Molecule Details
| InChIKey | PHWXUGHIIBDVKD-UHFFFAOYSA-N |
|---|---|
| Compound Name | Sitaxentan |
| Canonical SMILES | Cc1cc2c(cc1CC(=O)c1sccc1S(=O)(=O)Nc1onc(C)c1Cl)OCO2 |
| Clinical Status | Data-mined Candidate |
| Targets (Human+Pathogen) | 2 |
| Pfam Stratification | Homologous |
| Avg pChEMBL | 8.43 |
| Source | BindingDB;ChEMBL |
2D Structure
Activity Profile
DrugBank Annotations
| DrugBank ID | DB06268 |
|---|---|
| Drug Name | Sitaxentan |
| CAS Number | 184036-34-8 |
| Groups | approved withdrawn |
| ATC Codes | C02KX03 |
| Description | Sitaxentan 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)
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 |