{4-[({4-[(4-bromo-2-fluorophenyl)amino]-6-methoxyquinazolin-7-yl}oxy)methyl](2,2,6,6-2H4)piperidin-1-yl}methanol

• ChemBase ID: 171440
• Molecular Formular: C22H24BrFN4O3
• Molecular Mass: 491.3533632
• Monoisotopic Mass: 490.10158087
• SMILES: c1(c(cc2c(c1)ncnc2Nc1c(cc(cc1)Br)F)OC)OCC1CCN(CC1)CO
• Canonical SMILES: OCN1CCC(CC1)COc1cc2ncnc(c2cc1OC)Nc1ccc(cc1F)Br
• InChI: InChI=1S/C22H24BrFN4O3/c1-30-20-9-16-19(10-21(20)31-11-14-4-6-28(13-29)7-5-14)25-12-26-22(16)27-18-3-2-15(23)8-17(18)24/h2-3,8-10,12,14,29H,4-7,11,13H2,1H3,(H,25,26,27)
• InChIKey: DOKXHMPUAQBETB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {4-[({4-[(4-bromo-2-fluorophenyl)amino]-6-methoxyquinazolin-7-yl}oxy)methyl](2,2,6,6-^2H₄)piperidin-1-yl}methanol
• IUPAC Traditional name: {4-[({4-[(4-bromo-2-fluorophenyl)amino]-6-methoxyquinazolin-7-yl}oxy)methyl](2,2,6,6-^2H₄)piperidin-1-yl}methanol
• Synonyms: 4-[[[4-[(4-Bromo-2-fluorophenyl)amino]-6-methoxy-7-quinazolinyl]oxy]methyl]-1-(piperidine-d4)methanol; Hydroxy Vandetanib-d4

Database IDs

• PubChem SID: 164227350
• PubChem CID: 71749412

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.7148324
• LogD (pH = 7.4): 3.4670024
• Log P: 3.9629636
• Molar Refractivity: 119.7367 cm^3
• Polarizability: 46.717396 Å^3
• Polar Surface Area: 79.74 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 13.621494

DETAILS

Toronto Research Chemicals - H995202

A labelled metabolite of Vandetanib (V097100).

REFERENCES

• Gustafson, D.L. et al.: J. Pharmacol. Exp. Therap., 318, 872 (2006)