3-[methyl({3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl})carbamoyl]propanoic acid

• ChemBase ID: 169206
• Molecular Formular: C21H22F3NO4
• Molecular Mass: 409.3988896
• Monoisotopic Mass: 409.15009285
• SMILES: c1cccc(c1)C(CCN(C(=O)CCC(=O)O)C)Oc1ccc(cc1)C(F)(F)F
• Canonical SMILES: OC(=O)CCC(=O)N(CCC(c1ccccc1)Oc1ccc(cc1)C(F)(F)F)C
• InChI: InChI=1S/C21H22F3NO4/c1-25(19(26)11-12-20(27)28)14-13-18(15-5-3-2-4-6-15)29-17-9-7-16(8-10-17)21(22,23)24/h2-10,18H,11-14H2,1H3,(H,27,28)
• InChIKey: SAIPSZMZTANCFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[methyl({3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl})carbamoyl]propanoic acid
• IUPAC Traditional name: 3-[methyl({3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl})carbamoyl]propanoic acid
• Synonyms: 4-[Methyl[3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amino]-4-oxobutanoic Acid; Fluoxetine Succinamic Acid

Database IDs

• CAS Number: 1026723-45-4
• PubChem SID: 162263338
• PubChem CID: 10525558

CALCULATED PROPERTIES

• Acid pKa: 4.0539417
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.1502523
• LogD (pH = 7.4): 0.48070356
• Log P: 3.6080246
• Molar Refractivity: 100.8267 cm^3
• Polarizability: 38.150448 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F597110

A related compound of Fluoxetine (F597100).

REFERENCES

• Amstutz, R., et al.: J. Med. Chem., 28, 1760 (1985)