4-{3-[ethyl(3-phenylpropyl)amino]propyl}phenol

• ChemBase ID: 170244
• Molecular Formular: C20H27NO
• Molecular Mass: 297.43448
• Monoisotopic Mass: 297.20926449
• SMILES: c1cccc(c1)CCCN(CCCc1ccc(cc1)O)CC
• Canonical SMILES: CCN(CCCc1ccccc1)CCCc1ccc(cc1)O
• InChI: InChI=1S/C20H27NO/c1-2-21(16-6-10-18-8-4-3-5-9-18)17-7-11-19-12-14-20(22)15-13-19/h3-5,8-9,12-15,22H,2,6-7,10-11,16-17H2,1H3
• InChIKey: LSJBZUMLJSLQMF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{3-[ethyl(3-phenylpropyl)amino]propyl}phenol
• IUPAC Traditional name: 4-{3-[ethyl(3-phenylpropyl)amino]propyl}phenol
• Synonyms: 4-[3-[Ethyl(3-phenylpropyl)amino]propyl]phenol; 4-Hydroxy Alverine

Database IDs

• CAS Number: 142047-94-7
• PubChem SID: 164226154
• PubChem CID: 9926231

CALCULATED PROPERTIES

• Acid pKa: 10.036378
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.6728663
• LogD (pH = 7.4): 2.2449765
• Log P: 4.397802
• Molar Refractivity: 94.6548 cm^3
• Polarizability: 36.704384 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H827950

A metabolite of Alverine (A575780) in plasma.

REFERENCES

• Bouvier, M., et al.: Gastroenterol. Clin. Biol., 16, 334 (1992)
• Mitchell, S., et al.: Aliment. Pharmacol. Ther., 16, 1187 (1992)
• Hayase, M., et al.: Br. J. Pharmacol., 152, 1228 (1992)