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Compound Detail

CHEMBL393220

ATORVASTATIN CALCIUM
💊 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-].CC(C)c1c(C(=O)Nc2ccccc2)c(-c2ccccc2)c(-c2ccc(F)cc2)n1CC[C@@H](O)C[C@@H](O)CC(=O)[O-].[Ca+2]

Basic Information

ChEMBL ID CHEMBL393220
Name ATORVASTATIN CALCIUM
Phase Approved
Structure Type MOL
InChI Key FQCKMBLVYCEXJB-MNSAWQCASA-L
Therapeutic ✓ Yes
Parent Compound CHEMBL1487
Active Moiety CHEMBL1487

Known Names

Atorvaliq Atorvastatin calcium Atorvastatin calcium (anhydrous) Atorvastatin calcium anhydrous Atorvastatin calcium component of caduet Atorvastatin calcium component of liptruzet Atorvastatin calcium component of ocustatin trihydrate Atorvastatin calcium hydrate Atorvastatin calcium salt anhydrous Atorvastatin calcium salt trihydrate Atorvastatin calcium trihydrate CI-981 +4 more
13
Targets
23
Activities
2
Assay Types
1
PK Parameters
20
Publications
16
Known Names
20
Indications
1
Mechanisms

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 C66H68CaF2N4O10
MW 1155.36
Aromatic Rings 4
Heavy Atoms 41
NP-Likeness -0.41

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
HMG-CoA reductase inhibitor INHIBITOR 3-hydroxy-3-methylglutaryl-coenzyme A reductase

Indications

Angina Pectoris Coronary Artery Disease Dyslipidemias Heart Failure Heart Failure Hypercholesterolemia Hyperlipidemias Hyperlipoproteinemia Type II Hypertension Myocardial Infarction Myocardial Infarction Stroke Cardiovascular Diseases Diabetes Mellitus, Type 1 Diabetes Mellitus, Type 2 Hyperlipidemia, Familial Combined Lipid Metabolism Disorders Non-ST Elevated Myocardial Infarction Renal Insufficiency, Chronic ST Elevation Myocardial Infarction

Activity Summary

IC50 21 meas. best 6.09
Ki 2 meas. best 6.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Solute carrier organic anion transporter family member 1B1
CHEMBL1697668
Ki 6.35 6.35 450.0 1
Solute carrier organic anion transporter family member 1B1
CHEMBL1697668
IC50 6.09 6.09 812.8 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 5.92 5.325 1200.0 4
KB
CHEMBL398
IC50 5.71 5.71 1970.0 1
Solute carrier organic anion transporter family member 1B3
CHEMBL1743121
Ki 5.59 5.59 2580.0 1
Solute carrier organic anion transporter family member 1B3
CHEMBL1743121
IC50 5.47 5.47 3388.4 1
HeLa
CHEMBL399
IC50 5.38 5.38 4220.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.32 5.2167 4800.0 6
Unchecked
CHEMBL612545
IC50 5.32 5.32 4788.0 1
Bile salt export pump
CHEMBL6020
IC50 4.89 4.89 13000.0 1
3-hydroxy-3-methylglutaryl-coenzyme A reductase
CHEMBL3247
IC50 4.88 4.88 13220.0 1
ATP-binding cassette sub-family C member 3
CHEMBL5918
IC50 4.85 4.85 14200.0 1
Caco-2
CHEMBL614058
IC50 4.73 4.73 18700.0 1
ADMET
CHEMBL612558
IC50 4.69 4.69 20300.0 1
ATP-binding cassette sub-family C member 4
CHEMBL1743128
IC50 4.05 4.05 88500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 154.19 ng.hr.mL-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Solute carrier organic anion transporter family member 1B1 Ki = 450.0 nM 6.35 Ki values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cells 23571415
Solute carrier organic anion transporter family member 1B1 IC50 = 812.83 nM 6.09 pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO ce... 23571415
NON-PROTEIN TARGET IC50 = 1200.0 nM 5.92 Cytotoxicity against human Me300 cells after 72 hrs by MTT assay 22533316
KB IC50 = 1970.0 nM 5.71 Cytotoxicity against human KB cells after 72 hrs by MTT assay 22533316
Solute carrier organic anion transporter family member 1B3 Ki = 2580.0 nM 5.59 Ki values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cells 23571415
Solute carrier organic anion transporter family member 1B3 IC50 = 3388.44 nM 5.47 pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO ce... 23571415
HeLa IC50 = 4220.0 nM 5.38 Cytotoxicity against human HeLa cells after 72 hrs by MTT assay 22533316
Unchecked IC50 = 4788.0 nM 5.32 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
Plasmodium falciparum IC50 = 4800.0 nM 5.32 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 17502414
Plasmodium falciparum IC50 = 5100.0 nM 5.29 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum FCR3 17502414
Plasmodium falciparum IC50 = 5300.0 nM 5.28 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum IMT0... 17502414
Plasmodium falciparum IC50 = 5800.0 nM 5.24 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D6 17502414
Plasmodium falciparum IC50 = 5800.0 nM 5.24 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Bre1 17502414
NON-PROTEIN TARGET IC50 = 6900.0 nM 5.16 Cytotoxicity against human LN18 cells assessed as reduction in cell survival aft... 22533316
NON-PROTEIN TARGET IC50 = 7440.0 nM 5.13 Cytotoxicity against human LNZ308 cells after 72 hrs by MTT assay 22533316
NON-PROTEIN TARGET IC50 = 8100.0 nM 5.09 Cytotoxicity against human LN229 cells assessed as reduction in cell survival af... 22533316
Plasmodium falciparum IC50 = 11800.0 nM 4.93 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 17502414
Bile salt export pump IC50 = 13000.0 nM 4.89 Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as... 23956101
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 13220.0 nM 4.88 Inhibition of Holtzman-Sprague-Dawley rat liver HMG CoA reductase after 30 mins 17851082
ATP-binding cassette sub-family C member 3 IC50 = 14200.0 nM 4.85 Inhibition of human MRP3 overexpressed in Sf9 insect cell membrane vesicles asse... 23956101

Literature References

PubMed DOI Target Context # Activities
17502414 10.1128/aac.01330-06 Plasmodium falciparum 12
21447733 10.1124/dmd.111.038075 ADMET 8
22533316 10.1021/jm300256z ADMET 4
22533316 10.1021/jm300256z NON-PROTEIN TARGET 4
23956101 10.1093/toxsci/kft176 Unchecked 3
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 3
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 3
23956101 10.1093/toxsci/kft176 Homo sapiens 2
22533316 10.1021/jm300256z LN-18 2
22533316 10.1021/jm300256z LN-229 2
22533316 10.1021/jm300256z MCF7 1
22533316 10.1021/jm300256z LNCaP 1
22533316 10.1021/jm300256z KB 1
22533316 10.1021/jm300256z HeLa 1
22533316 10.1021/jm300256z Caco-2 1
38308950 10.1016/j.ejmech.2024.116170 Monocarboxylate transporter 1 1
22533316 10.1021/jm300256z OVCAR 1
22533316 10.1021/jm300256z No relevant target 1
23956101 10.1093/toxsci/kft176 Bile salt export pump 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 2 1

Data from ChEMBL 36 via Core Engine