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
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
GPR35 Hs Agonist Agonist 5.2 – 5.6 pEC50 - 2
pEC50 5.2 – 5.6 [2]
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
Kidney-specific Na-K-Cl symporter Hs Inhibitor Inhibition 5.2 pIC50 - 1
pIC50 5.2 [1]
Basolateral Na-K-Cl symporter Hs Inhibitor Inhibition 5.1 pIC50 - 1
pIC50 5.1 [1]
Ligand mentioned in the following text fields