iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 353

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCOCC1)C(=O)N1CCC[C@H]1c1nc(c(s1)C#CCOC)-c1cccc2ccccc12
  • IUPAC name: 
    (2S)-N-[(1S)-2-[(2S)-2-[5-(3-methoxyprop-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/C32H38N4O4S/c1-21(33-2)30(37)34-28(23-15-19-40-20-16-23)32(38)36-17-7-13-26(36)31-35-29(27(41-31)14-8-18-39-3)25-12-6-10-22-9-4-5-11-24(22)25/h4-6,9-12,21,23,26,28,33H,7,13,15-20H2,1-3H3,(H,34,37)/t21-,26-,28-/m0/s1
  • InChiKey: 
    UIWVKFRRDKWKSL-PTJQVGQKSA-N

External links


46883827
CHEMBL1093598
24669097

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. 19f

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 574.26 g/mol
HBA 8
HBD 2
HBA + HBD 10
AlogP 3.60
TPSA 92.79
RB 10
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 19f XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.51
Ta Structure Name Drugbank ID
0.5287 LCL-161 DB12085
0.5219 Dolastatin 10 DB12730
0.4755 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4257 Daclatasvir DB09102
0.4248 LFF-571 DB13013
0.4178 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
0.4178 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
0.4146 Ruzasvir DB11713
0.4120 GE-2270A DB02975
0.4097 Edoxaban DB09075
0.4092 2-(4-CARCOXY-5-ISOPROPYLTHIAZOLYL)BENZOPIPERIDINE DB08192
0.4088 RWJ-56423 DB02812
0.4074 Oprozomib DB11991
0.4054 Ritonavir DB00503
0.4037 Ravidasvir DB15652