Vorapaxar sulfateProduct ingredient for Vorapaxar

Name
Vorapaxar sulfate
Drug Entry
Vorapaxar

Vorapaxar is a tricyclic himbacine-derived selective inhibitor of protease activated receptor (PAR-1) indicated for reducing the incidence of thrombotic cardiovascular events in patients with a history of myocardial infarction (MI) or with peripheral arterial disease (PAD). By inhibiting PAR-1, a thrombin receptor expressed on platelets, vorapaxar prevents thrombin-related platelet aggregation.

Accession Number
DBSALT001104
Structure
Synonyms
Not Available
External IDs
SCH 530348 / SCH-530348 / SCH530348
UNII
IN66038E6C
CAS Number
705260-08-8
Weight
Average: 590.66
Monoisotopic: 590.209815432
Chemical Formula
C29H35FN2O8S
InChI Key
NQRYCIGCIAWEIC-CKLVGUEFSA-N
InChI
InChI=1S/C29H33FN2O4.H2O4S/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;1-5(2,3)4/h4-9,12-13,16-17,20,23-27H,3,10-11,14-15H2,1-2H3,(H,32,34);(H2,1,2,3,4)/b12-9+;/t17-,20+,23-,24-,25+,26-,27+;/m1./s1
IUPAC Name
ethyl N-[(1R,3aR,4aR,6R,8aR,9S,9aS)-9-[(1E)-2-[5-(3-fluorophenyl)pyridin-2-yl]ethenyl]-1-methyl-3-oxo-dodecahydronaphtho[2,3-c]furan-6-yl]carbamate; sulfuric acid
SMILES
OS(O)(=O)=O.[H][C@@]12C[C@]3([H])C[C@@H](CC[C@@]3([H])[C@H](\C=C\C3=CC=C(C=N3)C3=CC(F)=CC=C3)[C@]1([H])[C@@H](C)OC2=O)NC(=O)OCC
ChemSpider
8252667
ChEBI
83314
ChEMBL
CHEMBL2107386
Wikipedia
Vorapaxar
Predicted Properties
PropertyValueSource
Water Solubility0.000654 mg/mLALOGPS
logP4.9ALOGPS
logP5.04Chemaxon
logS-5.9ALOGPS
pKa (Strongest Acidic)14.78Chemaxon
pKa (Strongest Basic)4.32Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area77.52 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity134.52 m3·mol-1Chemaxon
Polarizability53.83 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon