3-cyclohexyl-1-{4-[(2H3)oxiran-2-yl(2H2)methoxy]phenyl}urea

• ChemBase ID: 165204
• Molecular Formular: C16H22N2O3
• Molecular Mass: 290.35748
• Monoisotopic Mass: 290.16304257
• SMILES: C1C(CCCC1)NC(=O)Nc1ccc(cc1)OCC1OC1
• Canonical SMILES: O=C(Nc1ccc(cc1)OCC1CO1)NC1CCCCC1
• InChI: InChI=1S/C16H22N2O3/c19-16(17-12-4-2-1-3-5-12)18-13-6-8-14(9-7-13)20-10-15-11-21-15/h6-9,12,15H,1-5,10-11H2,(H2,17,18,19)
• InChIKey: OWUOHIMJYZRAGE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-cyclohexyl-1-{4-[(^2H₃)oxiran-2-yl(^2H₂)methoxy]phenyl}urea
• IUPAC Traditional name: 3-cyclohexyl-1-{4-[(^2H₃)oxiran-2-yl(^2H₂)methoxy]phenyl}urea
• Synonyms: N-Cyclohexyl-N’-[4-(oxiranylmethoxy)phenyl]urea-d5; N-Cyclohexyl-N’-[4-(2-oxiranylmethoxy)phenyl]urea-d5; N-Cyclohexyl-N'-[4-(2,3-epoxypropoxy)phenyl]urea-d5

Database IDs

• PubChem SID: 162259337
• PubChem CID: 71315077

CALCULATED PROPERTIES

• Acid pKa: 14.178691
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5839527
• LogD (pH = 7.4): 2.5839524
• Log P: 2.5839527
• Molar Refractivity: 80.7165 cm^3
• Polarizability: 30.996313 Å^3
• Polar Surface Area: 62.89 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol

DETAILS

Toronto Research Chemicals - C988012

Labelled Talinolol intermediate.

REFERENCES

• Viswanathan, C., et al.: Bioorg. Med. Chem., 14, 6581 (2006)