(2S)-2,6-diamino-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]hexanamide

• ChemBase ID: 106275
• Molecular Formular: C16H18F3N3O3
• Molecular Mass: 357.3276296
• Monoisotopic Mass: 357.13002611
• SMILES: NCCCC[C@H](N)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: NCCCC[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)N
• InChI: InChI=1S/C16H18F3N3O3/c17-16(18,19)11-8-14(23)25-13-7-9(4-5-10(11)13)22-15(24)12(21)3-1-2-6-20/h4-5,7-8,12H,1-3,6,20-21H2,(H,22,24)/t12-/m0/s1
• InChIKey: VXXAEEUFAVOHCZ-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2,6-diamino-N-[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]hexanamide
• IUPAC Traditional name: (2S)-2,6-diamino-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]hexanamide
• Synonyms: Lys-AFC; K-AFC; L-Lys-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105378
• PubChem CID: 25108497

CALCULATED PROPERTIES

• Acid pKa: 12.813089
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.4137063
• LogD (pH = 7.4): -2.336313
• Log P: 1.1976254
• Molar Refractivity: 86.7919 cm^3
• Polarizability: 32.16756 Å^3
• Polar Surface Area: 107.44 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AFC008

A fluorogenic substrate for Aminopeptidase B.

REFERENCES

• Cahn, S. et al., Biochem. Biophys. Res. Comm., 127:962 (1985).