iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1842

Identifiers

  • Canonical SMILES: 
    CN1CCC2=C(Cc3nc([nH]c(=O)c23)-c2ccc(O)cc2)C1
  • IUPAC name: 
    5-(4-hydroxyphenyl)-11-methyl-4,6,11-triazatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),5-trien-3-one
  • InChi: 
    InChI=1S/C17H17N3O2/c1-20-7-6-13-11(9-20)8-14-15(13)17(22)19-16(18-14)10-2-4-12(21)5-3-10/h2-5,21H,6-9H2,1H3,(H,18,19,22)
  • InChiKey: 
    UNDJGGZQEYCWJS-UHFFFAOYSA-N

External links


168317742

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. 9e

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
Bromodomain / Histone 6.14 breast cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 295.13 g/mol
HBA 5
HBD 2
HBA + HBD 7
AlogP -0.84
TPSA 67.74
RB 1
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 9e BRD4
O60885 		H4
P62805 		Biochemical assay alphascreen BRD4 pIC50 (half maximal inhibitory concentration, -log10) 6.14
10.1021/acs.jmedchem.7b00275 9e BRD4
O60885 		H4
P62805 		Cellular assay Anti-proliferative MCF-7 MCF7 mammary carcinoma cells pIC50 (half maximal inhibitory concentration, -log10) 5.26
10.1021/acs.jmedchem.7b00275 9e BRD4
O60885 		H4
P62805 		Cellular assay Anti-proliferative MDA-MB-231 MDA-MB-231 breast pIC50 (half maximal inhibitory concentration, -log10) 5.08
Ta Structure Name Drugbank ID
0.4676 2-{3-[4-(4-Fluorophenyl)-3,6-Dihydro-1(2h)-Pyridinyl]Propyl}-8-Methyl-4(3h)-Quinazolinone DB03072
0.3745 Risperidone DB00734
0.3692 3-(HYDROXYMETHYL)-1-METHYL-5-(2-METHYLAZIRIDIN-1-YL)-2-PHENYL-1H-INDOLE-4,7-DIONE DB07385
0.3679 Topotecan DB01030
0.3679 6-Hydroxypropylthymine DB04139
0.3660 6-(Dihydroxy-Isobutyl)-Thymine DB02500
0.3659 Paliperidone DB01267
0.3603 3-Hydroxymethyl-5-Aziridinyl-1methyl-2-[1h-Indole-4,7-Dione]-Propanol DB02395
0.3593 5-FLUORO-1-[4-(4-PHENYL-3,6-DIHYDROPYRIDIN-1(2H)-YL)BUTYL]QUINAZOLINE-2,4(1H,3H)-DIONE DB07787
0.3584 10-hydroxycamptothecin DB12385
0.3578 Phenindamine DB01619
0.3541 Ocaperidone DB06229
0.3541 Ritanserin DB12693
0.3537 Lurtotecan DB12222
0.3534 Fimasartan DB09279