PRAVASTATIN

Search structure
Synonyms:
Status: Approved (1991)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C10AA03
UNII: KXO2KT9N0G

Structure
InChI Key TUZYXOIXSAXUGO-PZAWKZKUSA-N
Smile 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
InChI
InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28)/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H36O7
Molecular Weight 424.53
AlogP 2.44
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 10.0
Polar Surface Area 124.29
Molecular species ACID
Aromatic Rings 0.0
Heavy Atoms 30.0

Pharmacology

Primary Target
hydroxymethylglutaryl-CoA reductase
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 13-32 - - 86-90
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 3600 - 3400 37
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - 52000 5

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Ischemic Stroke 3 D000083242 ClinicalTrials
Hypertension 3 D006973 ClinicalTrials
Pre-Eclampsia 3 D011225 ClinicalTrials
Hyperlipidemias 3 D006949 ClinicalTrials
Renal Insufficiency, Chronic 3 D051436 ClinicalTrials
Multiple Sclerosis, Relapsing-Remitting 3 D020529 ClinicalTrials
Myocardial Ischemia 3 D017202 ClinicalTrials
Polycystic Kidney, Autosomal Dominant 3 D016891 ClinicalTrials
Hypercholesterolemia 3 D006937 ClinicalTrials
Lipid Metabolism Disorders 3 D052439 ClinicalTrials
Hyperlipoproteinemia Type III 3 D006952 ClinicalTrials
Hyperlipidemia, Familial Combined 3 D006950 ClinicalTrials
Diabetes Mellitus 3 D003920 ClinicalTrials
Myocardial Infarction 3 D009203 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Carcinoma, Hepatocellular 3 D006528 ClinicalTrials
Carcinoma 2 D002277 ClinicalTrials
Progeria 2 D011371 ClinicalTrials
Mucocutaneous Lymph Node Syndrome 2 D009080 ClinicalTrials
Fibrosis 2 D005355 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Tuberculosis, Pulmonary 2 D014397 ClinicalTrials
Tuberculosis 2 D014376 ClinicalTrials
Lupus Erythematosus, Systemic 2 D008180 ClinicalTrials
Progeria 2 D011371 ClinicalTrials
Lymphoma 2 D008223 ClinicalTrials
Acute Kidney Injury 1 D058186 ClinicalTrials
Leukemia 1 D007938 ClinicalTrials
Arthritis, Rheumatoid 1 D001172 ClinicalTrials
HIV Infections 1 D015658 ClinicalTrials
Pneumonia 0 D011014 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 81093-37-0
ChEBI 63618
ChEMBL CHEMBL1144
DrugBank DB00175
DrugCentral 2239
EPA CompTox DTXSID6023498
FDA SRS KXO2KT9N0G
Human Metabolome Database HMDB0005022
Guide to Pharmacology 2953
KEGG C01844
PharmGKB PA451089
PubChem 54687
SureChEMBL SCHEMBL1117
ZINC ZINC000003798763
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