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CHEBI:82702 - vorapaxar

ChEBI IDCHEBI:82702
ChEBI Namevorapaxar
Stars
DefinitionA carbamate ester that is the ethyl ester of [(1R,3aR,4aR,6R,8aR,9S,9aS)-9-{(E)-2-[5-(3-fluorophenyl)pyridin-2-yl]ethynyl}-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl]carbamic acid. A protease-activated receptor-1 antagonist used (as its sulfate salt) for the reduction of thrombotic cardiovascular events in patients with a history of myocardial infarction (MI) or with peripheral arterial disease. It has been shown to reduce the rate of a combined endpoint of cardiovascular death, MI, stroke and urgent coronary revascularisation.
Last Modified22 February 2017
Submittertmorrison
DownloadsMolfile
FormulaC29H33FN2O4
Net Charge0
Average Mass492.591
Monoisotopic Mass492.24244
SMILES[H][C@@]12C[C@H](NC(=O)OCC)CC[C@@]1([H])[C@H](/C=C/c1ccc(-c3cccc(F)c3)cn1)[C@]1([H])[C@@H](C)OC(=O)[C@]1([H])C2
InChIInChI=1S/C29H33FN2O4/c1-3-35-29(34)32-23-10-11-24-20(14-23)15-26-27(17(2)36-28(26)33)25(24)12-9-22-8-7-19(16-31-22)18-5-4-6-21(30)13-18/h4-9,12-13,16-17,20,23-27H,3,10-11,14-15H2,1-2H3,(H,32,34)/b12-9+/t17-,20+,23-,24-,25+,26-,27+/m1/s1
InChIKeyZBGXUVOIWDMMJE-QHNZEKIYSA-N
Wikipedia
Roles Classification
Biological Role:
protease-activated receptor-1 antagonist  An antagonist at the protease-activated receptor-1.
Applications:
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
platelet aggregation inhibitor  A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
ChEBI Ontology
Outgoing Relation(s)
vorapaxar (CHEBI:82702) has role cardiovascular drug (CHEBI:35554)
vorapaxar (CHEBI:82702) has role platelet aggregation inhibitor (CHEBI:50427)
vorapaxar (CHEBI:82702) has role protease-activated receptor-1 antagonist (CHEBI:83313)
vorapaxar (CHEBI:82702) is a carbamate ester (CHEBI:23003)
vorapaxar (CHEBI:82702) is a lactone (CHEBI:25000)
vorapaxar (CHEBI:82702) is a naphthofuran (CHEBI:39270)
vorapaxar (CHEBI:82702) is a organofluorine compound (CHEBI:37143)
vorapaxar (CHEBI:82702) is a pyridines (CHEBI:26421)
vorapaxar (CHEBI:82702) is conjugate base of vorapaxar(1+) (CHEBI:83315)
Incoming Relation(s)
vorapaxar(1+) (CHEBI:83315) is conjugate acid of vorapaxar (CHEBI:82702)
IUPAC Name 
ethyl [(1R,3aR,4aR,6R,8aR,9S,9aS)-9-{(E)-2-[5-(3-fluorophenyl)pyridin-2-yl]ethenyl}-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl]carbamate
INN  Source
vorapaxarKEGG DRUG
Manual XrefsDatabases
D09765KEGG DRUG
VPXPDBeChem
VorapaxarWikipedia
4870DrugCentral
Registry NumbersSources
Reaxys:12646121Reaxys
CAS:618385-01-6KEGG DRUG
CAS:618385-01-6ChemIDplus
Citations