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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL457
CHEMBL457
Compound Name GEMFIBROZIL
ChEMBL Synonyms GEMFIBROZIL | EMFIB | CI-719 | LOPID
Max Phase 4 (Approved)
Trade Names GEMFIBROZIL | EMFIB | LOPID
Molecular Formula C15H22O3

Additional synonyms for CHEMBL457 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Cc1ccc(C)c(OCCCC(C)(C)C(=O)O)c1
Standard InChI InChI=1S/C15H22O3/c1-11-6-7-12(2)13(10-11)18-9-5-8-15(3,4)14 ...
Download InChI
Standard InChI Key HEMJJKBWTPKOJG-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL457

Molecule Features

CHEMBL457 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Peroxisome proliferator-activated receptor alpha agonist Peroxisome proliferator-activated receptor alpha DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Myocardial IschemiaD017202EFO:1001375Myocardial Ischemia2ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence2ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer1ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease2ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease0ClinicalTrials
Coronary DiseaseD003327EFO:0001645coronary heart disease3ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus1ClinicalTrials
HypertriglyceridemiaD015228EFO:0004211Hypertriglyceridemia1ClinicalTrials
Smoking CessationD016540EFO:0004319smoking cessation2ClinicalTrials
AnemiaD000740EFO:0004272anemia1ClinicalTrials

Clinical Data

ClinicalTrials.gov GEMFIBROZIL
The Cochrane Collaboration GEMFIBROZIL

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 CHEMBL457. 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
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 1.000
CHEMBL239 Peroxisome proliferator-activated receptor alpha Homo sapiens 0.981
CHEMBL3563 Cruzipain Trypanosoma cruzi 0.421
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.386
CHEMBL3230 Sphingosine 1-phosphate receptor Edg-6 Homo sapiens 0.309
CHEMBL3979 Peroxisome proliferator-activated receptor delta Homo sapiens 0.201



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3911 Leukotriene B4 receptor 1 Homo sapiens 1.000
CHEMBL239 Peroxisome proliferator-activated receptor alpha Homo sapiens 0.995
CHEMBL3230 Sphingosine 1-phosphate receptor Edg-6 Homo sapiens 0.747
CHEMBL3979 Peroxisome proliferator-activated receptor delta Homo sapiens 0.514
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.390
CHEMBL235 Peroxisome proliferator-activated receptor gamma Homo sapiens 0.232

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
250.3 250.1569 3.57 6 46.53 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.75 - 4.3 1.69 1 18 0.78

Structural Alerts

There are 2 structural alerts for CHEMBL457. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C10 - LIPID MODIFYING AGENTS
C10A - LIPID MODIFYING AGENTS, PLAIN
C10AB - Fibrates
C10AB04 - gemfibrozil

ChemSpider ChemSpider:HEMJJKBWTPKOJG-UHFFFAOYSA-N
DailyMed gemfibrozil
PubChem SID: 11112705 SID: 144204164 SID: 144209195 SID: 144213101 SID: 170464998 SID: 17389870 SID: 174007259 SID: 26751515 SID: 49718189 SID: 855780
Wikipedia Gemfibrozil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL457



ACToR 25812-30-0
Atlas gemfibrozil
BindingDB 50110590
Brenda 6087
ChEBI 5296
ChemicalBook CB9154247
DrugBank DB01241
DrugCentral 1285
eMolecules 538915
EPA CompTox Dashboard DTXSID0020652
FDA SRS Q8X02027X3
Guide to Pharmacology 3439
Human Metabolome Database HMDB0015371
IBM Patent System CE32832214BACD01233FF694E947BE0E
KEGG Ligand C07020
LINCS LSM-2227
Mcule MCULE-4563546953
MolPort MolPort-001-794-413
NIH Clinical Collection SAM002564211
Nikkaji J40.721F
PDBe 4TX
PharmGKB PA449750
PubChem 3463
PubChem: Drugs of the Future 12013353
PubChem: Thomson Pharma 14798621
Selleck Gemfibrozil(Lopid)
SureChEMBL SCHEMBL4813
ZINC ZINC000001530641

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