IP Library Granted Patent US 9,617,289
Granted Patent B2
US 9,617,289 · App. 14/435,604 · Granted Apr 11, 2017

RSV antiviral compounds

Inventors: Abdellah Tahri (Anderlecht, BE); Sandrine Marie Helene Vendeville (Woluwe-Saint-Pierre, BE); Tim Hugo Maria Jonckers (Heist-op-den-Berg, BE); Pierre Jean-Marie Bernard Raboisson (Rosieres, BE); Lili Hu (Mechelen, BE); Samuël Dominique Demin (Antwerp, BE); Ludwig Paul Cooymans (Beerse, BE)
Assignee: JANSSEN SCIENCES IRELAND UC
C07F9/65068C07D403/06C07D403/14C07D471/04C07D471/10C07D471/20C07D487/10C07D491/107C07D491/20C07D495/20C07D519/00
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,617,289
App. No.
14/435,604
Granted
Apr 11, 2017
Kind
B2
Abstract

Inhibitors of RSV replication of formula RI including stereochemically isomeric forms, and salts or solvates thereof, wherein R 22 , W, Q, V, Z p, s, and Het have the meaning as defined herein. The present invention also relates to processes for preparing said compounds, pharmaceutical compositions containing them and their use, alone or in combination with other RSV inhibitors, in RSV therapy.

Claims (208)

1. The compound according to formula (RI)

wherein Het is selected from the group consisting of: formula (a′), (b′), (c′), and (d′):

wherein each X independently is C or N; wherein at least one X is N;

each of R 1a , R 1b , R 1c , R 1d is halogen; and R 1b or R 1d is absent when the X to which it is bound is N;

each R 2 is —(CR 8 R 9 ) m —R 10 ;

m is an integer from 0 to 6;

each R 8 and R 9 are independently selected from the group consisting of: H, C 1 -C 10 alkyl and C 3 -C 7 cycloalkyl; or R 8 and R 9 are taken together form a 4 to 6 membered saturated ring that optionally contains one or more heteroatoms selected from the group consisting of: N, S and O;

each R 10 is independently selected from the group consisting of: H, halogen, OH, CN, CF 2 H, CF 3 , C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, C(═O)C 1 -C 6 alkyl, C(═O)C 3 -C 7 cycloalkyl, C(═O)NR 8 R 9 , C(═O)OR 8 , SO 2 R 8 , C(═O)N(R 8 )SO 2 R 9 , C(═O)N(R 8 )SO 2 N(R 8 R 9 ), NR 8 R 9 , NR 8 C(═O)OR 9 , OC(═O)R 8 , O-benzyl, NR 8 SO 2 R 9 , SO 2 NR 8 R 9 , SO 2 R 8 , OC(═O)NR 8 R 9 , OC(═O)NR 8 R 12 , N(R 8 )C(═O)N(R 8 R 9 ), R 11 , N(R 8 )C(═O)OR 12 , OR 11 , C(═O)R 11 , and a 4 to 6 membered saturated ring containing one oxygen atom;

R 11 phenyl, pyridinyl or pyrazolyl; wherein each phenyl, pyridinyl or pyrazolyl can be optionally substituted with one or more substituents each independently selected from the group consisting of: CF 3 , CH 3 , OCH 3 , OCF 3 , and halogen;

R 12 is C 1 -C 6 alkyl or C 3 -C 7 cycloalkyl; wherein each C 1 -C 6 alkyl or C 3 -C 7 cycloalkyl is substituted with one or more substituents each independently selected from the group consisting of: CF 3 , CH 3 , OCH 3 , OCF 3 , and halogen;

each Z independently is C or N, provided that at least two Z are C;

Q and V each independently represent C═O, SO 2 or CR 20 R 21 ;

p and s independently represent an integer from 0 to 3, wherein the sum of p and s minimally should be 2, and when p=0 or s=0 then the carbon atom marked with * is directly bound to W;

R 20 and R 21 are each independently selected from the group consisting of: hydrogen, hydroxyl, C 1 -C 3 alkyl, C 3 -C 7 cycloalkyl, CF 3 , OCH 3 , OCF 3 , and halogen;

R 22 is selected from the group consisting of: hydrogen, hydroxyl, C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, CF 3 , OCH 3 , OCF 3 , and halogen;

W is selected from the group consisting of: SO, SO 2 , S, C, O, and N, wherein such C or N is optionally substituted with one or more R 23 ;

R 23 is selected from the group consisting of: hydrogen, hydroxyl, C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, C 1 -C 6 alkyl-R 24 , SO 2 R 24 SO 2 N(R 24 ) 2 , aryl, heteroaryl, C(═O)OR 24 , OR 24 , C(═O)R 24 , C(═O)N(R 24 ) 2 , OC(═O)N(R 24 ) 2 , P(═O)—(O—C 1 -C 6 -alkyl) 2 , N(R 24 ) 2 , NR 25 C(═O)OR 24 , NR 25 C(═O)N(R 24 ) 2 , NR 25 SO 2 R 24 , and a 4 to 6 membered saturated ring containing one oxygen atom, wherein any of such C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, aryl or heteroaryl is optionally substituted with one or more substituents each independently selected from the group consisting of: halogen, OH, CN, and OCH 3 ;

R 24 is selected from the group of: hydrogen, OH, halogen, C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, C(═O) C 1 -C 6 alkyl, C(═O) C 3 -C 7 cycloalkyl, aryl, heteroaryl, benzyl, and a 4 to 6 membered saturated ring containing one oxygen atom; wherein any of such C 1 -C 6 alkyl, C 3 -C 7 cycloalkyl, C(═O) C 1 -C 6 alkyl, C(═O) C 3 -C 7 cycloalkyl, aryl, heteroaryl, and benzyl is optionally substituted with one or more substituents each independently selected from the group consisting of: halogen, CF 3 , OH, CN, OCH 3 , OC(═O)CH 3 ), and C 1 -C 3 alkyl substituted with at least one CN;

R 25 is selected from the group consisting of hydrogen and C 1 -C 3 alkyl;

aryl represents phenyl or naphthalenyl;

heteroaryl represents a monocyclic 5 to 6 membered aromatic heterocycle containing one or more heteroatoms each independently selected from the group consisting of: O, S and N; or a bicyclic 8 to 12 membered aromatic heterocycle containing one or more heteroatoms each independently selected from the group consisting of: O, S and N;

or a pharmaceutically acceptable addition salt or a solvate thereof.

2. The compound according to claim 1 , wherein for Formula (b′) and (d′), one X is N.

3. A compound according to claim 1 , wherein each of R 1a , R 1b , R 1c or R 1d is independently selected from the group consisting of: chloro, bromo and fluoro.

4. A compound according to claim 1 , wherein each of R 1a , R 1b , R 1c or R 1d is chloro.

5. A compound according to claim 1 , wherein R 2 is —(CR 8 R 9 ) m —R 10 ; m is an integer from 1 to 4; and each of R 8 and R 9 is independently selected from: H or C 1 -C 6 alkyl.

6. A compound according to claim 1 , wherein R 2 is C 1 -C 6 alkyl-R 10 .

7. A compound according to claim 6 , wherein R 10 is selected from the group consisting of: C 1 -C 3 alkyl, H, OH, CN, F, CF 2 H, CF 3 , SO 2 —C 1 -C 3 alkyl, and SO 2 C 3 -C 6 cycloalkyl.

8. A compound according to claim 1 , wherein the compound has the Formula selected from the group consisting of: RII, RIII, RIV, RV, RVI and RVII:

or any stereoisomeric form thereof.

9. The compound as claimed in claim 8 wherein R 23 is selected from the group consisting of hydrogen, hydroxyl, C 1 -C 6 alkyl, C 1 -C 3 alkyl-R 24 , SO 2 R 24 , O—R 24 , phenyl, pyridinyl pyrimidyl, pyrazolyl, C(═O)OR 24 , and C(═O)R 24 , wherein any of such C 1 -C 6 alkyl, phenyl, pyridinyl, pyrimidyl, and pyrazolyl is optionally substituted with one or more members each independently selected from the group consisting of: OCH 3 , halogen, OH and CN.

10. A pharmaceutical composition comprising a pharmaceutically acceptable carrier, and as active ingredient a compound as claimed in claim 1 .

11. A method for treating viral RSV infections comprising administering to a subject in need thereof, a therapeutically effective amount of a compound as claimed in claim 1 .

12. A method for treating viral RSV infections comprising administering to a subject in need thereof, a therapeutically effective amount of a composition as claimed in claim 10 .

13. The compound selected from the group consisting of:

tert-butyl 1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-indol-2-yl}methyl)-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-indol-2-yl}methyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-indol-2-yl}methyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

tert-butyl 1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-2′-oxo-1′,2′-dihydro-1H-spiro[azetidine-3,3′-indole]-1-carboxylate;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1-(2-hydroxy-2-methylpropanoyl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1-(pyridin-3-yl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1-(2-hydroxy-2-methylpropyl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

1′-[[5-chloro-1-(3-methylsulfonylpropyl)benzimidazol-2-yl]methyl]-1-(2,2,2-trifluoroethyl)spiro[azetidine-3,3′-indoline]-2′-one;

1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-6-fluoro-2′,3′,5′,6′-tetrahydrospiro[indoline-3,4′-pyran]-2-one;

(3S)-1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-3-hydroxyspiro[cyclobutane-1,3′-indol]-2′(1′H)-one;

(3R)-1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-3-hydroxyspiro[cyclobutane-1,3′-indol]-2′(1′H)-one;

1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-1-(quinoxalin-6-ylsulfonyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

tert-butyl 1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-1′-(6-chloropyridazin-3-yl)spiro[indoline-3,4′-piperidin]-2-one;

1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-1′-(quinoxalin-6-ylsulfonyl)spiro[indoline-3,4′-piperidin]-2-one;

tert-butyl 1-((5-bromo-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-2-oxospiro[indoline-3,4′-piperidine]-1′-carboxylate;

4-(1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-2-oxospiro[indoline-3,4′-piperidine]-1′-yl sulfonyl)benzonitrile;

1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-5-fluoro-2′,3′,5′,6′-tetrahydrospiro[indoline-3,4′-pyran]-2-one;

5-bromo-1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-1′-(6-chloropyridazin-3-yl)spiro[indoline-3,4′-piperidin]-2-one;

1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)spiro[indoline-3,4′-piperidin]-2-one;

5-bromo-1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-1′-isonicotinoylspiro[indoline-3,4′-piperidin]-2-one;

tert-butyl 5-bromo-1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-2-oxospiro[indoline-3,4′-piperidine]-1′-carboxylate;

1′-acetyl-5-chloro-1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)spiro[indoline-3,4′-piperidin]-2-one;

5-chloro-1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-1′-(2-hydroxy-2-methylpropyl)spiro[indoline-3,4′-piperidin]-2-one;

4-chloro-1-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)spiro[indole-3,4′-piperidin]-2(1H)-one;

1′-acetyl-4-chloro-1-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)spiro[indole-3,4′-piperidin]-2(1H)-one;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1-(2-methylpropanoyl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1-(cyclopropylsulfonyl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

1-acetyl-1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1-(trifluoroacetyl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

1′-acetyl-1-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)spiro[indole-3,4′-piperidin]-2(1H)-one;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1-[(4-fluorophenyl)sulfonyl]spiro[azetidine-3,3′-indol]-2′(1′H)-one;

1-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1′-[(4-fluorophenyl)sulfonyl]spiro[indole-3,4′-piperidin]-2(1H)-one;

1-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1′-(cyclopropylsulfonyl)spiro[indole-3,4′-piperidin]-2(1H)-one;

1-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1′-[(4-methoxyphenyl)sulfonyl]spiro[indole-3,4′-piperidin]-2(1H)-one;

1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)spiro[cyclopentane-1,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-2,3,5,6-tetrahydrospiro[pyran-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

tert-butyl 1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-2-oxospiro[indoline-3,4′-piperidine]-1′-carboxylate;

1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′,3′,5′,6′-tetrahydrospiro[indoline-3,4′-pyran]-2-one;

1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-2,3,5,6-tetrahydrospiro[pyran-4,3′-pyrrolo[3,2-c]pyridin]-2′(1′H)-one;

1-acetyl-1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

4-fluorophenyl 1′-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[azetidine-3,3′-indoline]-1-carboxylate;

tert-butyl 1′-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[azetidine-3,3′-indoline]-1-carboxylate;

isobutyl 1′-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[azetidine-3,3′-indoline]-1-carboxylate;

1′-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-benzo[d]imidazol-2-yl)methyl)spiro[azetidine-3,3′-indolin]-2′-one;

Cyclopentyl 1-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-benzo[d]imidazol-2-yl)methyl)-2-oxospiro[indoline-3,4′-piperidine]-1′-carboxylate;

tert-butyl 1-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-benzo[d]imidazol-2-yl)methyl)-2-oxospiro[indoline-3,4′-piperidine]-1′-carboxylate;

1-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-benzo[d]imidazol-2-yl)methyl)spiro[indoline-3,4′-piperidin]-2-one;

benzyl 1-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-benzo[d]imidazol-2-yl)methyl)-2-oxospiro[indoline-3,4′-piperidine]-1′-carboxylate;

1′-benzyl-1-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-benzo[d]imidazol-2-yl)methyl)spiro[indoline-3,4′-piperidin]-2-one;

1-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′,3′,5′,6′-tetrahydrospiro[indoline-3,4′-pyran]-2-one;

tert-butyl 1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-indol-2-yl}methyl)spiro[cyclopentane-1,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-indol-2-yl}methyl)-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

1-acetyl-1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-indol-2-yl}methyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-indol-2-yl)methyl)-2,3,5,6-tetrahydrospiro[pyran-4,3′-pyrrolo[3,2-c]pyridin]-2′(1′H)-one;

tert-butyl 1′-{[5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[azetidine-3,3′-indole]-1-carboxylate;

4-{5-chloro-2-[(2′-oxospiro[azetidine-3,3′-indol]-1′(2′H)-yl)methyl]-1H-indol-1-yl}butanenitrile;

1′-{[5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[azetidine-3,3′-indole]-1-carboxylate;

4-(5-chloro-2-{[1-(cyclopropylsulfonyl)-2′-oxospiro[azetidine-3,3′-indol]-1′(2′H)-yl]methyl}-1H-indol-1-yl)butanenitrile;

4-{2-[(1-acetyl-2′-oxospiro[azetidine-3,3′-indol]-1′(2′H)-yl)methyl]-5-chloro-1H-indol-1-yl}butanenitrile;

tert-butyl 1′-((5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

4-(2-((1-acetyl-2′-oxospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl)methyl)-5-chloro-1H-indol-1-yl)butanenitrile;

1′-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl)spiro[cyclopentane-1,3′-pyrrolo[2,3-c]pyridin]-2′ (1′H)-one;

tert-butyl-2′-oxo-1′-((1-(4,4,4-trifluorobutyl)-1H-imidazo[4, 5-b]pyridine-2-yl)methyl)-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

1′-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-imidazo[4, 5-b]pyridin-2-yl)methyl)-2,3,5,6-tetrahydrospiro[pyran-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

tert-butyl-1′ 4(5-chloro-1-(4,4,4-trifluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

tert-butyl 1′-((5-chloro-1-(4-fluorobutyl)-1H-pyrrolo[3,2-b]pyridin-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

tert-butyl 1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[azetidine-3,3′-indoline]-1-carboxylate;

1-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-benzo[d]imidazol-2-yl)methyl)-6-fluoro-2′,3′,5′,6′-tetrahydrospiro[indoline-3,4′-pyran]-2-one;

1-acetyl-1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)spiro[azetidine-3,3′-indolin]-2′-one;

4-(5-chloro-2-((1-(2-hydroxy-2-methylpropanoyl)-2′-oxospiro[azetidine-3,3′-indolin]-1′-yl)methyl)-1H-indol-1-yl)butanenitrile;

1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-indol-2-yl)methyl)-1-(2-hydroxy-2-methylpropanoyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

1′-((5-chloro-1-(4,4,4-trifluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl)-2,3,5,6-tetrahydrospiro[pyran-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

methyl 1′-((5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

isopropyl 1′-((5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

4-(5-chloro-2-((2′-oxospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl)methyl)-1H-indol-1-yl)butanenitrilehydrochloride;

1-(1′-((5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1-yl)-2-methyl-1-oxopropan-2-ylacetate;

oxetan-3-yl 1′-((5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

4-(5-chloro-2-((1-(cyclopropylsulfonyl)-2′-oxospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl)methyl)-1H-indol-1-yl)butanenitrile;

oxetan-3-yl 1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

4-(2-((1-acetyl-2′-oxospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl)methyl)-5-chloro-1H-benzo[d]imidazol-1-yl)butanenitrile;

4-(5-chloro-2-((2′-oxospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl)methyl)-1H-benzo[d]imidazol-1-yl)butanenitrilehydrochloride;

1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-1-(cyclopropyl sulfonyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

4-(5-chloro-2-((1-(2-hydroxy-2-methylpropanoyl)-2′-oxospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl)methyl)-1H-indol-1-yl)butanenitrile;

isopropyl 1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

4-(2-((1-acetyl-2′-oxospiro[azetidine-3,3′-indolin]-1′-yl)methyl)-5-chloro-1H-benzo[d]imidazol-1-yl)butanenitrile;

1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-sulfonamide;

1′-({5-Chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1-(cyclopropylcarbonyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

4-(5-Chloro-2-{[2′-oxo-1-(thiophen-2-ylsulfonyl)spiro[azetidine-3,3′-indol]-1′(2′H)-yl]methyl}-1H-benzimidazol-1-yl)butanenitrile;

Oxetan-3-yl 1′-{[5-chloro-1-(3-cyanopropyl)-1H-benzimidazol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[azetidine-3,3′-indole]-1-carboxylate;

4-[5-Chloro-2-({1-[(4-fluorophenyl)sulfonyl]-2′-oxospiro[azetidine-3,3′-indol]-1′(2′H)-yl}methyl)-1H-benzimidazol-1-yl]butanenitrile;

4-(5-Chloro-2-{[1-(methylsulfonyl)-2′-oxospiro[azetidine-3,3′-indol]-1′(2′H)-yl]methyl}-1H-benzimidazol-1-yl)butanenitrile;

N-[(1′-{[5-Chloro-1-(3-cyanopropyl)-1H-benzimidazol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1-yl)sulfonyl]acetamide;

4-(5-Chloro-2-{[2′-oxo-1-(thiophen-2-ylsulfonyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl]methyl}-1H-indol-1-yl)butanenitrile;

tert-Butyl 1′-{[1-(3-methylbutyl)-1H-pyrrolo[3,2-c]pyridin-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

Methyl 1′-{[5-chloro-1-(3-cyanopropyl)-1H-benzimidazol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

1-Methylethyl 1′-{[5-chloro-1-(3-cyanopropyl)-1H-benzimidazol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

4-{5-Chloro-2-[(2′-oxospiro[azetidine-3,3′-indol]-1′(2′H)-yl)methyl]-1H-benzimidazol-1-yl}butanamide;

4-{5-Chloro-2-[(2′-oxospiro[azetidine-3,3′-indol]-1′(2′H)-yl)methyl]-1H-benzimidazol-1-yl}butanenitrile;

1-({5-Chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1′-(thiophen-2-ylsulfonyl)spiro[indole-3,4′-piperidin]-2(1H)-one;

Cyclobutyl 1′-{[5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

(1R,3R)-1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indoline]-3-ylmethylcarbamate;

4-(5-Chloro-2-{[1-(methylsulfonyl)-2′-oxospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl]methyl}-1H-indol-1-yl)butanenitrile;

1′-{[5-Chloro-1-(4-fluorobutyl)-1H-indol-2-yl]methyl}-1-(2-hydroxy-2-methylpropanoyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

4-(5-Chloro-2-{[1-(2-hydroxy-2-methylpropanoyl)-2′-oxospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl]methyl}-1H-benzimidazol-1-yl)butanenitrile;

4-{5-Chloro-2-[(1′,1′-dioxido-2-oxo-2′,3′,5′,6′-tetrahydrospiro[pyrrolo[2,3-c]pyridine-3,4′-thiopyran]-1(2H)-yl)methyl]-1H-benzimidazol-1-yl}butanenitrile;

4-{5-Chloro-2-[(3-hydroxy-2′-oxospiro[cyclobutane-1,3′-indol]-1′(2′H)-yl)methyl]-1H-benzimidazol-1-yl}butanenitrile;

4-(5-chloro-2-(((1S,3S)-1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indoline]-3-yloxy)methyl)-1H-benzo[d]imidazol-1-yl)butanenitrile;

1′-{[5-Chloro-1-(4-fluorobutyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-sulfonamide;

4-(5-Chloro-2-{[1-(cyclopropylsulfonyl)-2′-oxospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl]methyl}-1H-benzimidazol-1-yl)butanenitrile;

tert-Butyl 2′-oxo-1′-{[1-(4,4,4-trifluorobutyl)-1H-indol-2-yl]methyl}-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

N-[(1′-{[5-Chloro-1-(4-fluorobutyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1-yl)sulfonyl]acetamide;

Diethyl (1′-{[5-chloro-1-(3-cyanopropyl)-1H-benzimidazol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1-yl)phosphonate;

4-(5-Chloro-2-{[2′-oxo-1-(3,3,3-trifluoro-2-hydroxy-2-methylpropanoyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl]methyl}-1H-benzimidazol-1-yl)butanenitrile;

N-[(1′-{[5-Chloro-1-(3-cyanopropyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[azetidine-3,3′-indol]-1-yl)sulfonyl]acetamide;

(1r,3r)-1′-((5-chloro-1-(4-fluorobutyl)-1H-indol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-ylmethylcarbamate;

(R)-1-({5-Chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-1′-(2-hydroxy-2-methylpropanoyl)spiro[indole-3,3′-pyrrolidin]-2(1H)-one;

(S)-1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-1′-(2-hydroxy-2-methylpropanoyl)spiro[indoline-3,3′-pyrrolidin]-2-one;

(1r,3r)-1′-((5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-ylmethylcarbamate;

cyclopropyl ((1s,3s)-1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-yl)carbamate;

cyclopropyl ((1r,3r)-1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-yl)carbamate;

(S)-4-(5-chloro-2-((1-(2,3-dihydroxypropanoyl)-2′-oxospiro[azetidine-3,3′-indolin]-1′-yl)methyl)-1H-indol-1-yl)butanenitrile;

(R)-4-(5-chloro-2-((1-(2,3-dihydroxypropanoyl)-2′-oxospiro[azetidine-3,3′-indolin]-1′-yl)methyl)-1H-indol-1-yl)butanenitrile;

Cyclopropyl 1′-{[5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

(1r,3r)-1′-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-ylmorpholine-4-carboxylate;

1′-({5-Chloro-1-[3-(methylsulfonyl)propyl]-1H-indol-2-yl}methyl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

methyl ((1s,3s)-1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-yl)carbamate;

methyl ((1r,3r)-1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-yl)carbamate;

4-[5-Chloro-2-({1-[(1-hydroxycyclopropyl)carbonyl]-2′-oxospiro[azetidine-3,3′-indol]-1′(2′H)-yl}methyl)-1H-indol-1-yl]butanenitrile;

1-((5-chloro-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazol-2-yl)methyl)-1′-(2-hydroxy-2-methylpropanoyl)spiro[indoline-3,3′-pyrrolidin]-2-one;

1-((1s,3s)-1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-yl)-3-isopropylurea;

1-((1r,3r)-1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-yl)-3-isopropylurea;

N-((1s,3s)-1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-yl)acetamide;

N-((1r,3r)-1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-yl)acetamide;

2-Hydroxyethyl 1′-{[5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

4-(2-(((1r,3r)-3-amino-2′-oxospiro[cyclobutane-1,3′-indolin]-1′-yl)methyl)-5-chloro-1H-benzo[d]imidazol-1-yl)butanenitrile;

4-(2-(((1s,3s)-3-amino-2′-oxospiro[cyclobutane-1,3′-indolin]-1′-yl)methyl)-5-chloro-1H-benzo[d]imidazol-1-yl)butanenitrile;

2-(Acetyloxy)ethyl 1′-{[5-chloro-1-(3-cyanopropyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

1′-({5-Chloro-1-[3-(methylsulfonyl)propyl]-1H-indol-2-yl}methyl)-1-(2-hydroxy-2-methylpropanoyl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

5-Chloro-1-(4-fluorobutyl)-2-{[1-(2-hydroxy-2-methylpropanoyl)-2′-oxospiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl]methyl}-1H-indole-3-carboxamide;

4-(5-Chloro-2-{[1′-(2-hydroxy-2-methylpropanoyl)-2-oxospiro[indole-3,3′-pyrrolidin]-1(2H)-yl]methyl}-1H-benzimidazol-1-yl)butanenitrile;

1′-{[5-Chloro-1-(4-hydroxybutyl)-1H-indol-2-yl]methyl}-1-(2-hydroxy-2-methylpropanoyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

tert-Butyl 1′-{[3-carbamoyl-5-chloro-1-(4-fluorobutyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

tert-Butyl 1-{[5-chloro-1-(3-cyanopropyl)-1H-benzimidazol-2-yl]methyl}-2-oxo-1,2-dihydro-1′H-spiro[indole-3,3′-pyrrolidine]-1′-carboxylate;

1′-{[5-Chloro-1-(4-fluorobutyl)-1H-benzimidazol-2-yl]methyl}-3H-spiro[cyclobutane-1,3′-indole]-2′,3(1′H)-dione;

1′-{[5-Chloro-1-(4-fluorobutyl)-1H-indol-2-yl]methyl}spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

tert-Butyl 1′-({5-chloro-1-[3-(methylsulfonyl)propyl]-1H-indol-2-yl}methyl)-2′-oxo-1′,2′-dihydro-1H-spiro[azetidine-3,3′-indole]-1-carboxylate;

1′-{[5-Chloro-1-(4-hydroxybutyl)-1H-benzimidazol-2-yl]methyl}-1-(2-hydroxy-2-methylpropanoyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

4-(5-chloro-2-((1-(2,3-dihydroxypropanoyl)-2′-oxospiro[azetidine-3,3′-indolin]-1′-yl)methyl)-1H-indol-1-yl)butanenitrile;

1′-{[5-Chloro-1-(4-hydroxybutyl)-1H-indol-2-yl]methyl}-1-(2-hydroxy-2-methylpropanoyl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

1′-{[5-Chloro-1-(4-fluorobutyl)-1H-indol-2-yl]methyl}-dihydroxypropanoyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

(1r,3r)-1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-ylmethylcarbamate;

1′-{[5-Chloro-1-(4-fluorobutyl)-1H-benzimidazol-2-yl]methyl}-1-(2-hydroxy-2-methylpropanoyl)spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

N-[(1′-{[5-Chloro-1-(3-cyanopropyl)-1H-benzimidazol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[azetidine-3,3′-indol]-1-yl)sulfonyl]acetamide;

N-[(1′-{[5-Chloro-1-(3-cyanopropyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1-yl)sulfonyl]acetamide;

(1r,3r)-1′-((5-chloro-1-(3-cyanopropyl)-1H-benzo[d]imidazol-2-yl)methyl)-2′-oxospiro[cyclobutane-1,3′-indolin]-3-ylcyclopropylcarbamate;

1′-({5-Chloro-1-[3-(methylsulfonyl)propyl]-1H-benzimidazol-2-yl}methyl)-2,6-dimethyl-2,3,5,6-tetrahydrospiro[pyran-4,3′-pyrrolo[2,3-c]pyridin]-2′(1′H)-one;

1′-{[5-Chloro-1-(4-hydroxybutyl)-1H-benzimidazol-2-yl]methyl}-1-(2-hydroxy-2-methylpropanoyl)spiro[azetidine-3,3′-indol]-2′(1′H)-one;

4-(5-chloro-2-(((1r,3r)-3-hydroxy-2′-oxospiro[cyclobutane-1,3′-indolin]-1′-yl)methyl)-1H-benzo[d]imidazol-1-yl)butanenitrile;

Methyl 1′-{[5-chloro-1-(4-fluorobutyl)-1H-benzimidazol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

1-Methylethyl 1′-{[5-chloro-1-(4-fluorobutyl)-1H-benzimidazol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridine]-1-carboxylate;

4-(5-Chloro-2-{[1-(cyclopropylsulfonyl)-2′-oxospiro[azetidine-3,3′-indol]-1′(2′H)-yl]methyl}-1H-benzimidazol-1-yl)butanenitrile;

4-[5-Chloro-2-({2′-oxo-1-[3,3,3-trifluoro-2-hydroxy-2-(trifluoromethyl)propanoyl]spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1′(2′H)-yl}methyl)-1H-benzimidazol-1-yl]butanenitrile;

1′-{[5-Chloro-1-(4-fluorobutyl)-1H-benzimidazol-2-yl]methyl}-1-(2-hydroxy-2-methylpropanoyl)spiro[azetidine-3,3′-indol]-2′(1′H-one; and

N-[(1′-{[5-Chloro-1-(4-fluorobutyl)-1H-indol-2-yl]methyl}-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,3′-pyrrolo[2,3-c]pyridin]-1-yl)sulfonyl]cyclopropanecarboxamide;

and pharmaceutically acceptable addition salts or solvates thereof.

14. The compound as claimed in claim 1 , wherein the compound is

or a pharmaceutically acceptable addition salt or a solvate thereof.

15. A pharmaceutical composition comprising a pharmaceutically acceptable carrier, and a compound as claimed in claim 14 .

16. A method for treating a viral RSV infection comprising administering to a subject in need thereof, a therapeutically effective amount of a compound as claimed in claim 14 .

17. A method for treating a viral RSV infection comprising administering to a subject in need thereof, a therapeutically effective amount of a composition as claimed in claim 15 .

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2017
From: TAHRI, ABDELLAH; VENDEVILLE, SANDRINE MARIE HELENE; JONCKERS, TIM HUGO MARIA; RABOISSON, PIERRE JEAN-MARIE BERNARD; HU, LILI; DEMIN, SAMUEL DOMINIQUE
To: JANSSEN INFECTIOUS DISEASES BVBA
Reel/Frame 041387/0223 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2017
From: COOYMANS, LUDWIG PAUL
To: JANSSEN PHARMACEUTICA NV
Reel/Frame 041387/0277 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2017
From: JANSSEN INFECTIOUS DISEASES BVBA
To: JANSSEN R&D IRELAND
Reel/Frame 041387/0517 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2017
From: JANSSEN PHARMACEUTICA NV
To: JANSSEN R&D IRELAND
Reel/Frame 041387/0662 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2017
From: JANSSEN R&D IRELAND
To: JANSSEN SCIENCES IRELAND UC
Reel/Frame 041387/0730 →
Priority Claims (2)
EP 12188694 · Oct 16, 2012 · regional
EP 13159431 · Mar 15, 2013 · regional
Continuity (1)
Related Publication 20150259367A1 · Sep 17, 2015