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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL35
CHEMBL35
Compound Name FUROSEMIDE
ChEMBL Synonyms FRUSOL | FRUMIL | ALUZINE 20 | RUSYDE | HYDROLED | LASIX | FROOP | LB-502 | LASIX RET | Disal | ALUZINE 40 | furosemide | FRUMAX | FRUSID | DIURESAL | Aquamed | DRYPTAL | FUROSEMIDE | ALUZINE 500 | TENKOFRUSE | FRUSETIC | FRUSEMIDE
Max Phase 4 (Approved)
Trade Names ALUZINE 500 | Aquamed | FRUSETIC | TENKOFRUSE | DIURESAL | FRUSID | FRUSOL | HYDROLED | DRYPTAL | RUSYDE | ALUZINE 20 | FRUMAX | FRUMIL | FROOP | LASIX | ALUZINE 40 | Disal | LASIX RET | Frusemide | FUROSEMIDE
Molecular Formula C12H11ClN2O5S

Additional synonyms for CHEMBL35 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NS(=O)(=O)c1cc(C(=O)O)c(NCc2occc2)cc1Cl
Standard InChI InChI=1S/C12H11ClN2O5S/c13-9-5-10(15-6-7-2-1-3-20-7)8(12(16) ...
Download InChI
Standard InChI Key ZZUFCTLCJUWOSV-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • 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


CHEMBL35

Molecule Features

CHEMBL35 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 DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Pulmonary EmbolismD011655EFO:0003827pulmonary embolism3ClinicalTrials
Bronchopulmonary DysplasiaD001997Orphanet:70589Bronchopulmonary dysplasia2ClinicalTrials
Lung DiseasesD008171EFO:0003818lung disease3ClinicalTrials
Myocardial InfarctionD009203EFO:0000612myocardial infarction3ClinicalTrials
Acute Kidney InjuryD058186HP:0001919Acute kidney injury2ClinicalTrials
Acute Lung InjuryD055371EFO:0004610acute lung injury2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
NeoplasmsD009369EFO:0000311cancer2ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
LeukemiaD007938EFO:0000565leukemia1ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
WartsD0148603ClinicalTrials
Nasal PolypsD009298EFO:1000391Nasal Cavity Polyp2ClinicalTrials
BronchiolitisD001988HP:0011950Bronchiolitis3ClinicalTrials
Diabetes MellitusD003920EFO:0000400diabetes mellitus1ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus1ClinicalTrials
Heart FailureD006333EFO:0000373congestive heart failure3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia1ClinicalTrials
DyspneaD0044171ClinicalTrials
HypertensionD006973EFO:0000537hypertension2ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease3ClinicalTrials

Clinical Data

ClinicalTrials.gov FUROSEMIDE
The Cochrane Collaboration FUROSEMIDE

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 CHEMBL35. 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 0.999
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.998
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.972
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.964
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.958
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.952
CHEMBL3880 Heat shock protein HSP 90-alpha Homo sapiens 0.931
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.802
CHEMBL3242 Carbonic anhydrase XII Homo sapiens 0.743
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.741
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.737
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.701
CHEMBL205 Carbonic anhydrase II Homo sapiens 0.475
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.319
CHEMBL3510 Carbonic anhydrase XIV Homo sapiens 0.284
CHEMBL3594 Carbonic anhydrase IX Homo sapiens 0.283
CHEMBL5514 Huntingtin Homo sapiens 0.278
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.264
CHEMBL2392 DNA polymerase beta Homo sapiens 0.220



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2326 Carbonic anhydrase VII Homo sapiens 0.997
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.996
CHEMBL3969 Carbonic anhydrase VB Homo sapiens 0.989
CHEMBL3880 Heat shock protein HSP 90-alpha Homo sapiens 0.985
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.978
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.964
CHEMBL3025 Carbonic anhydrase VI Homo sapiens 0.949
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.908
CHEMBL4789 Carbonic anhydrase VA Homo sapiens 0.864
CHEMBL4159 Endoplasmic reticulum-associated amyloid beta-peptide-binding protein Homo sapiens 0.758
CHEMBL261 Carbonic anhydrase I Homo sapiens 0.606
CHEMBL2392 DNA polymerase beta Homo sapiens 0.575
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.532
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.520
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.518
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.513
CHEMBL2903 Arachidonate 15-lipoxygenase Homo sapiens 0.497
CHEMBL3729 Carbonic anhydrase IV Homo sapiens 0.418
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.335
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.270

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
330.8 330.0077 1.89 5 122.63 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
3.04 - 2.3 -.82 2 21 0.77

Structural Alerts

There are no structural alerts for CHEMBL35

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03C - HIGH-CEILING DIURETICS
C03CA - Sulfonamides, plain
C03CA01 - furosemide

ChemSpider ChemSpider:ZZUFCTLCJUWOSV-UHFFFAOYSA-N
DailyMed furosemide
PubChem SID: 11112125 SID: 144203873 SID: 144209411 SID: 144213288 SID: 170464879 SID: 17389872 SID: 47193739
Wikipedia Furosemide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL35



ACToR 54-31-9
Atlas furosemide
BindingDB 25902
Brenda 27985 127067 125886 11952 1557
ChEBI 47426
ChemicalBook CB2445739
DrugBank DB00695
DrugCentral 1258
eMolecules 538364
EPA CompTox Dashboard DTXSID6020648
FDA SRS 7LXU5N7ZO5
Guide to Pharmacology 4839
Human Metabolome Database HMDB0001933
IBM Patent System 51F35C5152960A29BE7F7A359C292FD2
KEGG Ligand C07017
LINCS LSM-5847
Mcule MCULE-8037874224
MolPort MolPort-001-641-065
NIH Clinical Collection SAM002264614
Nikkaji J1.913E
PDBe FUN
PharmGKB PA449719
PubChem 3440 118985385
PubChem: Drugs of the Future 12014152
PubChem: Thomson Pharma 14875224
Selleck Furosemide(Lasix)
SureChEMBL SCHEMBL9811
ZINC ZINC000000035804

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