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Compound Detail

CHEMBL690

PRAVASTATIN SODIUM
💊 Approved Drug
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💊 Approved Drug
CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)[O-])[C@H]21.[Na+]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL690
Name PRAVASTATIN SODIUM
Phase Approved
Structure Type MOL
InChI Key VWBQYTRBTXKKOG-IYNICTALSA-M
Therapeutic ✓ Yes
Parent Compound CHEMBL1144
Active Moiety CHEMBL1144

Known Names

CS-514 Dehypotin protect Elisor Eptastatin sodium Lipemol Liplat Lipostat NSC-759253 Pravachol Pravastatin sodium Pravastatin sodium component of pravigard pac SQ-31,000 +1 more
4
Targets
15
Activities
1
Assay Types
0
PK Parameters
20
Publications
13
Known Names
15
Indications
1
Mechanisms

Molecular Properties

424.5
MW (Da)
2.44
ALogP
6
HBA
4
HBD
124.3
PSA (Ų)
0.40
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1991
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -stat-
USAN Year 1988

Extended Properties

Molecular Formula C23H35NaO7
MW 446.52
Aromatic Rings 0
Heavy Atoms 30
NP-Likeness 2.18

Mechanism of Action

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

Indications

Atherosclerosis Cardiovascular Diseases Coronary Artery Disease Coronary Disease Hypercholesterolemia Hyperlipoproteinemia Type II Myocardial Infarction Diabetes Mellitus, Type 1 Hyperlipidemia, Familial Combined Lipodystrophy Liver Neoplasms Lung Neoplasms HIV Infections HIV Infections Leukemia

Activity Summary

IC50 15 meas. best 8.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
3-hydroxy-3-methylglutaryl-coenzyme A reductase
CHEMBL3247
 IC50 8.38 7.856 4.2 5
3-hydroxy-3-methylglutaryl-coenzyme A reductase
CHEMBL402
 IC50 7.52 6.69 30.0 2
Rattus norvegicus
CHEMBL376
 IC50 7.0 6.794 100.0 5
Homo sapiens
CHEMBL372
 IC50 5.51 5.51 3080.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 4.2 nM 8.38 In vitro HMG-CoA reductase inhibitory activity to inhibit sterol synthesis in ce... 11392538
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 5.0 nM 8.3 Inhibition of rat liver microsomal HMG-CoA reductase 8246234
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 24.0 nM 7.62 The compound was tested in vitro for inhibition of rat hepatic HMG-CoA reductase... 1895299
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 26.0 nM 7.58 Inhibition of rat microsomal HMG-CoA reductase activity by 50% 2231594
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 30.0 nM 7.52 Tested in vitro for the inhibition of HMG-CoA reductase from partially purified ... 1597859
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 40.0 nM 7.4 Ability to inhibit microsomal preparation of HMG-CoA reductase in rat liver. 1992149
Rattus norvegicus IC50 = 100.0 nM 7.0 The compound was tested for inhibition of Cholesterol synthesis from [14C]- Acet... 1895299
Rattus norvegicus IC50 = 100.0 nM 7.0 Compound was tested for 50% inhibition of cholesterol synthesis in isolated rat ... 2231594
Rattus norvegicus IC50 = 141.0 nM 6.85 Incorporation of [14C]- acetate into sterols measured in rat liver. 1992149
Rattus norvegicus IC50 = 228.0 nM 6.64 Incorporation of [14C]- acetate into sterols measured in rat spleen. 1992149
Rattus norvegicus IC50 = 329.0 nM 6.48 Incorporation of [14C]- acetate into sterols measured in rat testis. 1992149
3-hydroxy-3-methylglutaryl-coenzyme A reductase IC50 = 1370.0 nM 5.86 In vitro HMG-CoA reductase inhibitory activity to inhibit cellular steroidgenesi... 11392538
Homo sapiens IC50 = 3080.0 nM 5.51 The compound was tested for inhibition of Cholesterol synthesis from [14C]- Acet... 1895299
Homo sapiens IC50 = 3100.0 nM 5.51 Compound was tested for 50% inhibition of cholesterol synthesis in human skin fi... 2231594

Literature References

PubMed DOI Target Context # Activities
17502414 10.1128/aac.01330-06 Plasmodium falciparum 6
11392538 10.1016/s0960-894x(01)00203-7 3-hydroxy-3-methylglutaryl-coenzyme A reductase 6
1895299 10.1021/jm00113a019 Rattus norvegicus 3
2231594 10.1021/jm00173a007 Rattus norvegicus 3
1992149 10.1021/jm00105a071 Rattus norvegicus 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
1597859 10.1021/jm00089a022 3-hydroxy-3-methylglutaryl-coenzyme A reductase 2
1992149 10.1021/jm00105a071 NON-PROTEIN TARGET 2
1992149 10.1021/jm00105a071 No relevant target 1
1992149 10.1021/jm00105a071 3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
2231594 10.1021/jm00173a007 Homo sapiens 1
2231594 10.1021/jm00173a007 3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
1597859 10.1021/jm00089a022 No relevant target 1
8246234 10.1021/jm00075a021 3-hydroxy-3-methylglutaryl-coenzyme A reductase 1
1895299 10.1021/jm00113a019 Unchecked 1
20457823 10.1128/aac.00198-10 Plasmodium berghei 1
20457823 10.1128/aac.00198-10 HepG2 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
1895299 10.1021/jm00113a019 Homo sapiens 1

Data from ChEMBL 36 via Core Engine