3-(2H11)cyclohexyl-1-[2-(4-sulfamoylphenyl)ethyl]urea

• ChemBase ID: 165224
• Molecular Formular: C15H23N3O3S
• Molecular Mass: 325.42642
• Monoisotopic Mass: 325.14601261
• SMILES: C(NC(=O)NC1CCCCC1)Cc1ccc(cc1)S(=O)(=O)N
• Canonical SMILES: O=C(NC1CCCCC1)NCCc1ccc(cc1)S(=O)(=O)N
• InChI: InChI=1S/C15H23N3O3S/c16-22(20,21)14-8-6-12(7-9-14)10-11-17-15(19)18-13-4-2-1-3-5-13/h6-9,13H,1-5,10-11H2,(H2,16,20,21)(H2,17,18,19)
• InChIKey: NIMGDPRCIUIRNT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(^2H₁₁)cyclohexyl-1-[2-(4-sulfamoylphenyl)ethyl]urea
• IUPAC Traditional name: 3-(^2H₁₁)cyclohexyl-1-[2-(4-sulfamoylphenyl)ethyl]urea
• Synonyms: 4-[2-[[(Cyclohexylamino)carbonyl]amino]ethyl]benzenesulfonamide-d11; Glipizide Impurity H-d11; 1-Cyclohexyl-3-(p-sulfamoylphenethyl)urea-d11

Database IDs

• PubChem SID: 162259357
• PubChem CID: 71315089

CALCULATED PROPERTIES

• Acid pKa: 10.223784
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.5019464
• LogD (pH = 7.4): 1.5013771
• Log P: 1.5019538
• Molar Refractivity: 85.4757 cm^3
• Polarizability: 33.81716 Å^3
• Polar Surface Area: 101.29 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C988212

Labelled 1-Cyclohexyl-3-(p-sulfamoylphenethyl)urea, an impurity of Glipizide (G410225).

REFERENCES

• Jurca, B. et al.: J. Therm. Anal. Calor., 62, 859 (2000)