(2S)-2-amino-4-methyl-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pentanamide

• ChemBase ID: 106274
• Molecular Formular: C16H17F3N2O3
• Molecular Mass: 342.3129896
• Monoisotopic Mass: 342.11912707
• SMILES: CC(C)C[C@H](N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: CC(C[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)N)C
• InChI: InChI=1S/C16H17F3N2O3/c1-8(2)5-12(20)15(23)21-9-3-4-10-11(16(17,18)19)7-14(22)24-13(10)6-9/h3-4,6-8,12H,5,20H2,1-2H3,(H,21,23)/t12-/m0/s1
• InChIKey: DGNNTCHXVGZRQC-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-methyl-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]pentanamide
• IUPAC Traditional name: (2S)-2-amino-4-methyl-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]pentanamide
• Synonyms: Leu-AFC; L-AFC; L-Leu-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105566
• PubChem CID: 25108496

CALCULATED PROPERTIES

• Acid pKa: 12.811667
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.0010556374
• LogD (pH = 7.4): 1.6603404
• Log P: 2.5836363
• Molar Refractivity: 83.1533 cm^3
• Polarizability: 30.641882 Å^3
• Polar Surface Area: 81.42 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AFC007

A fluorogenic substrate for Aminopeptidase M.

REFERENCES

• Smith, G.P. et al., Biochem. Biophys. Acta., 719:532 (1982).