iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1264

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1c1nc(c(Cl)s1)-c1cccc2ccccc12
  • IUPAC name: 
    (2S)-N-[(1S)-2-[(2S)-2-(5-chloro-4-naphthalen-1-yl-1,3-thiazol-2-yl)pyrrolidin-1-yl]-1-cyclohexyl-2-oxoethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C29H35ClN4O2S/c1-18(31-2)27(35)32-24(20-11-4-3-5-12-20)29(36)34-17-9-16-23(34)28-33-25(26(30)37-28)22-15-8-13-19-10-6-7-14-21(19)22/h6-8,10,13-15,18,20,23-24,31H,3-5,9,11-12,16-17H2,1-2H3,(H,32,35)/t18-,23-,24-/m0/s1
  • InChiKey: 
    ZQUTYGKFEAAOSB-NWVWQQAFSA-N

External links


46884522
CHEMBL1091215
24668279

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. 19b

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.46 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 538.22 g/mol
HBA 6
HBD 2
HBA + HBD 8
AlogP 5.58
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 19b XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.46
Ta Structure Name Drugbank ID
0.6409 LCL-161 DB12085
0.5566 Dolastatin 10 DB12730
0.5281 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4608 Daclatasvir DB09102
0.4604 4-METHYL-PENTANOIC ACID {1-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYLCARBAMOYL]-2-METHYL-PROPYL}-AMIDE DB07299
0.4559 (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
0.4462 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
0.4462 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
0.4352 Edoxaban DB09075
0.4328 Ravidasvir DB15652
0.4118 Coblopasvir DB15315
0.4104 Ritonavir DB00503
0.4084 Samatasvir DB12660
0.4081 Cobicistat DB09065
0.4022 GDC-0917 DB12336