GtoPdb Ligand ID: 2954

Synonyms: Crestor® | ZD4522
rosuvastatin is an approved drug (FDA (2003))
Compound class: Synthetic organic
Comment: Marketed formulations may contain rosuvastatin calcium (PubChem CID 5282455).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 149.3
Molecular weight 481.17
XLogP 2.43
No. Lipinski's rules broken 0
Canonical SMILES OC(CC(CC(=O)O)O)C=Cc1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C
Isomeric SMILES O[C@@H](C[C@H](CC(=O)O)O)/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C
InChI InChI=1S/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/b10-9+/t16-,17-/m1/s1
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
hydroxymethylglutaryl-CoA reductase Hs Inhibitor Competitive 8.6 pKi - 1
pKi 8.6 (Ki 2.3x10-9 M) [1]
Conditions: pH 6.8, concentrations of substrates: 100µM HMG-CoA, 270µM NADPH.
hydroxymethylglutaryl-CoA reductase Rn Inhibitor Competitive 9.8 pIC50 - 3
pIC50 9.8 (IC50 1.6x10-10 M) [3]
Description: Inhibition of cholesterol systhesis
Conditions: Inhibition of cholesterol synthesis in primary rat hepatocytes
hydroxymethylglutaryl-CoA reductase Hs Inhibitor Competitive 8.3 – 8.5 pIC50 - 2-4
pIC50 8.5 (IC50 3.1x10-9 M) [4]
Description: Inhibition of HMG-CoA reductase
pIC50 8.3 (IC50 5x10-9 M) [2]
pIC50 8.3 (IC50 5.4x10-9 M) [3]
Description: in vitro inhibition of cholesterol synthesis
Conditions: Inhibition IC50 values measured in primary rat hepatocytes
Targets where the ligand is described in the comment field
Target Comment