iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 276

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCOCC1)C(=O)N1CCC[C@H]1c1nc(c(s1)C#CCO)-c1cccc2ccccc12
  • IUPAC name: 
    (2S)-N-[(1S)-2-[(2S)-2-[5-(3-hydroxyprop-1-ynyl)-4-naphthalen-1-yl-1,3-thiazol-2-yl]pyrrolidin-1-yl]-1-(oxan-4-yl)-2-oxoethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C31H36N4O4S/c1-20(32-2)29(37)33-27(22-14-18-39-19-15-22)31(38)35-16-6-12-25(35)30-34-28(26(40-30)13-7-17-36)24-11-5-9-21-8-3-4-10-23(21)24/h3-5,8-11,20,22,25,27,32,36H,6,12,14-19H2,1-2H3,(H,33,37)/t20-,25-,27-/m0/s1
  • InChiKey: 
    CEVZTZIVXIOUAQ-OICBGKIFSA-N

External links


46883828
CHEMBL1092185
24670889

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. 19g

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.51 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 560.25 g/mol
HBA 8
HBD 3
HBA + HBD 11
AlogP 2.96
TPSA 103.79
RB 9
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 19g XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.51
Ta Structure Name Drugbank ID
0.5370 LCL-161 DB12085
0.5304 Dolastatin 10 DB12730
0.4828 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4326 Daclatasvir DB09102
0.4255 LFF-571 DB13013
0.4236 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
0.4236 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
0.4192 Ruzasvir DB11713
0.4152 2-(4-CARCOXY-5-ISOPROPYLTHIAZOLYL)BENZOPIPERIDINE DB08192
0.4150 Edoxaban DB09075
0.4148 RWJ-56423 DB02812
0.4135 Oprozomib DB11991
0.4126 GE-2270A DB02975
0.4110 Ritonavir DB00503
0.4098 Ravidasvir DB15652