Molecule Details
InChIKeyJGCMEBMXRHSZKX-UHFFFAOYSA-N
Compound NameMacitentan
Canonical SMILESCCCNS(=O)(=O)Nc1ncnc(OCCOc2ncc(Br)cn2)c1-c1ccc(Br)cc1
Clinical Status Data-mined Candidate
Targets (Human+Pathogen)3
Pfam Stratification Homologous
Avg pChEMBL7.24
SourceChEMBL;BindingDB
2D Structure
2D structure
Activity Profile
DrugBank Annotations
DrugBank ID DB08932
Drug NameMacitentan
CAS Number441798-33-0
Groups approved investigational
ATC Codes C02KX04 C02KX54
DescriptionMacitentan is a dual endothelin receptor antagonist used in the treatment of pulmonary arterial hypertension (PAH).[L35890] It was first approved by the FDA in 2013. Macitentan differs from its predecessor [bosentan] in part due to its lower risk of hepatotoxicity. A combination product (Opsynvi) co...

Categories: Amides Antihypertensive Agents Antihypertensives for Pulmonary Arterial Hypertension Cytochrome P-450 CYP2C19 Substrates Cytochrome P-450 CYP2C8 Substrates Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Substrates Drugs that are Mainly Renally Excreted Endothelin A Receptor Antagonists Endothelin B Receptor Antagonists Endothelin Receptor Antagonists Sulfones Sulfur Compounds Vasodilating Agents
Cross-references: BindingDB: 50395626 ChEBI: 76607 CHEMBL2103873 ChemSpider: 13134960 Drugs Product Database (DPD): 22162 D10135 PDB: A1D5I PubChem:16004692 PubChem:175427162 RxCUI: 1442132 Wikipedia: Macitentan ZINC: ZINC000043202140
Target Activities (3)
Target Gene Organism Category Pfam pChEMBL Type Source
P25101 EDNRA Homo sapiens Human PF00001 9.3 IC50 ChEMBL;BindingDB
P24530 EDNRB Homo sapiens Human PF00001 6.4 IC50 ChEMBL;BindingDB
P35462 DRD3 Homo sapiens Human PF00001 6.0 Ki ChEMBL
DrugBank Target Actions (8)
Target Gene Target Name Action Type
P02763 P02763 alpha1-acid glycoprotein binder carriers
P02768 ALB Albumin binder carriers
P08684 CYP3A4 Cytochrome P450 3A4 substrate enzymes
P10632 CYP2C8 Cytochrome P450 2C8 substrate enzymes
P11712 CYP2C9 Cytochrome P450 2C9 substrate enzymes
P33261 CYP2C19 Cytochrome P450 2C19 substrate enzymes
P24530 EDNRB Endothelin receptor type B antagonist targets
P25101 EDNRA Endothelin-1 receptor antagonist targets