1-(2-methylbenzenesulfonyl)-3-{octahydrocyclopenta[c]pyrrol-2-yl}urea

• ChemBase ID: 169641
• Molecular Formular: C15H21N3O3S
• Molecular Mass: 323.41054
• Monoisotopic Mass: 323.13036255
• SMILES: c1cccc(c1S(=O)(=O)NC(=O)NN1CC2C(C1)CCC2)C
• Canonical SMILES: O=C(NS(=O)(=O)c1ccccc1C)NN1CC2C(C1)CCC2
• InChI: InChI=1S/C15H21N3O3S/c1-11-5-2-3-8-14(11)22(20,21)17-15(19)16-18-9-12-6-4-7-13(12)10-18/h2-3,5,8,12-13H,4,6-7,9-10H2,1H3,(H2,16,17,19)
• InChIKey: XLSAYFQNZDWDHT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-methylbenzenesulfonyl)-3-{octahydrocyclopenta[c]pyrrol-2-yl}urea
• IUPAC Traditional name: 3-{hexahydro-1H-cyclopenta[c]pyrrol-2-yl}-1-(2-methylbenzenesulfonyl)urea
• Synonyms: 1-(3-Azabicyclo[3.3.0]oct-3-yl)-3-o-tolylsulphonylurea; ortho Gliclazide Impurity; N-[[(Hexahydrocyclopenta[c]pyrrol-2(1H)-yl)amino]carbonyl]-2-methylbenzenesulfonamide; ortho Gliclazide

Database IDs

• CAS Number: 1076198-18-9
• PubChem SID: 162263773
• PubChem CID: 46780435

CALCULATED PROPERTIES

• Acid pKa: 4.0638323
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.89564013
• LogD (pH = 7.4): 0.7922423
• Log P: 1.733641
• Molar Refractivity: 83.8761 cm^3
• Polarizability: 33.30902 Å^3
• Polar Surface Area: 78.51 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - G409880

Impurity of Gliclazide (G409875).

REFERENCES

• Hisashi, M., et al.: Eur. J. Drug Metab. Pharmacokinet., 8, 117 (1983)