5-chloro-1-{3-[4-(4-fluorobenzoyl)piperidin-1-yl]propyl}-2,3-dihydro-1H-1,3-benzodiazol-2-one

• ChemBase ID: 174629
• Molecular Formular: C22H23ClFN3O2
• Molecular Mass: 415.8883232
• Monoisotopic Mass: 415.14628289
• SMILES: c1(ccc2c(c1)[nH]c(=O)n2CCCN1CCC(CC1)C(=O)c1ccc(cc1)F)Cl
• Canonical SMILES: Fc1ccc(cc1)C(=O)C1CCN(CC1)CCCn1c(=O)[nH]c2c1ccc(c2)Cl
• InChI: InChI=1S/C22H23ClFN3O2/c23-17-4-7-20-19(14-17)25-22(29)27(20)11-1-10-26-12-8-16(9-13-26)21(28)15-2-5-18(24)6-3-15/h2-7,14,16H,1,8-13H2,(H,25,29)
• InChIKey: DBESQBZOXMCXPV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-1-{3-[4-(4-fluorobenzoyl)piperidin-1-yl]propyl}-2,3-dihydro-1H-1,3-benzodiazol-2-one
• IUPAC Traditional name: 5-chloro-1-{3-[4-(4-fluorobenzoyl)piperidin-1-yl]propyl}-3H-1,3-benzodiazol-2-one
• Synonyms: 5-Chloro-1-[3-[4-(4-fluorobenzoyl)-1-piperidinyl]propyl]-1,3-dihydro-2H-benzimidazol-2-one; R 34009; Milenperone

Database IDs

• CAS Number: 59831-64-0
• PubChem SID: 164230539
• PubChem CID: 65489

CALCULATED PROPERTIES

• Acid pKa: 12.767298
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.9856429
• LogD (pH = 7.4): 3.5610898
• Log P: 3.8431094
• Molar Refractivity: 113.2154 cm^3
• Polarizability: 42.32986 Å^3
• Polar Surface Area: 52.65 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M344300

A specific serotonin-S2 antagonist. A selective drug for the control of behavioral disorders in epileptic and alcoholic patients.

REFERENCES

• Gelders, Y.G., et al.: Acta Psychiatrica Belgica, 84, 151 (1984)
• Kennis, L.E.J., et al.: Drug Develop. Res., 8, 133 (1984)