CHEBI:82702 - vorapaxar

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name vorapaxar
ChEBI ID CHEBI:82702
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Toni Morrison
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C29H33FN2O4
Net Charge 0
Average Mass 492.58170
Monoisotopic Mass 492.24244
InChI InChI=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
InChIKey ZBGXUVOIWDMMJE-QHNZEKIYSA-N
SMILES CCOC(=O)N[C@@H]1CC[C@@H]2[C@H](C[C@@H]3[C@@H]([C@@H](C)OC3=O)[C@H]2\C=C\c2ccc(cn2)-c2cccc(F)c2)C1
Roles Classification
Biological Role(s): protease-activated receptor-1 antagonist
An antagonist at the protease-activated receptor-1.
Application(s): 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.
cardiovascular drug
A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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
vorapaxar KEGG DRUG
Manual Xrefs Databases
4870 DrugCentral
D09765 KEGG DRUG
Vorapaxar Wikipedia
VPX PDBeChem
View more database links
Registry Numbers Types Sources
12646121 Reaxys Registry Number Reaxys
618385-01-6 CAS Registry Number KEGG DRUG
618385-01-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
23396280 PubMed citation Europe PMC
23426761 PubMed citation Europe PMC
23501976 PubMed citation Europe PMC
23530022 PubMed citation Europe PMC
24211500 PubMed citation Europe PMC
24402559 PubMed citation Europe PMC
24444781 PubMed citation Europe PMC
24627331 PubMed citation Europe PMC
24676931 PubMed citation Europe PMC
24729713 PubMed citation Europe PMC
24750101 PubMed citation Europe PMC
24962425 PubMed citation Europe PMC
25012288 PubMed citation Europe PMC
25129064 PubMed citation Europe PMC
25138682 PubMed citation Europe PMC
25262270 PubMed citation Europe PMC
Last Modified
22 February 2017