Compound 1865

Identifiers

Canonical SMILES:

Cc1[nH]c(c2CCNC(=O)c12)-c1cc(NS(C)(=O)=O)ccc1Oc1ccccc1

IUPAC name:

N-(3-{3-methyl-4-oxo-2H,4H,5H,6H,7H-pyrrolo[3,4-c]pyridin-1-yl}-4-phenoxyphenyl)methanesulfonamide

InChi:

InChI=1S/C21H21N3O4S/c1-13-19-16(10-11-22-21(19)25)20(23-13)17-12-14(24-29(2,26)27)8-9-18(17)28-15-6-4-3-5-7-15/h3-9,12,23-24H,10-11H2,1-2H3,(H,22,25)

InChiKey:
```
ZGNLBROTMZIJBB-UHFFFAOYSA-N
```

External links

90387291

CHEMBL4087079

External search

Bibliography (1)

Publication	Name
Hasvold Lisa A., Sheppard George S., Wang Le, Fidanze Steven D., Liu Dachun, Pratt John K., Mantei Robert A., Wada Carol K., Hubbard Robbert, Shen Yu, Lin Xiaoyu, Huang Xiaoli, Warder Scott E., Wilcox Denise, Li Leiming, Buchanan F. Greg, Smithee Lauren, Albert Daniel H., Magoc Terrance J., Park Chang H., Petros Andrew M., Panchal Sanjay C., Sun Chaohong, Kovar Peter, Soni Nirupama B., Elmore Steven W., Kati Warren M., McDaniel Keith F.. . Methylpyrrole inhibitors of BET bromodomains Bioorganic & Medicinal Chemistry Letters.	23

Publication

Name

Hasvold Lisa A., Sheppard George S., Wang Le, Fidanze Steven D., Liu Dachun, Pratt John K., Mantei Robert A., Wada Carol K., Hubbard Robbert, Shen Yu, Lin Xiaoyu, Huang Xiaoli, Warder Scott E., Wilcox Denise, Li Leiming, Buchanan F. Greg, Smithee Lauren, Albert Daniel H., Magoc Terrance J., Park Chang H., Petros Andrew M., Panchal Sanjay C., Sun Chaohong, Kovar Peter, Soni Nirupama B., Elmore Steven W., Kati Warren M., McDaniel Keith F.. . Methylpyrrole inhibitors of BET bromodomains Bioorganic & Medicinal Chemistry Letters.

Pharmacological data

Biochemical tests	Cellular tests	PK tests	Cytotoxicity tests
1	2	0	0

Targets

PPI family	Best activity	Diseases	MMoA
Bromodomain / Histone	7.39	cancer	Inhibition

Physicochemical filters

Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
MW	≤ 500 g/mol	-	-
AlogP	≤ 5	-	≤ 3
HBA	≤ 10	-	-
HBD	≤ 5	-	-
(HBA + HBD)	-	≤ 12	-
TPSA	-	≤ 140 Å²	≥ 75 Å²
RB	-	≤ 10	-

	Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
Compliance
MW	411.13 g/mol
HBA	7
HBD	3
HBA + HBD	10
AlogP	1.81
TPSA	100.29
RB	4

Radar chart

Short name	Threshold
MW	≤ 500 g/mol
AlogP	≤ 5
HBD	≤ 5
HBA	≤ 10
TPSA	≤ 140 Å²
RB	≤ 10
ArRing	≤ 4
Fsp3	≥ 0.4
R/S	≥ 1

PCA : iPPI-DB chemical space

PCA : Correlation circle

Efficiencies: iPPI-DB biplot LE versus LLE

Summary

Bibliographic ressources	Biochemical tests	Cellular tests	PK tests	Cytotoxicity tests
1	1	2	0	0

Pharmacological data

Bibliography	Name	Target	Competition	Assay type	Assay name	Cell line	Activity type	Activity
10.1016/j.bmcl.2017.02.057	23	BRD4 O60885	H4 P62805	Biochemical assay	Time-Resolved FRET		pKi (inhibition constant, -log10)	7.39
10.1016/j.bmcl.2017.02.057	23	BRD4 O60885	H4 P62805	Cellular assay	MX-1 proliferation assay	MX-1	pEC50 (half maximal effective concentration, -log10)	7.26
10.1016/j.bmcl.2017.02.057	23	BRD4 O60885	H4 P62805	Cellular assay	Luciferase reporter	H1299	pEC50 (half maximal effective concentration, -log10)	6.92

Ta	Name	Drugbank ID
0.5409	2-(2-QUINOLIN-3-YLPYRIDIN-4-YL)-1,5,6,7-TETRAHYDRO-4H-PYRROLO[3,2-C]PYRIDIN-4-ONE	DB08358
0.5254	2-[2-(2-FLUOROPHENYL)PYRIDIN-4-YL]-1,5,6,7-TETRAHYDRO-4H-PYRROLO[3,2-C]PYRIDIN-4-ONE	DB07728
0.4960	N-[(13-CYCLOHEXYL-6,7-DIHYDROINDOLO[1,2-D][1,4]BENZOXAZEPIN-10-YL)CARBONYL]-2-METHYL-L-ALANINE	DB08031
0.4861	Rucaparib	DB12332
0.4618	Atorvastatin	DB01076
0.4546	9-HYDROXY-6-(3-HYDROXYPROPYL)-4-(2-METHOXYPHENYL)PYRROLO[3,4-C]CARBAZOLE-1,3(2H,6H)-DIONE	DB07006
0.4400	(7S)-2-(2-aminopyrimidin-4-yl)-7-(2-fluoroethyl)-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one	DB07149
0.4388	Esaxerenone	DB15207
0.4326	Losmapimod	DB12270
0.4267	Pavinetant	DB11692
0.4249	SLx-4090	DB05678
0.4213	N-[(1R)-3-(4-HYDROXYPHENYL)-1-METHYLPROPYL]-2-(2-PHENYL-1H-INDOL-3-YL)ACETAMIDE	DB07991
0.4178	Talnetant	DB06429
0.4118	3-(HYDROXYMETHYL)-1-METHYL-5-(2-METHYLAZIRIDIN-1-YL)-2-PHENYL-1H-INDOLE-4,7-DIONE	DB07385
0.4084	3-Mercapto-1-(1,3,4,9-Tetrahydro-B-Carbolin-2-Yl)-Propan-1-One	DB03372