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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL472
CHEMBL472
Compound Name GLYBURIDE
ChEMBL Synonyms GLIBENCLAMIDE | SEMI-DAONIL | GLIKEN | DIABETAMIDE 2.5 | HB-419 | DAONIL | Glynase PresTab | U-26,452 | LEDERGLIB | GLYNASE | LIBANIL | CALABREN | HB 419 | DIABETAMIDE 5 | DIABETA | MALIX | EUGLUCON | GLYBURIDE | MICRONASE | GLYBURIDE (MICRONIZED)
Max Phase 4 (Approved)
Trade Names DAONIL | Glynase PresTab | DIABETAMIDE 5 | LEDERGLIB | DIABETAMIDE 2.5 | GLIKEN | GLYNASE | LIBANIL | SEMI-DAONIL | CALABREN | EUGLUCON | GLYBURIDE (MICRONIZED) | DIABETA | MALIX | GLYBURIDE | MICRONASE
Molecular Formula C23H28ClN3O5S

Additional synonyms for CHEMBL472 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COc1ccc(Cl)cc1C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)NC3CCCCC3
Standard InChI InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25 ...
Download InChI
Standard InChI Key ZNNLBTZKUZBEKO-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • Patent Bioactivity Data
  • 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


CHEMBL472

Molecule Features

CHEMBL472 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
Sulfonylurea receptor 1, Kir6.2 blocker Sulfonylurea receptor 1, Kir6.2 FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Angina, StableD060050EFO:0003913angina pectoris1ClinicalTrials
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus2ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus4ATC
ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus4ClinicalTrials
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Wounds and InjuriesD014947EFO:0000546injury2ClinicalTrials
Diabetes, GestationalD016640EFO:0004593gestational diabetes3ClinicalTrials

Clinical Data

ClinicalTrials.gov GLYBURIDE
The Cochrane Collaboration GLYBURIDE

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 CHEMBL472. 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
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.999
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.958
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.942
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.890
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.849
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.312



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.993
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.948
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.916
CHEMBL4096 Cellular tumor antigen p53 Homo sapiens 0.374
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.296
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.276
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.209

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
494 493.1438 3.64 8 113.6 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 8 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
5.11 - 3.08 1.14 2 33 0.52

Structural Alerts

There are 1 structural alerts for CHEMBL472. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A10 - DRUGS USED IN DIABETES
A10B - BLOOD GLUCOSE LOWERING DRUGS, EXCL. INSULINS
A10BB - Sulfonylureas
A10BB01 - glibenclamide

ChemSpider ChemSpider:ZNNLBTZKUZBEKO-UHFFFAOYSA-N
DailyMed glyburide
PubChem SID: 11111219 SID: 11112597 SID: 11113353 SID: 144203709 SID: 144211075 SID: 170464964 SID: 26747031 SID: 26747032 SID: 26751550 SID: 50100249 SID: 50104148 SID: 50104149 SID: 50104150 SID: 50126365 SID: 56422139 SID: 85231061 SID: 855894
Wikipedia Glibenclamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL472



ACToR 10238-21-8
Atlas glibenclamide
BindingDB 50012957
Brenda 14374 206663
ChEBI 5441
ChemicalBook CB1737679
DrugBank DB01016
DrugCentral 1314
eMolecules 27520402 538570
EPA CompTox Dashboard DTXSID0037237
FDA SRS SX6K58TVWC
Guide to Pharmacology 2414
Human Metabolome Database HMDB0015151
IBM Patent System E88F38E73B54A3B2223759E90B14F394
KEGG Ligand C07022
LINCS LSM-2811
Mcule MCULE-2351642942
MolPort MolPort-000-784-850
NIH Clinical Collection SAM002564212
Nikkaji J3.430D
PDBe GBM
PharmGKB PA449782
PubChem 3488
PubChem: Thomson Pharma 14835352
Selleck Glyburide(Diabeta)
SureChEMBL SCHEMBL22009
ZINC ZINC000000537805

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