iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 150

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1c1nc2c(cccc2s1)-c1ccccc1F
  • IUPAC name: 
    (2S)-N-[(1S)-1-cyclohexyl-2-[(2R)-2-[4-(2-fluorophenyl)-1,3-benzothiazol-2-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C29H35FN4O2S/c1-18(31-2)27(35)32-25(19-10-4-3-5-11-19)29(36)34-17-9-15-23(34)28-33-26-21(13-8-16-24(26)37-28)20-12-6-7-14-22(20)30/h6-8,12-14,16,18-19,23,25,31H,3-5,9-11,15,17H2,1-2H3,(H,32,35)/t18-,23-,25-/m0/s1
  • InChiKey: 
    LLIIEEJHMACKQN-WYRQLCSISA-N

External links


46883993
CHEMBL1091485
24669421

External search

Bibliography (1)

Publication Name
Cohen F, Koehler MF, Bergeron P, Elliott LO, Flygare JA, Franklin MC, Gazzard L, Keteltas SF, Lau K, Ly CQ, Tsui V, Fairbrother WJ. . Antagonists of inhibitor of apoptosis proteins based on thiazole amide isosteres. Bioorganic & medicinal chemistry letters. 26j

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.34 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 522.25 g/mol
HBA 6
HBD 2
HBA + HBD 8
AlogP 5.06
TPSA 74.33
RB 7
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 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
20189383 26j XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.34
Ta Structure Name Drugbank ID
0.5830 Dolastatin 10 DB12730
0.5745 LCL-161 DB12085
0.5388 RWJ-51084 DB03251
0.5274 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.5256 RWJ-56423 DB02812
0.4858 1-[(4S)-4-amino-5-(1,3-benzothiazol-2-yl)-5-oxopentyl]guanidine DB08624
0.4706 Ravidasvir DB15652
0.4504 Samatasvir DB12660
0.4435 Odalasvir DB13041
0.4425 Daclatasvir DB09102
0.4420 N-((1R,2S)-2-(5-CHLORO-1H-INDOLE-2-CARBOXAMIDO)CYCLOHEXYL)-5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDINE-2-CARBOXAMIDE DB07629
0.4420 N-((1R,2R)-2-(5-CHLORO-1H-INDOLE-2-CARBOXAMIDO)CYCLOHEXYL)-5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDINE-2-CARBOXAMIDE DB07630
0.4415 Ruzasvir DB11713
0.4409 IDD552 DB02834
0.4366 (2R,3R)-N^1^-[(1S)-2,2-DIMETHYL-1-(METHYLCARBAMOYL)PROPYL]-N^4^-HYDROXY-2-(2-METHYLPROPYL)-3-{[(1,3-THIAZOL-2-YLCARBONYL)AMINO]METHYL}BUTANEDIAMIDE DB08733