avosentan   Click here for help

GtoPdb Ligand ID: 8260

Synonyms: Ro 67-0565 | SPP-301
Compound class: Synthetic organic
Comment: Avosentan is an endothelin A antagonist indicated for diabetic nephropathy. Speedel licensed SPP301 from Hoffmann-La Roche in 2000.
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 7
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 133.8
Molecular weight 479.13
XLogP 2.76
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES COc1nc(nc(c1Oc1ccccc1OC)NS(=O)(=O)c1ccc(cn1)C)c1ccncc1
Isomeric SMILES COc1nc(nc(c1Oc1ccccc1OC)NS(=O)(=O)c1ccc(cn1)C)c1ccncc1
InChI InChI=1S/C23H21N5O5S/c1-15-8-9-19(25-14-15)34(29,30)28-22-20(33-18-7-5-4-6-17(18)31-2)23(32-3)27-21(26-22)16-10-12-24-13-11-16/h4-14H,1-3H3,(H,26,27,28)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8530 avosentan
Synonyms Click here for help
Ro 67-0565 | SPP-301
Database Links Click here for help
Specialist databases
GPCRdb Ligand avosentan
Other databases
CAS Registry No. 290815-26-8 (source: Scifinder)
GtoPdb PubChem SID 249565940
PubChem CID 9912992
Search Google for chemical match using the InChIKey YBWLTKFZAOSWSM-UHFFFAOYSA-N
Search Google for chemicals with the same backbone YBWLTKFZAOSWSM
Search PubMed clinical trials avosentan
Search PubMed titles avosentan
Search PubMed titles/abstracts avosentan
UniChem Compound Search for chemical match using the InChIKey YBWLTKFZAOSWSM-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey YBWLTKFZAOSWSM-UHFFFAOYSA-N