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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1148
CHEMBL1148
Compound Name TORSEMIDE
ChEMBL Synonyms TORASEMIDE | BM02.015 | TOREM 2.5 | AC4464 | TORSEMIDE | TOREM 5 | TOREM 10 | DEMADEX | AC-4464
Max Phase 4 (Approved)
Trade Names TOREM 2.5 | TOREM 5 | TORSEMIDE | DEMADEX | TOREM 10
Molecular Formula C16H20N4O3S

Additional synonyms for CHEMBL1148 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)NC(=O)NS(=O)(=O)c1cnccc1Nc2cccc(C)c2
Standard InChI InChI=1S/C16H20N4O3S/c1-11(2)18-16(21)20-24(22,23)15-10-17-8 ...
Download InChI
Standard InChI Key NGBFQHCMQULJNZ-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL1148

Molecule Features

CHEMBL1148 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 DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus1ClinicalTrials
Pre-EclampsiaD011225EFO:0000668preeclampsia2ClinicalTrials

Clinical Data

ClinicalTrials.gov TORSEMIDE
The Cochrane Collaboration TORSEMIDE

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 CHEMBL1148. 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
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 0.600
CHEMBL4080 Bombesin receptor subtype-3 Homo sapiens 0.287
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.281

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 0.821
CHEMBL279 Vascular endothelial growth factor receptor 2 Homo sapiens 0.651
CHEMBL4080 Bombesin receptor subtype-3 Homo sapiens 0.546
CHEMBL1075140 Bombesin receptor subtype-3 Mus musculus 0.427
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.225

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
348.4 348.1256 2.53 5 100.19 ACID


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.37 5.33 1.96 -.02 2 24 0.77

Structural Alerts

There are 2 structural alerts for CHEMBL1148. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03C - HIGH-CEILING DIURETICS
C03CA - Sulfonamides, plain
C03CA04 - torasemide

ChemSpider ChemSpider:NGBFQHCMQULJNZ-UHFFFAOYSA-N
DailyMed torsemide
PubChem SID: 11112793 SID: 144204213 SID: 170465279 SID: 26719820 SID: 26748988 SID: 49665992 SID: 49666477
Wikipedia Torasemide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1148



ACToR 56211-40-6
BindingDB 64107
ChEBI 9637
ChemicalBook CB1397929
DrugBank DB00214
DrugCentral 2708
eMolecules 902603
EPA CompTox Dashboard DTXSID2023690
FDA SRS W31X2H97FB
Guide to Pharmacology 7312
Human Metabolome Database HMDB0014359
IBM Patent System 46CF6C405FDA56392B22CC58FFAE9C7C
LINCS LSM-2662
Mcule MCULE-2734924315
MolPort MolPort-002-885-870
NIH Clinical Collection SAM001246567
Nikkaji J11.135J
PharmGKB PA451733
PubChem 41781 51371498
PubChem: Drugs of the Future 12012656
PubChem: Thomson Pharma 14900728
Selleck Torsemide(Demadex)
SureChEMBL SCHEMBL41184
ZINC ZINC000000005823

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