N-{3-[(1S)-5-cyano-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-1-yl]propyl}-2,2,2-trifluoroacetamide

• ChemBase ID: 179037
• Molecular Formular: C20H16F4N2O2
• Molecular Mass: 392.3468528
• Monoisotopic Mass: 392.11479064
• SMILES: c1c(ccc2c1CO[C@]2(c1ccc(cc1)F)CCCNC(=O)C(F)(F)F)C#N
• Canonical SMILES: N#Cc1ccc2c(c1)CO[C@@]2(CCCNC(=O)C(F)(F)F)c1ccc(cc1)F
• InChI: InChI=1S/C20H16F4N2O2/c21-16-5-3-15(4-6-16)19(8-1-9-26-18(27)20(22,23)24)17-7-2-13(11-25)10-14(17)12-28-19/h2-7,10H,1,8-9,12H2,(H,26,27)/t19-/m0/s1
• InChIKey: WAXPNSRROUWKMK-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-[(1S)-5-cyano-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-1-yl]propyl}-2,2,2-trifluoroacetamide
• IUPAC Traditional name: N-{3-[(1S)-5-cyano-1-(4-fluorophenyl)-3H-2-benzofuran-1-yl]propyl}-2,2,2-trifluoroacetamide
• Synonyms: S-(+)-N-Trifluoroacetodidemethyl Citalopram; N-[3-[(1S)-5-Cyano-1-(4-fluorophenyl)-1,3-dihydro-1-isobenzofuranyl]propyl]-2,2,2-trifluoroacetamide

Database IDs

• CAS Number: 1217811-50-1
• PubChem SID: 164234947
• PubChem CID: 29987721

CALCULATED PROPERTIES

• Acid pKa: 5.5365906
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.6600246
• LogD (pH = 7.4): 3.0002549
• Log P: 3.899851
• Molar Refractivity: 94.4049 cm^3
• Polarizability: 34.817234 Å^3
• Polar Surface Area: 62.12 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethyl Acetate
• Apperance: Pale Yellow Oil