-3)alky(C4-7)aminocycloalkyl; (C1-3)alky(C4-7)aminodicycloalkyl; a (C1-3)alkyl group substituted with one or more groups chosen amongst (C4-7)cycloalkyl, (4-9-membered)-heterocycloalkyl, fused cycloalkylamine, fused heterocycloalkylamine, spirocycloalkylamine, spiro-heterocycloalkylamine, (C1-C3) aminoalkyl, (C3-C7) aminocycloalkyl, (C1-C3)alkylimidazole, (C1-C3)alkyl isoindoline, (C1-C3)alkylpiperazine, (C1-C3)alkylpiperidine, (C1-C3)alkyl imidazopiperazine, (C1-C3)alky(C4-C7)aminocycloalkyl, (C1-C3)alky(C4-C7)aminodicycloalkyl;
R1 is optionally substituted with Halogen, hydroxyl, (C1-C3)alkyl, (C1-C3)alkylcarboxy, (C1-C3)alkylamino, (C5-C6)heteroaryl optionally substituted with (C1-C3)alkyl, Halogen, (C3-C7) aminocycloalkyl substituted with halogen, aryl, aryl(C1-C3)alkyl, aryl(C1-C3)alkyl(C1-C3)dialkylamine, aryloxy;
R2 represents H; Halogen; aryl; heteroaryl; heterobicyclic; (C4-C7)aminocycloalkyl; cycloalkyl; heterocycloalkyl; (C6-C8) diaminocycloalkyl; morpholino; (C4-C7)cylcoalkylmethyl; piperzinyl; piperdinyl;
R2 is optionally substituted with groups including aryl; heteroaryl; hydroxyl; (C1-C6)alkyl; acetyl; halogen; cyano; (C1-C6) alkyl; trifluoromethyl; difluromethyl; (C2-C6) alkenyl; hydroxy; (C1-C6)alkoxy; difluoromethoxy; trifluoromethoxy; trifluoroethoxy; (C1-C6)alkylthio; (C1-6)alkylsulphonyl; amino; (C1-C6)alkylamino; di(C1-6)alkylamino; (C1-C6)alkoxy(C1-6)alkyl-amino; N—[(C1-6)alkyl]-N-[hydroxy(C1-C6)alkyl]amino; (C2-C6)alkylcarbonylamino; (C2-C6)alkoxycarbonylamino; (C1-C6)alkylsulphonylamino; formyl; (C2-C6)alkylcarbonyl; carboxy; (C2-C6)alkoxycarbonyl: aminocarbonyl: (C1-C6)alkylaminocarbonyl; di(C1-C6)alkylaminocarbonyl; aminosulphonyl, (C1-6) alkylaminosulphonyl or di(C1-6)alkylaminosulphonyl; (C3-7)heterocycloalkyl or (C3-7)spiroheterocycloalkyl; either of which groups may be optionally substituted by one or more substituents chosen amongst hydroxyl, halogen, amino, methylamino, dimethylamino, (C1-3)alkyl, (C1-3)alkoxy, sulphonyl, (C1-3)carbonyl, (C1-4)alkylcarboxy, cyano, oxo, (C1-6)alkyl(C5-10)heteroaryl(C1-3)carbonyl, sulphonyl, methylsulphonyl, pyridinyl;
R3 is selected independently from each other amongst H; halogen; cyano; (C4-7)heterocycloalkyl optionally substituted with (methylsulphonyl)aryl, acetyl, (C1-C3)alkylcarbonyl;
R4 is selected amongst H; Halogen; difluoromethyl; trifluoromethyl; phenyl; cyano; (C1-3)alkyl; amino(C1-3)alkyl; (C4-C7)heterocycloalkyl; (C4-C7)heteroaryl wherein the heteroaryl group is optionally substituted with a (C1-C3)alkyl group; (C4-C7)heteroaryl-(C1-C3)alkyl wherein the heteroaryl group is optionally substituted with a (C1-C3)alkyl group; (C4-C7)heteroaryl group optionally substituted with (C1-C3)alkyl, amino-carbonyl, (C1-C3)-alkylamino-carbonyl; (C1-C3)-alkoxycarbonyl; (C1-C3)alkyl-sulfonyl; (C4-C7)heteroalkyl-carbonyl; (C1-C3)alkylamino-carbonyl; di(C1-C3)alkylamino-carbonyl;
R5 is selected amongst H; oxo; (C1-C3)alkyl; (C4-C7)heterocycloalkyl-(C1-C3)alkyl;
methoxycarbonyl;
Wherein
When T is O, X is N then L, U, V, Ware C;
When W and T are N, then X, Y, V, U, L are C;
When W and Y are N, then L, T, X, V, U are C;
When W, T, X are N then Y, V, U, L is C;
When W, T, Y are N, L, X, V, U is C;
When V, W, T are N, L, X, Y, U is C;
When U, T are N, then L, X, Y, V, Ware C;
When L, T, X are N, then Y, V, U are C;
When W is N, Y is N or S, then T, X, V, U, L are C;
When T is N and W, X, Y, V, U are C then R4 forms a 6-membered carbocyclic ring; and
R1, R3 is methyl, R2, R5 is H;
When Y is N and L, U, V, W, T is C, then R1 and R5 form together a 6-membered heterocyclic ring, R3, R4, is hydrogen.

### Claim 5 (depends on 1)

A compound according to claim 1, wherein the core A is selected from the group consisting of:
Wherein
X is O, C, or N, wherein C is optionally substituted with an oxo moiety,
Y is C, S or N,
A is C or N, optionally substituted with 1-C(1-4)-4-aryl-piperazine or 1-C(1-4)-4-heteroaryl-piperazine or 1-(4-C(1-4)-aryl)piperazine or 1-(4-C(1-4)-heteroaryl)piperazine or 1-C(1-4)-4-aryl-piperidine or 1-C(1-4)-4-heteroaryl-piperidine or 1-(4-C(1-4)-aryl)piperidine or 1-(4-C(1-4)-heteroaryl)piperidine with optional substitution on aryl, heteroaryl, piperazine or piperidine groups;
R1 is selected amongst H, ethyl-azabicyclo[3.2.0]heptane; or 2-substituted-5-azaspiro[3.4]octane; or ethyl-2-pyrrolidine optionally substituted with one or more (C1-3)alkyl, or (C4-7) cycloalkylamines including 3-substituted-N-methyl-cyclobutanamine and piperidine;
R2 is selected amongst 1-C(1-4)-4-aryl-piperazine or 1-C(1-4)-4-heteroaryl-piperazine or 1-(4-C(1-4)-aryl)piperazine or 1-(4-C(1-4)-heteroaryl)piperazine or 1-C(1-4)-4-aryl-piperidine or 1-C(1-4)-4-heteroaryl-piperidine or 1-(4-C(1-4)-aryl)piperidine or 1-(4-C(1-4)-heteroaryl)piperidine with optional substitution on aryl, heteroaryl, piperazine or piperidine groups;
R3, R4 is selected independently from each other amongst H, halogen, cyano, C1-6 alkyl, trifluoromethyl, difluromethyl, (C2-6) alkenyl, hydroxy, (C1-6) alkoxy, difluoromethoxy, trifluoromethoxy, trifluoroethoxy, (C1-6) alkylthio, (C1-6) alkylsulphonyl, amino, (C1-6) alkylamino, di(C1-6)alkylamino, (C1-6)alkoxy(C1-6)alkyl-amino, N—[(C1-6)alkyl]-N-[hydroxy(C1-6)alkyl]amino, (C2-6) alkylcarbonylamino, (C2-6) alkoxycarbonylamino, (C1-6) alkylsulphonylamino, formyl, (C2-6) alkylcarbonyl, carboxy, (C2-6) alkoxycarbonyl, aminocarbonyl, (C1-6) alkylaminocarbonyl, di(C1-6)alkylaminocarbonyl, aminosulphonyl, (C1-6) alkylaminosulphonyl or di(C1-6)alkylaminosulphonyl; (C3-7)heterocycloalkyl or (C3-7)spiroheterocycloalkyl
R5 is selected amongst H, 2-(Pyrrolidin-1-yl)ethyl.

### Claim 6 (depends on 1)

A compound according to claim 1, wherein the central core A is

### Claim 7 (depends on 1)

A compound according to claim 1, wherein R1 is ethyl-azabicyclo[3.2.0]heptane; or 2-substituted-5-azaspiro[3.4.]octane; or ethyl-2-methyl-pyrrolidine or (C4-7) cycloalkylamines including 3-substituted-N-methyl-cyclobutanamine and piperidine.

### Claim 8 (depends on 7)

A compound according to claim 7, wherein R1 is 3-substituted-N-methyl-cyclobutanamine.

### Claim 9 (depends on 7)

A compound according to claim 7, wherein R1 is 2-substituted-5-azaspiro[3.4.]octane.

### Claim 10 (depends on 7)

A compound according to claim 7, wherein R1 is (C4-7) cycloalkylamines including 3-substituted-N-methyl-cyclobutanamine and piperidine.

### Claim 11 (depends on 1)

A compound according to claim 1, wherein R2 is 1-substituted-4-aryl-piperazine or 1-substituted-4-heteroaryl-piperazine or 1-(4-substituted-aryl)piperazine or 1-(4-substituted-heteroaryl)piperazine or 1-substituted-4-aryl-piperidine or 1-substituted 4-heteroaryl-piperidine or 1-(4-substituted-aryl)piperidine or 1-(4-substituted-heteroaryl)piperidine with optional substitution on aryl, heteroaryl, piperazine or piperidine groups.

### Claim 12 (depends on 11)

A compound according to claim 11, wherein R2 is 1-substituted-4-aryl-piperazine or 1-substituted-4-heteroaryl-piperazine, 1-substituted-4-aryl-piperidine or 1-substituted-4-heteroaryl-piperidine.

### Claim 13 (depends on 1)

A compound according to claim 1, wherein
the central core A is
R1 is ethyl-azabicyclo[3.2.0]heptane; or 2-substituted-5-azaspiro[3.4.]octane; or ethyl-2-methyl-pyrrolidine or (C4-7) cycloalkylamines including 3-substituted-N-methyl-cyclobutanamine and piperidine;
R2 is 1-substituted-4-aryl-piperazine or 1-substituted-4-heteroaryl-piperazine or 1-(4-substituted-aryl)piperazine or 1-(4-substituted-heteroaryl)piperazine or 1-substituted-4-aryl-piperidine or 1-substituted 4-heteroaryl-piperidine or 1-(4-substituted-aryl)piperidine or 1-(4-substituted-heteroaryl)piperidine with optional substitution on aryl, heteroaryl, piperazine or piperidine groups.

### Claim 14 (depends on 13)

A compound according to claim 13, wherein
the central core A is
R1 is 2-substituted-5-azaspiro[3.4.]octane or 3-substituted-N-methyl-cyclobutanamine or 4-substituted piperidine;
R2 is 1-substituted-4-aryl-piperazine or 1-substituted-4-heteroaryl-piperazine, 1-substituted-4-aryl-piperidine or 1-substituted-4-heteroaryl-piperidine.

### Claim 15 (depends on 1)

A compound according to claim 1, which is selected from the group consisting of:
6-[(3S)-3-methyl-4-(2-methylphenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-[(2S)-2-methyl-4-(2-methylphenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-{4-[2-(methylsulfonyl)phenyl]piperazin-1-yl}-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-[(2R)-2-methyl-4-(2-methylphenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-(4-phenylpiperazin-1-yl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-{4-[3-(methylsulfonyl)phenyl]piperazin-1-yl}-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
ethyl 4-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)benzoate;
5-(4-{1-[2-(piperidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
N,N-diethyl-2-{6-[4-(imidazo[1,2-a]pyridin-5-yl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}ethanamine;
6-[4-(pyridin-2-yl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-[4-(pyridin-3-yl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-[4-(pyridin-4-yl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-(pyrrolidin-1-yl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
1-(1-methylpyrrolidin-3-yl)-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridine;
6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[3,2-c]pyridine;
cis-N-methyl-3-(6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl)cyclobutanamine;
trans-N-methyl-3-(6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl)cyclobutanamine;
6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1-[(3R)-pyrrolidin-3-yl]-1H-pyrrolo[2,3-b]pyridine;
6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1-[(3S)-pyrrolidin-3-yl]-1H-pyrrolo[2,3-b]pyridine;
6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1-(piperidin-4-yl)-1H-pyrrolo[3,2-c]pyridine;
cis-3-{6-[4-(imidazo[1,2-a]pyridin-5-yl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}-N-methylcyclobutanamine;
trans-3-{6-[4-(imidazo[1,2-a]pyridin-5-yl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}-N-methylcyclobutanamine;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-[trans-3-(methylamino)cyclobutyl]-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-[cis-3-(methylamino)cyclobutyl]-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(6-cyanopyridin-2-yl)piperazin-1-yl]-1-[trans-3-(methylamino)cyclobutyl]-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(6-cyanopyridin-2-yl)piperazin-1-yl]-1-[cis-3-(methylamino)cyclobutyl]-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile;
1-[4-(4-{5-fluoro-1-[trans-3-(methylamino)cyclobutyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)phenyl]ethenone;
trans-3-(5-fluoro-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl)-N-methylcyclobutanamine;
1-(4-phenyl-1-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperidin-4-yl)ethenone;
4-phenyl-1-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperidin-4-ol;
6-(4-phenylpiperidin-1-yl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
4-phenyl-1-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperidine-4-carbonitrile;
6-[4-(3-methoxyphenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-[4-(3-chlorophenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
3-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)benzonitrile;
1-[2-(pyrrolidin-1-yl)ethyl]-6-[4-(thiophen-2-yl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridine;
6-[4-(3-methylphenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-[4-(4-methylpyridin-3-yl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-[4-(4-methoxyphenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-[4-(2-methoxyphenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
4-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)benzonitrile;
6-[4-(4-chlorophenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-[4-(4-methylphenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-[4-(3-methylpyridin-4-yl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
2-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)quinoline;
1-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)isoquinoline;
6-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
5-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
6-[4-(3-methylpyridin-2-yl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
6-[4-(5-methylpyridin-2-yl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
1-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)ethenone;
(1-methylpiperidin-3-yl)(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)methanone;
(1-methylpiperidin-2-yl)(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)methanone;
6-[4-(2-methylphenyl)piperazin-1-yl]-1-[2-(4-methylpiperazin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
N-(2-{6-[4-(2-methylphenyl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}ethyl)propan-2-amine;
N,N-dimethyl-1-(2-{6-[4-(2-methylphenyl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}ethyl)pyrrolidin-3-amine;
1-{2-[2-(methoxymethyl)pyrrolidin-1-yl]ethyl}-6-[4-(2-methylphenyl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridine;
1-[2-(3-methoxypyrrolidin-1-yl)ethyl]-6-[4-(2-methylphenyl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridine;
1-[2-(2-azabicyclo[3.1.0]hex-2-yl)ethyl]-6-[4-(2-methylphenyl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridine
6-methyl-1-(2-{6-[4-(2-methylphenyl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}ethyl)octahydro-1H-pyrrolo[2,3-c]pyridine;
6-methyl-1-(2-{6-[4-(2-methylphenyl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}ethyl)octahydro-1H-pyrrolo[3,4-b]pyridine;
1-[2-(5-methylhexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl)ethyl]-6-[4-(2-methylphenyl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridine;
1-[2-(3-methoxyazetidin-1-yl)ethyl]-6-[4-(2-methylphenyl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridine;
6-[4-(2-methylphenyl)piperazin-1-yl]-1-{2-[(2R)-2-methylpyrrolidin-1-yl]ethyl}-1H-pyrrolo[2,3-b]pyridine;
6-[4-(2-methylphenyl)piperazin-1-yl]-1-{2-[3-(pyridin-2-yl)pyrrolidin-1-yl]ethyl}-1H-pyrrolo[2,3-b]pyridine;
1-(2-{6-[4-(imidazo[1,2-a]pyridin-5-yl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}ethyl)-N,N-dimethylpyrrolidin-3-amine;
5-(4-{1-[2-(6-azabicyclo[3.2.0]hept-6-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
5-[4-(1-{2-[3-(1-methyl-1H-imidazol-2-yl)pyrrolidin-1-yl]ethyl}-1H-pyrrolo[2,3-b]pyridin-6-yl)piperazin-1-yl]imidazo[1,2-a]pyridine;
5-[4-(1-{2-[2-(1-methyl-1H-pyrazol-4-yl)pyrrolidin-1-yl]ethyl}-1H-pyrrolo[2,3-b]pyridin-6-yl)piperazin-1-yl]imidazo[1,2-a]pyridine;
5-[4-(1-{2-[3-(4,4-difluoropiperidin-1-yl)azetidin-1-yl]ethyl}-1H-pyrrolo[2,3-b]pyridin-6-yl)piperazin-1-yl]imidazo[1,2-a]pyridine;
5-[4-(1-{2-[3-(pyrrolidin-1-yl)azetidin-1-yl]ethyl}-1H-pyrrolo[2,3-b]pyridin-6-yl)piperazin-1-yl]imidazo[1,2-a]pyridine;
5-(4-{1-[2-(2-oxa-7-azaspiro[3.5]non-7-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
5-(4-{1-[2-(5-azaspiro[3.4]oct-5-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
5-(4-{1-[2-(6-azaspiro[3.5]non-6-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
N-benzyl-2-{6-[4-(imidazo[1,2-a]pyridin-5-yl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}-N-methylethanamine;
5-(4-{1-[2-(3-phenoxypyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
5-(4-{1-[2-(2-phenylazetidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
5-[4-(1-{2-[3-(2-fluorophenyl)azetidin-1-yl]ethyl}-1H-pyrrolo[2,3-b]pyridin-6-yl)piperazin-1-yl]imidazo[1,2-a]pyridine;
5-(4-{1-[2-(3-phenoxyazetidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
1-(2-{6-[4-(imidazo[1,2-a]pyridin-5-yl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}ethyl)-3-phenylazetidin-3-ol;
trans-N-methyl-3-[3-(1-methyl-1H-pyrazol-4-yl)-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl]cyclobutanamine;
trans-N-methyl-3-[3-(1-methyl-1H-pyrazol-5-yl)-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl]cyclobutanamine;
trans-N-methyl-3-[6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-3-(1H-pyrazol-5-yl)-1H-pyrrolo[2,3-b]pyridin-1-yl]cyclobutanamine;
trans-N-methyl-3-[3-(1-methyl-1H-pyrazol-3-yl)-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl]cyclobutanamine;
5-(4-{1-[2-(1-methylpyrrolidin-3-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
cis-N,N-dimethyl-3-(6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl)cyclobutanamine;
trans-N,N-dimethyl-3-(6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl)cyclobutanamine;
1-[(3S)-1-methylpyrrolidin-3-yl]-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridine;
1-[(3R)-1-methylpyrrolidin-3-yl]-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridine;
cis-N-benzyl-N-methyl-3-(6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl)cyclobutanamine;
trans-N-benzyl-N-methyl-3-(6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl)cyclobutanamine;
5-(4-{1-[2-(1-benzylpyrrolidin-3-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
1-[(3S)-1-benzylpyrrolidin-3-yl]-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridine;
1-[(3R)-1-benzylpyrrolidin-3-yl]-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridine;
6-(4-methylpiperazin-1-yl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
2-{6-[4-(imidazo[1,2-a]pyridin-5-yl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}-N,N-dimethylethanamine;
5-(4-{1-[2-(1-oxa-6-azaspiro[3.4]oct-6-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile;
3-methyl-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
trans-3-(3-bromo-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl)-N-methylcyclobutanamine;
6-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)pyridine-2-carbonitrile;
2-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)pyridine-3-carbonitrile;
6-[4-(2-methylphenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[3,2-c]pyridine;
cis-3-(4-chloro-6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1H-pyrrolo[2,3-b]pyridin-1-yl)-N-methylcyclobutanamine;
cis-N-methyl-3-[6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-1-yl]cyclobutanamine;
6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrazolo[3,4-b]pyridine;
6-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-2-[2-(pyrrolidin-1-yl)ethyl]-2H-pyrazolo[3,4-b]pyridine;
5-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[3,2-c]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
2-[4-(imidazo[1,2-a]pyridin-5-yl)piperazin-1-yl]-7-[2-(pyrrolidin-1-yl)ethyl]-7H-pyrrolo[2,3-d]pyrimidine;
6-(4-{1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[3,2-c]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
5-(4-{1-[2-(piperazin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
5-(4-{1-[2-(2-methyl-1H-imidazol-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
5-(4-{1-[2-(pyrrolidin-3-yl)ethyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}piperazin-1-yl)imidazo[1,2-a]pyridine;
2-{6-[4-(imidazo[1,2-a]pyridin-5-yl)piperazin-1-yl]-1H-pyrrolo[2,3-b]pyridin-1-yl}ethanamine;
4-[4-[1-(2-pyrrolidin-1-ylethyl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenol;
6-[4-[1-(2-pyrrolidin-1-ylethyl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]pyridine-3-carbonitrile;
5-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-3-[2-(pyrrolidin-1-yl)ethyl]-3H-imidazo[4,5-b]pyridine;
5-{4-[4-(methylsulfonyl)phenyl]piperazin-1-yl}-1-[2-(pyrrolidin-1-yl)ethyl]-1H-imidazo[4,5-b]pyridine;
1-(4-{1-[trans-3-(methylamino)cyclobutyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}phenyl)ethenone;
6-piperazin-1-yl-1-(2-pyrrolidin-1-ylethyl)pyrrolo[2,3-b]pyridine;
trans-N-methyl-3-[6-[4-(3-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]cyclobutan-1-amine;
5-[4-(4-methylsulfonylphenyl)piperazin-1-yl]-3-piperazin-1-yl-thieno[3,2-b]pyridine;
1-(2-pyrrolidin-1-ylethyl)-6-[4-(3-thienyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine;
cis-N,N-dimethyl-1-[3-(methylamino)cyclobutyl]-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carboxamide;
cis-methyl 1-[3-(methylamino)cyclobutyl]-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carboxylate;
trans-6-[4-(6-acetyl-3-pyridyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-6-(4-imidazo[1,2-a]pyridin-5-ylpiperazin-1-yl)-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(1-methyl-2-oxo-4-pyridyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-6-[4-(4-formylphenyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
cis-N-methyl-3-[3-methylsulfonyl-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]cyclobutanamine;
trans-N-methyl-3-[7-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-c]pyridin-1-yl]cyclobutanamine;
trans-6-[4-(4-hydroxyphenyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(4-oxochroman-7-yl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-[4-[(R)-methylsulfinyl]phenyl]piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(2-methyl-4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(2-methyl-1-oxo-3H-isoindol-5-yl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-methyl 5-[4-[3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]pyridine-3-carboxylate;
trans-methyl 2-[4-[3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]pyridine-4-carboxylate;
trans-methyl 5-[4-[3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]pyrazine-2-carboxylate;
trans-4-[4-[3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]-N,N-dimethylbenzamide;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-[4-(2-oxopyrrolidin-1-yl)phenyl]piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(5-methylsulfonylpyridin-2-yl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-(4-imidazo[1,2-a]pyridin-5-ylpiperazin-1-yl)-1-[2-(oxolan-3-yl)ethyl]pyrrolo[2,3-b]pyridine;
1 tert-butyl 3-[2-[6-(4-imidazo[1,2-a]pyridin-5-ylpiperazin-1-yl)pyrrolo[2,3-b]pyridin-1-yl]ethyl]pyrrolidine-1-carboxylate;
1-[2-[6-(4-imidazo[1,2-a]pyridin-5-ylpiperazin-1-yl)pyrrolo[2,3-b]pyridin-1-yl]ethyl]pyrrolidin-2-one;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(3-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(4-pyridin-2-ylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-N-methyl-3-[6-[4-(4-pyridin-2-ylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]cyclobutan-1-amine;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-[4-(1-methylimidazol-2-yl)phenyl]piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-[(3R)-pyrrolidin-3-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-[(3S)-pyrrolidin-3-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-piperidin-4-ylpyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-piperidin-4-ylpyrrolo[3,2-c]pyridine-3-carbonitrile;
6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]-1-[(3S)-pyrrolidin-3-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-[rel-(3R,4R)-3-fluoropiperidin-4-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-6-[(3S)-4-(4-acetylphenyl)-3-methylpiperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
Trans-6-[(3R)-4-(4-acetylphenyl)-3-methylpiperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-6-[(2R)-4-(4-acetylphenyl)-2-methylpiperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-6-[(2S)-4-(4-acetylphenyl)-2-methylpiperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
cis-1-[4-[4-[1-[3-(methylamino)cyclobutyl]-3-(1-methylpyrazol-4-yl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]ethenone;
trans-1-[4-[4-[1-[3-(methylamino)cyclobutyl]-3-(1-methylpyrazol-4-yl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]ethenone;
trans-N-methyl-3-[3-(1-methylpyrazol-4-yl)-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]cyclobutan-1-amine;
1-[4-[4-[3-(2-methylpyridin-3-yl)-1-piperidin-4-ylpyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]ethenone;
1-[4-[4-[3-(1-methylpyrazol-3-yl)-1-piperidin-4-ylpyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]ethenone;
1-[4-[4-[3-(2-methylpyrimidin-5-yl)-1-piperidin-4-ylpyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]ethenone;
1-[4-[4-[1-[3-(methylamino)cyclobutyl]-3-(1-methylpyrazol-4-yl)pyrrolo[3,2-c]pyridin-6-yl]piperazin-1-yl]phenyl]ethenone;
trans-6-[4-(4-acetyl-3-hydroxy-phenyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-6-[4-(4-acetyl-3-fluoro-phenyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-6-[4-(2-acetyl-5-fluoro-phenyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-2-[4-[3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]pyrimidine-4-carboxamide;
trans-6-[4-[3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]-N,N-dimethylpyridine-2-carboxamide;
trans-6-[4-[3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]-N-methylpyridazine-3-carboxamide;
trans-6-[4-[3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]-N,N-dimethylpyridine-3-carboxamide;
Trans-1-[3-(methylamino)cyclobutyl]-6-[4-[4-(2-methylpropanoyl)phenyl]piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
Trans-1-[3-(methylamino)cyclobutyl]-6-[4-(1-oxotetralin-6-yl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
Trans-4-[4-[4-[3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]-4-oxo-butanoic acid;
Trans-6-[4-[4-(2,2-dimethylpropanoyl)phenyl]piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
Trans-4-[4-[4-[3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]-2-methyl-4-oxo-butanoic acid;
Trans-1-[3-(methylamino)cyclobutyl]-6-[4-(1-oxoindan-5-yl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
Trans-6-[4-(5-acetylpyridin-2-yl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
Trans-6-[4-(5-acetylpyrimidin-2-yl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
Trans-6-[4-(5-acetylpyrazin-2-yl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
Trans-6-[4-(6-acetylpyridazin-3-yl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
cis-[1-[3-(methylamino)cyclobutyl]-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-3-yl]-morpholino-methanone;
cis-N-methyl-1-[3-(methylamino)cyclobutyl]-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carboxamide;
trans-3-[6-chloro-4-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]-N-methyl-cyclobutanamine;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(4-methylsulfonylcyclohexyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(4-methylsulfonylcyclohexyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(1-methylsulfonyl-4-piperidyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-6-[4-(1-acetyl-4-piperidyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-6-(4-ethylpiperazin-1-yl)-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-(1-methylpiperidin-4-yl)pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-[(3S)-1-methylpyrrolidin-3-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-[(3R)-1-methylpyrrolidin-3-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
1-[(3S)-1-methylpyrrolidin-3-yl]-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-[3-(dimethylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-[4-(2,2,2-trifluoroacetyl)phenyl]piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-6-[4-(4-acetylphenyl)piperazin-1-yl]-2-methyl-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-3-[5-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]cyclobutanamine;
trans-N-methyl-3-[3-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyrazin-5-yl]cyclobutanamine;
trans-methyl 6-[4-(4-acetylphenyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-2-carboxylate;
trans-1-[4-[4-[2-methyl-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]ethenone;
trans-5-[4-(4-acetylphenyl)piperazin-1-yl]-3-[3-(methylamino)cyclobutyl]-1-(1-methylpyrazol-4-yl)imidazo[4,5-b]pyridin-2-one;
5-[4-(4-acetylphenyl)piperazin-1-yl]-1-(1-methylpyrazol-4-yl)-3-(4-piperidyl)imidazo[4,5-b]pyridin-2-one;
1-(1-methylpyrazol-4-yl)-5-[4-(4-methylsulfonylphenyl)piperazin-1-yl]-3-(4-piperidyl)imidazo[4,5-b]pyridin-2-one;
5-[4-(4-acetylphenyl)piperazin-1-yl]-3-(4-methyl-4-piperidyl)-1-(1-methylpyrazol-4-yl)imidazo[4,5-b]pyridin-2-one;
trans-5-[4-(4-acetylphenyl)piperazin-1-yl]-3-[3-(methylamino)cyclobutyl]-1-phenyl-imidazo[4,5-b]pyridin-2-one;
5-[4-(4-acetylphenyl)piperazin-1-yl]-1-(1-methylpyrazol-3-yl)-3-(4-piperidyl)imidazo[4,5-b]pyridin-2-one;
6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]-1-(4-piperidyl)pyrrolo[2,3-b]pyridine;
(1R,3R)-3-[6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]cyclopentanamine;
1-(2-azaspiro[3.3]heptan-6-yl)-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine;
(1R,3S)-3-[6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]cyclopentanamine;
cis-N-methyl-4-[6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]cyclohexanamine;
trans-N-methyl-4-[6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]cyclohexanamine;
6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]-1-quinuclidin-3-yl-pyrrolo[2,3-b]pyridine;
1-(1-methyl-3-piperidyl)-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine;
1-(1-methyl-4-piperidyl)-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine;
N,N-dimethyl-1-[2-[6-[4-(o-tolyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]ethyl]azetidine-3-carboxamide;
1-[2-(3-imidazol-1-ylpyrrolidin-1-yl)ethyl]-6-[4-(o-tolyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine;
N-[1-[2-[6-[4-(o-tolyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]ethyl]azetidin-3-yl]methanesulfonamide;
1-[2-(3-fluoro-3-methyl-pyrrolidin-1-yl)ethyl]-6-[4-(o-tolyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine;
6-(4-imidazo[1,2-a]pyridin-5-ylpiperazin-1-yl)-1-[2-[4-(2-methylpyrazol-3-yl)-1-piperidyl]ethyl]pyrrolo[2,3-b]pyridine;
6-(4-imidazo[1,2-a]pyridin-5-ylpiperazin-1-yl)-1-[2-[4-(oxetan-3-yl)-1-piperidyl]ethyl]pyrrolo[2,3-b]pyridine;
2-[2-[6-(4-imidazo[1,2-a]pyridin-5-ylpiperazin-1-yl)pyrrolo[2,3-b]pyridin-1-yl]ethyl]-3,4-dihydro-1H-isoquinoline;
cyclopentyl-[4-[1-(2-pyrrolidin-1-ylethyl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]methanone;
2-(2-pyridyl)-1-[4-[1-(2-pyrrolidin-1-ylethyl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]ethenone;
cyclobutyl-[4-[1-(2-pyrrolidin-1-ylethyl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]methanone;
phenyl-[4-[1-(2-pyrrolidin-1-ylethyl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]methanone;
4-pyridyl-[4-[1-(2-pyrrolidin-1-ylethyl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]methanone;
4-piperidyl-[4-[1-(2-pyrrolidin-1-ylethyl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]methanone;
6-[4-(3-methoxy-2-pyridyl)piperazin-1-yl]-1-(2-pyrrolidin-1-ylethyl)pyrrolo[2,3-b]pyridine;
trans-N-methyl-3-[5-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-1-yl]cyclobutanamine;
3-[4-(4-methylsulfonylphenyl)piperazin-1-yl]-5-piperazin-1-yl-1,2-benzoxazole;
5-[4-(4-methylsulfonylphenyl)piperazin-1-yl]-3-piperazin-1-yl-1,2-benzoxazole;
trans-6-[6-(4-acetylphenyl)-3-pyridyl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[3-(methylamino)cyclobutyl]-6-[4-(4-methylsulfonylphenyl)phenyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-6-[4-[4-[(E)-N-methoxy-C-methyl-carbonimidoyl]phenyl]piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
1-methyl-5-[4-(4-methylsulfonylphenyl)piperazin-1-yl]spiro[indoline-3,4′-piperidine];
N-methyl-3-[6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]-2,3-dihydropyrrolo[2,3-b]pyridin-1-yl]cyclobutanamine;
trans-1-[4-[1-[3-(methylamino)cyclobutyl]-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridin-4-yl]piperazin-1-yl]ethenone;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-(5-azaspiro[3.4]octan-2-yl)pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-(5-azaspiro[3.4]octan-2-yl)-6-[4-(4-methylsulfonylphenyl)piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-1-[4-[3-bromo-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]ethenone;
5-[4-(4-acetylphenyl)piperazin-1-yl]-1-(1-methylpyrazol-4-yl)-3-(4-piperidyl)benzimidazol-2-one;
5-[4-(4-acetylphenyl)piperazin-1-yl]-1-(oxetan-3-yl)-3-(4-piperidyl)imidazo[4,5-b]pyridin-2-one;
trans-1-[4-[4-[3-bromo-2-methyl-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]ethenone;
trans-methyl 6-[4-(4-acetylphenyl)piperazin-1-yl]-3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-2-carboxylate;
Trans-6-[4-(4-acetylphenyl)piperazin-1-yl]-5-fluoro-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-[4-(1,1-dimethoxyethyl)phenyl]piperazin-1-yl]-5-fluoro-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
1-methyl-5-[4-(4-methylsulfonylphenyl)piperazin-1-yl]-3-(1,2,3,6-tetrahydropyridin-4-yl)pyrrolo[2,3-c]pyridine;
trans-1-[4-[4-[1-[3-(methylamino)cyclobutyl]-3-(3-pyridyl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]ethenone trifluoroacetate;
7-[4-(4-methylsulfonylphenyl)piperazin-1-yl]-2-piperidin-4-ylpyrazolo[3,4-c]pyridine;
7-[4-(4-methylsulfonylphenyl)piperazin-1-yl]-1-(4-piperidyl)pyrazolo[3,4-c]pyridine;
6-[4-(4-acetylpiperazin-1-yl)phenyl]-1-[trans-3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
1-[4-[4-[5-(1-methylpyrazol-4-yl)-1,2,3,4-tetrahydropyrido[4,3-b]indol-8-yl]piperazin-1-yl]phenyl]ethanone;
trans-methyl 6-[4-(4-acetylphenyl)piperazin-1-yl]-3-bromo-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-2-carboxylate;
5-[4-(4-acetylphenyl)piperazin-1-yl]-3-(4-methyl-4-piperidyl)-1-(oxetan-3-yl)imidazo[4,5-b]pyridin-2-one;
trans-5-[4-(4-acetylphenyl)piperazin-1-yl]-3-[3-(methylamino)cyclobutyl]-1-(oxetan-3-yl)imidazo[4,5-b]pyridin-2-one;
6-[4-(4-Acetylphenyl)phenyl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetyl-2-methylphenyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
trans-methyl 4-[4-[3-cyano-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]benzoate;
6-[4-[4-(azetidine-1-carbonyl)phenyl]piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
1-[4-[4-[3-(1-methylpyrazol-4-yl)-1-piperidin-4-ylpyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]ethanone;
1-[4-[4-[1-(1-methylpyrazol-4-yl)-3-piperazin-1-yl-pyrrolo[3,2-b]pyridin-5-yl]piperazin-1-yl]phenyl]ethanone; and
1-[4-[4-[1-(1-methylpyrazol-4-yl)-3-piperidin-4-ylpyrrolo[3,2-b]pyridin-5-yl]piperazin-1-yl]phenyl]ethanone.

### Claim 16 (depends on 1)

A compound according to claim 1 which is selected from the group consisting of:
1-[4-[4-[3-(1-methylpyrazol-4-yl)-1-(4-piperidyl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]ethanone-;
1-[4-[4-[3-(2-methyl-3-pyridyl)-1-(4-piperidyl)pyrrolo[2,3-b]pyridin-6-yl]piperazin-1-yl]phenyl]ethanone-;
6-[(2S)-2-methyl-4-(2-methylphenyl)piperazin-1-yl]-1-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrolo[2,3-b]pyridine;
1-[4-[4-[1-(1-methylpyrazol-4-yl)-3-(4-piperidyl)pyrrolo[3,2-b]pyridin-5-yl]piperazin-1-yl]phenyl]ethanone;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-(5-azaspiro[3.4]octan-2-yl)pyrrolo[2,3-b]pyridine-3-carbonitrile;
1-[3-(methylamino)cyclobutyl]-6-[4-[4-(2,2,2-trifluoroacetyl)phenyl]piperazin-1-yl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-(4-piperidyl)pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetyl-3-hydroxy-phenyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetyl-3-fluoro-phenyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[(4-(4-acetylphenyl)-2-methyl-piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
5-[4-(4-acetylphenyl)piperazin-1-yl]-3-[3-(methylamino)cyclobutyl]-1-(1-methylpyrazol-4-yl)imidazo[4,5-b]pyridin-2-one;
6-[4-(4-acetylphenyl)-3-methyl-piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile;
6-[4-(4-acetylphenyl)piperazin-1-yl]-2-methyl-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile; and
6-[4-(5-acetyl-2-pyridyl)piperazin-1-yl]-1-[3-(methylamino)cyclobutyl]pyrrolo[2,3-b]pyridine-3-carbonitrile.

### Claim 17

(canceled)

### Claim 18 (depends on 1)

A pharmaceutical composition comprising an effective amount of a compound according to claim 1 in combination with a pharmaceutically acceptable diluent or carrier.

### Claim 19 (depends on 1)

A method of treating an inflammatory condition driven by STING activation comprising administration to a subject in need thereof a compound according to claim 1.