Clopidogrel besilateProduct ingredient for Clopidogrel

Name
Clopidogrel besilate
Drug Entry
Clopidogrel

Clopidogrel is a prodrug of a platelet inhibitor used to reduce the risk of myocardial infarction and stroke.3,9 Clopidogrel is indicated to reduce the risk of myocardial infarction for patients with non-ST elevated acute coronary syndrome (ACS), patients with ST-elevated myocardial infarction, and in recent MI, stroke, or established peripheral arterial disease,9

It has been shown to be superior to aspirin in reducing cardiovascular outcomes in patients with cardiovascular disease and provides additional benefit to patients with acute coronary syndromes already taking aspirin.8

Clopidogrel was granted FDA approval on 17 November 1997.9

Accession Number
DBSALT002628
Structure
Synonyms
Clopidogrel benzenesulfonate / Clopidogrel besylate
UNII
BL9VGG8BHW
CAS Number
744256-69-7
Weight
Average: 479.99
Monoisotopic: 479.0627929
Chemical Formula
C22H22ClNO5S2
InChI Key
CUZIJKLLBDXNFV-RSAXXLAASA-N
InChI
InChI=1S/C16H16ClNO2S.C6H6O3S/c1-20-16(19)15(12-4-2-3-5-13(12)17)18-8-6-14-11(10-18)7-9-21-14;7-10(8,9)6-4-2-1-3-5-6/h2-5,7,9,15H,6,8,10H2,1H3;1-5H,(H,7,8,9)/t15-;/m0./s1
IUPAC Name
benzenesulfonic acid; methyl (2S)-2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetate
SMILES
OS(=O)(=O)C1=CC=CC=C1.[H][C@@](N1CCC2=C(C1)C=CS2)(C(=O)OC)C1=CC=CC=C1Cl
ChemSpider
8023704
Predicted Properties
PropertyValueSource
Water Solubility0.0118 mg/mLALOGPS
logP3.84ALOGPS
logP4.03Chemaxon
logS-4.4ALOGPS
pKa (Strongest Basic)4.77Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area29.54 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity84.93 m3·mol-1Chemaxon
Polarizability32.77 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon