macitentan   Click here for help

GtoPdb Ligand ID: 7352

Synonyms: ACT-064992 | Opsumit®
Approved drug
macitentan is an approved drug (FDA and EMA (2013))
Compound class: Synthetic organic
Comment: Macitentan is an endothelin receptor antagonist (ERA). It exhibits approximately 50-fold selectivity for the ETA receptor over the ETB receptor [2].
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: macitentan

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 136.6
Molecular weight 585.96
XLogP 4.15
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES CCCNS(=O)(=O)Nc1ncnc(c1c1ccc(cc1)Br)OCCOc1ncc(cn1)Br
Isomeric SMILES CCCNS(=O)(=O)Nc1ncnc(c1c1ccc(cc1)Br)OCCOc1ncc(cn1)Br
InChI InChI=1S/C19H20Br2N6O4S/c1-2-7-26-32(28,29)27-17-16(13-3-5-14(20)6-4-13)18(25-12-24-17)30-8-9-31-19-22-10-15(21)11-23-19/h3-6,10-12,26H,2,7-9H2,1H3,(H,24,25,27)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2013))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9018 macitentan
Synonyms Click here for help
ACT-064992 | Opsumit®
Database Links Click here for help
Specialist databases
GPCRdb Ligand macitentan
Other databases
CAS Registry No. 441798-33-0 (source: SciFinder)
ChEMBL Ligand CHEMBL2103873
DrugBank Ligand DB08932
DrugCentral Ligand 4809
GtoPdb PubChem SID 178103924
PubChem CID 16004692
Search Google for chemical match using the InChIKey JGCMEBMXRHSZKX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JGCMEBMXRHSZKX
Search PubMed clinical trials macitentan
Search PubMed titles macitentan
Search PubMed titles/abstracts macitentan
UniChem Compound Search for chemical match using the InChIKey JGCMEBMXRHSZKX-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JGCMEBMXRHSZKX-UHFFFAOYSA-N
Wikipedia Macitentan