iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1461

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1c1nc2c(nccc2s1)-c1ccccc1
  • IUPAC name: 
    (2S)-N-[(1S)-1-cyclohexyl-2-oxo-2-[(2S)-2-(4-phenyl-[1,3]thiazolo[4,5-c]pyridin-2-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C28H35N5O2S/c1-18(29-2)26(34)31-24(20-12-7-4-8-13-20)28(35)33-17-9-14-21(33)27-32-25-22(36-27)15-16-30-23(25)19-10-5-3-6-11-19/h3,5-6,10-11,15-16,18,20-21,24,29H,4,7-9,12-14,17H2,1-2H3,(H,31,34)/t18-,21-,24-/m0/s1
  • InChiKey: 
    DAXYGNXUBMFNHC-XZOYJPPVSA-N

External links


46884085
CHEMBL1091453
24670860

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. 33e

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.43 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 505.25 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 4.09
TPSA 87.22
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 33e XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.43
Ta Structure Name Drugbank ID
0.5622 Dolastatin 10 DB12730
0.5425 LCL-161 DB12085
0.5224 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4917 Ravidasvir DB15652
0.4789 Samatasvir DB12660
0.4716 Daclatasvir DB09102
0.4661 RWJ-56423 DB02812
0.4622 RWJ-51084 DB03251
0.4566 Ruzasvir DB11713
0.4456 Ledipasvir DB09027
0.4413 Odalasvir DB13041
0.4304 1-{3-oxo-3-[(2S)-2-(pyrrolidin-1-ylcarbonyl)pyrrolidin-1-yl]propyl}-3-phenylquinoxalin-2(1H)-one DB08738
0.4215 (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
0.4203 Edoxaban DB09075
0.4194 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