iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 452

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCOCC1)C(=O)N1CCC[C@H]1c1nc(c(s1)C#N)-c1cccc2ccccc12
  • IUPAC name: 
    (2S)-N-[(1S)-2-[(2S)-2-(5-cyano-4-naphthalen-1-yl-1,3-thiazol-2-yl)pyrrolidin-1-yl]-1-(oxan-4-yl)-2-oxoethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C29H33N5O3S/c1-18(31-2)27(35)32-25(20-12-15-37-16-13-20)29(36)34-14-6-11-23(34)28-33-26(24(17-30)38-28)22-10-5-8-19-7-3-4-9-21(19)22/h3-5,7-10,18,20,23,25,31H,6,11-16H2,1-2H3,(H,32,35)/t18-,23-,25-/m0/s1
  • InChiKey: 
    AHPDFXKGRWZGMR-WYRQLCSISA-N

External links


46884523
CHEMBL1091216
24668280

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. 19c

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.49 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 531.23 g/mol
HBA 8
HBD 2
HBA + HBD 10
AlogP 3.11
TPSA 107.35
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 19c XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.49
Ta Structure Name Drugbank ID
0.5661 LCL-161 DB12085
0.5536 Dolastatin 10 DB12730
0.5205 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4629 Daclatasvir DB09102
0.4380 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
0.4380 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
0.4360 Ravidasvir DB15652
0.4351 2-(4-CARCOXY-5-ISOPROPYLTHIAZOLYL)BENZOPIPERIDINE DB08192
0.4348 Ritonavir DB00503
0.4343 Oprozomib DB11991
0.4302 Ruzasvir DB11713
0.4218 Samatasvir DB12660
0.4212 LFF-571 DB13013
0.4186 RWJ-56423 DB02812
0.4184 Edoxaban DB09075