clopidogrel (active metabolite)

Ligand id: 1772

Name: clopidogrel (active metabolite)

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 105.64
Molecular weight 355.06
XLogP 2.45
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Prodrug clopidogrel
IUPAC Name
(2Z)-2-[1-[(1S)-1-(2-chlorophenyl)-2-methoxy-2-oxoethyl]-4-sulfanylpiperidin-3-ylidene]acetic acid
Database Links
PubChem CID 10066813
Search Google for chemical match using the InChIKey CWUDNVCEAAXNQA-AWGNNQSZSA-N
Search Google for chemicals with the same backbone CWUDNVCEAAXNQA
Search UniChem for chemical match using the InChIKey CWUDNVCEAAXNQA-AWGNNQSZSA-N
Search UniChem for chemicals with the same backbone CWUDNVCEAAXNQA
Comments
The structure shown here is of the active metabolite of clopidogrel, a pro-drug which is activated via 2-oxo-clopidogrel (PubChem CID 56848893) by cytochrome P450 enzymes in the liver. This compound is an irreversible antagonist of the platelet P2Y12 receptor [3]. The antagonist effect is stereoselective for the S-enantiomer shown here, whereas the R-enantiomer is almost inactive.