fluvastatin

Home
Ligands
fluvastatin

Ligand id: 2951

Name: fluvastatin

Structure and Physico-chemical Properties

2D Structure

Calculated Physico-chemical Properties
Hydrogen bond acceptors	5
Hydrogen bond donors	3
Rotatable bonds	8
Topological polar surface area	82.69
Molecular weight	411.18
XLogP	4.96
No. Lipinski's rules broken	0

Molecular properties generated using the CDK

Classification
Compound class	Synthetic organic
Approved drug?	Yes (source: FDA (1993))

IUPAC Name
(3R,5S)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoic acid

IUPAC Name

(3R,5S)-7-[3-(4-fluorophenyl)-1-propan-2-ylindol-2-yl]-3,5-dihydroxyhept-6-enoic acid

International Nonproprietary Names
INN number	INN
6547	fluvastatin

Synonyms
Canef®
Lescol®

Synonyms

Canef®

Lescol®

Database Links
CAS Registry No.	93957-54-1 (source: Scifinder)
ChEBI	CHEBI:38561
ChEMBL Ligand	CHEMBL1078
DrugBank Ligand	DB01095
PubChem CID	446155
RCSB PDB Ligand	115
Search Google for chemical match using the InChIKey	FJLGEFLZQAZZCD-MCBHFWOFSA-N
Search Google for chemicals with the same backbone	FJLGEFLZQAZZCD
Search PubMed clinical trials	fluvastatin
Search PubMed titles	fluvastatin
Search PubMed titles/abstracts	fluvastatin
Wikipedia	Fluvastatin

Comments
Fluvastatin is a member of the cholesterol-lowering statin family of drugs. The approved drug is a racemic mixture of a 3R, 5S isomer and a 3S, 5R isomer, and this is supported by the INN document which also indicates a racemate. The 3R, 5S isomer (shown here, and in the PubChem link above) is more pharmacologically active [1,4]. The other isomer is represented by CID 1548972. Representations of the stereochemistry of fluvastatin shown on the resources linked to above may vary from the structure shown here. The majority of the references we cite for our biological activity data do not specify whether the racemate or a specific stereoisomer were used in their experiments.

Comments

Fluvastatin is a member of the cholesterol-lowering statin family of drugs. The approved drug is a racemic mixture of a 3R, 5S isomer and a 3S, 5R isomer, and this is supported by the INN document which also indicates a racemate. The 3R, 5S isomer (shown here, and in the PubChem link above) is more pharmacologically active [1,4]. The other isomer is represented by CID 1548972. Representations of the stereochemistry of fluvastatin shown on the resources linked to above may vary from the structure shown here. The majority of the references we cite for our biological activity data do not specify whether the racemate or a specific stereoisomer were used in their experiments.