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Compound Detail

CHEMBL1771

CLOPIDOGREL
💊 Approved Drug
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💊 Approved Drug
COC(=O)[C@H](c1ccccc1Cl)N1CCc2sccc2C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1771
Name CLOPIDOGREL
Phase Approved
Structure Type MOL
InChI Key GKTWGGQPFAXNFI-HNNXBMFYSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1201398

Known Names

Clopidogrel NSC-758613 R 130964 R-130964 SR 25990 SR-25990
6
Targets
11
Activities
2
Assay Types
10
PK Parameters
20
Publications
6
Known Names
20
Indications

Molecular Properties

321.8
MW (Da)
3.67
ALogP
4
HBA
0
HBD
29.5
PSA (Ų)
0.81
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1997
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug
USAN Stem -grel
USAN Year 1997

Extended Properties

Molecular Formula C16H16ClNO2S
MW 321.83
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -1.58

Indications

Thrombosis Thrombosis Acute Coronary Syndrome Angina, Stable Aortic Valve Stenosis Arteriosclerosis Atherosclerosis Atrial Fibrillation Brain Infarction Carotid Stenosis Coronary Disease Gastrointestinal Hemorrhage Heart Defects, Congenital Heart Failure Hemorrhage Influenza, Human Intracranial Aneurysm Intracranial Arteriosclerosis Ischemia Ischemic Attack, Transient

ATC Classification

B01AC04
clopidogrel
Level 1: BLOOD AND BLOOD FORMING ORGANS
Level 2: ANTITHROMBOTIC AGENTS

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

IC50 6 meas. best 7.3
Ki 5 meas. best 6.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ADMET
CHEMBL612558
 IC50 7.3 7.075 50.0 2
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 6.52 6.52 299.0 1
Cytochrome P450 2B6
CHEMBL4729
 Ki 6.3 6.1867 500.0 3
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 6.25 6.25 562.0 1
P2Y purinoceptor 12
CHEMBL2001
 IC50 5.62 5.62 2400.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.12 5.12 7600.0 1
Cytochrome P450 2C19
CHEMBL3622
 Ki 4.84 4.84 14300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 32200.0 ng.hr.mL-1 Rattus norvegicus
CL 300.0 mL.min-1.g-1 Homo sapiens
CL 137.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 150.0 mL.min-1.g-1 Homo sapiens
CL 0.000236 mL.min-1.g-1 Homo sapiens
CL 0.000848 mL.min-1.g-1 Homo sapiens
CL 1.084 uL/min Homo sapiens
Cmax 21.53 nM Rattus norvegicus
T1/2 2.48 hr Rattus norvegicus
Tmax 0.583 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ADMET IC50 = 50.0 nM 7.3 Inhibition of CYP2B6 variant in human liver microsomes harboring CYP2B6*6/*6 gen... 22232427
ADMET IC50 = 140.0 nM 6.85 Inhibition of CYP2B6 variant in human liver microsomes harboring CYP2B6*1/*1 gen... 22232427
Sodium-dependent serotonin transporter Ki = 299.0 nM 6.52 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Cytochrome P450 2B6 Ki = 500.0 nM 6.3 Mechanism based inhibition of human cytochrome P450 2B6 using human liver micros... 16248836
Cytochrome P450 2B6 Ki = 500.0 nM 6.3 Time dependent inhibition of CYP2B6 in human liver microsomes 22409598
Sodium-dependent serotonin transporter IC50 = 562.0 nM 6.25 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Cytochrome P450 2B6 Ki = 1100.0 nM 5.96 Mechanism based inhibition of human cytochrome P450 2B6 using recombinant CYP2B6 16248836
P2Y purinoceptor 12 IC50 = 2400.0 nM 5.62 Inhibition of P2Y12 (unknown origin) 35640763
NON-PROTEIN TARGET IC50 = 7600.0 nM 5.12 Anti-platelet activity in rabbit platelet-rich plasma assessed as inhibition of ... -
Cytochrome P450 2C19 Ki = 14300.0 nM 4.84 Time dependent inhibition of CYP2C19 22409598

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 270
- 10.5281/zenodo.13943903 ADMET 89
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
36058469 10.1016/j.bmcl.2022.128969 Rattus norvegicus 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
30843696 10.1021/acs.jmedchem.8b01971 Rattus norvegicus 8
36058469 10.1016/j.bmcl.2022.128969 ADMET 8
22428882 10.1021/jm300038c Liver microsomes 5
29129512 10.1016/j.ejmech.2017.11.014 P2Y purinoceptor 12 5
33049608 10.1016/j.ejmech.2020.112893 Cynomolgus monkey 5
- 10.1039/C4MD00022F NON-PROTEIN TARGET 5
24900388 10.1021/ml3002067 Cytochrome P450 3A4/3A5 4
26807542 10.1016/j.ejmech.2016.01.019 Mus musculus 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4
31563807 10.1016/j.ejmech.2019.111722 Rattus norvegicus 4
22428882 10.1021/jm300038c Rattus norvegicus 4
16248836 10.2174/138920005774330639 Cytochrome P450 2B6 4
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 4
35729784 10.1021/acs.jmedchem.2c00359 Cynomolgus monkey 3

Data from ChEMBL 36 via Core Engine