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Compound Detail

CHEMBL1487

ATORVASTATIN
💊 Approved Drug
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💊 Approved Drug
CC(C)c1c(C(=O)Nc2ccccc2)c(-c2ccccc2)c(-c2ccc(F)cc2)n1CC[C@@H](O)C[C@@H](O)CC(=O)O

Basic Information

ChEMBL ID CHEMBL1487
Name ATORVASTATIN
Phase Approved
Structure Type MOL
InChI Key XUKUURHRXDUEBC-KAYWLYCHSA-N
Therapeutic ✓ Yes

Known Names

Atorvastatin Atorvastatina Atorvastatine Cardyl Lipitor Prevencor Sortis Tahor Zarator
17
Targets
87
Activities
2
Assay Types
13
PK Parameters
20
Publications
9
Known Names
20
Indications

Molecular Properties

558.6
MW (Da)
6.31
ALogP
5
HBA
4
HBD
111.8
PSA (Ų)
0.16
QED
2
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1996
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral
USAN Stem -stat-
USAN Year 1994

Extended Properties

Molecular Formula C33H35FN2O5
MW 558.65
Aromatic Rings 4
Heavy Atoms 41
NP-Likeness -0.41

Indications

Cardiovascular Diseases Acute Chest Syndrome Acute Coronary Syndrome Alzheimer Disease Atherosclerosis Atrial Fibrillation Bicuspid Aortic Valve Disease Breast Neoplasms Breast Neoplasms Cardiomyopathy, Hypertrophic Cognitive Dysfunction Coronary Artery Disease Coronary Disease Diabetes Mellitus Diabetes Mellitus, Type 2 Edema, Cardiac Graves Ophthalmopathy Hematoma, Subdural, Intracranial HIV Infections HIV Infections

ATC Classification

C10AA05
atorvastatin
Level 1: CARDIOVASCULAR SYSTEM
Level 2: LIPID MODIFYING AGENTS

Activity Summary

IC50 86 meas. best 9.64
Ki 1 meas. best 8.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
3-hydroxy-3-methylglutaryl-coenzyme A reductase
CHEMBL402
IC50 9.64 8.4225 0.2 4
Plasmodium falciparum
CHEMBL364
IC50 9.15 5.4765 0.7 51
Hepatocyte
CHEMBL613362
IC50 9.0 8.8 1.0 2
3-hydroxy-3-methylglutaryl-coenzyme A reductase
CHEMBL3247
IC50 8.42 8.175 3.8 4
3-hydroxy-3-methylglutaryl-coenzyme A reductase
CHEMBL402
Ki 8.21 8.21 6.2 1
L6
CHEMBL614793
IC50 7.11 6.98 78.0 2
Solute carrier organic anion transporter family member 1B1
CHEMBL1697668
IC50 6.22 6.04 600.0 3
3-hydroxy-3-methylglutaryl-coenzyme A reductase
CHEMBL3593154
IC50 6.03 5.0033 930.0 3
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
IC50 5.37 5.37 4300.0 1
Rho-related GTP-binding protein RhoC
CHEMBL5465545
IC50 5.3 5.3 5000.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 5.29 5.29 5100.0 1
A549
CHEMBL392
IC50 5.06 5.06 8700.0 1
Unchecked
CHEMBL612545
IC50 5.05 4.965 8900.0 2
Histone deacetylase 1
CHEMBL325
IC50 4.95 4.94 11148.0 2
Histone deacetylase 6
CHEMBL1865
IC50 4.85 4.845 14151.0 2
Histone deacetylase 2
CHEMBL1937
IC50 4.65 4.65 22547.0 2
Hs68
CHEMBL614578
IC50 4.64 4.64 22700.0 1
MEF
CHEMBL614342
IC50 4.51 4.51 30700.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.000127 mL.min-1.g-1 Homo sapiens
CL - - Homo sapiens
CL 459.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 113.0 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 0.127 uL/min Homo sapiens
CL 34.6 mL.min-1.kg-1 Rattus norvegicus
CL 8.9 mL.min-1.kg-1 Homo sapiens
Cmax 5.03 nM Homo sapiens
F 14.0 % Homo sapiens
Fu 0.04 - Rattus norvegicus
Fu 0.04 - Rattus norvegicus
Fu 0.00048 - Rattus norvegicus
Fu 0.000478 - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 0.227 nM 9.64 DRUGMATRIX: HMG-CoA Reductase enzyme inhibition (substrate: [14C]HMG-CoA) -
Plasmodium falciparum IC50 = 0.7 nM 9.15 Antimalarial activity against Plasmodium falciparum 3D7 assessed as reduction in... 37289832
Hepatocyte IC50 = 0.99 nM 9.0 Inhibition of cholesterol synthesis in rat hepatocyte 18155906
Plasmodium falciparum IC50 = 1.0 nM 9.0 Antiplasmodial activity against Plasmodium falciparum 3D7 39150723
Hepatocyte IC50 = 2.5 nM 8.6 Inhibition of cholesterol synthesis in rat hepatocytes assessed as incorporation... 18412317
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 3.8 nM 8.42 Inhibition of rat microsomal HMGCoA reductase 18155906
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 6.0 nM 8.22 Inhibitory concentration against 3-hydroxy-3-methylglutaryl-CoA reductase 15686906
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 6.2 nM 8.21 Inhibition of HMGR in rat hepatic microsomes assessed as conversion of [14C]HMG-... 18412317
3-hydroxy-3-methylglutaryl-coenzyme A reductase Ki = 6.2 nM 8.21 Inhibition of HMG-CoA Reductase (unknown origin) 31188592
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 7.0 nM 8.15 Reductase Assay: All assays were carried out in a reaction buffer containing 100... -
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 11.6 nM 7.94 Reductase Activity Assay: The HMGR activity was performed using HMG-CoA reductas... -
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 12.0 nM 7.92 Inhibition of HMG-CoA reductase in Sprague-Dawley rat liver microsomes 18072721
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 12.9 nM 7.89 Inhibition of recombinant HMG-CoA reductase (unknown origin) after 10 mins by sp... 23570542
L6 IC50 = 78.0 nM 7.11 Inhibition of cholesterol synthesis in rat L6 cells assessed as incorporation of... 18412317
L6 IC50 = 142.0 nM 6.85 Inhibition of cholesterol synthesis in rat L6 myocyte 18155906
Solute carrier organic anion transporter family member 1B1 IC50 = 600.0 nM 6.22 Inhibition of OATP1B1 (unknown origin) expressed in HEK293 cells using estradiol... 22587986
Solute carrier organic anion transporter family member 1B1 IC50 = 800.0 nM 6.1 Inhibition of OATP1B1 (unknown origin) expressed in HEK293 cells using pitavasta... 22587986
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 930.0 nM 6.03 Inhibition of pig liver microsomal HMG-CoA reductase by colorimetric method 29634260
Solute carrier organic anion transporter family member 1B1 IC50 = 1600.0 nM 5.8 Inhibition of OATP1B1 (unknown origin) expressed in HEK293 cells using estrone-3... 22587986
Plasmodium falciparum IC50 = 2500.0 nM 5.6 Antimalarial activity against Plasmodium falciparum IMT K14 assessed as incorpor... 19307369

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 638
- 10.5281/zenodo.13943903 ADMET 88
19307369 10.1128/aac.01462-08 Plasmodium falciparum 44
- 10.1039/C6MD00283H Rattus norvegicus 24
16472241 10.2174/1570163043334794 Hepatotoxicity 18
35749236 10.1021/acs.jnatprod.2c00259 Unchecked 15
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
23378628 10.1124/dmd.112.050054 ADMET 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
18412317 10.1021/jm800001n Cavia porcellus 8
32985885 10.1021/acs.jmedchem.0c01033 ADMET 7
- 10.1039/C6MD00283H 3-hydroxy-3-methylglutaryl-coenzyme A reductase 6
19258270 10.1128/aac.01469-08 Plasmodium falciparum 6
36566630 10.1016/j.ejmech.2022.115010 Rhizopus arrhizus 5
39150723 10.1021/acs.jnatprod.4c00516 Plasmodium falciparum 5
21983443 10.1016/j.bmcl.2011.09.053 Syrian golden hamster 5
20952551 10.1124/dmd.110.035840 3-hydroxy-3-methylglutaryl-coenzyme A reductase 4
22593038 10.1124/dmd.112.045732 Hepatocyte 4
22541068 10.1021/jm300212s Solute carrier organic anion transporter family member 2B1 4

Data from ChEMBL 36 via Core Engine