General Information of the Compound
Compound ID
CP0667664
Compound Name
VORAPAXAR
    Show/Hide
Synonyms
618385-01-6
CHEBI:82702
CHEMBL493982
Carbamic acid, [(1R,3aR,4aR,6R,8aR,9S,9aS)-9-[(1E)-2-[5-(3-fluorophenyl)-2- pyridinyl]etheny
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
MK-5348
SCH-530348
SCH530348
UNII-ZCE93644N2
Vorapaxar
Vorapaxar [USAN:INN]
ZCE93644N2
Zontivity
ethyl ((1R,3aR,4aR,6R,8aR,9S,9aS)-9-((E)-2-(5-(3-fluorophenyl)pyridin-2-yl)vinyl)-1-methyl-3-oxododecahydronaphtho[2,3-c]furan-6-yl)carbamate
    Show/Hide
Structure
Formula
C29H33FN2O4
Molecular Weight
492.591
Canonical SMILES
CCOC(=O)N[C@@H]1CC[C@@H]2[C@@H](C1)C[C@H]1C(=O)O[C@H](C)[C@H]1[C@H]2/C=C/c1ccc(-c2cccc(F)c2)cn1
    Show/Hide
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
    Show/Hide
InChIKey
ZBGXUVOIWDMMJE-QHNZEKIYSA-N
CAS
618385-01-6
Physicochemical Property
logP
5.6295
Rotatable Bonds
5
Heavy Atom Count
36
Polar Areas
77.52
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Complexity
36

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

    Show/Hide
Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 10077130
SID: 81044371
ChEMBL ID
CHEMBL493982
DrugBank ID
DB09030
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01871, Proteinase-activated receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 64 nM
   TI
   LI
   LO
   TS
CL000667 KNRK Rattus norvegicus (Rat)  1
1
IC50 = 250 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Vorapaxar )
Drug Name Vorapaxar
Company Schering-Plough
Indication
Myocardial infarction
Approved
Target(s)
Proteinase activated receptor 1 (F2R)
Antagonist