Molecule Details
InChIKeyPHWXUGHIIBDVKD-UHFFFAOYSA-N
Compound NameSitaxentan
Canonical SMILESCc1cc2c(cc1CC(=O)c1sccc1S(=O)(=O)Nc1onc(C)c1Cl)OCO2
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)2
Pfam Stratification Homologous
Avg pChEMBL8.43
SourceBindingDB;ChEMBL
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB06268
Drug NameSitaxentan
CAS Number184036-34-8
Groups approved withdrawn
ATC Codes C02KX03
DescriptionSitaxentan was marketed under the trade name Thelin for the treatment of pulmonary arterial hypertension (PAH) by Encysive Pharmaceuticals until Pfizer purchased Encysive in February 2008. In 2010, Pfizer voluntarily removed sitaxentan from the market over concerns of hepatotoxicity.

Categories: Antihypertensive Agents Antihypertensives for Pulmonary Arterial Hypertension Cytochrome P-450 CYP2C19 Inhibitors Cytochrome P-450 CYP2C19 Inhibitors (weak) Cytochrome P-450 CYP2C19 inhibitors (strength unknown) Cytochrome P-450 CYP2C9 Inhibitors Cytochrome P-450 CYP2C9 Inhibitors (strength unknown) Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inhibitors Cytochrome P-450 Substrates Endothelin Receptor Antagonists Sulfur Compounds
Cross-references: BindingDB: 50058126 ChEBI: 135736 CHEMBL282724 ChemSpider: 187436 Drugs Product Database (DPD): 20136 Guide to Pharmacology: 3950 IUPHAR: 3950 D07171 PharmGKB: PA165958361 PubChem:216235 PubChem:99443241 Wikipedia: Sitaxentan ZINC: ZINC000001481831
Target Activities (2)
Target Gene Organism Category Pfam pChEMBL Type Source
P25101 EDNRA Homo sapiens Human PF00001 8.8 IC50 ChEMBL;BindingDB
P24530 EDNRB Homo sapiens Human PF00001 8.0 IC50 BindingDB
DrugBank Target Actions (6)
Target Gene Target Name Action Type
P08684 CYP3A4 Cytochrome P450 3A4 inhibitor enzymes
P11712 CYP2C9 Cytochrome P450 2C9 inhibitor enzymes
P33261 CYP2C19 Cytochrome P450 2C19 inhibitor enzymes
P11712 CYP2C9 Cytochrome P450 2C9 substrate enzymes
P24530 EDNRB Endothelin receptor type B antagonist targets
P25101 EDNRA Endothelin-1 receptor antagonist targets