glimepiride   Click here for help

GtoPdb Ligand ID: 6820

Synonyms: Amaryl® | glimepride | HOE-490 | Sugral®
Approved drug
glimepiride is an approved drug (FDA (1995))
Compound class: Synthetic organic
Comment: Only approved by the EMA (2007) to be used in combination with pioglitazone (Tandemact®). Note that the PubChem CID listed above refers to the non-isomeric molecule. We show the isomeric form which corresponds to the structure held with the INN record for this compound.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 133.06
Molecular weight 490.22
XLogP 3.79
No. Lipinski's rules broken 0
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Canonical SMILES CCC1=C(C)CN(C1=O)C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)NC1CCC(CC1)C
Isomeric SMILES CCC1=C(C)CN(C1=O)C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)N[C@@H]1CC[C@H](CC1)C
InChI InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)/t16-,19-
Bioactivity Comments
As we are unable to identify which subunit of the sulfonylurea receptor/potassium channel the drug binds, we have not tagged a primary drug target.