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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1064
CHEMBL1064
Compound Name SIMVASTATIN
ChEMBL Synonyms ZOCOR | SIMVASTATIN | Simvastatin hydroxy acid | SYNVINOLIN | MK-733
Max Phase 4 (Approved)
Trade Names ZOCOR | Simvastatin
Molecular Formula C25H38O5

Additional synonyms for CHEMBL1064 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC(C)(C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H] ...
Download SMILES
Standard InChI InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7- ...
Download InChI
Standard InChI Key RYMZZMVNJRMUDD-HGQWONQESA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • FDA Approval Packages
  • HeCaToS Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1064

Molecule Features

CHEMBL1064 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
HMG-CoA reductase inhibitor HMG-CoA reductase DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
INFLAMMATIOND007249MP:0001845INFLAMMATION3ClinicalTrials
PULMONARY DISEASE, CHRONIC OBSTRUCTIVED029424EFO:0000341CHRONIC OBSTRUCTIVE PULMONARY DISEASE3ClinicalTrials
RENAL INSUFFICIENCY, CHRONICD051436EFO:0003884CHRONIC KIDNEY DISEASE3ClinicalTrials
SHOCK, SEPTICD012772EFO:0006834SEPTIC SHOCK2ClinicalTrials
STOMACH NEOPLASMSD013274EFO:0000178GASTRIC CARCINOMA3ClinicalTrials
SUBARACHNOID HEMORRHAGED013345EFO:0000713SUBARACHNOID HEMORRHAGE3ClinicalTrials
BIPOLAR DISORDERD001714EFO:0000289BIPOLAR DISORDER2ClinicalTrials
CARDIOVASCULAR DISEASESD002318EFO:0000319CARDIOVASCULAR DISEASE4ATC
ClinicalTrials
HEPATITIS B, CHRONICD019694EFO:0004197HEPATITIS B INFECTION1ClinicalTrials
HIV INFECTIONSD015658EFO:0000764HIV INFECTION1ClinicalTrials
HYPERLIPIDEMIASD006949EFO:0003774HYPERLIPIDEMIA4ClinicalTrials
DailyMed
HYPERLIPOPROTEINEMIA TYPE IID006938EFO:0004911FAMILIAL HYPERCHOLESTEROLEMIA4DailyMed
LEUKEMIA, LYMPHOCYTIC, CHRONIC, B-CELLD015451EFO:0000095CHRONIC LYMPHOCYTIC LEUKEMIA1ClinicalTrials
MYOCARDIAL INFARCTIOND009203EFO:0000612MYOCARDIAL INFARCTION4ClinicalTrials
BREAST NEOPLASMSD001943EFO:0000305BREAST CARCINOMA2ClinicalTrials
COLORECTAL NEOPLASMSD015179EFO:0000365COLORECTAL ADENOCARCINOMA3ClinicalTrials
DIABETES MELLITUS, TYPE 2D003924EFO:0001360TYPE II DIABETES MELLITUS1ClinicalTrials
DYSLIPIDEMIASD050171HP:0003119ABNORMALITY OF LIPID METABOLISM4DailyMed
LIVER CIRRHOSISD008103EFO:0001422CIRRHOSIS OF LIVER2ClinicalTrials
PARKINSON DISEASED010300EFO:0002508PARKINSON'S DISEASE2ClinicalTrials
VITILIGOD014820EFO:0004208VITILIGO2ClinicalTrials
ASTHMAD001249EFO:0000270ASTHMA3ClinicalTrials
HYPERCHOLESTEROLEMIAD006937HP:0003124HYPERCHOLESTEROLEMIA4ClinicalTrials
DailyMed
HYPERTENSION, PULMONARYD006976EFO:0001361PULMONARY HYPERTENSION2ClinicalTrials
PERIPHERAL ARTERIAL DISEASED058729EFO:0004265PERIPHERAL ARTERIAL DISEASE0ClinicalTrials
POLYCYSTIC OVARY SYNDROMED011085EFO:0000660POLYCYSTIC OVARY SYNDROME3ClinicalTrials
SMITH-LEMLI-OPITZ SYNDROMED019082Orphanet:818SMITH-LEMLI-OPITZ SYNDROME2ClinicalTrials
CHOROIDEREMIAD015794Orphanet:180CHOROIDEREMIA1ClinicalTrials
LIPID METABOLISM DISORDERSD052439Orphanet:309005DISORDER OF LIPID METABOLISM3ClinicalTrials
SEPSISD018805EFO:0001420SEPSIS2ClinicalTrials
SLEEP INITIATION AND MAINTENANCE DISORDERSD007319EFO:0004698INSOMNIA1ClinicalTrials
WALDENSTROM MACROGLOBULINEMIAD008258EFO:0002616MACROGLOBULINEMIA2ClinicalTrials
ANEMIA, SICKLE CELLD000755Orphanet:232SICKLE CELL ANEMIA2ClinicalTrials
DIABETIC RETINOPATHYD003930EFO:0003770DIABETIC RETINOPATHY3ClinicalTrials
RECTAL NEOPLASMSD012004EFO:1000657RECTUM CANCER2ClinicalTrials
UVEITISD014605EFO:1001231UVEITIS2ClinicalTrials
CELIAC DISEASED002446EFO:0001060CELIAC DISEASE1ClinicalTrials
CEREBRAL HEMORRHAGED002543EFO:0005669INTRACEREBRAL HEMORRHAGE2ClinicalTrials
HEART FAILURED006333EFO:0003144HEART FAILURE0ClinicalTrials
HYPERTRIGLYCERIDEMIAD015228EFO:0004211HYPERTRIGLYCERIDEMIA3ClinicalTrials
MULTIPLE SCLEROSIS, RELAPSING-REMITTINGD020529EFO:0003929RELAPSING-REMITTING MULTIPLE SCLEROSIS3ClinicalTrials
PERIODONTITISD010518EFO:0000649PERIODONTITIS2ClinicalTrials
PNEUMONIAD011014EFO:0003106PNEUMONIA3ClinicalTrials
SINUSITISD012852EFO:0007486SINUSITIS2ClinicalTrials
SMOKING CESSATIOND016540EFO:0004319SMOKING CESSATION2ClinicalTrials
ALOPECIA AREATAD000506EFO:0004192ALOPECIA AREATA1ClinicalTrials
ALZHEIMER DISEASED000544EFO:0000249ALZHEIMERS DISEASE2ClinicalTrials
ATRIAL FIBRILLATIOND001281EFO:0000275ATRIAL FIBRILLATION2ClinicalTrials
CARCINOMA, NON-SMALL-CELL LUNGD002289EFO:0003060NON-SMALL CELL LUNG CARCINOMA1ClinicalTrials
MULTIPLE SCLEROSIS, CHRONIC PROGRESSIVED020528EFO:0003840CHRONIC PROGRESSIVE MULTIPLE SCLEROSIS2ClinicalTrials

Clinical Data

ClinicalTrials.gov SIMVASTATIN
The Cochrane Collaboration SIMVASTATIN

Metabolites for CHEMBL1064

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1064. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3247 HMG-CoA reductase Rattus norvegicus 1.000
CHEMBL402 HMG-CoA reductase Homo sapiens 1.000
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.939
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.579
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.514
CHEMBL2034805 N-acylethanolamine-hydrolyzing acid amidase Rattus norvegicus 0.498
CHEMBL3056 Androgen Receptor Mus musculus 0.375
CHEMBL2878 Histone deacetylase 6 Mus musculus 0.300
CHEMBL2672 Muscarinic acetylcholine receptor M1 Bos taurus 0.290
CHEMBL3776 Caspase-8 Homo sapiens 0.281
CHEMBL4662 Proteasome Macropain subunit MB1 Homo sapiens 0.250



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL402 HMG-CoA reductase Homo sapiens 1.000
CHEMBL3247 HMG-CoA reductase Rattus norvegicus 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.978
CHEMBL3721 Cytochrome P450 2C8 Homo sapiens 0.934
CHEMBL317 Muscarinic acetylcholine receptor M4 Rattus norvegicus 0.926
CHEMBL2672 Muscarinic acetylcholine receptor M1 Bos taurus 0.466
CHEMBL2878 Histone deacetylase 6 Mus musculus 0.458
CHEMBL4796 Beta-chymotrypsin Homo sapiens 0.451
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.308
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 0.236

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
418.6 418.2719 4.63 7 72.83 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.49 - 4.72 4.72 0 30 0.61

Structural Alerts

There are 1 structural alerts for CHEMBL1064. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C10 - LIPID MODIFYING AGENTS
C10A - LIPID MODIFYING AGENTS, PLAIN
C10AA - HMG CoA reductase inhibitors
C10AA01 - simvastatin

ChemSpider ChemSpider:RYMZZMVNJRMUDD-HGQWONQESA-N
DailyMed simvastatin
PubChem SID: 144204247 SID: 144210718 SID: 164339438 SID: 170464984 SID: 496592 SID: 50086525
Wikipedia Simvastatin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1064



ACToR 79902-63-9
Atlas simvastatin
BindingDB 50139181
Brenda 2311 39735
ChEBI 9150
DrugBank DB00641
DrugCentral 2445
eMolecules 36754543 11021557 2724261
EPA CompTox Dashboard DTXSID0023581
FDA SRS AGG2FN16EV
Guide to Pharmacology 2955
Human Metabolome Database HMDB0005007
IBM Patent System 7FCC9C14BC71D6D3F54342078D97EF09
LINCS LSM-2492
Mcule MCULE-8390617062
NIH Clinical Collection SAM002589969
Nikkaji J152.218C
NMRShiftDB 20168321
PharmGKB PA451363
PubChem 54454
PubChem: Drugs of the Future 12013879
PubChem: Thomson Pharma 14831549 14929313
Selleck Simvastatin(Zocor)
SureChEMBL SCHEMBL2471
ZINC ZINC000003780893

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/RYMZZMVNJRMUDD-HGQWONQESA-N spacer
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