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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL498
CHEMBL498
Compound Name CHLORPROPAMIDE
ChEMBL Synonyms MELITASE | DIABEMIDE | CHLORPROPAMIDE | DIABINESE | GLUCAMIDE | GLYMESE
Max Phase 4 (Approved)
Trade Names DIABEMIDE | CHLORPROPAMIDE | DIABINESE | GLUCAMIDE | GLYMESE | MELITASE
Molecular Formula C10H13ClN2O3S

Additional synonyms for CHEMBL498 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCNC(=O)NS(=O)(=O)c1ccc(Cl)cc1
Standard InChI InChI=1S/C10H13ClN2O3S/c1-2-7-12-10(14)13-17(15,16)9-5-3-8(1 ...
Download InChI
Standard InChI Key RKWGIWYCVPQPMF-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • 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


CHEMBL498

Molecule Features

CHEMBL498 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 PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus4DailyMed
DailyMed
Diabetes MellitusD003920EFO:0000400diabetes mellitus4ATC

Clinical Data

ClinicalTrials.gov CHLORPROPAMIDE
The Cochrane Collaboration CHLORPROPAMIDE

Metabolites for CHEMBL498

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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 CHEMBL498. 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 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.999
CHEMBL3975 Fructose-1,6-bisphosphatase Homo sapiens 0.999
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.924
CHEMBL281 Carbonic anhydrase IV Bos taurus 0.884
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.848
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.745
CHEMBL3898 Bone morphogenetic protein 1 Homo sapiens 0.675
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.651
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.616
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.530
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.529
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.516
CHEMBL2285 ADAMTS5 Homo sapiens 0.494
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.484
CHEMBL4427 Prostanoid DP receptor Homo sapiens 0.450
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.364



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL3975 Fructose-1,6-bisphosphatase Homo sapiens 1.000
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 1.000
CHEMBL261 Carbonic anhydrase I Homo sapiens 1.000
CHEMBL205 Carbonic anhydrase II Homo sapiens 1.000
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.999
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.980
CHEMBL281 Carbonic anhydrase IV Bos taurus 0.815
CHEMBL3898 Bone morphogenetic protein 1 Homo sapiens 0.772
CHEMBL218 Cannabinoid CB1 receptor Homo sapiens 0.573
CHEMBL333 Matrix metalloproteinase-2 Homo sapiens 0.530
CHEMBL5337 Carbonic anhydrase Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast) 0.498
CHEMBL3156 Thromboxane A2 receptor Rattus norvegicus 0.490
CHEMBL4588 Matrix metalloproteinase 8 Homo sapiens 0.488
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 0.462
CHEMBL230 Cyclooxygenase-2 Homo sapiens 0.427
CHEMBL3710 Prostanoid EP3 receptor Homo sapiens 0.328
CHEMBL4625 Apoptosis regulator Bcl-X Homo sapiens 0.314
CHEMBL4427 Prostanoid DP receptor Homo sapiens 0.216
CHEMBL5631 Uncharacterized protein Rv1284/MT1322 Mycobacterium tuberculosis 0.210

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
276.8 276.0335 1.74 4 75.27 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.71 - 2.29 .32 1 17 0.88

Structural Alerts

There are 2 structural alerts for CHEMBL498. 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
A10BB02 - chlorpropamide

ChemSpider ChemSpider:RKWGIWYCVPQPMF-UHFFFAOYSA-N
DailyMed chlorpropamide
PubChem SID: 11110918 SID: 11110919 SID: 144203653 SID: 144208589 SID: 144213106 SID: 170464898 SID: 17389965 SID: 50103916 SID: 56423142 SID: 855559
Wikipedia Chlorpropamide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL498



ACToR 94-20-2
Atlas chlorpropamide
BindingDB 50344965
Brenda 92903
ChEBI 3650
DrugBank DB00672
DrugCentral 622
eMolecules 535781
EPA CompTox Dashboard DTXSID9020322
FDA SRS WTM2C3IL2X
Guide to Pharmacology 6801
Human Metabolome Database HMDB0014810
IBM Patent System 1B5EF231E428F43E3F2ADC949BB98431
LINCS LSM-6695
Mcule MCULE-3261763364
MolPort MolPort-001-779-601
NIH Clinical Collection SAM002554890
Nikkaji J3.944F
PharmGKB PA448966
PubChem 2727
PubChem: Thomson Pharma 15141440
Selleck chlorpropamide
SureChEMBL SCHEMBL23947
ZINC ZINC000001530599

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