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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL456
CHEMBL456
Compound Name ETHACRYNIC ACID
ChEMBL Synonyms ETHACRYNIC ACID | ETHACRYNATE SODIUM | ETACRYNIC ACID | HYDROMEDIN | EDECRIN | MK-595 | REOMAX
Max Phase 4 (Approved)
Trade Names EDECRIN | HYDROMEDIN | REOMAX | ETHACRYNIC ACID | ETHACRYNATE SODIUM
Molecular Formula C13H12Cl2O4

Additional synonyms for CHEMBL456 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC(=C)C(=O)c1ccc(OCC(=O)O)c(Cl)c1Cl
Standard InChI InChI=1S/C13H12Cl2O4/c1-3-7(2)13(18)8-4-5-9(12(15)11(8)14)19 ...
Download InChI
Standard InChI Key AVOLMBLBETYQHX-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL456

Molecule Features

CHEMBL456 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:N 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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Urinary Bladder NeoplasmsD001749EFO:0000292bladder carcinoma1ClinicalTrials
GlaucomaD005901EFO:0000516glaucoma1ClinicalTrials

Clinical Data

ClinicalTrials.gov ETHACRYNIC ACID
The Cochrane Collaboration ETHACRYNIC ACID

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 CHEMBL456. 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
CHEMBL4426 Phospholipase A2 group 1B Homo sapiens 0.995
CHEMBL3979 Peroxisome proliferator-activated receptor delta Homo sapiens 0.931
CHEMBL3474 Phospholipase A2 group IIA Homo sapiens 0.686
CHEMBL2458 Peroxisome proliferator-activated receptor delta Mus musculus 0.295

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3902 Glutathione S-transferase Pi Homo sapiens 1.000
CHEMBL4426 Phospholipase A2 group 1B Homo sapiens 1.000
CHEMBL3474 Phospholipase A2 group IIA Homo sapiens 0.420
CHEMBL2458 Peroxisome proliferator-activated receptor delta Mus musculus 0.395
CHEMBL3236 Protein-tyrosine phosphatase G1 Homo sapiens 0.224
CHEMBL3979 Peroxisome proliferator-activated receptor delta Homo sapiens 0.214

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
303.1 302.0113 3.61 6 63.6 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 0 4 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.81 - 2.84 -.85 1 19 0.64

Structural Alerts

There are 7 structural alerts for CHEMBL456. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03C - HIGH-CEILING DIURETICS
C03CC - Aryloxyacetic acid derivatives
C03CC01 - etacrynic acid

ChemSpider ChemSpider:AVOLMBLBETYQHX-UHFFFAOYSA-N
DailyMed ethacrynate sodium ethacrynic acid
PubChem SID: 104171276 SID: 11112144 SID: 122995 SID: 124881977 SID: 124881979 SID: 144203886 SID: 144208300 SID: 170465426 SID: 17389016 SID: 26746983 SID: 26746984 SID: 50100377 SID: 855762 SID: 92763949
Wikipedia Etacrynic_acid

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL456



ACToR 58-54-8
BindingDB 50186231
Brenda 1046 172529
ChEBI 4876
DrugBank DB00903
DrugCentral 1071
eMolecules 538062
EPA CompTox Dashboard DTXSID3025257
FDA SRS M5DP350VZV
Guide to Pharmacology 7179
Human Metabolome Database HMDB0015039
IBM Patent System 1CB048CE0FDFEA10BAB6D6E2D99E8D11
LINCS LSM-3420
Mcule MCULE-6140194266
MolPort MolPort-003-666-185
NIH Clinical Collection SAM002264611
Nikkaji J4.399K
PDBe EAA
PharmGKB PA449518
PubChem 3278
PubChem: Thomson Pharma 14776240
SureChEMBL SCHEMBL26353
ZINC ZINC000000001382

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