4-[(1E)-3-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}prop-1-en-1-yl]phenol

• ChemBase ID: 170197
• Molecular Formular: C26H26F2N2O
• Molecular Mass: 420.4942464
• Monoisotopic Mass: 420.2013199
• SMILES: c1c(ccc(c1)C(N1CCN(CC1)C/C=C/c1ccc(cc1)O)c1ccc(cc1)F)F
• Canonical SMILES: Oc1ccc(cc1)/C=C/CN1CCN(CC1)C(c1ccc(cc1)F)c1ccc(cc1)F
• InChI: InChI=1S/C26H26F2N2O/c27-23-9-5-21(6-10-23)26(22-7-11-24(28)12-8-22)30-18-16-29(17-19-30)15-1-2-20-3-13-25(31)14-4-20/h1-14,26,31H,15-19H2/b2-1+
• InChIKey: BORXUYRMIOAMIE-OWOJBTEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1E)-3-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}prop-1-en-1-yl]phenol
• IUPAC Traditional name: 4-[(1E)-3-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}prop-1-en-1-yl]phenol
• Synonyms: 4-[(1E)-3-[4-[Bis(4-fluorophenyl)methyl]-1-piperazinyl]-1-propen-1-yl]phenol; R 37672; Hydroxy Flunarizine

Database IDs

• CAS Number: 87166-81-2
• PubChem SID: 164226107
• PubChem CID: 6438877

CALCULATED PROPERTIES

• Acid pKa: 9.528163
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.822542
• LogD (pH = 7.4): 5.4761076
• Log P: 5.86223
• Molar Refractivity: 122.2785 cm^3
• Polarizability: 46.299763 Å^3
• Polar Surface Area: 26.71 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H825280

A metabolite of Flunarizine (FLUN).

REFERENCES

• Meuldermans, W., et al.: Arzneim.-Forsc., 33, 1142 (1983)
• Lavrijsen, K., et al.: Xenobiotica, 22, 815 (1983)
• Kariya, S., et al.: Biol. Pharma. Bull., 19, 1511 (1983)