Compound 1866

Identifiers

Canonical SMILES:

Cc1[nH]c(c2CCNC(=O)c12)-c1cc(NS(C)(=O)=O)ccc1Oc1ccc(F)cc1F

IUPAC name:

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

InChi:

InChI=1S/C21H19F2N3O4S/c1-11-19-14(7-8-24-21(19)27)20(25-11)15-10-13(26-31(2,28)29)4-6-17(15)30-18-5-3-12(22)9-16(18)23/h3-6,9-10,25-26H,7-8H2,1-2H3,(H,24,27)

InChiKey:
```
MLNOGJLNUKUYDQ-UHFFFAOYSA-N
```

External links

86271751

CHEMBL4067320

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.	24

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	7.08	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	447.11 g/mol
HBA	7
HBD	3
HBA + HBD	10
AlogP	2.09
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	24	BRD4 O60885	H4 P62805	Biochemical assay	Time-Resolved FRET		pKi (inhibition constant, -log10)	7.08
10.1016/j.bmcl.2017.02.057	24	BRD4 O60885	H4 P62805	Cellular assay	MX-1 proliferation assay	MX-1	pEC50 (half maximal effective concentration, -log10)	6.64
10.1016/j.bmcl.2017.02.057	24	BRD4 O60885	H4 P62805	Cellular assay	Luciferase reporter	H1299	pEC50 (half maximal effective concentration, -log10)	6.38

Ta	Name	Drugbank ID
0.5292	2-[2-(2-FLUOROPHENYL)PYRIDIN-4-YL]-1,5,6,7-TETRAHYDRO-4H-PYRROLO[3,2-C]PYRIDIN-4-ONE	DB07728
0.5174	2-(2-QUINOLIN-3-YLPYRIDIN-4-YL)-1,5,6,7-TETRAHYDRO-4H-PYRROLO[3,2-C]PYRIDIN-4-ONE	DB08358
0.4910	Rucaparib	DB12332
0.4767	N-[(13-CYCLOHEXYL-6,7-DIHYDROINDOLO[1,2-D][1,4]BENZOXAZEPIN-10-YL)CARBONYL]-2-METHYL-L-ALANINE	DB08031
0.4667	Atorvastatin	DB01076
0.4454	Losmapimod	DB12270
0.4348	9-HYDROXY-6-(3-HYDROXYPROPYL)-4-(2-METHOXYPHENYL)PYRROLO[3,4-C]CARBAZOLE-1,3(2H,6H)-DIONE	DB07006
0.4268	Esaxerenone	DB15207
0.4231	(7S)-2-(2-aminopyrimidin-4-yl)-7-(2-fluoroethyl)-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one	DB07149
0.4132	SLx-4090	DB05678
0.4085	Pavinetant	DB11692
0.4026	N-[(1R)-3-(4-HYDROXYPHENYL)-1-METHYLPROPYL]-2-(2-PHENYL-1H-INDOL-3-YL)ACETAMIDE	DB07991
0.3991	Talnetant	DB06429
0.3978	Merestinib	DB12381
0.3972	3-(HYDROXYMETHYL)-1-METHYL-5-(2-METHYLAZIRIDIN-1-YL)-2-PHENYL-1H-INDOLE-4,7-DIONE	DB07385