2-{[(3R)-3-(4-fluorophenyl)-3-(4-phenylphenoxy)propyl](methyl)amino}acetic acid hydrochloride

• ChemBase ID: 159755
• Molecular Formular: C24H25ClFNO3
• Molecular Mass: 429.9116032
• Monoisotopic Mass: 429.15069957
• SMILES: c1(ccc(cc1)O[C@@H](c1ccc(cc1)F)CCN(CC(=O)O)C)c1ccccc1.Cl
• Canonical SMILES: CN(CC(=O)O)CC[C@H](c1ccc(cc1)F)Oc1ccc(cc1)c1ccccc1.Cl
• InChI: InChI=1S/C24H24FNO3.ClH/c1-26(17-24(27)28)16-15-23(20-7-11-21(25)12-8-20)29-22-13-9-19(10-14-22)18-5-3-2-4-6-18;/h2-14,23H,15-17H2,1H3,(H,27,28);1H/t23-;/m1./s1
• InChIKey: RPDGSZCYSJWQEE-GNAFDRTKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(3R)-3-(4-fluorophenyl)-3-(4-phenylphenoxy)propyl](methyl)amino}acetic acid hydrochloride
• IUPAC Traditional name: {[(3R)-3-(4-fluorophenyl)-3-(4-phenylphenoxy)propyl](methyl)amino}acetic acid hydrochloride
• Synonyms: N-[(3R)-3-([1,1'-Biphenyl]-4-yloxy)-3-(4-fluorophenyl)propyl]-N-methylglycine Hydrochloride; ALX 5407 Hydrochloride

Database IDs

• CAS Number: 200006-08-2
• PubChem SID: 162253890
• PubChem CID: 16078946

CALCULATED PROPERTIES

• Acid pKa: 1.1051804
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.2157083
• LogD (pH = 7.4): 2.2140224
• Log P: 2.2156916
• Molar Refractivity: 111.1257 cm^3
• Polarizability: 44.2765 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A575815

Used in the preparation of amino acid derivatives as pharmaceuticals for treatment of neurological and neuropsychiatric disorders.

REFERENCES

• Inayama, et al.: Chem. Pharmac. Bull., 28, 2779 (1980)
• Pavia, M., et al.: J. Med. Chem., 35, 4238 (1980)