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Glibenclamide

C23H28ClN3O5S — CID 3488

💊View drug profile → glibenclamide

Data last refreshed: (MolForge compound catalog, from PubChem)

IUPAC5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide
SMILESCOc1ccc(Cl)cc1C(=O)NCCc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1
InChIInChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)
InChIKeyZNNLBTZKUZBEKO-UHFFFAOYSA-N
MW494.01 g/mol
LogP3.64
Rot. Bonds8

About Glibenclamide

Glibenclamide (PubChem CID 3488) has the molecular formula C23H28ClN3O5S and a molecular weight of 494.01 g/mol. Its IUPAC name is 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide.

Molecular Properties

Compound NameGlibenclamide
PubChem CID3488
Molecular FormulaC23H28ClN3O5S
Molecular Weight494.01 g/mol
Exact Mass493.14
IUPAC Name5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide
SMILESCOc1ccc(Cl)cc1C(=O)NCCc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1
InChIInChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)
InChIKeyZNNLBTZKUZBEKO-UHFFFAOYSA-N
XLogP3.64
TPSA113.60 Ų
H-Bond Donors3
H-Bond Acceptors5
Rotatable Bonds8
Heavy Atoms33
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500494.01
LogP ≤ 53.64
H-Bond Donors ≤ 53
H-Bond Acceptors ≤ 105

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Related Compounds

4'-Hydroxyglibenclamide
CID 3082214
5-Chloro-2-methoxy-N-(2-(4-methoxy-3-((((methylamino)thioxomethyl)amino)sulfonyl)phenyl)ethyl)benzamide
CID 3037766
Cyprosulfamide
CID 11707647
N-[[4-(benzenesulfonamidomethyl)phenyl]methyl]-2-methoxy-benzamide
CID 130431447
5-Chloro-2-methoxy-N-(5-sulfamoyl-indan-2-yl)-benzamide; hydrate
CID 42609905
4-acetamido-5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide
CID 118713279
N-[3-[2-(5-chloro-2-methoxybenzoyl)hydrazinyl]-3-oxopropyl]benzenesulfonamide
CID 4795157

Frequently Asked Questions

What is the IUPAC name of Glibenclamide?
The IUPAC name of Glibenclamide (CID 3488) is 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide.
What is the SMILES notation for Glibenclamide?
The canonical SMILES for Glibenclamide is COc1ccc(Cl)cc1C(=O)NCCc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1.
What is the InChIKey of Glibenclamide?
The InChIKey is ZNNLBTZKUZBEKO-UHFFFAOYSA-N. The full InChI is InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29).
What are the key properties of Glibenclamide?
Glibenclamide has a molecular weight of 494.01 g/mol, XLogP of 3.64, 8 rotatable bonds, 3 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for Glibenclamide is sourced from PubChem (CID 3488), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

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