4-(dimethylamino)-2,2-diphenylpentanoic acid

• ChemBase ID: 167505
• Molecular Formular: C19H23NO2
• Molecular Mass: 297.39142
• Monoisotopic Mass: 297.17287898
• SMILES: C(CC(c1ccccc1)(c1ccccc1)C(=O)O)(N(C)C)C
• Canonical SMILES: CC(N(C)C)CC(c1ccccc1)(c1ccccc1)C(=O)O
• InChI: InChI=1S/C19H23NO2/c1-15(20(2)3)14-19(18(21)22,16-10-6-4-7-11-16)17-12-8-5-9-13-17/h4-13,15H,14H2,1-3H3,(H,21,22)
• InChIKey: YGJYNWQCJYLWLV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(dimethylamino)-2,2-diphenylpentanoic acid
• IUPAC Traditional name: 4-(dimethylamino)-2,2-diphenylpentanoic acid
• Synonyms: 4-Dimethylamino-2,2-diphenylpentanoic Acid; α-[2-(Dimethylamino)propyl]-α-phenyl-benzeneacetic Acid; NSC 1361; 4-Dimethylamino-2,2-diphenyl Valeric Acid

Database IDs

• CAS Number: 5348-94-7
• PubChem SID: 162261638
• PubChem CID: 219704

CALCULATED PROPERTIES

• Acid pKa: 4.2384944
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.2274914
• LogD (pH = 7.4): 1.2454069
• Log P: 1.2456286
• Molar Refractivity: 89.0909 cm^3
• Polarizability: 34.865505 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D446640

Methadone metabolite.

REFERENCES

• Sullivan, H., et al.: J. Med. Chem., 16, 909 (1973)
• Garrett, E., et al.: J. Pharm. Sci., 74, 1203 (1973)