2-(4-{3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-methylpropyl}phenyl)-2-methylpropanoic acid

• ChemBase ID: 168913
• Molecular Formular: C20H31NO3
• Molecular Mass: 333.46504
• Monoisotopic Mass: 333.23039386
• SMILES: O1[C@@H](CN(C[C@@H]1C)CC(Cc1ccc(cc1)C(C)(C)C(=O)O)C)C
• Canonical SMILES: CC(Cc1ccc(cc1)C(C(=O)O)(C)C)CN1C[C@H](C)O[C@@H](C1)C
• InChI: InChI=1S/C20H31NO3/c1-14(11-21-12-15(2)24-16(3)13-21)10-17-6-8-18(9-7-17)20(4,5)19(22)23/h6-9,14-16H,10-13H2,1-5H3,(H,22,23)/t14?,15-,16+
• InChIKey: OZMMLYFAEKBWEE-MQVJKMGUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-methylpropyl}phenyl)-2-methylpropanoic acid
• IUPAC Traditional name: 2-(4-{3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-methylpropyl}phenyl)-2-methylpropanoic acid
• Synonyms: rel-4-[3-[(2R,6S)-2,6-dimethyl-4-morpholinyl]-2-methylpropyl]-α,α-dimethylbenzeneacetic Acid; Fenpropimorphic Acid; Fenpropimorph Acid

Database IDs

• CAS Number: 121098-45-1
• PubChem SID: 162263045
• PubChem CID: 71316735

CALCULATED PROPERTIES

• Acid pKa: 4.3628235
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.6261497
• LogD (pH = 7.4): 1.6211963
• Log P: 1.6424567
• Molar Refractivity: 96.7235 cm^3
• Polarizability: 38.028698 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F249510

A metabolite of the fungicide Fenpropimorph (F249500).

REFERENCES

• Spliid, N.H.: Int. J. Environ. Anal. Chem., 79, 53 (2001)
• Stockmaier, M. et al.: Pesticide Sci., 46, 361 (2001)