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.
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: glimepiride

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
SMILES / InChI / InChIKey
Click here for help
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-
InChI Key WIGIZIANZCJQQY-RUCARUNLSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1995))
IUPAC Name Click here for help
3-ethyl-4-methyl-2-oxo-N-(2-{4-[({[(1r,4r)-4-methylcyclohexyl]carbamoyl}amino)sulfonyl]phenyl}ethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide
International Nonproprietary Names Click here for help
INN number INN
5718 glimepiride
Synonyms Click here for help
Amaryl® | glimepride | HOE-490 | Sugral®
Database Links Click here for help
CAS Registry No. 93479-97-1
ChEMBL Ligand CHEMBL1481
DrugBank Ligand DB00222
DrugCentral Ligand 1300
GtoPdb PubChem SID 178103426
PubChem CID 3476
Search Google for chemical match using the InChIKey WIGIZIANZCJQQY-RUCARUNLSA-N
Search Google for chemicals with the same backbone WIGIZIANZCJQQY
Search PubMed clinical trials glimepiride
Search PubMed titles glimepiride
Search PubMed titles/abstracts glimepiride
Search UniChem for chemical match using the InChIKey WIGIZIANZCJQQY-RUCARUNLSA-N
Search UniChem for chemicals with the same backbone WIGIZIANZCJQQY
Wikipedia Glimepiride

Product suppliers

View disclaimer

Tocris
Glimepiride
Cat. No. 2396