Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1708)
Drug Name
Vorapaxar sulfate
Synonyms
Vorapaxar sulfate (JAN/USAN); Vorapaxar sulfate [USAN]; Zontivity (TN); Vorapaxar monosulfate; 705260-08-8; CHEBI:83314; CHEMBL2107386; Carbamic acid, N-[(1R,3aR,4aR,6R,8aR,9S,9aS)-9-[(1E)-2-[5-(3-fluorophenyl)-2-pyridinyl]ethenyl]dodecahydro-1-methyl-3-oxonaphtho[2,3-c]furan-6-yl]-, ethyl ester, sulfate (1:1); DTXSID60990731; EX-A1149; IN66038E6C; SCH 530348 H2SO4 Salt; SCH 530348 sulfate; UNII-IN66038E6C; VORAPAXAR SULFATE
Indication Myocardial infarction [ICD11: BA41] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 590.7 Topological Polar Surface Area 161
Heavy Atom Count 41 Rotatable Bond Count 6
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 10
Cross-matching ID
PubChem CID
10077129
ChEBI ID
CHEBI:83314
CAS Number
705260-08-8
TTD Drug ID
D0VA0I
Formula
C29H35FN2O8S
Canonical SMILES
CCOC(=O)NC1CCC2C(C1)CC3C(C2C=CC4=NC=C(C=C4)C5=CC(=CC=C5)F)C(OC3=O)C.OS(=O)(=O)O
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
InChIKey
NQRYCIGCIAWEIC-CKLVGUEFSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Amine metabolite M19 DM005287
24878828
Other reaction - Carbamate cleavage 1 [3]
Vorapaxar sulfate metabolite M20 DM005286
49838773
Oxidation - Hydrolyzationn 1 [3]
Amine metabolite M19 DM005287
24878828
Unclear 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005663 Vorapaxar sulfate Vorapaxar sulfate metabolite M20 Oxidation - Hydrolyzationn CYP3A4 ... [3]
MR005665 Vorapaxar sulfate Amine metabolite M19 Other reaction - Carbamate cleavage CYP3A4 [3]
MR005664 Vorapaxar sulfate metabolite M20 Amine metabolite M19 Unclear CYP3A4 ... [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2J2 (CYP2J2) DME0031 Homo sapiens
CP2J2_HUMAN
1.14.14.24
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 Vorapaxar Sulfate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Vorapaxar: the missing link in antiplatelet therapy! J Anaesthesiol Clin Pharmacol. 2017 Apr-Jun;33(2):269-270.
3 Identification of human liver cytochrome P450 enzymes involved in the metabolism of SCH 530348 (Vorapaxar), a potent oral thrombin protease-activated receptor 1 antagonist

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