iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1867

Identifiers

  • Canonical SMILES: 
    Cc1[nH]c(c2CCNC(=O)c12)-c1cc(ccc1Oc1ccc(F)cc1F)S(C)(=O)=O
  • IUPAC name: 
    1-[2-(2,4-difluorophenoxy)-5-methanesulfonylphenyl]-3-methyl-2H,4H,5H,6H,7H-pyrrolo[3,4-c]pyridin-4-one
  • InChi: 
    InChI=1S/C21H18F2N2O4S/c1-11-19-14(7-8-24-21(19)26)20(25-11)15-10-13(30(2,27)28)4-6-17(15)29-18-5-3-12(22)9-16(18)23/h3-6,9-10,25H,7-8H2,1-2H3,(H,24,26)
  • InChiKey: 
    QNOJAPBYTXGBLX-UHFFFAOYSA-N

External links


77843982
CHEMBL3786012

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. 25

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
Bromodomain / Histone 6.54 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 432.10 g/mol
HBA 6
HBD 2
HBA + HBD 8
AlogP 2.56
TPSA 88.26
RB 4
Radar chart
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 2 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1016/j.bmcl.2017.02.057 25 BRD4
O60885 		H4
P62805 		Biochemical assay Time-Resolved FRET pKi (inhibition constant, -log10) 6.52
10.1016/j.bmcl.2017.02.057 25 BRD4
O60885 		H4
P62805 		Cellular assay MX-1 proliferation assay MX-1 pEC50 (half maximal effective concentration, -log10) 6.05
10.1016/j.bmcl.2017.02.057 25 BRD4
O60885 		H4
P62805 		Cellular assay Luciferase reporter H1299 pEC50 (half maximal effective concentration, -log10) 6.54
PK data
Bibliography Name Assay name Administration mode Dose (mg/kg) Dose interval (hours) Tolerated AUC Clearance Cmax Oral bioavailability T1/2 (min) Tmax (min) Volume distribution (Vd)
10.1016/j.bmcl.2017.02.057 25 Mouse PK IV IV 3.00 None yes no yes no 32 78 None no
10.1016/j.bmcl.2017.02.057 25 Mouse PK PO PO 10.00 None yes yes no no 32 None None no
Ta Structure Name Drugbank ID
0.5315 2-[2-(2-FLUOROPHENYL)PYRIDIN-4-YL]-1,5,6,7-TETRAHYDRO-4H-PYRROLO[3,2-C]PYRIDIN-4-ONE DB07728
0.4936 2-(2-QUINOLIN-3-YLPYRIDIN-4-YL)-1,5,6,7-TETRAHYDRO-4H-PYRROLO[3,2-C]PYRIDIN-4-ONE DB08358
0.4798 Rucaparib DB12332
0.4583 Esaxerenone DB15207
0.4570 Atorvastatin DB01076
0.4504 N-[(13-CYCLOHEXYL-6,7-DIHYDROINDOLO[1,2-D][1,4]BENZOXAZEPIN-10-YL)CARBONYL]-2-METHYL-L-ALANINE DB08031
0.4344 Losmapimod DB12270
0.4304 9-HYDROXY-6-(3-HYDROXYPROPYL)-4-(2-METHOXYPHENYL)PYRROLO[3,4-C]CARBAZOLE-1,3(2H,6H)-DIONE DB07006
0.4262 TAK-901 DB12756
0.4247 (7S)-2-(2-aminopyrimidin-4-yl)-7-(2-fluoroethyl)-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one DB07149
0.3986 3-(HYDROXYMETHYL)-1-METHYL-5-(2-METHYLAZIRIDIN-1-YL)-2-PHENYL-1H-INDOLE-4,7-DIONE DB07385
0.3975 SLx-4090 DB05678
0.3962 PCI-27483 DB13000
0.3943 Merestinib DB12381
0.3940 Alvelestat DB11863