iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 558

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1c1nc(cs1)-c1coc2ccccc12
  • IUPAC name: 
    (2S)-N-[(1S)-2-[(2S)-2-[4-(1-benzofuran-3-yl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-1-cyclohexyl-2-oxoethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C27H34N4O3S/c1-17(28-2)25(32)30-24(18-9-4-3-5-10-18)27(33)31-14-8-12-22(31)26-29-21(16-35-26)20-15-34-23-13-7-6-11-19(20)23/h6-7,11,13,15-18,22,24,28H,3-5,8-10,12,14H2,1-2H3,(H,30,32)/t17-,22-,24-/m0/s1
  • InChiKey: 
    ZUMLKIWDRBKBKC-OWSXEPHWSA-N

External links


46884476
CHEMBL1093692
24676996

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. 11i

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.00 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 494.24 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 3.98
TPSA 87.47
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 11i XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.00
Ta Structure Name Drugbank ID
0.6076 LCL-161 DB12085
0.5230 Dolastatin 10 DB12730
0.4861 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.4239 SB-649868 DB14822
0.4231 GDC-0917 DB12336
0.4215 (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
0.4194 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
0.4194 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
0.4189 4-METHYL-PENTANOIC ACID {1-[4-GUANIDINO-1-(THIAZOLE-2-CARBONYL)-BUTYLCARBAMOYL]-2-METHYL-PROPYL}-AMIDE DB07299
0.4160 Daclatasvir DB09102
0.4108 Edoxaban DB09075
0.3938 Ravidasvir DB15652
0.3918 LFF-571 DB13013
0.3819 Ritonavir DB00503
0.3816 Samatasvir DB12660