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Compound Detail

CHEMBL2218894

FLUVASTATIN SODIUM
💊 Approved Drug
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💊 Approved Drug
CC(C)n1c(/C=C/C(O)CC(O)CC(=O)[O-])c(-c2ccc(F)cc2)c2ccccc21.[Na+]

Basic Information

ChEMBL ID CHEMBL2218894
Name FLUVASTATIN SODIUM
Phase Approved
Structure Type MOL
InChI Key ZGGHKIMDNBDHJB-CALJPSDSSA-M
Therapeutic ✓ Yes
Parent Compound CHEMBL2220442
Active Moiety CHEMBL2220442

Known Names

Almastatin Canef Cranoc Dorisin xl Fluindostatin Fluvastatin sodium Fluvastatin sodium salt Fractal Lescol Lescol xl Lipaxan Lochol +9 more
5
Targets
21
Activities
1
Assay Types
0
PK Parameters
13
Publications
21
Known Names
3
Indications
1
Mechanisms

Molecular Properties

411.5
MW (Da)
4.63
ALogP
4
HBA
3
HBD
82.7
PSA (Ų)
0.50
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1993
Availability Prescription
Chirality Racemic

Routes of Administration

Oral
USAN Stem -stat-
USAN Year 1989

Extended Properties

Molecular Formula C24H25FNNaO4
MW 433.45
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness 0.03

Mechanism of Action

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

Indications

Hypercholesterolemia Hyperlipoproteinemia Type II Breast Neoplasms

Activity Summary

IC50 21 meas. best 8.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
3-hydroxy-3-methylglutaryl-coenzyme A reductase
CHEMBL3247
IC50 8.6 7.3425 2.5 4
Rattus norvegicus
CHEMBL376
IC50 8.4 7.2633 4.0 3
Unchecked
CHEMBL612545
IC50 7.4 5.7514 39.9 7
HepG2
CHEMBL395
IC50 7.1 7.1 79.0 1
Plasmodium falciparum
CHEMBL364
IC50 4.06 4.0425 87100.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 2.5 nM 8.6 In vitro inhibition of solubilized HMG-CoA reductase in rat liver. 1656041
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 2.5 nM 8.6 Inhibitory activity against partially purified rat liver HMG-CoA reductase in vi... 8246237
Rattus norvegicus IC50 = 4.0 nM 8.4 Incorporation of [14C]- acetate into sterols measured in rat testis. 1992149
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 32.0 nM 7.5 Ability to inhibit microsomal preparation of HMG-CoA reductase in rat liver. 1992149
Unchecked IC50 = 39.88 nM 7.4 PubChem BioAssay. GSK3B-pretreated HCT116 viability from Cell TiterGlo-IC50. (... -
HepG2 IC50 = 79.0 nM 7.1 Tested for ability to inhibit incorporation of [14C]acetate into cholesterol in ... 8246237
Rattus norvegicus IC50 = 142.0 nM 6.85 Incorporation of [14C]- acetate into sterols measured in rat liver. 1992149
Rattus norvegicus IC50 = 292.0 nM 6.54 Incorporation of [14C]- acetate into sterols measured in rat spleen. 1992149
Unchecked IC50 = 980.1 nM 6.01 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de... -
Unchecked IC50 = 965.9 nM 6.01 PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Unchecked IC50 = 1744.81 nM 5.76 PubChem BioAssay. SW480 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 3331.74 nM 5.48 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture nuclear area decrease (vi... -
Unchecked IC50 = 13039.62 nM 4.88 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Unchecked IC50 = 19194.0 nM 4.72 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 21210.0 nM 4.67 Inhibition of Holtzman-Sprague-Dawley rat liver HMG CoA reductase after 30 mins 17851082
Plasmodium falciparum IC50 = 87100.0 nM 4.06 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum IMT0... 17502414
Plasmodium falciparum IC50 = 92300.0 nM 4.04 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D6 17502414
Plasmodium falciparum IC50 = 90200.0 nM 4.04 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 17502414
Plasmodium falciparum IC50 = 92500.0 nM 4.03 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Bre1 17502414

Literature References

PubMed DOI Target Context # Activities
9836611 10.1021/jm9810102 No relevant target 8
21447733 10.1124/dmd.111.038075 ADMET 8
17502414 10.1128/aac.01330-06 Plasmodium falciparum 6
1992149 10.1021/jm00105a071 Rattus norvegicus 3
1992149 10.1021/jm00105a071 NON-PROTEIN TARGET 2
9836611 10.1021/jm9810102 Homo sapiens 1
8246237 10.1021/jm00075a024 3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
8246237 10.1021/jm00075a024 HepG2 1
1992149 10.1021/jm00105a071 No relevant target 1
1992149 10.1021/jm00105a071 3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
1656041 10.1021/jm00114a004 3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
17851082 10.1016/j.bmc.2007.08.044 3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine