4-amino-5-(ethanesulfonyl)-N-[(1-ethyl-5-oxopyrrolidin-2-yl)methyl]-2-methoxybenzamide

• ChemBase ID: 175983
• Molecular Formular: C17H25N3O5S
• Molecular Mass: 383.4625
• Monoisotopic Mass: 383.15149192
• SMILES: C1(=O)CCC(N1CC)CNC(=O)c1c(cc(c(c1)S(=O)(=O)CC)N)OC
• Canonical SMILES: CCN1C(CCC1=O)CNC(=O)c1cc(c(cc1OC)N)S(=O)(=O)CC
• InChI: InChI=1S/C17H25N3O5S/c1-4-20-11(6-7-16(20)21)10-19-17(22)12-8-15(26(23,24)5-2)13(18)9-14(12)25-3/h8-9,11H,4-7,10,18H2,1-3H3,(H,19,22)
• InChIKey: RXSOPJVIOWCCCJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-(ethanesulfonyl)-N-[(1-ethyl-5-oxopyrrolidin-2-yl)methyl]-2-methoxybenzamide
• IUPAC Traditional name: 4-amino-5-(ethanesulfonyl)-N-[(1-ethyl-5-oxopyrrolidin-2-yl)methyl]-2-methoxybenzamide
• Synonyms: 4-Amino-N-[(1-ethyl-5-oxo-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide; 5'-Oxo Amisulpride

Database IDs

• PubChem SID: 164231893
• PubChem CID: 71751361

CALCULATED PROPERTIES

• Acid pKa: 14.03243
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.7006144
• LogD (pH = 7.4): -0.7006126
• Log P: -0.7006125
• Molar Refractivity: 99.4703 cm^3
• Polarizability: 38.110516 Å^3
• Polar Surface Area: 118.8 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O847100

5’-Oxo Amisulpride is an impurity of the dopamine receptor antagonist Amisulpride (A633250).