FLUVASTATIN

Search structure
Synonyms:
Status: Approved (1993)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C10AA04
UNII: 4L066368AS

Structure
InChI Key FJLGEFLZQAZZCD-MCBHFWOFSA-N
Smile CC(C)n1c(/C=C/[C@@H](O)C[C@@H](O)CC(=O)O)c(-c2ccc(F)cc2)c2ccccc21
InChI
InChI=1S/C24H26FNO4/c1-15(2)26-21-6-4-3-5-20(21)24(16-7-9-17(25)10-8-16)22(26)12-11-18(27)13-19(28)14-23(29)30/h3-12,15,18-19,27-28H,13-14H2,1-2H3,(H,29,30)/b12-11+/t18-,19-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H26FNO4
Molecular Weight 411.47
AlogP 4.63
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 8.0
Polar Surface Area 82.69
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 30.0

Pharmacology

Primary Target
hydroxymethylglutaryl-CoA reductase
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 400 - - -
Enzyme Oxidoreductase
- 0.353-28 - - -
Enzyme Protease Serine protease Serine protease SC clan Serine protease S9B subfamily
- - - - 8
Enzyme Transferase
- - - - -10.44-14.33
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - 21.38-39.73
Epigenetic regulator Eraser Histone deacetylase HDAC class III
7100 - - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 1
- - 11040 - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 4 Nuclear hormone receptor subfamily 4 group A Nuclear hormone receptor subfamily 4 group A member 2
1900-1900 - - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC10 family of sodium-bile acid co-transporters
- 40000 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 76
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 36100-36100 - - -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 57000 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hypercholesterolemia 3 D006937 ClinicalTrials
Lipid Metabolism Disorders 3 D052439 ClinicalTrials
Erectile Dysfunction 3 D007172 ClinicalTrials
Aortic Valve Stenosis 2 D001024 ClinicalTrials
Hepatitis C 2 D006526 ClinicalTrials
Hepatitis C, Chronic 2 D019698 ClinicalTrials
Nephritis, Hereditary 2 D009394 ClinicalTrials
Polyendocrinopathies, Autoimmune 2 D016884 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 2 D064129 ClinicalTrials
Melanoma 1 D008545 ClinicalTrials
Paraganglioma 1 D010235 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 93957-54-1
ChEBI 38562
ChEMBL CHEMBL2220442
DrugBank DB01095
FDA SRS 4L066368AS
Guide to Pharmacology 2951
PubChem 5353627
SureChEMBL SCHEMBL2848
ZINC ZINC01886617
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