CLOPIDOGREL

Search structure
Synonyms:
Status: Approved (1997)
Entry Type: Small molecule
Molecule Category: Parent Prodrug
ATC: B01AC04
UNII: A74586SNO7

Structure
InChI Key GKTWGGQPFAXNFI-HNNXBMFYSA-N
Smile COC(=O)[C@H](c1ccccc1Cl)N1CCc2sccc2C1
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H16ClNO2S
Molecular Weight 321.83
AlogP 3.67
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 3.0
Polar Surface Area 29.54
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 21.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B6
- - - 500-1100 44
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - 14300 10
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - - 35

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Thrombosis 4 D013927 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Coronary Disease 3 D003327 ClinicalTrials
Carotid Stenosis 3 D016893 ClinicalTrials
Peripheral Arterial Disease 3 D058729 ClinicalTrials
Acute Coronary Syndrome 3 D054058 ClinicalTrials
Atrial Fibrillation 3 D001281 ClinicalTrials
Hemorrhage 3 D006470 ClinicalTrials
Ischemia 3 D007511 ClinicalTrials
Stroke 3 D020521 ClinicalTrials
Renal Insufficiency, Chronic 3 D051436 ClinicalTrials
Atherosclerosis 3 D050197 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Vascular Diseases 3 D014652 ClinicalTrials
Angina, Stable 3 D060050 ClinicalTrials
Aortic Valve Stenosis 3 D001024 ClinicalTrials
Ischemic Attack, Transient 3 D002546 ClinicalTrials
Intracranial Aneurysm 3 D002532 ClinicalTrials
Intracranial Arteriosclerosis 3 D002537 ClinicalTrials
ST Elevation Myocardial Infarction 3 D000072657 ClinicalTrials
Arteriosclerosis 3 D001161 ClinicalTrials
Thrombophilia 3 D019851 ClinicalTrials
Heart Defects, Congenital 3 D006330 ClinicalTrials
Gastrointestinal Hemorrhage 3 D006471 ClinicalTrials
Brain Infarction 3 D020520 ClinicalTrials
Ischemic Stroke 3 D000083242 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Venous Thromboembolism 2 D054556 ClinicalTrials
Intermittent Claudication 2 D007383 ClinicalTrials
Peripheral Vascular Diseases 2 D016491 ClinicalTrials
Asthma 2 D001249 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Hypertension, Pulmonary 2 D006976 ClinicalTrials
Polycythemia Vera 2 D011087 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Pneumonia, Viral 2 D011024 ClinicalTrials
Pregnancy 2 D011247 ClinicalTrials
Respiratory Insufficiency 2 D012131 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Heart Diseases 2 D006331 ClinicalTrials
Head and Neck Neoplasms 1 D006258 ClinicalTrials
Diabetes Mellitus, Type 2 1 D003924 ClinicalTrials
Lupus Erythematosus, Systemic 1 D008180 ClinicalTrials
Depressive Disorder, Major 1 D003865 ClinicalTrials
Cardiovascular Diseases 1 D002318 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 113665-84-2
ChEBI 37941
ChEMBL CHEMBL1771
DrugBank DB00758
DrugCentral 708
EPA CompTox DTXSID6022848
FDA SRS A74586SNO7
Human Metabolome Database HMDB0005011
Guide to Pharmacology 7150
KEGG D07729
PDB CGE
PharmGKB PA449053
PubChem 60606
SureChEMBL SCHEMBL4769
ZINC ZINC000034781704
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