bumetanide   Click here for help

GtoPdb Ligand ID: 4837

Synonyms: Bumex® | Burinex® | PF 1593 | Ro 10-6338
Approved drug PDB Ligand
bumetanide is an approved drug (FDA (1983))
Compound class: Synthetic organic
Comment: Bumetanide is a loop diuretic drug. It inhibits NKCC1 (SLC12A2) tranporters in the brain and kidney-specific NKCC2 (SLC12A1) transporters in the thick ascending limb of Henle's loop. The latter action modulates water and electrolyte homeostasis and is reponsible for the drug's diuretic effects.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 127.1
Molecular weight 364.11
XLogP 2.57
No. Lipinski's rules broken 0
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Canonical SMILES CCCCNc1cc(cc(c1Oc1ccccc1)S(=O)(=O)N)C(=O)O
Isomeric SMILES CCCCNc1cc(cc(c1Oc1ccccc1)S(=O)(=O)N)C(=O)O
InChI InChI=1S/C17H20N2O5S/c1-2-3-9-19-14-10-12(17(20)21)11-15(25(18,22)23)16(14)24-13-7-5-4-6-8-13/h4-8,10-11,19H,2-3,9H2,1H3,(H,20,21)(H2,18,22,23)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1983))
IUPAC Name Click here for help
3-(butylamino)-4-phenoxy-5-sulfamoylbenzoic acid
International Nonproprietary Names Click here for help
INN number INN
2943 bumetanide
Synonyms Click here for help
Bumex® | Burinex® | PF 1593 | Ro 10-6338
Database Links Click here for help
Specialist databases
GPCRdb Ligand bumetanide
Other databases
CAS Registry No. 28395-03-1 (source: Scifinder)
ChEMBL Ligand CHEMBL1072
DrugBank Ligand DB00887
DrugCentral Ligand 427
GtoPdb PubChem SID 178101539
PubChem CID 2471
RCSB PDB Ligand 82U
Search Google for chemical match using the InChIKey MAEIEVLCKWDQJH-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey MAEIEVLCKWDQJH-UHFFFAOYSA-N
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Wikipedia Bumetanide

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Bumetanide (links to external site)
Cat. No. 3108