7-chloro-4-(4-{3-[4-(7-chloroquinolin-4-yl)piperazin-1-yl]propyl}piperazin-1-yl)quinolin-1-ium-1-olate

• ChemBase ID: 176757
• Molecular Formular: C29H32Cl2N6O
• Molecular Mass: 551.50998
• Monoisotopic Mass: 550.20146503
• SMILES: N1(CCCN2CCN(CC2)c2ccnc3c2ccc(c3)Cl)CCN(CC1)c1c2c([n+](cc1)[O-])cc(cc2)Cl
• Canonical SMILES: Clc1ccc2c(c1)nccc2N1CCN(CC1)CCCN1CCN(CC1)c1cc[n+](c2c1ccc(c2)Cl)[O-]
• InChI: InChI=1S/C29H32Cl2N6O/c30-22-2-4-24-26(20-22)32-8-6-27(24)35-16-12-33(13-17-35)9-1-10-34-14-18-36(19-15-34)28-7-11-37(38)29-21-23(31)3-5-25(28)29/h2-8,11,20-21H,1,9-10,12-19H2
• InChIKey: SPGYMJCKLXKEMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-4-(4-{3-[4-(7-chloroquinolin-4-yl)piperazin-1-yl]propyl}piperazin-1-yl)quinolin-1-ium-1-olate
• IUPAC Traditional name: 7-chloro-4-(4-{3-[4-(7-chloroquinolin-4-yl)piperazin-1-yl]propyl}piperazin-1-yl)quinolin-1-ium-1-olate
• Synonyms: 7-chloro-4-[4-[3-[4-(7-chloro-1-oxido-4-quinolinyl)-1-piperazinyl]propyl]-1-piperazinyl]quinoline; Piperaquine N-Oxide

Database IDs

• CAS Number: 925673-46-7
• PubChem SID: 164232667
• PubChem CID: 71751683

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.7844396
• LogD (pH = 7.4): 2.6884856
• Log P: 4.169633
• Molar Refractivity: 157.3295 cm^3
• Polarizability: 61.47263 Å^3
• Polar Surface Area: 51.31 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P480060

Piperaquine N-Oxide is a metabolite of the antimalarial Piperaquine (P480050).

REFERENCES

• Tarning, J. et al.: Drug Metab. Dispos., 34, 2011 (2006)