1-(4-{3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy}-3-methoxyphenyl)ethan-1-ol

• ChemBase ID: 170364
• Molecular Formular: C24H29FN2O4
• Molecular Mass: 428.4964632
• Monoisotopic Mass: 428.21113564
• SMILES: c1c(cc2c(c1)c(no2)C1CCN(CC1)CCCOc1c(cc(cc1)C(O)C)OC)F
• Canonical SMILES: COc1cc(ccc1OCCCN1CCC(CC1)c1noc2c1ccc(c2)F)C(O)C
• InChI: InChI=1S/C24H29FN2O4/c1-16(28)18-4-7-21(23(14-18)29-2)30-13-3-10-27-11-8-17(9-12-27)24-20-6-5-19(25)15-22(20)31-26-24/h4-7,14-17,28H,3,8-13H2,1-2H3
• InChIKey: SBKZGLWZGZQVHA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-{3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy}-3-methoxyphenyl)ethan-1-ol
• IUPAC Traditional name: 1-(4-{3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy}-3-methoxyphenyl)ethanol
• Synonyms: 4-[3-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-methoxy-α-methylbenzenemethanol; P 88; P 88-8991; Hydroxy Iloperidone

Database IDs

• CAS Number: 133454-55-4
• PubChem SID: 164226274
• PubChem CID: 9823904

CALCULATED PROPERTIES

• Acid pKa: 14.754129
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.32730544
• LogD (pH = 7.4): 2.048033
• Log P: 3.3129303
• Molar Refractivity: 117.4774 cm^3
• Polarizability: 46.023018 Å^3
• Polar Surface Area: 67.96 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H918800

A hydroxylated metabolite of Iloperidone (I267200).

REFERENCES

• Mutlib, A., et al.: Drug Metab. Dispos., 23, 951 (1995)
• Westerink, B., et al.: Eur. J. Pharmacol., 412, 127 (1995)