General Information
Drug ID
DR00158
Drug Name
Glimepiride
Synonyms
1-((p-(2-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)ethyl)phenyl)sulfonyl)-3-(trans-4-methylcyclohexyl)urea; 1-{[4-(2-{[(3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]amino}ethyl)phenyl]sulfonyl}-3-(trans-4-methylcyclohexyl)urea; 3-ethyl-4-methyl-N-[2-(4-{[(trans-4-methylcyclohexyl)carbamoyl]sulfamoyl}phenyl)ethyl]-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide; 3-ethyl-4-methyl-n-(4-(n-((1r,4r)-4-methylcyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-oxo-2,5-dihydro; 4-ethyl-3-methyl-N-[2-[4-[(4-methylcyclohexyl)carbamoylsulfamoyl]phenyl]ethyl]-5-oxo-2H-pyrrole-1-carboxamide; 64598P; Amarel; Amaryl; Amaryl (TN); Amaryl, Glista OD, Glimepiride; Endial; Glimepirid; Glimepirida; Glimepirida [Spanish]; Glimepiride (JAN/USP/INN); Glimepiride [USAN:BAN:INN]; Glimepiridum; Glimepiridum [Latin]; Glimepride; Glimer; Glymepirid; HOE 490; Hoe-490; Novo-glimepiride; PMS-glimepiride; Ratio-glimepiride; Roname; Sandoz glimepiride; Solosa
Drug Type
Small molecular drug
Indication Diabetes [ICD11:5A10-5A14] Approved [1]
Therapeutic Class
Hypoglycemic Agents
Structure
3D MOL 2D MOL
Formula
C24H34N4O5S
Canonical SMILES
CCC1=C(CN(C1=O)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCC(CC3)C)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)
InChIKey
WIGIZIANZCJQQY-UHFFFAOYSA-N
CAS Number
CAS 93479-97-1
Pharmaceutical Properties Molecular Weight 490.6 Topological Polar Surface Area 133
Heavy Atom Count 34 Rotatable Bond Count 7
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
XLogP
3.9
PubChem CID
3476
PubChem SID
103394534 ,103543151 ,103913636 ,104171333 ,104303626 ,11112876 ,11466679 ,11467799 ,11486338 ,12013623 ,14908413 ,24895093 ,26719876 ,26755029 ,26755030 ,29222609 ,32963623 ,46386690 ,46508842 ,47589079 ,47959862 ,48155569 ,48185080 ,48334594 ,49648856 ,49699123 ,49731995 ,49835734 ,50037704 ,50126308 ,5043708 ,56313637 ,57321825 ,77374551 ,7847659 ,7979409 ,81040871 ,81092812 ,8145852 ,8152210 ,85787655 ,85787837 ,91613422 ,92125647 ,92308643 ,92309214 ,92711714 ,9871 ,99344865 ,99437102
ChEBI ID
ChEBI:5383
TTD Drug ID
D0B2GI
DT(s) Transporting This Drug BSEP Transporter Info Bile salt export pump Substrate [2]
References
1 Glimepiride was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Early identification of clinically relevant drug interactions with the human bile salt export pump (BSEP/ABCB11). Toxicol Sci. 2013 Dec;136(2):328-43.

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