iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 335

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1c1nc2c(nc(C)nc2s1)-c1ccccc1
  • IUPAC name: 
    (2S)-N-[(1S)-1-cyclohexyl-2-[(2S)-2-(5-methyl-7-phenyl-[1,3]thiazolo[5,4-d]pyrimidin-2-yl)pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C28H36N6O2S/c1-17(29-3)25(35)32-23(20-13-8-5-9-14-20)28(36)34-16-10-15-21(34)26-33-24-22(19-11-6-4-7-12-19)30-18(2)31-27(24)37-26/h4,6-7,11-12,17,20-21,23,29H,5,8-10,13-16H2,1-3H3,(H,32,35)/t17-,21-,23-/m0/s1
  • InChiKey: 
    LPSXMSKJMIDTCG-HYVJGQCMSA-N

External links


46884084
CHEMBL1093356
24678676

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. 33d

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.29 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 520.26 g/mol
HBA 8
HBD 2
HBA + HBD 10
AlogP 4.17
TPSA 100.11
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 33d XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.29
Ta Structure Name Drugbank ID
0.5323 Ravidasvir DB15652
0.5320 Dolastatin 10 DB12730
0.5152 LCL-161 DB12085
0.5085 Daclatasvir DB09102
0.5019 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4983 Samatasvir DB12660
0.4770 Ledipasvir DB09027
0.4528 Ruzasvir DB11713
0.4456 Coblopasvir DB15315
0.4368 Odalasvir DB13041
0.4361 Edoxaban DB09075
0.4310 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
0.4310 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
0.4280 RWJ-56423 DB02812
0.4236 PF-5190457 DB14870