ambrisentan   Click here for help

GtoPdb Ligand ID: 3951

Synonyms: Letairis®
Approved drug
ambrisentan is an approved drug (FDA (2007), EMA (2008))
Compound class: Synthetic organic
Comment: Ambrisentan is an endothelin receptor antagonist, with selectivity for the type A endothelin receptor (ETA).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 81.54
Molecular weight 378.16
XLogP 3.67
No. Lipinski's rules broken 0
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Canonical SMILES COC(C(C(=O)O)Oc1nc(C)cc(n1)C)(c1ccccc1)c1ccccc1
Isomeric SMILES COC([C@@H](C(=O)O)Oc1nc(C)cc(n1)C)(c1ccccc1)c1ccccc1
InChI InChI=1S/C22H22N2O4/c1-15-14-16(2)24-21(23-15)28-19(20(25)26)22(27-3,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h4-14,19H,1-3H3,(H,25,26)/t19-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2007), EMA (2008))
IUPAC Name Click here for help
(2S)-2-(4,6-dimethylpyrimidin-2-yl)oxy-3-methoxy-3,3-di(phenyl)propanoic acid
International Nonproprietary Names Click here for help
INN number INN
8128 ambrisentan
Synonyms Click here for help
Database Links Click here for help
Specialist databases
GPCRdb Ligand ambrisentan
Other databases
CAS Registry No. 177036-94-1 (source: Scifinder)
ChEBI CHEBI:254051
ChEMBL Ligand CHEMBL1111
DrugCentral Ligand 4337
GtoPdb PubChem SID 178100778
PubChem CID 6918493
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UniChem Compound Search for chemical match using the InChIKey OUJTZYPIHDYQMC-LJQANCHMSA-N
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Ambrisentan (links to external site)
Cat. No. 5828