ATORVASTATIN

Search structure
Synonyms:
Status: Approved (1996)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C10AA05
UNII: A0JWA85V8F

Structure
InChI Key XUKUURHRXDUEBC-KAYWLYCHSA-N
Smile CC(C)c1c(C(=O)Nc2ccccc2)c(-c2ccccc2)c(-c2ccc(F)cc2)n1CC[C@@H](O)C[C@@H](O)CC(=O)O
InChI
InChI=1S/C33H35FN2O5/c1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40/h3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40)/t26-,27-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C33H35FN2O5
Molecular Weight 558.65
AlogP 6.31
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 12.0
Polar Surface Area 111.79
Molecular species ACID
Aromatic Rings 4.0
Heavy Atoms 41.0

Pharmacology

Primary Target
hydroxymethylglutaryl-CoA reductase
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 5100 - - -
Enzyme Oxidoreductase
- 4-12 - 6 20-83
Enzyme Protease Serine protease Serine protease SC clan Serine protease S9B subfamily
- - - - 66
Epigenetic regulator Eraser Histone deacetylase HDAC class I
- 11619 - - -
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- 14466 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 600-1600 - - 74

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Coronary Disease 4 D003327 ClinicalTrials
Hyperlipoproteinemia Type II 3 D006938 ClinicalTrials
Hyperlipoproteinemia Type IV 3 D006953 ClinicalTrials
Diabetes Mellitus, Type 2 3 D003924 ClinicalTrials
Hyperlipidemias 3 D006949 ClinicalTrials
Atherosclerosis 3 D050197 ClinicalTrials
Hyperlipoproteinemia Type III 3 D006952 ClinicalTrials
Hyperlipidemia, Familial Combined 3 D006950 ClinicalTrials
Diabetes Mellitus 3 D003920 ClinicalTrials
Hypertriglyceridemia 3 D015228 ClinicalTrials
Lipid Metabolism Disorders 3 D052439 ClinicalTrials
Paraplegia 2 D010264 ClinicalTrials
Hepatitis C 2 D006526 ClinicalTrials
Periodontitis 2 D010518 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Metabolic Syndrome 1 D024821 ClinicalTrials
Hemorrhagic Fever, Ebola 1 D019142 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 134523-00-5
ChEBI 39548
ChEMBL CHEMBL1487
DrugBank DB01076
DrugCentral 257
EPA CompTox DTXSID60274003
FDA SRS A0JWA85V8F
Human Metabolome Database HMDB0005006
Guide to Pharmacology 2949
KEGG C06834
PDB 117
PharmGKB PA448500
PubChem 60823
SureChEMBL SCHEMBL3831
ZINC ZINC000003920719
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