N-(4-bromo-2-fluorophenyl)-6-methoxy-7-(piperidin-4-ylmethoxy)quinazolin-4-amine

• ChemBase ID: 165827
• Molecular Formular: C21H22BrFN4O2
• Molecular Mass: 461.3273832
• Monoisotopic Mass: 460.09101618
• SMILES: c1(c(cc2c(c1)ncnc2Nc1c(cc(cc1)Br)F)OC)OCC1CCNCC1
• Canonical SMILES: COc1cc2c(ncnc2cc1OCC1CCNCC1)Nc1ccc(cc1F)Br
• InChI: InChI=1S/C21H22BrFN4O2/c1-28-19-9-15-18(10-20(19)29-11-13-4-6-24-7-5-13)25-12-26-21(15)27-17-3-2-14(22)8-16(17)23/h2-3,8-10,12-13,24H,4-7,11H2,1H3,(H,25,26,27)
• InChIKey: HTCPERSEGREUFC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-bromo-2-fluorophenyl)-6-methoxy-7-(piperidin-4-ylmethoxy)quinazolin-4-amine
• IUPAC Traditional name: N-(4-bromo-2-fluorophenyl)-6-methoxy-7-(piperidin-4-ylmethoxy)quinazolin-4-amine
• Synonyms: N-(4-Bromo-2-fluorophenyl)-6-methoxy-7-(4-piperidinylmethoxy)-4-quinazolinamine; 4-(4-Bromo-2-fluoroanilino)-6-methoxy-7-[(piperidin-4-yl)methoxy]quinazoline; N-Demethyl Vandetanib

Database IDs

• CAS Number: 338992-12-4
• PubChem SID: 162259960
• PubChem CID: 5329048

CALCULATED PROPERTIES

• Acid pKa: 13.79959
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.8889769
• LogD (pH = 7.4): 1.3887471
• Log P: 4.159917
• Molar Refractivity: 113.3402 cm^3
• Polarizability: 44.221825 Å^3
• Polar Surface Area: 68.3 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D231355

A major metabolite of Vandetanib (V097100).

REFERENCES

• Gustafson, D.L. et al.: J. Pharmacol. Exp. Therap., 318, 872 (2006)
• Weil, A. et al.: Clin. Pharmakin., 49, 607 (2006)
• Stephen, R. et al.: J. Med. Chem., 45, 1300 (2006)