5-[(7-chloroquinolin-4-yl)amino]-2-hydroxybenzaldehyde

• ChemBase ID: 164588
• Molecular Formular: C16H11ClN2O2
• Molecular Mass: 298.72374
• Monoisotopic Mass: 298.05090528
• SMILES: c1c(ccc2c1nccc2Nc1ccc(c(c1)C=O)O)Cl
• Canonical SMILES: O=Cc1cc(ccc1O)Nc1ccnc2c1ccc(c2)Cl
• InChI: InChI=1S/C16H11ClN2O2/c17-11-1-3-13-14(5-6-18-15(13)8-11)19-12-2-4-16(21)10(7-12)9-20/h1-9,21H,(H,18,19)
• InChIKey: AZKNHPGTHFOACE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(7-chloroquinolin-4-yl)amino]-2-hydroxybenzaldehyde
• IUPAC Traditional name: 5-[(7-chloroquinolin-4-yl)amino]-2-hydroxybenzaldehyde
• Synonyms: 5-[(7-Chloro-4-quinolinyl)amino]-2-hydroxybenzaldehyde

Database IDs

• CAS Number: 172476-18-5
• PubChem SID: 162258723
• PubChem CID: 46781008

CALCULATED PROPERTIES

• Acid pKa: 9.325561
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.377429
• LogD (pH = 7.4): 4.183443
• Log P: 4.233808
• Molar Refractivity: 81.8352 cm^3
• Polarizability: 32.029358 Å^3
• Polar Surface Area: 62.22 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C381350

A metabolite of Amodiaquin.

REFERENCES

• Bayliss, M., et al.: Xenobiotica, 29, 253 (1999)
• Projean, D., et al.: Drug Metab. Dispos., 31, 748 (1999)
• Bray, P., et al.: Mol. Microbiol., 56, 323 (1999)
• Xiang, H., et al.: J. Pharm. Sci., 95, 2657 (1999)