iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 523

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCOCC1)C(=O)N1CCC[C@H]1c1nc(cs1)-c1ccc(F)c2ccccc12
  • IUPAC name: 
    (2S)-N-[(1S)-2-[(2S)-2-[4-(4-fluoronaphthalen-1-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-1-(oxan-4-yl)-2-oxoethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C28H33FN4O3S/c1-17(30-2)26(34)32-25(18-11-14-36-15-12-18)28(35)33-13-5-8-24(33)27-31-23(16-37-27)21-9-10-22(29)20-7-4-3-6-19(20)21/h3-4,6-7,9-10,16-18,24-25,30H,5,8,11-15H2,1-2H3,(H,32,34)/t17-,24-,25-/m0/s1
  • InChiKey: 
    PDPPXLVUFNSPHS-HDBFHEOPSA-N

External links


11497354
CHEMBL1089024
9672160

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. 11f

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 6.85 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 524.23 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 3.26
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 11f XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 6.85
Ta Structure Name Drugbank ID
0.6454 LCL-161 DB12085
0.5899 Dolastatin 10 DB12730
0.5458 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4722 Daclatasvir DB09102
0.4439 4-METHYL-PENTANOIC ACID {1-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYLCARBAMOYL]-2-METHYL-PROPYL}-AMIDE DB07299
0.4430 Ravidasvir DB15652
0.4327 (2R,3R)-N^1^-[(1S)-2,2-DIMETHYL-1-(METHYLCARBAMOYL)PROPYL]-N^4^-HYDROXY-2-(2-METHYLPROPYL)-3-{[(1,3-THIAZOL-2-YLCARBONYL)AMINO]METHYL}BUTANEDIAMIDE DB08733
0.4298 Venglustat DB14966
0.4245 RWJ-56423 DB02812
0.4220 Samatasvir DB12660
0.4157 Coblopasvir DB15315
0.4142 Ritonavir DB00503
0.4140 Ruzasvir DB11713
0.4120 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
0.4120 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