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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL503
CHEMBL503
Compound Name LOVASTATIN
ChEMBL Synonyms ALTOPREV | MK-803 | LOVASTATIN | MEVACOR | MEVINOLIN | MEVINACOR | MEVINACOR 40 | MEVINACOR 10
Max Phase 4 (Approved)
Trade Names MEVINACOR | LOVASTATIN | MEVACOR | MEVINACOR 10 | MEVINACOR 40 | ALTOPREV
Molecular Formula C24H36O5

Additional synonyms for CHEMBL503 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC[C@H](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/C24H36O5/c1-5-15(3)24(27)29-21-11-14(2)10-17-7-6-16 ...
Download InChI
Standard InChI Key PCZOHLXUXFIOCF-BXMDZJJMSA-N

Sources

  • BindingDB Database
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • 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


CHEMBL503

Molecule Features

CHEMBL503 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:N 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
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Fragile X SyndromeD005600Orphanet:908Fragile X syndrome2ClinicalTrials
InflammationD007249MP:0001845inflammation0ClinicalTrials
Myocardial IschemiaD017202EFO:1001375Myocardial Ischemia3ClinicalTrials
Neurofibromatosis 1D009456Orphanet:636Neurofibromatosis type 12ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
StrokeD020521EFO:0000712stroke1ClinicalTrials
Parkinson DiseaseD010300EFO:0002508Parkinson's disease2ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease2ClinicalTrials
Arthritis, RheumatoidD001172EFO:0000685rheumatoid arthritis2ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
AsthmaD001249EFO:0000270asthma1ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
HypercholesterolemiaD006937HP:0003124hypercholesterolemia3ClinicalTrials
Intermittent ClaudicationD007383EFO:0003876intermittent vascular claudication3ClinicalTrials
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease3ClinicalTrials
Metabolic DiseasesD008659EFO:0000589metabolic disease1ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma2ClinicalTrials
Rett SyndromeD015518Orphanet:778Rett syndrome2ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection2ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
Xanthomatosis, CerebrotendinousD019294Orphanet:909Cerebrotendinous xanthomatosis2ClinicalTrials

Clinical Data

ClinicalTrials.gov LOVASTATIN
The Cochrane Collaboration LOVASTATIN

Metabolites for CHEMBL503

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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 CHEMBL503. 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
CHEMBL402 HMG-CoA reductase Homo sapiens 1.000
CHEMBL3247 HMG-CoA reductase Rattus norvegicus 1.000
CHEMBL4349 N-acylsphingosine-amidohydrolase Homo sapiens 0.986
CHEMBL5956 Beta-lactamase SHV-1 Escherichia coli 0.976
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.963
CHEMBL2034805 N-acylethanolamine-hydrolyzing acid amidase Rattus norvegicus 0.924
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.903
CHEMBL3272 Cathepsin L2 Homo sapiens 0.693
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.610
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.285
CHEMBL4662 Proteasome Macropain subunit MB1 Homo sapiens 0.275
CHEMBL2938 Protein kinase C gamma Homo sapiens 0.224



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
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.990
CHEMBL5956 Beta-lactamase SHV-1 Escherichia coli 0.982
CHEMBL276 Muscarinic acetylcholine receptor M1 Rattus norvegicus 0.890
CHEMBL4349 N-acylsphingosine-amidohydrolase Homo sapiens 0.747
CHEMBL317 Muscarinic acetylcholine receptor M4 Rattus norvegicus 0.510
CHEMBL211 Muscarinic acetylcholine receptor M2 Homo sapiens 0.399
CHEMBL6135 Neuraminidase Influenza A virus 0.382
CHEMBL2034805 N-acylethanolamine-hydrolyzing acid amidase Rattus norvegicus 0.381
CHEMBL3482 Beta-galactosidase Bos taurus 0.311
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.264
CHEMBL4796 Beta-chymotrypsin Homo sapiens 0.235

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
404.6 404.2563 4.2 6 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 - 4.31 4.31 0 29 0.67

Structural Alerts

There are 1 structural alerts for CHEMBL503. 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
C10AA02 - lovastatin

ChemSpider ChemSpider:PCZOHLXUXFIOCF-BXMDZJJMSA-N
DailyMed lovastatin
PubChem SID: 144204439 SID: 144208673 SID: 144210588 SID: 170464913 SID: 17389841 SID: 26751557 SID: 496591 SID: 49732779 SID: 855905
Wikipedia Lovastatin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL503



ACToR 71949-96-7 75330-75-5
BindingDB 34168
Brenda 111182 17608
ChEBI 40303
DrugBank DB00227
DrugCentral 1612
eMolecules 30154567 591670
EPA CompTox Dashboard DTXSID5020784
FDA SRS 9LHU78OQFD
Guide to Pharmacology 2739
Human Metabolome Database HMDB0014372
IBM Patent System 6ECCEF35E3790C033B0782E0F8C5E65A
KEGG Ligand C07074
LINCS LSM-2189
Mcule MCULE-7087866108 MCULE-4740518260
Metabolights MTBLC40303
MolPort MolPort-001-739-990
NIH Clinical Collection SAM002589963
Nikkaji J22.276C
PDBe 803
PharmGKB PA450272
PubChem 53232
PubChem: Drugs of the Future 12012664
PubChem: Thomson Pharma 14879393 14806053
Selleck lovastatin-mevacor
SureChEMBL SCHEMBL3136
ZINC ZINC000003812841

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