N-[3-acetyl-4-(3-{[3-(2-acetyl-4-butanamidophenoxy)-2-hydroxypropyl](propan-2-yl)amino}-2-hydroxypropoxy)phenyl]butanamide

• ChemBase ID: 158829
• Molecular Formular: C33H47N3O8
• Molecular Mass: 613.74158
• Monoisotopic Mass: 613.33631548
• SMILES: c1c(ccc(c1C(=O)C)OCC(CN(CC(COc1ccc(cc1C(=O)C)NC(=O)CCC)O)C(C)C)O)NC(=O)CCC
• Canonical SMILES: CCCC(=O)Nc1ccc(c(c1)C(=O)C)OCC(CN(C(C)C)CC(COc1ccc(cc1C(=O)C)NC(=O)CCC)O)O
• InChI: InChI=1S/C33H47N3O8/c1-7-9-32(41)34-24-11-13-30(28(15-24)22(5)37)43-19-26(39)17-36(21(3)4)18-27(40)20-44-31-14-12-25(16-29(31)23(6)38)35-33(42)10-8-2/h11-16,21,26-27,39-40H,7-10,17-20H2,1-6H3,(H,34,41)(H,35,42)
• InChIKey: CZHSCFYOKLHUJT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-acetyl-4-(3-{[3-(2-acetyl-4-butanamidophenoxy)-2-hydroxypropyl](propan-2-yl)amino}-2-hydroxypropoxy)phenyl]butanamide
• IUPAC Traditional name: N-[3-acetyl-4-(3-{[3-(2-acetyl-4-butanamidophenoxy)-2-hydroxypropyl](isopropyl)amino}-2-hydroxypropoxy)phenyl]butanamide
• Synonyms: N,N’-[[(1-Methylethyl)imino]-bis[(2-hydroxypropane-1,3-diyl)oxy(3-acetyl-1,4-phenylene)]]dibutanamide; Acebutolol Dimer Impurity

Database IDs

• PubChem SID: 162252964
• PubChem CID: 71312706

CALCULATED PROPERTIES

• Acid pKa: 13.604656
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 0.88904
• LogD (pH = 7.4): 2.5227835
• Log P: 2.8719065
• Molar Refractivity: 171.1723 cm^3
• Polarizability: 65.24456 Å^3
• Polar Surface Area: 154.5 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A123890

Acebutolol (A123800) impurity.