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.
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2D Structure
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Physico-chemical Properties
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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
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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)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2001), EMA (2002))
IUPAC Name Click here for help
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
Specialist databases
GPCRdb Ligand bosentan
Other databases
CAS Registry No. 147536-97-8 (source: Scifinder)
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
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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

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Bosentan (links to external site)
Cat. No. 6232