1,5-dimethyl (2S)-2-{[4-(trifluoroacetamido)(2H4)phenyl]formamido}pentanedioate

• ChemBase ID: 179040
• Molecular Formular: C16H17F3N2O6
• Molecular Mass: 390.3111896
• Monoisotopic Mass: 390.10387093
• SMILES: c1c(ccc(c1)C(=O)N[C@@H](CCC(=O)OC)C(=O)OC)NC(=O)C(F)(F)F
• Canonical SMILES: COC(=O)CC[C@@H](C(=O)OC)NC(=O)c1ccc(cc1)NC(=O)C(F)(F)F
• InChI: InChI=1S/C16H17F3N2O6/c1-26-12(22)8-7-11(14(24)27-2)21-13(23)9-3-5-10(6-4-9)20-15(25)16(17,18)19/h3-6,11H,7-8H2,1-2H3,(H,20,25)(H,21,23)/t11-/m0/s1
• InChIKey: RXRWKOBMLFNNBA-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,5-dimethyl (2S)-2-{[4-(trifluoroacetamido)(^2H₄)phenyl]formamido}pentanedioate
• IUPAC Traditional name: 1,5-dimethyl (2S)-2-{[4-(trifluoroacetamido)(^2H₄)phenyl]formamido}pentanedioate
• Synonyms: N-[4-[(Trifluoroacetyl)amino]benzoyl-d4]-L-glutamic Acid Dimethyl Ester

Database IDs

• CAS Number: 461426-33-5
• PubChem SID: 164234950
• PubChem CID: 71752748

CALCULATED PROPERTIES

• Acid pKa: 10.499279
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.4029819
• LogD (pH = 7.4): 1.402658
• Log P: 1.4029862
• Molar Refractivity: 86.8134 cm^3
• Polarizability: 32.163773 Å^3
• Polar Surface Area: 110.8 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Semi-Solid

DETAILS

Toronto Research Chemicals - T786732

Intermediate in the production of labelled 5-Methyltetrahydrofolic Acid metabolites