iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1388

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCOCC1)C(=O)N1CCC[C@H]1c1nc(c(F)s1)-c1cccc2ccccc12
  • IUPAC name: 
    (2S)-N-[(1S)-2-[(2S)-2-(5-fluoro-4-naphthalen-1-yl-1,3-thiazol-2-yl)pyrrolidin-1-yl]-1-(oxan-4-yl)-2-oxoethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C28H33FN4O3S/c1-17(30-2)26(34)31-23(19-12-15-36-16-13-19)28(35)33-14-6-11-22(33)27-32-24(25(29)37-27)21-10-5-8-18-7-3-4-9-20(18)21/h3-5,7-10,17,19,22-23,30H,6,11-16H2,1-2H3,(H,31,34)/t17-,22-,23-/m0/s1
  • InChiKey: 
    WPUCUMPNTFVXFM-RTFZILSDSA-N

External links


46884521
CHEMBL1090867
24668818

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. 19a

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.62 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 524.23 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 3.43
TPSA 83.56
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 19a XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.62
Ta Structure Name Drugbank ID
0.6026 LCL-161 DB12085
0.5837 Dolastatin 10 DB12730
0.5342 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4682 Daclatasvir DB09102
0.4458 Ravidasvir DB15652
0.4333 4-METHYL-PENTANOIC ACID {1-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYLCARBAMOYL]-2-METHYL-PROPYL}-AMIDE DB07299
0.4246 Samatasvir DB12660
0.4225 (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
0.4217 RWJ-56423 DB02812
0.4162 Ruzasvir DB11713
0.4131 Coblopasvir DB15315
0.4096 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
0.4096 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
0.4066 Ritonavir DB00503
0.4051 Ledipasvir DB09027