mevastatin

Ligand id: 3031

Name: mevastatin

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 390.24
XLogP 4.07
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
[(1S,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate
International Nonproprietary Names
INN number INN
4943 mevastatin
Synonyms
compactin [2] | ML-236B [6]
Database Links
CAS Registry No. 73573-88-3
ChEMBL Ligand CHEMBL54440
DrugBank Ligand DB06693
PubChem CID 64715
RCSB PDB Ligand 2UO
Search Google for chemical match using the InChIKey AJLFOPYRIVGYMJ-INTXDZFKSA-N
Search Google for chemicals with the same backbone AJLFOPYRIVGYMJ
Search PubMed clinical trials mevastatin
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Search UniChem for chemical match using the InChIKey AJLFOPYRIVGYMJ-INTXDZFKSA-N
Search UniChem for chemicals with the same backbone AJLFOPYRIVGYMJ
Wikipedia Mevastatin
Comments
Mevastatin, originally isolated from Penicillium citrinum, was the first HMG-CoA reductase inhibitor (statin) to be identified [6].
Note, the structure presented here is a representative one, as there is some ambiguity in the stereoisomeric specification, see [2] and [5] for the primary references.