ambrisentan   

GtoPdb Ligand ID: 3951

Synonyms: Letairis®
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
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
SMILES / InChI / InChIKey
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
InChI Key OUJTZYPIHDYQMC-LJQANCHMSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2007), EMA (2008))
IUPAC Name
(2S)-2-(4,6-dimethylpyrimidin-2-yl)oxy-3-methoxy-3,3-di(phenyl)propanoic acid
International Nonproprietary Names
INN number INN
8128 ambrisentan
Synonyms
Letairis®
Database Links
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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Wikipedia Ambrisentan

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Ambrisentan
Cat. No. 5828