clopidogrel   Click here for help

GtoPdb Ligand ID: 7150

Synonyms: Iscover® | Plavix® | SR-25990C
Approved drug PDB Ligand
clopidogrel is an approved drug (FDA (1997), EMA (1998))
Compound class: Synthetic organic
Comment: Clopidogrel is a prodrug converted by liver CYP450 via 2-oxo-clopidogrel to an active metabolite, listed in GtoPdb as clopidogrel (active metabolite) [2]. Marketed formulations may contain clopidogrel bisulfate (PubChem CID 115366).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 57.78
Molecular weight 321.06
XLogP 2.73
No. Lipinski's rules broken 0
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Canonical SMILES COC(=O)C(c1ccccc1Cl)N1CCc2c(C1)ccs2
Isomeric SMILES COC(=O)[C@H](c1ccccc1Cl)N1CCc2c(C1)ccs2
InChI InChI=1S/C16H16ClNO2S/c1-20-16(19)15(12-4-2-3-5-13(12)17)18-8-6-14-11(10-18)7-9-21-14/h2-5,7,9,15H,6,8,10H2,1H3/t15-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1997), EMA (1998))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
Is prodrug? Yes
Active form clopidogrel (active metabolite)
IUPAC Name Click here for help
methyl (2S)-2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetate
International Nonproprietary Names Click here for help
INN number INN
5908 clopidogrel
Synonyms Click here for help
Iscover® | Plavix® | SR-25990C
Database Links Click here for help
CAS Registry No. 113665-84-2
ChEMBL Ligand CHEMBL1771
DrugBank Ligand DB00758
DrugCentral Ligand 708
GtoPdb PubChem SID 178103725
PubChem CID 60606
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UniChem Compound Search for chemical match using the InChIKey GKTWGGQPFAXNFI-HNNXBMFYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GKTWGGQPFAXNFI-HNNXBMFYSA-N
Wikipedia clopidogrel