furosemide   

GtoPdb Ligand ID: 4839

Synonyms: dihydroflumethiazide | frusemide | Lasix® | methforylthiazidine
furosemide is an approved drug (FDA (1966))
Compound class: Synthetic organic
Comment: Furosemide is a loop diuretic drug.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 131.01
Molecular weight 330.01
XLogP 1.2
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)c1cc(c(cc1NCc1ccco1)Cl)S(=O)(=O)N
Isomeric SMILES OC(=O)c1cc(c(cc1NCc1ccco1)Cl)S(=O)(=O)N
InChI InChI=1S/C12H11ClN2O5S/c13-9-5-10(15-6-7-2-1-3-20-7)8(12(16)17)4-11(9)21(14,18)19/h1-5,15H,6H2,(H,16,17)(H2,14,18,19)
InChI Key ZZUFCTLCJUWOSV-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1966))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
4-chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic acid
International Nonproprietary Names
INN number INN
1584 furosemide
Synonyms
dihydroflumethiazide | frusemide | Lasix® | methforylthiazidine
Database Links
CAS Registry No. 54-31-9 (source: Scifinder)
ChEBI CHEBI:47426
ChEMBL Ligand CHEMBL35
DrugBank Ligand DB00695
DrugCentral Ligand 1258
GtoPdb PubChem SID 178101541
PubChem CID 3440
RCSB PDB Ligand FUN
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Wikipedia Furosemide

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Tocris
Furosemide
Cat. No. 3109