4-{3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy}-3-methoxybenzoic acid

• ChemBase ID: 171524
• Molecular Formular: C23H25FN2O5
• Molecular Mass: 428.4534032
• Monoisotopic Mass: 428.17475013
• SMILES: c1c(cc2c(c1)c(no2)C1CCN(CC1)CCCOc1c(cc(cc1)C(=O)O)OC)F
• Canonical SMILES: COc1cc(ccc1OCCCN1CCC(CC1)c1noc2c1ccc(c2)F)C(=O)O
• InChI: InChI=1S/C23H25FN2O5/c1-29-21-13-16(23(27)28)3-6-19(21)30-12-2-9-26-10-7-15(8-11-26)22-18-5-4-17(24)14-20(18)31-25-22/h3-6,13-15H,2,7-12H2,1H3,(H,27,28)
• InChIKey: AXUKEZOJOPXXTB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy}-3-methoxybenzoic acid
• IUPAC Traditional name: 4-{3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy}-3-methoxybenzoic acid
• Synonyms: 4-[3-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-methoxybenzoic Acid; P 95-12113; Iloperidone Carboxylic Acid

Database IDs

• CAS Number: 475110-48-6
• PubChem SID: 164227434
• PubChem CID: 23786476

CALCULATED PROPERTIES

• Acid pKa: 4.0704556
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.584011
• LogD (pH = 7.4): 0.57765836
• Log P: 0.5924069
• Molar Refractivity: 113.4989 cm^3
• Polarizability: 44.081 Å^3
• Polar Surface Area: 85.03 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I267210

A 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)