N-[(4-acetylmorpholin-2-yl)methyl]-5-chloro-4-acetamido-2-ethoxybenzamide

• ChemBase ID: 166768
• Molecular Formular: C18H24ClN3O5
• Molecular Mass: 397.85326
• Monoisotopic Mass: 397.14044856
• SMILES: C1C(OCCN1C(=O)C)CNC(=O)c1cc(c(cc1OCC)NC(=O)C)Cl
• Canonical SMILES: CCOc1cc(NC(=O)C)c(cc1C(=O)NCC1OCCN(C1)C(=O)C)Cl
• InChI: InChI=1S/C18H24ClN3O5/c1-4-26-17-8-16(21-11(2)23)15(19)7-14(17)18(25)20-9-13-10-22(12(3)24)5-6-27-13/h7-8,13H,4-6,9-10H2,1-3H3,(H,20,25)(H,21,23)
• InChIKey: DSSVQOSYYSRMCJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(4-acetylmorpholin-2-yl)methyl]-5-chloro-4-acetamido-2-ethoxybenzamide
• IUPAC Traditional name: N-[(4-acetylmorpholin-2-yl)methyl]-5-chloro-4-acetamido-2-ethoxybenzamide
• Synonyms: 4-(Acetylamino)-N-[(4-acetyl-2-morpholinyl)methyl]-5-chloro-2-ethoxy-benzamide; N,N-Diacetyl Des-4-fluorobenzyl Mosapride

Database IDs

• CAS Number: 170799-32-3
• PubChem SID: 162260901
• PubChem CID: 10046380

CALCULATED PROPERTIES

• Acid pKa: 12.287628
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.1752587
• LogD (pH = 7.4): 0.17525405
• Log P: 0.17525938
• Molar Refractivity: 101.9477 cm^3
• Polarizability: 38.482723 Å^3
• Polar Surface Area: 96.97 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Methanol

DETAILS

Toronto Research Chemicals - D324750

Protected Mosapride metabolite.

REFERENCES

• Kato, S., et al.: Chem. Pharm. Bull., 43, 699 (1995)