simvastatin

Ligand id: 2955

Name: simvastatin

IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: simvastatin

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

View interactive charts of activity data from ChEMBL and GtoPdb across species (New!)

Selectivity at human enzymes
Key to terms and symbols Click column headers to sort
Target Type Action Affinity Units Concentration range (M) Reference
hydroxymethylglutaryl-CoA reductase Inhibitor Competitive 7.9 – 8.0 pIC50 - 1,3
pIC50 8.0 (IC50 1.1x10-8 M) [3]
pIC50 7.9 (IC50 1.21x10-8 M) [1]
Description: In vitro inhibition of HMG-CoA reductase
Selectivity at rat enzymes
Key to terms and symbols Click column headers to sort
Target Type Action Affinity Units Concentration range (M) Reference
hydroxymethylglutaryl-CoA reductase Inhibitor Competitive 6.8 – 9.1 pIC50 - 2,4-5
pIC50 9.1 (IC50 9x10-10 M) [2]
Description: Inhibition of HMG-CoA reductase
Conditions: Concentration of substrate:12.5 µM HMG-CoA. Inhibition of solubilized, purified rat liver HMG-CoA reductase.
pIC50 8.9 (IC50 1.3x10-9 M) [5]
Description: In vitro inhibition of cellular cholesterol synthesis
Conditions: Assay measuring sterol biosynthesis (cell assay) in rat hepatocytes at 37°C
pIC50 8.6 (IC50 2.74x10-9 M) [4]
Description: in vitro inhibition of cholesterol synthesis
Conditions: Inhibition IC50 values measured in primary rat hepatocytes
pIC50 7.3 (IC50 4.9x10-8 M) [5]
Description: In vitro inhibition of HMG-CoA reductase
Conditions: Assay using purified enzyme, 37oC
pIC50 6.8 (IC50 1.5x10-7 M) [5]
Description: In vitro inhibition of cellular cholesterol synthesis
Conditions: Assay measuring sterol biosynthesis (cell assay) in rat myocytes at 37°C