2-({4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-2H4)pentyl}amino)ethan-1-ol; oxalic acid

• ChemBase ID: 164834
• Molecular Formular: C18H24ClN3O5
• Molecular Mass: 397.85326
• Monoisotopic Mass: 397.14044856
• SMILES: c1c(ccc2c1nccc2NC(CCCNCCO)C)Cl.C(=O)(O)C(=O)O
• Canonical SMILES: OC(=O)C(=O)O.OCCNCCCC(Nc1ccnc2c1ccc(c2)Cl)C
• InChI: InChI=1S/C16H22ClN3O.C2H2O4/c1-12(3-2-7-18-9-10-21)20-15-6-8-19-16-11-13(17)4-5-14(15)16;3-1(4)2(5)6/h4-6,8,11-12,18,21H,2-3,7,9-10H2,1H3,(H,19,20);(H,3,4)(H,5,6)
• InChIKey: DTVGVTDECKJJJK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-^2H₄)pentyl}amino)ethan-1-ol; oxalic acid
• IUPAC Traditional name: 2-({4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-^2H₄)pentyl}amino)ethanol; oxalic acid
• Synonyms: 2-[[4-[(7-Chloro-4-quinolinyl)amino]pentyl-d4]amino]ethanol Oxalate; (+/-)-Desethylhydroxychloroquine-d4 Oxalate; Cletoquine-d4 Oxalate

Database IDs

• CAS Number: 1216461-57-2
• PubChem SID: 162258968
• PubChem CID: 46781037

CALCULATED PROPERTIES

• Acid pKa: 15.602245
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.2869496
• LogD (pH = 7.4): -0.59806675
• Log P: 2.1471152
• Molar Refractivity: 87.9234 cm^3
• Polarizability: 34.983013 Å^3
• Polar Surface Area: 57.18 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C573502

A labelled metabolite of Hydroxychloroquine.

REFERENCES

• Polet, H., et al.: J. Cell. Physiol., 122, 415 (1985)
• Gabriel, H., et al.: Eur. J. Immunol., 23, 2704 (1985)
• Gordon, C., et al.: Br. J. Rheumatol., 35, 226 (1985)
• Means, T., et al.: J. Clin. Invest., 115, 407 (1985)