chlorpropamide   Click here for help

GtoPdb Ligand ID: 6801

Synonyms: Diabenese® | Glucamide®
Approved drug
chlorpropamide is an approved drug (FDA (1958))
Compound class: Synthetic organic
Comment: A sulfonylurea family drug inhibiting sulfonylurea receptor 1 (ABCC8)/Kir6.2 (KCNJ11)
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 83.65
Molecular weight 276.03
XLogP 1.8
No. Lipinski's rules broken 0
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Canonical SMILES CCCNC(=O)NS(=O)(=O)c1ccc(Cl)cc1
Isomeric SMILES CCCNC(=O)NS(=O)(=O)c1ccc(Cl)cc1
InChI InChI=1S/C10H13ClN2O3S/c1-2-7-12-10(14)13-17(15,16)9-5-3-8(11)4-6-9/h3-6H,2,7H2,1H3,(H2,12,13,14)
Bioactivity Comments
We have mapped chlorpropamide to SUR1 (ABCC8) as this is the drug's likely molecular target, based on the observations that the pancreatic β-cell ATP-sensitive K+ channel is hetero-octomer of 4 SUR1 subunits and 4 Kir6.2 subunits [1], and that chlorpropamide is a sulfonylurea family drug. We have however, been unable to find affinity data to confirm this proposed interaction.
Selectivity at transporters
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
ATP-binding cassette, sub-family C (CFTR/MRP), member 8 Hs Inhibitor Inhibition - - -