K-8794   Click here for help

GtoPdb Ligand ID: 9651

PDB Ligand
Compound class: Synthetic organic
Comment: K-8794 is an orally active selective ETB-receptor antagonist developed by Kowa in Japan. In 2017 it was crystalised in 5XPR with the Endothelin B receptor.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 9
Hydrogen bond donors 2
Rotatable bonds 14
Topological polar surface area 162.9
Molecular weight 682.26
XLogP 5.91
No. Lipinski's rules broken 2
Click here for help
Canonical SMILES COc1ccccc1Oc1c(OCCC(=O)Nc2c(C)cccc2C)nc(nc1NS(=O)(=O)c1ccc(cc1)C(C)(C)C)c1ncccn1
Isomeric SMILES COc1ccccc1Oc1c(OCCC(=O)Nc2c(C)cccc2C)nc(nc1NS(=O)(=O)c1ccc(cc1)C(C)(C)C)c1ncccn1
InChI InChI=1S/C36H38N6O6S/c1-23-11-9-12-24(2)30(23)39-29(43)19-22-47-35-31(48-28-14-8-7-13-27(28)46-6)32(40-34(41-35)33-37-20-10-21-38-33)42-49(44,45)26-17-15-25(16-18-26)36(3,4)5/h7-18,20-21H,19,22H2,1-6H3,(H,39,43)(H,40,41,42)
1. Shihoya W, Nishizawa T, Yamashita K, Inoue A, Hirata K, Kadji FMN, Okuta A, Tani K, Aoki J, Fujiyoshi Y et al.. (2017)
X-ray structures of endothelin ETB receptor bound to clinical antagonist bosentan and its analog.
Nat Struct Mol Biol, 24 (9): 758-764. [PMID:28805809]