Responsive image

Common name


Vorapaxar

IUPAC name


N-[(1R,3aR,4aR,6R,8aR,9S,9aS)-9-[(E)-2-[5-(3-fluorophenyl)pyridin-2-yl]ethenyl]-1-methyl-3-oxo-dodecahydronaphtho[2,3-c]furan-6-yl]ethoxycarboximidic acid

SMILES


[H]\C(=C(\[H])[C@]1([H])[C@]2([H])[C@@]([H])(C)OC(=O)[C@]2([H])C[C@]2([H])C[C@@]([H])(CC[C@@]12[H])N=C(O)OCC)C1=NC=C(C=C1)C1=CC(F)=CC=C1

Compound class


Platelet Aggregation Inhibitors; Antithrombotic Agents; Blood and Blood Forming Organs; Platelet Aggregation Inhibitors Excl. Heparin;

Therapeutic area


Vorapaxar is indicated for the reduction of thrombotic cardiovascular events in patients with a history of myocardial infarction (MI) or peripheral arterial disease (PAD). It is usually co-administered with acetylsalicylic acid (ASA) and/or clopidogrel, and should therefore be administered as an addition to these medications as it has not been studied alone.

Common name


Vorapaxar

IUPAC name


N-[(1R,3aR,4aR,6R,8aR,9S,9aS)-9-[(E)-2-[5-(3-fluorophenyl)pyridin-2-yl]ethenyl]-1-methyl-3-oxo-dodecahydronaphtho[2,3-c]furan-6-yl]ethoxycarboximidic acid

SMILES


[H]\C(=C(\[H])[C@]1([H])[C@]2([H])[C@@]([H])(C)OC(=O)[C@]2([H])C[C@]2([H])C[C@@]([H])(CC[C@@]12[H])N=C(O)OCC)C1=NC=C(C=C1)C1=CC(F)=CC=C1

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

FORMULA


C29H33FN2O4

Responsive image

Common name


Vorapaxar

IUPAC name


N-[(1R,3aR,4aR,6R,8aR,9S,9aS)-9-[(E)-2-[5-(3-fluorophenyl)pyridin-2-yl]ethenyl]-1-methyl-3-oxo-dodecahydronaphtho[2,3-c]furan-6-yl]ethoxycarboximidic acid

Molecular weight


492.582

clogP


5.276

clogS


-5.462

HBond Acceptor


6

HBond Donor


1

Total Polar
Surface Area


81.01

Number of Rings


5

Rotatable Bond


6

Drug ID Common name Structure CAS SMILE Frequency
FDBF00014 pyridine Responsive image c1cccnc1 0.0333
FDBF00378 fluorobenzene Responsive image Fc1ccccc1 0.0237
FDBF00906 ethyl carbamate Responsive image CCOC(=O)N 0.0055
FDBF00928 2-vinylpyridine Responsive image n1c(cccc1)C=C 0.0010
FDBF03993 (1R,3aR,4aS,8aR,9S,9aS)-1-methyl-9-vinyl-3a,4,4a,5,6,7,8,8a,9,9a-decahydro-1H-benzo[f]isobenzofuran-3-one Responsive image C(=C)C1C2C(OC(=O)C2CC3C1CCCC3)C 0.0003
FDBF03994 (3R,3aS,4aS,8aS,9aR)-3-methyl-3a,4,4a,5,6,7,8,8a,9,9a-decahydro-3H-benzo[f]isobenzofuran-1-one Responsive image O1C(C2CC3C(CC2C1=O)CCCC3)C 0.0003
6 , 1