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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1589
CHEMBL1589
Compound Name ACETOHEXAMIDE
ChEMBL Synonyms ACETOHEXAMIDE | DIMELOR | DYMELOR | 33006
Max Phase 4 (Approved)
Trade Names DIMELOR | DYMELOR | ACETOHEXAMIDE
Molecular Formula C15H20N2O4S

Additional synonyms for CHEMBL1589 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)c1ccc(cc1)S(=O)(=O)NC(=O)NC2CCCCC2
Standard InChI InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17- ...
Download InChI
Standard InChI Key VGZSUPCWNCWDAN-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL1589

Molecule Features

CHEMBL1589 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 PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Diabetes MellitusD003920EFO:0000400diabetes mellitus4ATC
CataractD002386EFO:0001059cataract3ClinicalTrials

Clinical Data

ClinicalTrials.gov ACETOHEXAMIDE
The Cochrane Collaboration ACETOHEXAMIDE

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 CHEMBL1589. 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
CHEMBL1968 Epoxide hydrolase 1 Homo sapiens 1.000
CHEMBL2409 Epoxide hydratase Homo sapiens 1.000
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.993
CHEMBL1741203 Scavenger receptor class B member 1 Mus musculus 0.989
CHEMBL4140 Epoxide hydratase Mus musculus 0.979
CHEMBL1293299 Histone-lysine N-methyltransferase MLL Homo sapiens 0.696
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.507
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.447
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.420
CHEMBL5375 Hepatitis C virus NS5B RNA-dependent RNA polymerase Hepatitis C virus 0.352
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.348
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.236
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.201



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1968 Epoxide hydrolase 1 Homo sapiens 1.000
CHEMBL2409 Epoxide hydratase Homo sapiens 0.999
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.999
CHEMBL4140 Epoxide hydratase Mus musculus 0.937
CHEMBL1741203 Scavenger receptor class B member 1 Mus musculus 0.862
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.558
CHEMBL5375 Hepatitis C virus NS5B RNA-dependent RNA polymerase Hepatitis C virus 0.525
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.476
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.418
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.272
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.228
CHEMBL3898 Bone morphogenetic protein 1 Homo sapiens 0.209
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.205

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
324.4 324.1144 2.21 4 92.34 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 6 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.32 - 2.44 .46 1 22 0.83

Structural Alerts

There are 2 structural alerts for CHEMBL1589. 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
A10BB31 - acetohexamide

ChemSpider ChemSpider:VGZSUPCWNCWDAN-UHFFFAOYSA-N
PubChem SID: 11110689 SID: 11112460 SID: 144203618 SID: 144209220 SID: 144213052 SID: 170465411 SID: 17390067 SID: 50105548 SID: 56463352
Wikipedia Acetohexamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1589



ACToR 8054-32-8 968-81-0
Brenda 32136 104957
ChEBI 28052
DrugBank DB00414
DrugCentral 57
eMolecules 533894
EPA CompTox Dashboard DTXSID7020007
FDA SRS QGC8W08I6I
Guide to Pharmacology 6793
Human Metabolome Database HMDB0014558
IBM Patent System 6A60FBFA80FEE2CCFF810C772FF8990E
KEGG Ligand C06806
LINCS LSM-5638
Mcule MCULE-3744173137
MolPort MolPort-003-666-680
Nikkaji J3.355C
PharmGKB PA164777011
PubChem 1989
PubChem: Thomson Pharma 15347370
SureChEMBL SCHEMBL37620
ZINC ZINC000018067894

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