3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

• ChemBase ID: 165677
• Molecular Formular: C23H23FN4O3
• Molecular Mass: 422.4521232
• Monoisotopic Mass: 422.17541884
• SMILES: c1(cccn2c1nc(c(c2=O)CCN1CCC(CC1)c1noc2c1ccc(c2)F)C)O
• Canonical SMILES: Fc1ccc2c(c1)onc2C1CCN(CC1)CCc1c(C)nc2n(c1=O)cccc2O
• InChI: InChI=1S/C23H23FN4O3/c1-14-17(23(30)28-9-2-3-19(29)22(28)25-14)8-12-27-10-6-15(7-11-27)21-18-5-4-16(24)13-20(18)31-26-21/h2-5,9,13,15,29H,6-8,10-12H2,1H3
• InChIKey: MLGMRYPFEBQSBO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
• IUPAC Traditional name: 3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-9-hydroxy-2-methylpyrido[1,2-a]pyrimidin-4-one
• Synonyms: 3-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one Hydrochloride; 6,7,8,9-Dehydro 9-Hydroxy Risperidone Hydrochloride; 6,7,8,9-Dehydro Paliperidone Hydrochloride

Database IDs

• CAS Number: 170359-61-2
• PubChem SID: 162259810
• PubChem CID: 44602517

CALCULATED PROPERTIES

• Acid pKa: 9.77098
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.5493092
• LogD (pH = 7.4): 1.1251154
• Log P: 2.221451
• Molar Refractivity: 117.703 cm^3
• Polarizability: 44.055798 Å^3
• Polar Surface Area: 82.17 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229975

A derivative of Paliperidone as neurotransmitter antagonist useful as antipsychotic.

REFERENCES

• Tiberghien, F., et al.: Anticancer Drugs, 7, 568 (1996)
• Kansy, M., et al.: J. Med. Chem., 41, 1007 (1996)
• Kerns, E., et al.: J. Pharm. Sci., 90, 1838 (1996)
• Kerr, K., et al.: J. Biol. Chem., 276, 8657 (1996)
• Doran, A., et al.: Drug Metab. Dispos., 33,