bosentan   Click here for help

GtoPdb Ligand ID: 3494

Synonyms: RO 47-0203 | Tracleer®
Approved drug PDB Ligand
bosentan is an approved drug (FDA (2001), EMA (2002))
Compound class: Synthetic organic
Comment: Bosentan is an endothelin receptor antagonist.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: bosentan

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 154.03
Molecular weight 551.18
XLogP 3.85
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES OCCOc1nc(nc(c1Oc1ccccc1OC)NS(=O)(=O)c1ccc(cc1)C(C)(C)C)c1ncccn1
Isomeric SMILES OCCOc1nc(nc(c1Oc1ccccc1OC)NS(=O)(=O)c1ccc(cc1)C(C)(C)C)c1ncccn1
InChI InChI=1S/C27H29N5O6S/c1-27(2,3)18-10-12-19(13-11-18)39(34,35)32-23-22(38-21-9-6-5-8-20(21)36-4)26(37-17-16-33)31-25(30-23)24-28-14-7-15-29-24/h5-15,33H,16-17H2,1-4H3,(H,30,31,32)
InChI Key GJPICJJJRGTNOD-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2001), EMA (2002))
IUPAC Name Click here for help
4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-pyrimidin-2-ylpyrimidin-4-yl]benzenesulfonamide
International Nonproprietary Names Click here for help
INN number INN
7195 bosentan
Synonyms Click here for help
RO 47-0203 | Tracleer®
Database Links Click here for help
CAS Registry No. 147536-97-8 (source: Scifinder)
ChEMBL Ligand CHEMBL957
DrugBank Ligand DB00559
DrugCentral Ligand 392
GtoPdb PubChem SID 178100482
PubChem CID 104865
RCSB PDB Ligand K86
Search Google for chemical match using the InChIKey GJPICJJJRGTNOD-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GJPICJJJRGTNOD
Search PubMed clinical trials bosentan
Search PubMed titles bosentan
Search PubMed titles/abstracts bosentan
UniChem Compound Search for chemical match using the InChIKey GJPICJJJRGTNOD-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GJPICJJJRGTNOD-UHFFFAOYSA-N
Wikipedia Bosentan

Product suppliers

View disclaimer

Tocris
Bosentan
Cat. No. 6232