3-{[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-phenylmorpholin-4-yl]methyl}-4,5-dihydro-1H-1,2,4-triazol-5-one

• ChemBase ID: 165570
• Molecular Formular: C23H22F6N4O3
• Molecular Mass: 516.4361992
• Monoisotopic Mass: 516.1596099
• SMILES: N1(CCO[C@@H]([C@@H]1c1ccccc1)O[C@@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C)Cc1[nH]c(=O)[nH]n1
• Canonical SMILES: C[C@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)O[C@H]1OCCN([C@H]1c1ccccc1)Cc1n[nH]c(=O)[nH]1
• InChI: InChI=1S/C23H22F6N4O3/c1-13(15-9-16(22(24,25)26)11-17(10-15)23(27,28)29)36-20-19(14-5-3-2-4-6-14)33(7-8-35-20)12-18-30-21(34)32-31-18/h2-6,9-11,13,19-20H,7-8,12H2,1H3,(H2,30,31,32,34)/t13-,19+,20-/m1/s1
• InChIKey: YOBMIXIISZAQGF-CAYVGHNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-phenylmorpholin-4-yl]methyl}-4,5-dihydro-1H-1,2,4-triazol-5-one
• IUPAC Traditional name: 5-{[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-phenylmorpholin-4-yl]methyl}-2,4-dihydro-1,2,4-triazol-3-one
• Synonyms: 5-[[(2R,3S)-2-[(1R)-1-[3,5-Bis(trifluoromethyl)phenyl]ethoxy]-3-phenyl-4-morpholinyl]methyl]-1,2-dihydro-3H-1,2,4-triazol-3-one; Defluoro Aprepitant

Database IDs

• CAS Number: 170729-76-7
• PubChem SID: 162259703
• PubChem CID: 10279452

CALCULATED PROPERTIES

• Acid pKa: 9.674819
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 5.053615
• LogD (pH = 7.4): 5.0706506
• Log P: 5.0730276
• Molar Refractivity: 116.7118 cm^3
• Polarizability: 43.452614 Å^3
• Polar Surface Area: 75.19 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D228990

NK-1 receptor antagonists for treating severe anxiety disorders. Antidepressant.

REFERENCES

• Culman, J., et al.: J. Physiol. Pharmacol., 73, 885 (1995)
• Teixeira, R., et al.: Eur. J. Pharm., 311, 7 (1995)