4-[(1Z)-1-(4-{2-[(2H3)methylamino]ethoxy}phenyl)-1-phenylbut-1-en-2-yl]phenol

• ChemBase ID: 166474
• Molecular Formular: C25H27NO2
• Molecular Mass: 373.48738
• Monoisotopic Mass: 373.20417911
• SMILES: c1cc(ccc1)/C(=C(\CC)/c1ccc(cc1)O)/c1ccc(cc1)OCCNC
• Canonical SMILES: CNCCOc1ccc(cc1)/C(=C(\c1ccc(cc1)O)/CC)/c1ccccc1
• InChI: InChI=1S/C25H27NO2/c1-3-24(19-9-13-22(27)14-10-19)25(20-7-5-4-6-8-20)21-11-15-23(16-12-21)28-18-17-26-2/h4-16,26-27H,3,17-18H2,1-2H3/b25-24-
• InChIKey: KLPBCGLMGLFHNY-IZHYLOQSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1Z)-1-(4-{2-[(^2H₃)methylamino]ethoxy}phenyl)-1-phenylbut-1-en-2-yl]phenol
• IUPAC Traditional name: 4-[(1Z)-1-(4-{2-[(^2H₃)methylamino]ethoxy}phenyl)-1-phenylbut-1-en-2-yl]phenol
• Synonyms: 4-[(1E/Z)-1-[[4-[2-(Methylamino-d3)ethoxy]phenyl]phenylmethylene]propyl]phenol; N-Desmethyl-4'-hydroxy Tamoxifen-d3 (E/Z Mixture)

Database IDs

• PubChem SID: 162260607
• PubChem CID: 71315748

CALCULATED PROPERTIES

• Acid pKa: 9.145438
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.4964767
• LogD (pH = 7.4): 3.612217
• Log P: 4.9281197
• Molar Refractivity: 125.117 cm^3
• Polarizability: 45.19028 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D291867

A labelled metabolite of the anti-cancer drug Tamoxifen (T006000).

REFERENCES

• Heiman, D., et al.: J. Med. Chem., 23, 994 (1980)
• Kier, L., et al.: Pharm. Res., 7, 801 (1980)