ROSUVASTATIN

Search structure
Synonyms:
Status: Approved (2003)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C10AA07
UNII: 413KH5ZJ73

Structure
InChI Key BPRHUIZQVSMCRT-VEUZHWNKSA-N
Smile CC(C)c1nc(N(C)S(C)(=O)=O)nc(-c2ccc(F)cc2)c1/C=C/[C@@H](O)C[C@@H](O)CC(=O)O
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H28FN3O6S
Molecular Weight 481.55
AlogP 2.4
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 10.0
Polar Surface Area 140.92
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 33.0

Pharmacology

Primary Target
hydroxymethylglutaryl-CoA reductase
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 2-4 17 1-71000 -
Enzyme Phosphodiesterase Phosphodiesterase 6 Phosphodiesterase 6D
- - 1250 - -
Enzyme Protease Serine protease Serine protease SC clan Serine protease S9B subfamily
- - - - 4
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 51

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Acute Coronary Syndrome 3 D054058 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Hyperlipidemias 3 D006949 ClinicalTrials
Atherosclerosis 3 D050197 ClinicalTrials
Hip Fractures 3 D006620 ClinicalTrials
Hyperlipoproteinemia Type II 3 D006938 ClinicalTrials
Anti-Neutrophil Cytoplasmic Antibody-Associated Vasculitis 3 D056648 ClinicalTrials
Coronary Artery Disease 3 D003324 ClinicalTrials
Aortic Valve Stenosis 3 D001024 ClinicalTrials
Cardiomyopathy, Dilated 3 D002311 ClinicalTrials
Hypertension 3 D006973 ClinicalTrials
Renal Insufficiency 3 D051437 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Renal Insufficiency 3 D051437 ClinicalTrials
Necrosis 3 D009336 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Hyperlipoproteinemia Type III 3 D006952 ClinicalTrials
Metabolic Syndrome 3 D024821 ClinicalTrials
Hyperlipoproteinemia Type II 3 D006938 ClinicalTrials
Stroke 3 D020521 ClinicalTrials
Scleroderma, Systemic 3 D012595 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Lipid Metabolism Disorders 3 D052439 ClinicalTrials
Obesity 3 D009765 ClinicalTrials
Hypercholesterolemia 3 D006937 ClinicalTrials
Coronary Disease 3 D003327 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Myocardial Infarction 2 D009203 ClinicalTrials
Pulmonary Disease, Chronic Obstructive 2 D029424 ClinicalTrials
Diabetes Mellitus 2 D003920 ClinicalTrials
Ischemia 2 D007511 ClinicalTrials
Periodontitis 2 D010518 ClinicalTrials
Pre-Eclampsia 2 D011225 ClinicalTrials
Arthritis, Rheumatoid 2 D001172 ClinicalTrials
Hepatitis C 2 D006526 ClinicalTrials
Venous Thromboembolism 2 D054556 ClinicalTrials
Orthomyxoviridae Infections 2 D009976 ClinicalTrials
Cerebral Hemorrhage 2 D002543 ClinicalTrials
Rectal Neoplasms 2 D012004 ClinicalTrials
Amnesia 2 D000647 ClinicalTrials
Sepsis 2 D018805 ClinicalTrials
Burns 2 D002056 ClinicalTrials
Renal Artery Obstruction 2 D012078 ClinicalTrials
Diabetic Neuropathies 2 D003929 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Tuberculosis, Pulmonary 2 D014397 ClinicalTrials
Endometrial Neoplasms 2 D016889 ClinicalTrials
Depressive Disorder 2 D003866 ClinicalTrials
Endometrial Hyperplasia 2 D004714 ClinicalTrials
Colitis, Ulcerative 2 D003093 ClinicalTrials
Angioedemas, Hereditary 1 D054179 ClinicalTrials
Parkinson Disease 1 D010300 ClinicalTrials
Melanoma 1 D008545 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials
Craniocerebral Trauma 1 D006259 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 1 D064129 ClinicalTrials
Crohn Disease 1 D003424 ClinicalTrials
Anemia 1 D000740 ClinicalTrials
Hypertriglyceridemia 1 D015228 ClinicalTrials
Metabolic Diseases 1 D008659 ClinicalTrials
Immune System Diseases 1 D007154 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 1 D002289 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials
Non-alcoholic Fatty Liver Disease 1 D065626 ClinicalTrials
Respiratory Syncytial Virus Infections 1 D018357 ClinicalTrials
Lupus Erythematosus, Systemic 1 D008180 ClinicalTrials
Diabetes Mellitus, Type 2 1 D003924 ClinicalTrials
Asthma 1 D001249 ClinicalTrials
Malaria 1 D008288 ClinicalTrials
Skin Diseases 1 D012871 ClinicalTrials
Prostatic Neoplasms 1 D011471 ClinicalTrials
Friedreich Ataxia 0 D005621 ClinicalTrials

Related Entries

Salt
Salt

Cross References

Resources Reference
CAS NUMBER 287714-41-4
ChEBI 38545
ChEMBL CHEMBL1496
DrugBank DB01098
DrugCentral 2406
EPA CompTox DTXSID8048492
FDA SRS 413KH5ZJ73
Human Metabolome Database HMDB0015230
Guide to Pharmacology 2954
PubChem 446157
SureChEMBL SCHEMBL2520
ZINC ZINC000001535101
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