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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL499915
CHEMBL499915
Compound Name CARBENOXOLONE
ChEMBL Synonyms BIOPLEX | BIOGASTRONE | Carbenoxolone Disodium | BIORAL | Carbenoxolone | DUOGASTRONE | CARBENOXOLONE SODIUM
Max Phase 4 (Approved)
Trade Names DUOGASTRONE | BIOPLEX | BIORAL | BIOGASTRONE
Molecular Formula C34H50O7

Additional synonyms for CHEMBL499915 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1(C)[C@H](CC[C@@]2(C)[C@H]1CC[C@]3(C)[C@@H]2C(=O)C=C4[C@@H ...
Download SMILES
Standard InChI InChI=1S/C34H50O7/c1-29(2)23-10-13-34(7)27(32(23,5)12-11-24( ...
Download InChI
Standard InChI Key OBZHEBDUNPOCJG-WBXJDKIVSA-N

Sources

  • British National Formulary
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL499915

Molecule Features

CHEMBL499915 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Mechanism of Action

Mechanism of Action ChEMBL Target References
11-beta-hydroxysteroid dehydrogenase inhibitor 11-beta-hydroxysteroid dehydrogenase Other PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Gastroesophageal RefluxD005764EFO:0003948gastroesophageal reflux disease4ATC
ATC
ATC
Peptic UlcerD010437HP:0004398Peptic ulcer4ATC
ATC
ATC

Clinical Data

ClinicalTrials.gov CARBENOXOLONE
The Cochrane Collaboration CARBENOXOLONE

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 CHEMBL499915. 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
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.999
CHEMBL3180 Carboxylesterase 2 Homo sapiens 0.999
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.798
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.516

10uM


ChEMBL_ID Target Name Organism Score
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
CHEMBL3180 Carboxylesterase 2 Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3807 T-cell protein-tyrosine phosphatase Homo sapiens 1.000
CHEMBL2283 Carbonic anhydrase II Bos taurus 1.000
CHEMBL335 Protein-tyrosine phosphatase 1B Homo sapiens 1.000
CHEMBL2366517 Protease Human immunodeficiency virus 1 1.000
CHEMBL4696 Glycogen phosphorylase, muscle form Oryctolagus cuniculus 1.000
CHEMBL5983 Aldo-keto reductase family 1 member B10 Homo sapiens 1.000
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.990
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.736
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.559
CHEMBL4804 Dual specificity phosphatase Cdc25B Homo sapiens 0.374
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 0.277
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.273

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
570.8 570.3557 6.83 5 117.97 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 2 7 2 2


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.4 - 6.63 1.94 0 41 0.35

Structural Alerts

There are 6 structural alerts for CHEMBL499915. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A02 - DRUGS FOR ACID RELATED DISORDERS
A02B - DRUGS FOR PEPTIC ULCER AND GASTRO-OESOPHAGEAL REFLUX DISEASE (GORD)
A02BX - Other drugs for peptic ulcer and gastro-oesophageal reflux disease (GORD)
A02BX71 - carbenoxolone, combinations with psycholeptics

A - ALIMENTARY TRACT AND METABOLISM
A02 - DRUGS FOR ACID RELATED DISORDERS
A02B - DRUGS FOR PEPTIC ULCER AND GASTRO-OESOPHAGEAL REFLUX DISEASE (GORD)
A02BX - Other drugs for peptic ulcer and gastro-oesophageal reflux disease (GORD)
A02BX51 - carbenoxolone, combinations excl. psycholeptics

A - ALIMENTARY TRACT AND METABOLISM
A02 - DRUGS FOR ACID RELATED DISORDERS
A02B - DRUGS FOR PEPTIC ULCER AND GASTRO-OESOPHAGEAL REFLUX DISEASE (GORD)
A02BX - Other drugs for peptic ulcer and gastro-oesophageal reflux disease (GORD)
A02BX01 - carbenoxolone

ChemSpider ChemSpider:OBZHEBDUNPOCJG-WBXJDKIVSA-N
Wikipedia Carbenoxolone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL499915



BindingDB 50247012
Brenda 122871
DrugBank DB02329
DrugCentral 493
eMolecules 36788279
EPA CompTox Dashboard DTXSID4022733
FDA SRS MM6384NG73
Guide to Pharmacology 4151
LINCS LSM-2267
Nikkaji J209.322G
PDBe CBO
PubChem 636403
PubChem: Thomson Pharma 14764266 16767811
SureChEMBL SCHEMBL76013
ZINC ZINC000003977823

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