| Trade Names: | |
| Synonyms: | |
| Status: | Approved (1991) |
| Entry Type: | Small molecule |
| Molecule Category: | Parent Prodrug |
| ATC: | C10AA01 |
| UNII: | AGG2FN16EV |
Structure
| InChI Key | RYMZZMVNJRMUDD-HGQWONQESA-N |
|---|---|
| Smile | |
| InChI |
|
Physicochemical Descriptors
| Property Name | Value |
|---|---|
| Molecular Formula | C25H38O5 |
| Molecular Weight | 418.57 |
| AlogP | 4.59 |
| Hydrogen Bond Acceptor | 5.0 |
| Hydrogen Bond Donor | 1.0 |
| Number of Rotational Bond | 6.0 |
| Polar Surface Area | 72.83 |
| Molecular species | NEUTRAL |
| Aromatic Rings | 0.0 |
| Heavy Atoms | 30.0 |
Experimental and Estimated Properties
| Property Name | Value | Unit | Method |
|---|---|---|---|
| log P (octanol-water) | 4.68 | - | EXP |
| Henry's Law Constant | 2.81E-10 | atm-m3/mole | EST |
| Atmospheric OH Rate Constant | 2.29E-10 | cm3/molecule-sec | EST |
| Melting Point | 135-138 | deg C | EXP |
| Water Solubility | 0.765 | mg/L | EST |
| Vapor Pressure | 6.41E-13 | mm Hg | EST |
Pharmacology
| Action | Mechanism of Action | Reference |
|---|---|---|
| INHIBITOR | HMG-CoA reductase inhibitor | DailyMed |
| Primary Target | |
|---|---|
| hydroxymethylglutaryl-CoA reductase |
| Targets | EC50(nM) | IC50(nM) | Kd(nM) | Ki(nM) | Inhibition(%) | |
|---|---|---|---|---|---|---|
|
Enzyme
Cytochrome P450
Cytochrome P450 family 2
Cytochrome P450 family 2C
Cytochrome P450 2C8
|
- | 3700 | - | - | - | |
|
Enzyme
Hydrolase
|
- | - | - | 750-5012 | - | |
|
Enzyme
Oxidoreductase
|
- | 1-6110 | - | 3-68000 | - | |
|
Transporter
Electrochemical transporter
SLC superfamily of solute carriers
SLC21/SLCO family of organic anion transporting polypeptides
|
- | 4400-11000 | - | - | 29-60 | |
|
Transporter
Electrochemical transporter
SLC superfamily of solute carriers
SLC22 family of organic cation and anion transporters
|
- | - | - | - | 23 | |
|
Transporter
Primary active transporter
ATP-binding cassette
ABCB subfamily
|
- | 24700-24700 | - | - | - |
Metabolites
Indications
| Mesh Heading | Maximum Phase | Mesh ID | Reference |
|---|---|---|---|
| Myocardial Infarction | 4 | D009203 | ClinicalTrials |
| Diabetes Mellitus, Type 2 | 4 | D003924 | ClinicalTrials |
| Renal Insufficiency, Chronic | 3 | D051436 | ClinicalTrials |
| Pulmonary Disease, Chronic Obstructive | 3 | D029424 | ClinicalTrials |
| Lipid Metabolism Disorders | 3 | D052439 | ClinicalTrials |
| Hypertriglyceridemia | 3 | D015228 | ClinicalTrials |
| Pneumonia | 3 | D011014 | ClinicalTrials |
| Multiple Sclerosis, Relapsing-Remitting | 3 | D020529 | ClinicalTrials |
| Subarachnoid Hemorrhage | 3 | D013345 | ClinicalTrials |
| Asthma | 3 | D001249 | ClinicalTrials |
| Alzheimer Disease | 3 | D000544 | ClinicalTrials |
| Polycystic Ovary Syndrome | 3 | D011085 | ClinicalTrials |
| Atherosclerosis | 3 | D050197 | ClinicalTrials |
| Hypertension | 3 | D006973 | ClinicalTrials |
| Diabetic Retinopathy | 3 | D003930 | ClinicalTrials |
| Inflammation | 3 | D007249 | ClinicalTrials |
| Liver Cirrhosis | 3 | D008103 | ClinicalTrials |
| Aortic Valve Stenosis | 3 | D001024 | ClinicalTrials |
| Acute Coronary Syndrome | 3 | D054058 | ClinicalTrials |
| Myocardial Ischemia | 3 | D017202 | ClinicalTrials |
| Graves Ophthalmopathy | 3 | D049970 | ClinicalTrials |
| Colorectal Neoplasms | 3 | D015179 | ClinicalTrials |
| Noonan Syndrome | 3 | D009634 | ClinicalTrials |
| Hyperlipidemia, Familial Combined | 3 | D006950 | ClinicalTrials |
| Diabetic Nephropathies | 3 | D003928 | ClinicalTrials |
| Cholangitis, Sclerosing | 3 | D015209 | ClinicalTrials |
| Multiple Sclerosis, Chronic Progressive | 3 | D020528 | ClinicalTrials |
| Hypertension, Portal | 3 | D006975 | ClinicalTrials |
| Depressive Disorder, Treatment-Resistant | 3 | D061218 | ClinicalTrials |
| Stomach Neoplasms | 3 | D013274 | ClinicalTrials |
| Depressive Disorder, Major | 3 | D003865 | ClinicalTrials |
| Intestinal Neoplasms | 3 | D007414 | ClinicalTrials |
| Metabolic Syndrome | 3 | D024821 | ClinicalTrials |
| Diabetes Mellitus | 3 | D003920 | ClinicalTrials |
| Multiple Sclerosis | 3 | D009103 | ClinicalTrials |
| Optic Neuritis | 3 | D009902 | ClinicalTrials |
| Essential Hypertension | 3 | D000075222 | ClinicalTrials |
| Ischemic Stroke | 3 | D000083242 | ClinicalTrials |
| Severe Acute Respiratory Syndrome | 3 | D045169 | ClinicalTrials |
| Waldenstrom Macroglobulinemia | 2 | D008258 | ClinicalTrials |
| Hypertension, Pulmonary | 2 | D006976 | ClinicalTrials |
| Breast Neoplasms | 2 | D001943 | ClinicalTrials |
| Cardiomyopathy, Dilated | 2 | D002311 | ClinicalTrials |
| Peripheral Arterial Disease | 2 | D058729 | ClinicalTrials |
| Shock, Septic | 2 | D012772 | ClinicalTrials |
| Carcinoma, Non-Small-Cell Lung | 2 | D002289 | ClinicalTrials |
| Hypertension, Pulmonary | 2 | D006976 | ClinicalTrials |
| Lung Neoplasms | 2 | D008175 | ClinicalTrials |
| Breast Neoplasms | 2 | D001943 | ClinicalTrials |
| Bipolar Disorder | 2 | D001714 | ClinicalTrials |
| Vitiligo | 2 | D014820 | ClinicalTrials |
| Sinusitis | 2 | D012852 | ClinicalTrials |
| Smith-Lemli-Opitz Syndrome | 2 | D019082 | ClinicalTrials |
| Smoking Cessation | 2 | D016540 | ClinicalTrials |
| Periodontitis | 2 | D010518 | ClinicalTrials |
| Carotid Artery Diseases | 2 | D002340 | ClinicalTrials |
| Parkinson Disease | 2 | D010300 | ClinicalTrials |
| Rectal Neoplasms | 2 | D012004 | ClinicalTrials |
| Uveitis | 2 | D014605 | ClinicalTrials |
| Atrial Fibrillation | 2 | D001281 | ClinicalTrials |
| Small Cell Lung Carcinoma | 2 | D055752 | ClinicalTrials |
| Leiomyoma | 2 | D007889 | ClinicalTrials |
| Diabetes Mellitus, Type 1 | 2 | D003922 | ClinicalTrials |
| Multiple Myeloma | 2 | D009101 | ClinicalTrials |
| Prostatic Neoplasms | 2 | D011471 | ClinicalTrials |
| Pancreatic Neoplasms | 2 | D010190 | ClinicalTrials |
| Migraine Disorders | 2 | D008881 | ClinicalTrials |
| Intermittent Claudication | 2 | D007383 | ClinicalTrials |
| Pancreatitis | 2 | D010195 | ClinicalTrials |
| Prediabetic State | 2 | D011236 | ClinicalTrials |
| Urinary Bladder Neoplasms | 2 | D001749 | ClinicalTrials |
| Mucositis | 2 | D052016 | ClinicalTrials |
| Cerebral Hemorrhage | 2 | D002543 | ClinicalTrials |
| Sepsis | 2 | D018805 | ClinicalTrials |
| Cystic Fibrosis | 1 | D003550 | ClinicalTrials |
| Arthritis, Rheumatoid | 1 | D001172 | ClinicalTrials |
| Leukemia, Lymphocytic, Chronic, B-Cell | 1 | D015451 | ClinicalTrials |
| Hepatitis B, Chronic | 1 | D019694 | ClinicalTrials |
| Sleep Wake Disorders | 1 | D012893 | ClinicalTrials |
| HIV Infections | 1 | D015658 | ClinicalTrials |
| Chronic Pain | 1 | D059350 | ClinicalTrials |
| Alopecia Areata | 1 | D000506 | ClinicalTrials |
| Epilepsy | 1 | D004827 | ClinicalTrials |
| Choroideremia | 1 | D015794 | ClinicalTrials |
| Anemia, Sickle Cell | 1 | D000755 | ClinicalTrials |
| Lupus Erythematosus, Systemic | 1 | D008180 | ClinicalTrials |
| Sleep Initiation and Maintenance Disorders | 1 | D007319 | ClinicalTrials |
| Vascular Diseases | 1 | D014652 | ClinicalTrials |
| Heart Failure | 0 | D006333 | ClinicalTrials |
| Ovarian Neoplasms | 0 | D010051 | ClinicalTrials |
| Prostatic Neoplasms, Castration-Resistant | 0 | D064129 | ClinicalTrials |
| Hemangioma, Cavernous, Central Nervous System | 0 | D020786 | ClinicalTrials |
| Lymphoma | 0 | D008223 | ClinicalTrials |
| Neoplasms | 0 | D009369 | ClinicalTrials |
Related Entries
Side Effects from Label
Side Effects (PT)
Adverse Reactions
System Organ Classification (SOC)
Cross References
| Resources | Reference |
|---|---|
| CAS NUMBER | 79902-63-9 |
| ChEBI | 9150 |
| ChEMBL | CHEMBL1064 |
| DrugBank | DB00641 |
| DrugCentral | 2445 |
| EPA CompTox | DTXSID0023581 |
| FDA SRS | AGG2FN16EV |
| Human Metabolome Database | HMDB0005007 |
| Guide to Pharmacology | 2955 |
| PharmGKB | PA451363 |
| PubChem | 54454 |
| SureChEMBL | SCHEMBL2471 |
| ZINC | ZINC000003780893 |
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