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].
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2D Structure
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Physico-chemical Properties
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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
SMILES / InChI / InChIKey
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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)
InChI Key JGCMEBMXRHSZKX-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA and EMA (2013))
IUPAC Name Click here for help
5-(4-bromophenyl)-6-[2-(5-bromopyrimidin-2-yl)oxyethoxy]-N-(propylsulfamoyl)pyrimidin-4-amine
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
CAS Registry No. 441798-33-0 (source: SciFinder)
ChEMBL Ligand CHEMBL2103873
DrugBank Ligand DB08932
DrugCentral Ligand 4809
GtoPdb PubChem SID 178103924
PubChem CID 16004692
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Wikipedia Macitentan