iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1826

Identifiers

  • Canonical SMILES: 
    FC(F)(F)c1ccc(cc1)-c1nc2sc3CCCc3c2c(=O)[nH]1
  • IUPAC name: 
    10-[4-(trifluoromethyl)phenyl]-7-thia-9,11-diazatricyclo[6.4.0.0^{2,6}]dodeca-1(8),2(6),9-trien-12-one
  • InChi: 
    InChI=1S/C16H11F3N2OS/c17-16(18,19)9-6-4-8(5-7-9)13-20-14(22)12-10-2-1-3-11(10)23-15(12)21-13/h4-7H,1-3H2,(H,20,21,22)
  • InChiKey: 
    RQRGABXMLLGLLU-UHFFFAOYSA-N

External links


137650788
CHEMBL4078743

External search

Bibliography (1)

Publication Name
Ouyang Liang, Zhang Lan, Liu Jie, Fu Leilei, Yao Dahong, Zhao Yuqian, Zhang Shouyue, Wang Guan, He Gu, Liu Bo. . Discovery of a Small-Molecule Bromodomain-Containing Protein 4 (BRD4) Inhibitor That Induces AMP-Activated Protein Kinase-Modulated Autophagy-Associated Cell Death in Breast Cancer Journal of Medicinal Chemistry. 5b

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
Bromodomain / Histone 5.82 breast cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 336.05 g/mol
HBA 3
HBD 1
HBA + HBD 4
AlogP 4.59
TPSA 41.46
RB 2
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 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/acs.jmedchem.7b00275 5b BRD4
O60885 		H4
P62805 		Biochemical assay alphascreen BRD4 pIC50 (half maximal inhibitory concentration, -log10) 5.82
10.1021/acs.jmedchem.7b00275 5b BRD4
O60885 		H4
P62805 		Cellular assay Anti-proliferative MCF-7 MCF7 mammary carcinoma cells pIC50 (half maximal inhibitory concentration, -log10) 5.08
10.1021/acs.jmedchem.7b00275 5b BRD4
O60885 		H4
P62805 		Cellular assay Anti-proliferative MDA-MB-231 MDA-MB-231 breast pIC50 (half maximal inhibitory concentration, -log10) 4.83
Ta Structure Name Drugbank ID
0.7654 5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDIN-4(3H)-ONE DB08777
0.6278 3-(1H-tetrazol-5-ylmethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one DB06889
0.6000 (5S)-5-(2-amino-2-oxoethyl)-4-oxo-N-[(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)methyl]-3,4,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidine-2-carboxamide DB07397
0.4052 DDP-225 DB05642
0.4020 Sufugolix DB06494
0.3755 2-AMINO-4-(2,4-DICHLOROPHENYL)-N-ETHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXAMIDE DB08789
0.3658 Relugolix DB11853
0.3529 Raltitrexed DB00293
0.3519 Pelitrexol DB12757
0.3507 Udenafil DB06267
0.3476 Sagopilone DB12391
0.3450 2-amino-4-[2,4-dichloro-5-(2-pyrrolidin-1-ylethoxy)phenyl]-N-ethylthieno[2,3-d]pyrimidine-6-carboxamide DB06969
0.3438 PRX-08066 DB05607
0.3412 NOP-1A DB15208
0.3387 (2S,4S,5R)-2-ISOBUTYL-5-(2-THIENYL)-1-[4-(TRIFLUOROMETHYL)BENZOYL]PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07200