Fluvastatin
(E,3S,5R)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoic acid
Molecular Identity
Fluvastatin
(E,3S,5R)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoic acid
PubChem CID: 1548972
Fluvastatin is a racemate comprising equimolar amounts of (3R,5S)- and (3S,5R)-fluvastatin. An HMG-CoA reductase inhibitor, it is used (often as the corresponding sodium salt) to reduce triglycerides and LDL-cholesterol, and increase HDL-chloesterol, in the treatment of hyperlipidaemia. It has a role as an anticholesteremic drug and an EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor. It is a racemate and a statin (synthetic). It contains a (3R,5S)-fluvastatin and a (3S,5R)-fluvastatin.
2D Structure
Properties
C24H26FNO4
Molecular Formula
411.50
Molecular Weight
g/mol
411.1846
Exact Mass
Da
3.5
XLogP
Drug-like (Lipinski: < 5)
82.7
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
5
H-Bond Acceptors
590
Complexity
SMILES
Canonical SMILES
SMILES: CC(C)N1C2=CC=CC=C2C(=C1C=CC(CC(CC(=O)O)O)O)C3=CC=C(C=C3)FIsomeric SMILES
SMILES: CC(C)N1C2=CC=CC=C2C(=C1/C=C/[C@@H](C[C@@H](CC(=O)O)O)O)C3=CC=C(C=C3)FSynonyms(20)
fluvastatinFluvastatine93957-54-1FluvastatinaFluvastatinumCHEBI:5136XU-623204L066368ASXU 62320Fluvas(3S,5R,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acidCHEBI:38561DTXSID2020636NSC-7588966-HEPTENOIC ACID, 7-(3-(4-FLUOROPHENYL)-1-(1-METHYLETHYL)-1H-INDOL-2-YL)-3,5-DIHYDROXY-, (3R,5S,6E)-REL-
Data from PubChem (NCBI)
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Drug Network
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