rosuvastatin   Click here for help

GtoPdb Ligand ID: 2954

Synonyms: Crestor® | ZD4522
Approved drug
rosuvastatin is an approved drug (FDA (2003))
Compound class: Synthetic organic
Comment: Marketed formulations may contain rosuvastatin calcium (PubChem CID 5282455).
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: rosuvastatin

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
SMILES / InChI / InChIKey
Click here for help
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
InChI Key BPRHUIZQVSMCRT-VEUZHWNKSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2003))
IUPAC Name Click here for help
(3R,5S)-7-[4-(4-fluorophenyl)-2-(methyl-methylsulfonylamino)-6-propan-2-ylpyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid
International Nonproprietary Names Click here for help
INN number INN
8021 rosuvastatin
Synonyms Click here for help
Crestor® | ZD4522
Database Links Click here for help
CAS Registry No. 287714-41-4 (source: Scifinder)
ChEBI CHEBI:38545
ChEMBL Ligand CHEMBL1496
DrugBank Ligand DB01098
DrugCentral Ligand 2406
GtoPdb PubChem SID 135650928
PubChem CID 446157
Search Google for chemical match using the InChIKey BPRHUIZQVSMCRT-VEUZHWNKSA-N
Search Google for chemicals with the same backbone BPRHUIZQVSMCRT
Search PubMed clinical trials rosuvastatin
Search PubMed titles rosuvastatin
Search PubMed titles/abstracts rosuvastatin
Search UniChem for chemical match using the InChIKey BPRHUIZQVSMCRT-VEUZHWNKSA-N
Search UniChem for chemicals with the same backbone BPRHUIZQVSMCRT
Wikipedia Rosuvastatin