1-[4-chloro-3-(trifluoromethyl)phenyl]-3-{[3-(4-fluorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl]methyl}urea

• ChemBase ID: 164683
• Molecular Formular: C23H15ClF4N4O2
• Molecular Mass: 490.8374128
• Monoisotopic Mass: 490.0819663
• SMILES: c1ccc2c(c1)c(=O)n(c(n2)CNC(=O)Nc1ccc(c(c1)C(F)(F)F)Cl)c1ccc(cc1)F
• Canonical SMILES: O=C(Nc1ccc(c(c1)C(F)(F)F)Cl)NCc1nc2ccccc2c(=O)n1c1ccc(cc1)F
• InChI: InChI=1S/C23H15ClF4N4O2/c24-18-10-7-14(11-17(18)23(26,27)28)30-22(34)29-12-20-31-19-4-2-1-3-16(19)21(33)32(20)15-8-5-13(25)6-9-15/h1-11H,12H2,(H2,29,30,34)
• InChIKey: NYOXUHUPXGFHIB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-{[3-(4-fluorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl]methyl}urea
• IUPAC Traditional name: 1-[4-chloro-3-(trifluoromethyl)phenyl]-3-{[3-(4-fluorophenyl)-4-oxoquinazolin-2-yl]methyl}urea
• Synonyms: N-[4-Chloro-3-(trifluoromethyl)phenyl]-N'-[[3-(4-fluorophenyl)-3,4-dihydro-4-oxo-2-quinazolinyl]methyl]urea

Database IDs

• CAS Number: 330796-24-2
• PubChem SID: 162258818
• PubChem CID: 9913498

CALCULATED PROPERTIES

• Acid pKa: 13.300159
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.0820856
• LogD (pH = 7.4): 5.082085
• Log P: 5.082086
• Molar Refractivity: 120.9944 cm^3
• Polarizability: 43.14922 Å^3
• Polar Surface Area: 73.8 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C421960

A potent modulator of Hedgehog (Hh) protein function; a nanomolar Hh antagonist.

REFERENCES

• Chiang, C., et al.: Nature, 383, 407 (1996)
• Hahn, H., et al.: Cell, 85, 841 (1996)
• Johnson, R.L., et al.: Science, 272, 1668 (1996)
• St.-Jacques, B., et al.: Genes Dev., 13, 2072 (1996)