iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 668

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1c1nc2c(ccnc2s1)-c1ccccc1
  • IUPAC name: 
    (2S)-N-[(1S)-1-cyclohexyl-2-oxo-2-[(2R)-2-(7-phenyl-[1,3]thiazolo[5,4-b]pyridin-2-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C28H35N5O2S/c1-18(29-2)25(34)31-23(20-12-7-4-8-13-20)28(35)33-17-9-14-22(33)26-32-24-21(15-16-30-27(24)36-26)19-10-5-3-6-11-19/h3,5-6,10-11,15-16,18,20,22-23,29H,4,7-9,12-14,17H2,1-2H3,(H,31,34)/t18-,22-,23-/m0/s1
  • InChiKey: 
    CLTARQPEHNOQCG-TZYHBYERSA-N

External links


46884022
CHEMBL1092760
24670728

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. 33a

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.39 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 505.25 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 4.07
TPSA 87.22
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 33a XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.39
Ta Structure Name Drugbank ID
0.5439 Dolastatin 10 DB12730
0.5378 LCL-161 DB12085
0.5242 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4861 RWJ-56423 DB02812
0.4832 RWJ-51084 DB03251
0.4818 Ravidasvir DB15652
0.4655 Samatasvir DB12660
0.4498 Odalasvir DB13041
0.4492 Daclatasvir DB09102
0.4378 Ruzasvir DB11713
0.4377 Ledipasvir DB09027
0.4373 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
0.4373 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
0.4329 1-[(4S)-4-amino-5-(1,3-benzothiazol-2-yl)-5-oxopentyl]guanidine DB08624
0.4276 Edoxaban DB09075