4-[(4-bromo-2-fluorophenyl)amino]-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-6-ol

• ChemBase ID: 165393
• Molecular Formular: C21H22BrFN4O2
• Molecular Mass: 461.3273832
• Monoisotopic Mass: 460.09101618
• SMILES: c1(c(cc2c(c1)ncnc2Nc1c(cc(cc1)Br)F)O)OCC1CCN(CC1)C
• Canonical SMILES: CN1CCC(CC1)COc1cc2ncnc(c2cc1O)Nc1ccc(cc1F)Br
• InChI: InChI=1S/C21H22BrFN4O2/c1-27-6-4-13(5-7-27)11-29-20-10-18-15(9-19(20)28)21(25-12-24-18)26-17-3-2-14(22)8-16(17)23/h2-3,8-10,12-13,28H,4-7,11H2,1H3,(H,24,25,26)
• InChIKey: XFRILWHQVZXWIN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(4-bromo-2-fluorophenyl)amino]-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-6-ol
• IUPAC Traditional name: 4-[(4-bromo-2-fluorophenyl)amino]-7-[(1-methylpiperidin-4-yl)methoxy]quinazolin-6-ol
• Synonyms: 4-[(4-Bromo-2-fluorophenyl)amino]-7-[(1-methyl-4-piperidinyl)methoxy]-6-quinazolinol; O-Demethyl Vandetanib

Database IDs

• CAS Number: 910298-60-1
• PubChem SID: 162259526
• PubChem CID: 70909613

CALCULATED PROPERTIES

• Acid pKa: 8.742343
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.1119357
• LogD (pH = 7.4): 2.6827216
• Log P: 3.7521958
• Molar Refractivity: 114.1526 cm^3
• Polarizability: 44.153282 Å^3
• Polar Surface Area: 70.51 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D231365

A metabolite of Vandetanib (V097100).

REFERENCES

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