simvastatin

Ligand id: 2955

Name: simvastatin

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 72.83
Molecular weight 418.27
XLogP 4.78
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1991), EMA (2013))
IUPAC Name
[(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate
International Nonproprietary Names
INN number INN
6147 simvastatin
Synonyms
MK-733 | Zocor®
Database Links
CAS Registry No. 79902-63-9 (source: Scifinder)
ChEBI CHEBI:9150
ChEMBL Ligand CHEMBL1064
DrugBank Ligand DB00641
GtoPdb PubChem SID 135651045
PubChem CID 54454
Search Google for chemical match using the InChIKey RYMZZMVNJRMUDD-HGQWONQESA-N
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Search PubMed clinical trials simvastatin
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Search UniChem for chemical match using the InChIKey RYMZZMVNJRMUDD-HGQWONQESA-N
Search UniChem for chemicals with the same backbone RYMZZMVNJRMUDD
Wikipedia Simvastatin
Comments
Simvastatin is a statin class anti-dyslipidemia drug. It is synthetically derived from a fermantation product from Aspergillus terreus. It is on the World Health Organization's List of Essential Medicines (link to 2015 list).