General Information
Drug ID
DR00311
Drug Name
Ambrisentan
Synonyms
(+-)-(2S)-2-((4,6-Dimethylpyrimidin-2-yl)oxy)-3-methoxy-3,3-diphenylpropanoic acid; 2-(4,6-dimethylpyrimidin-2-yl)oxy-3-methoxy-3,3-diphenyl-propanoic acid; 2-(4,6-dimethylpyrimidin-2-yl)oxy-3-methoxy-3,3-diphenylpropanoic acid; 2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3-methoxy-3,3-diphenylpropanoic acid; Ambrisentan [INN]; BSF 208075; BSF-208075; BSF208075; Benzenepropanoic acid, .alpha.-[(4,6-dimethyl-2-pyrimidinyl)oxy]-.beta.-methoxy-.beta.-phe; Gilead brand of ambrisentan; LU 208075; LU-208075; LU208075; Letairis
Drug Type
Small molecular drug
Indication Pulmonary arterial hypertension [ICD11:BB01.0] Approved [1]
Structure
3D MOL 2D MOL
Formula
C22H22N2O4
Canonical SMILES
CC1=CC(=NC(=N1)OC(C(=O)O)C(C2=CC=CC=C2)(C3=CC=CC=C3)OC)C
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
InChIKey
OUJTZYPIHDYQMC-LJQANCHMSA-N
CAS Number
CAS 177036-94-1
Pharmaceutical Properties Molecular Weight 378.4 Topological Polar Surface Area 81.5
Heavy Atom Count 28 Rotatable Bond Count 7
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 6
XLogP
3.8
PubChem CID
6918493
PubChem SID
103307060 ,104035299 ,114788055 ,118855302 ,12015371 ,126616865 ,126651844 ,131302629 ,134338642 ,135692418 ,137237404 ,139988399 ,143497715 ,144205520 ,14779987 ,152133959 ,152238501 ,152258462 ,160647297 ,160826914 ,162011508 ,162172038 ,163093066 ,163387054 ,164824132 ,170465143 ,17194924 ,174007223 ,175267375 ,175426501 ,178100778 ,179116973 ,185986582 ,187071933 ,196107821 ,198977886 ,198991664 ,204430246 ,211534802 ,223375980 ,223532574 ,223704800 ,224518792 ,226395806 ,43529863 ,50551569 ,51091419 ,53787770 ,57371956 ,93309673
ChEBI ID
CHEBI:135949
TTD Drug ID
D0X5ZI
DT(s) Transporting This Drug P-GP Transporter Info P-glycoprotein 1 Substrate [2]
References
1 Ambrisentan was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Potential for pharmacokinetic interactions between ambrisentan and cyclosporine. Clin Pharmacol Ther. 2010 Oct;88(4):513-20.

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