iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 949

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCOCC1)C(=O)N1CCC[C@H]1c1nc(c(s1)C#CC)-c1cccc2ccccc12
  • IUPAC name: 
    (2S)-2-(methylamino)-N-[(1S)-2-[(2S)-2-(4-naphthalen-1-yl-5-prop-1-ynyl-1,3-thiazol-2-yl)pyrrolidin-1-yl]-1-(oxan-4-yl)-2-oxoethyl]propanamide
  • InChi: 
    InChI=1S/C31H36N4O3S/c1-4-9-26-28(24-13-7-11-21-10-5-6-12-23(21)24)34-30(39-26)25-14-8-17-35(25)31(37)27(22-15-18-38-19-16-22)33-29(36)20(2)32-3/h5-7,10-13,20,22,25,27,32H,8,14-19H2,1-3H3,(H,33,36)/t20-,25-,27-/m0/s1
  • InChiKey: 
    WOZSGFALNANZEC-OICBGKIFSA-N

External links


46883826
CHEMBL1092184
24678569

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. 19e

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.42 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 544.25 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 4.24
TPSA 83.56
RB 8
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 19e XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.42
Ta Structure Name Drugbank ID
0.5476 LCL-161 DB12085
0.5413 Dolastatin 10 DB12730
0.4922 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4417 Daclatasvir DB09102
0.4311 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
0.4311 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
0.4307 LFF-571 DB13013
0.4250 Ruzasvir DB11713
0.4228 2-(4-CARCOXY-5-ISOPROPYLTHIAZOLYL)BENZOPIPERIDINE DB08192
0.4226 RWJ-56423 DB02812
0.4219 Edoxaban DB09075
0.4215 Oprozomib DB11991
0.4181 Ritonavir DB00503
0.4176 Ravidasvir DB15652
0.4174 GE-2270A DB02975