iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1843

Identifiers

  • Common name: BL-BI06
  • Canonical SMILES: 
    CN1CCc2c(C1)sc1nc([nH]c(=O)c21)-c1cc(C)c(O)c(C)c1
  • IUPAC name: 
    5-(4-hydroxy-3,5-dimethylphenyl)-11-methyl-8-thia-4,6,11-triazatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),5-trien-3-one
  • InChi: 
    InChI=1S/C18H19N3O2S/c1-9-6-11(7-10(2)15(9)22)16-19-17(23)14-12-4-5-21(3)8-13(12)24-18(14)20-16/h6-7,22H,4-5,8H2,1-3H3,(H,19,20,23)
  • InChiKey: 
    PXJZRFLBUBYEPV-UHFFFAOYSA-N

External links


135567026
CHEMBL4077274
4V1

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. 9f

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
8 2 2 0

Targets

PPI family Best activity Diseases MMoA
Bromodomain / Histone 6.37 breast cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 341.12 g/mol
HBA 5
HBD 2
HBA + HBD 7
AlogP 3.11
TPSA 64.93
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 8 2 2 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/acs.jmedchem.7b00275 9f BRD4
O60885 		H4
P62805 		Biochemical assay alphascreen BRD4 pIC50 (half maximal inhibitory concentration, -log10) 6.37
10.1021/acs.jmedchem.7b00275 9f BRD4
O60885 		H4
P62805 		Cellular assay Anti-proliferative MCF-7 MCF7 mammary carcinoma cells pIC50 (half maximal inhibitory concentration, -log10) 5.79
10.1021/acs.jmedchem.7b00275 9f BRD4
O60885 		H4
P62805 		Cellular assay Anti-proliferative MDA-MB-231 MDA-MB-231 breast pIC50 (half maximal inhibitory concentration, -log10) 5.49
10.1021/acs.jmedchem.7b00275 9f BRD4
O60885 		H4
P62805 		Biochemical assay Time-Resolved FRET BRD2(1) pIC50 (half maximal inhibitory concentration, -log10) 4.61
10.1021/acs.jmedchem.7b00275 9f BRD4
O60885 		H4
P62805 		Biochemical assay Time-Resolved FRET BRD2(2) pIC50 (half maximal inhibitory concentration, -log10) 4.00
10.1021/acs.jmedchem.7b00275 9f BRD4
O60885 		H4
P62805 		Biochemical assay Time-Resolved FRET BRD3(1) pIC50 (half maximal inhibitory concentration, -log10) 4.00
10.1021/acs.jmedchem.7b00275 9f BRD4
O60885 		H4
P62805 		Biochemical assay Time-Resolved FRET BRD3(2) pIC50 (half maximal inhibitory concentration, -log10) 4.00
10.1021/acs.jmedchem.7b00275 9f BRD4
O60885 		H4
P62805 		Biochemical assay Time-Resolved FRET BRD4(1) pIC50 (half maximal inhibitory concentration, -log10) 6.33
10.1021/acs.jmedchem.7b00275 9f BRD4
O60885 		H4
P62805 		Biochemical assay Time-Resolved FRET BRD4(2) pIC50 (half maximal inhibitory concentration, -log10) 6.03
10.1021/acs.jmedchem.7b00275 9f BRD4
O60885 		H4
P62805 		Biochemical assay Time-Resolved FRET BRDT(1) pIC50 (half maximal inhibitory concentration, -log10) 4.00
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)
10.1021/acs.jmedchem.7b00275 9f MDA-MB-231-xenografted NOG mice IP 100.00 24 yes no no no None None None no
10.1021/acs.jmedchem.7b00275 9f MC7-xenografted NOG mice IP 100.00 24 yes no no no None None None no
Ta Structure Name Drugbank ID
0.5276 (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
0.5227 5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDIN-4(3H)-ONE DB08777
0.4922 3-(1H-tetrazol-5-ylmethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one DB06889
0.4564 2-AMINO-4-(2,4-DICHLOROPHENYL)-N-ETHYLTHIENO[2,3-D]PYRIMIDINE-6-CARBOXAMIDE DB08789
0.4387 Raltitrexed DB00293
0.4362 2-amino-4-[2,4-dichloro-5-(2-pyrrolidin-1-ylethoxy)phenyl]-N-ethylthieno[2,3-d]pyrimidine-6-carboxamide DB06969
0.4359 Sufugolix DB06494
0.4089 Tinoridine DB13001
0.4052 Relugolix DB11853
0.4028 Pictilisib DB11663
0.3954 N-[2-(2-methyl-1H-indol-3-yl)ethyl]thiophene-2-carboxamide DB08235
0.3924 Apitolisib DB12180
0.3911 DDP-225 DB05642
0.3802 PRX-08066 DB05607
0.3745 2-CHLORO-N-[(1R,2R)-1-HYDROXY-2,3-DIHYDRO-1H-INDEN-2-YL]-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE DB06986