Clopidogrel
Athanor · official
C16H16ClNO2S · 321.8 g/mol
IUPAC name: methyl (2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate
Also called Plavix, antiplatelet
Names and identifiers
- IUPAC name
- methyl (2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate
- Synonyms
- Plavix, antiplatelet, Thrombo
+ 36 more
Zyllt, (+)-Clopidogrel, Clopidogrel Acino, Clopidogrel Hexal, (+)-(S)-Clopidogrel, Iscover, SR 25990, R 130964, Clopidogrel ratiopharm GmbH, Clopidogrelum, CHEBI:37941, A74586SNO7, NSC-758613, SR-25990, DTXSID6022848, R-130964, methyl (2S)-2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetate, Methyl 2-(2-chlorophenyl)-2-(4,5,6,7-tetrahydrothieno(3,2-c)pyridin-5-yl)acetate, Clopidogrel Mepha, methyl (2S)-2-(2-chlorophenyl)-2-(4H,5H,6H,7H-thieno(3,2-c)pyridin-5-yl)acetate, RefChem:5699, DTXCID202848, B01AC04, PCR-4099, Clopidogrel 1a-pharma, Clopidogrel apotex, Clopidogrel-ratiopharm, Grepid, (S)-Clopidogrel, Clopidogrel Winthrop, Clopidogrel 1A Pharma, HSDB 7430, (S)-Methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate, methyl (2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate, UNII-A74586SNO7, MFCD05662337
- Molecular formula
- C16H16ClNO2S
- Empirical formula
- C16H16ClNO2S
- Molecular weight
- 321.8 g/mol
- Exact mass
- 321.05903
- CAS number
- 113665-84-2
- PubChem CID
- 60606
- Canonical SMILES
- COC(=O)C(C1=CC=CC=C1Cl)N2CCC3=C(C2)C=CS3
- Isomeric SMILES
- COC(=O)[C@H](C1=CC=CC=C1Cl)N2CCC3=C(C2)C=CS3
- 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
- InChIKey
- GKTWGGQPFAXNFI-HNNXBMFYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 21
- Rings
- 3
- Aromatic rings
- 2
- Fraction sp³ carbons (Fsp3)
- 0.31
- H-bond donors
- 0
- H-bond acceptors
- 4
- Rotatable bonds
- 3 computed here · PubChem 4
- TPSA (Ų)
- 29.5 computed here · PubChem 57.8
- Formal charge
- 0
- XLogP3
- 3.8 PubChem
- Complexity
- 381 PubChem
- Stereocenters
- 1 definedCIP: C5: S
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C59.71%
- H5.01%
- Cl11.02%
- N4.35%
- O9.94%
- S9.96%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 3.67 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -4.34 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.78 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 321.83
- log P ≤ 5 (Crippen): 3.67
- H-bond donors ≤ 5: 0
- H-bond acceptors ≤ 10: 4
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
From European Chemicals Agency (ECHA). Source [2].
- H362May cause harm to breast-fed children
Precautionary statements: P203, P260, P263, P264, P270, P318
Safety data sheets on the supplier’s page: Biorbyt, MedChemexpress MCE, Accel Scientific.
Always read the supplier’s safety data sheet before working with it.
Spectra
- GC-MSSpectraBase
- MS-MSHuman Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive)
- LC-MSMassBank Europe (Bruker maXis Impact · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Bruker maXis Impact · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Bruker maXis Impact · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Bruker maXis Impact · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Bruker maXis Impact · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Bruker maXis Impact · LC-ESI-QTOF · POSITIVE)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
- [2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [4]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [5]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- [6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [7]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.