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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1072
CHEMBL1072
Compound Name BUMETANIDE
ChEMBL Synonyms Lixil | BETINEX | BUMEX | RO 10-6338 | BUMETANIDE | BURINEX
Max Phase 4 (Approved)
Trade Names Lixil | BETINEX | BURINEX | BUMEX | BUMETANIDE
Molecular Formula C17H20N2O5S

Additional synonyms for CHEMBL1072 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCCNc1cc(cc(c1Oc2ccccc2)S(=O)(=O)N)C(=O)O
Standard InChI InChI=1S/C17H20N2O5S/c1-2-3-9-19-14-10-12(17(20)21)11-15(25( ...
Download InChI
Standard InChI Key MAEIEVLCKWDQJH-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL1072

Molecule Features

CHEMBL1072 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Sodium-(potassium)-chloride cotransporter 2 inhibitor Sodium-(potassium)-chloride cotransporter 2 DOI FDA

Clinical Data

ClinicalTrials.gov BUMETANIDE
The Cochrane Collaboration BUMETANIDE

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 CHEMBL1072. 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
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.984
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.984
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.975
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.957
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.939
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.928
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.620
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.267



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.996
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.992
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.973
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.957
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.921
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.716
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 0.602
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.555
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.423
CHEMBL3912 Carbonic anhydrase XIII Homo sapiens 0.238

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
364.4 364.1093 3.04 8 118.72 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 7 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.18 4.48 2.88 -.08 2 25 0.62

Structural Alerts

There are 2 structural alerts for CHEMBL1072. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03C - HIGH-CEILING DIURETICS
C03CA - Sulfonamides, plain
C03CA02 - bumetanide

ChemSpider ChemSpider:MAEIEVLCKWDQJH-UHFFFAOYSA-N
DailyMed bumetanide
PubChem SID: 11110843 SID: 11110844 SID: 144203639 SID: 170464735 SID: 26746951 SID: 26751481 SID: 50103991 SID: 56424138 SID: 855675
Wikipedia Bumetanide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1072



ACToR 28395-03-1
BindingDB 25903
Brenda 151916
ChEBI 3213
ChemicalBook CB9382992
DrugBank DB00887
DrugCentral 427
eMolecules 535080
EPA CompTox Dashboard DTXSID5022699
FDA SRS 0Y2S3XUQ5H
Guide to Pharmacology 4837
Human Metabolome Database HMDB0015024
IBM Patent System E628CE920DC779A9C7010664E8CDCD23
LINCS LSM-2848
Mcule MCULE-6802013568
NIH Clinical Collection SAM002564195
Nikkaji J3.168B
PharmGKB PA448682
PubChem 2471
PubChem: Thomson Pharma 14852701
Selleck Bumetanide
SureChEMBL SCHEMBL27525
ZINC ZINC000003813061

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