(5E)-5-[(2-acetamidoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentanoic acid

• ChemBase ID: 159276
• Molecular Formular: C16H19F3N2O4
• Molecular Mass: 360.3282696
• Monoisotopic Mass: 360.12969176
• SMILES: c1cc(ccc1/C(=N/OCCNC(=O)C)/CCCC(=O)O)C(F)(F)F
• Canonical SMILES: OC(=O)CCC/C(=N\OCCNC(=O)C)/c1ccc(cc1)C(F)(F)F
• InChI: InChI=1S/C16H19F3N2O4/c1-11(22)20-9-10-25-21-14(3-2-4-15(23)24)12-5-7-13(8-6-12)16(17,18)19/h5-8H,2-4,9-10H2,1H3,(H,20,22)(H,23,24)/b21-14+
• InChIKey: AKWQMVCHHIIRDB-KGENOOAVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5E)-5-[(2-acetamidoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentanoic acid
• IUPAC Traditional name: (5E)-5-[(2-acetamidoethoxy)imino]-5-[4-(trifluoromethyl)phenyl]pentanoic acid
• Synonyms: (E)-δ-[[2-(Acetylamino)ethoxy]imino]-4-(trifluoromethyl)benzenepentanoic Acid; N-Acetyl Fluvoxamine Acid

Database IDs

• CAS Number: 88699-87-0
• PubChem SID: 162253411
• PubChem CID: 71312888

CALCULATED PROPERTIES

• Acid pKa: 4.040762
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.6067929
• LogD (pH = 7.4): -1.053908
• Log P: 1.9425659
• Molar Refractivity: 83.6264 cm^3
• Polarizability: 31.313034 Å^3
• Polar Surface Area: 87.99 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A175900

A metabolite of Fluvoxamine (F603500).

REFERENCES

• Ruijten, H.M., et al.: Drug Metab. Dispos., 12, 82 (1984)