5-chloro-N-[2-(diethylamino)ethyl]-4-acetamido-2-methoxybenzamide

• ChemBase ID: 159372
• Molecular Formular: C16H24ClN3O3
• Molecular Mass: 341.83306
• Monoisotopic Mass: 341.15061932
• SMILES: c1(c(cc(c(c1)C(=O)NCCN(CC)CC)OC)NC(=O)C)Cl
• Canonical SMILES: CCN(CCNC(=O)c1cc(Cl)c(cc1OC)NC(=O)C)CC
• InChI: InChI=1S/C16H24ClN3O3/c1-5-20(6-2)8-7-18-16(22)12-9-13(17)14(19-11(3)21)10-15(12)23-4/h9-10H,5-8H2,1-4H3,(H,18,22)(H,19,21)
• InChIKey: CUDFIXBYMDJBQT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-N-[2-(diethylamino)ethyl]-4-acetamido-2-methoxybenzamide
• IUPAC Traditional name: 5-chloro-N-[2-(diethylamino)ethyl]-4-acetamido-2-methoxybenzamide
• Synonyms: 4-(Acetylamino)-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide; 6'-Chloro-4'-[[2-(diethylamino)ethyl]carbamoyl]-m-acetanisidide; 4-Acetamido-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide; N-[2-(Diethylamino)ethyl]-2-methoxy-4-acetamido-5-chlorobenzamide; N-Acetyl Metoclopramide

Database IDs

• CAS Number: 5608-13-9
• PubChem SID: 162253507
• PubChem CID: 79714

CALCULATED PROPERTIES

• Acid pKa: 12.289743
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.7575245
• LogD (pH = 7.4): -0.18418638
• Log P: 1.4639064
• Molar Refractivity: 93.6804 cm^3
• Polarizability: 35.051132 Å^3
• Polar Surface Area: 70.67 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A186860

N-Acetyl Metoclopramide is a related compound of Metoclopramide (M338685).

REFERENCES

• Doms, R., et al.: J. Cell Biol., 109, 61 (1989)
• Chen, Q., et al.: Mol. Pharmacol., 52, 648 (1989)
• Irwin, W., et al.: J. Biol. Chem., 277, 12221 (1989)