BOSENTAN

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Synonyms
Status
Molecule Category Free-form
ATC C02KX01
UNII XUL93R30K2
EPA CompTox DTXSID7046627

Structure

InChI Key GJPICJJJRGTNOD-UHFFFAOYSA-N
Smiles COc1ccccc1Oc1c(NS(=O)(=O)c2ccc(C(C)(C)C)cc2)nc(-c2ncccn2)nc1OCCO
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H29N5O6S
Molecular Weight 551.63
AlogP 4.2
Hydrogen Bond Acceptor 10.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 10.0
Polar Surface Area 145.65
Molecular species ACID
Aromatic Rings 4.0
Heavy Atoms 39.0

Pharmacology

Mechanism of Action Action Reference
Endothelin receptor, ET-A/ET-B antagonist ANTAGONIST DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Endothelin receptor
- 4.7-280 39.81-72.44 6.5-340 22.54
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
- 4.7-202 - - -
Oryctolagus cuniculus
530 - - - 22.54
Rattus norvegicus
- 4.7-95 39.81 - -

Cross References

Resources Reference
ChEBI 51450
ChEMBL CHEMBL957
DrugBank DB00559
DrugCentral 392
FDA SRS XUL93R30K2
Human Metabolome Database HMDB0014699
Guide to Pharmacology 3494
PDB K86
PharmGKB PA10034
SureChEMBL SCHEMBL4218
ZINC ZINC000001538857
CONTENTS