2-[(2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)(methyl)amino]ethan-1-ol

• ChemBase ID: 173795
• Molecular Formular: C27H31NO2
• Molecular Mass: 401.54054
• Monoisotopic Mass: 401.23547924
• SMILES: c1c(ccc(c1)/C(=C(/CC)\c1ccccc1)/c1ccccc1)OCCN(CCO)C
• Canonical SMILES: OCCN(CCOc1ccc(cc1)/C(=C(\c1ccccc1)/CC)/c1ccccc1)C
• InChI: InChI=1S/C27H31NO2/c1-3-26(22-10-6-4-7-11-22)27(23-12-8-5-9-13-23)24-14-16-25(17-15-24)30-21-19-28(2)18-20-29/h4-17,29H,3,18-21H2,1-2H3/b27-26-
• InChIKey: UCDLLZADXLRSGZ-RQZHXJHFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)(methyl)amino]ethan-1-ol
• IUPAC Traditional name: 2-[(2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)(methyl)amino]ethanol
• Synonyms: 2-[[2-[4-[(1Z)-1,2-Diphenyl-1-buten-1-yl]phenoxy]ethyl]methylamino]ethanol; ICI 115387; N-Methyl-N-(2-hydroxyethyl) Tamoxifen

Database IDs

• CAS Number: 77214-91-6
• PubChem SID: 164229705
• PubChem CID: 6391225

CALCULATED PROPERTIES

• Acid pKa: 15.593693
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.7880228
• LogD (pH = 7.4): 4.5397367
• Log P: 5.66112
• Molar Refractivity: 134.7231 cm^3
• Polarizability: 48.901302 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Methanol
• Apperance: Pale Yellow Oily Solid

DETAILS

Toronto Research Chemicals - M312625

A Tamoxifen analogue. A derivative of Tamoxifen (T006000).

REFERENCES

• Jordan, V.C., et al.: Eur. J. Cancer, 17, 193 (1981)