iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1487

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCOCC1)C(=O)N1CCC[C@H]1c1nc(c(s1)C#C)-c1cccc2ccccc12
  • IUPAC name: 
    (2S)-N-[(1S)-2-[(2S)-2-(5-ethynyl-4-naphthalen-1-yl-1,3-thiazol-2-yl)pyrrolidin-1-yl]-1-(oxan-4-yl)-2-oxoethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C30H34N4O3S/c1-4-25-27(23-12-7-10-20-9-5-6-11-22(20)23)33-29(38-25)24-13-8-16-34(24)30(36)26(21-14-17-37-18-15-21)32-28(35)19(2)31-3/h1,5-7,9-12,19,21,24,26,31H,8,13-18H2,2-3H3,(H,32,35)/t19-,24-,26-/m0/s1
  • InChiKey: 
    BZDYRZYNAGDZCS-YLORPAJWSA-N

External links


46883825
CHEMBL1090770
24677640

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. 19d

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 530.24 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 3.40
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 19d XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.51
Ta Structure Name Drugbank ID
0.5615 LCL-161 DB12085
0.5489 Dolastatin 10 DB12730
0.5101 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4589 Daclatasvir DB09102
0.4400 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
0.4400 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
0.4373 2-(4-CARCOXY-5-ISOPROPYLTHIAZOLYL)BENZOPIPERIDINE DB08192
0.4359 Ruzasvir DB11713
0.4332 LFF-571 DB13013
0.4325 Ravidasvir DB15652
0.4300 Edoxaban DB09075
0.4265 Ritonavir DB00503
0.4252 Oprozomib DB11991
0.4208 RWJ-56423 DB02812
0.4197 GE-2270A DB02975