atorvastatin

Ligand id: 2949

Name: atorvastatin

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 13
Topological polar surface area 111.79
Molecular weight 558.25
XLogP 8.02
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (source: FDA (1996))
Is prodrug? Yes
Active form o-hydroxyatorvastatinp-hydroxyatorvastatin
IUPAC Name
(3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-(propan-2-yl)-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid
International Nonproprietary Names
INN number INN
7259 atorvastatin
Synonyms
Lipitor®
Database Links
CAS Registry No. 134523-00-5 (source: Scifinder)
ChEBI CHEBI:39548
ChEMBL Ligand CHEMBL1487
DrugBank Ligand DB01076
PubChem CID 60823
RCSB PDB Ligand 117
Search Google for chemical match using the InChIKey XUKUURHRXDUEBC-KAYWLYCHSA-N
Search Google for chemicals with the same backbone XUKUURHRXDUEBC
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Search UniChem for chemical match using the InChIKey XUKUURHRXDUEBC-KAYWLYCHSA-N
Search UniChem for chemicals with the same backbone XUKUURHRXDUEBC
Wikipedia Atorvastatin
Comments
The 3S, 5S-Atorvastatin enantiomer is inactive [4]. Atorvastatin is metabolised to form active metabolites atorvastatin lactone (CID 6483036), o-hydroxyatorvastatin (CID 9808225) and p-hydroxyatorvastatin (CID 9851106).

Atorvastatin calcium is found in combination with amlodipine besylate in the drug Caduet®.