(3S)-3-amino-3-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}propanoic acid

• ChemBase ID: 106272
• Molecular Formular: C14H11F3N2O5
• Molecular Mass: 344.2427496
• Monoisotopic Mass: 344.06200612
• SMILES: N[C@@H](CC(=O)O)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: OC(=O)C[C@@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)N
• InChI: InChI=1S/C14H11F3N2O5/c15-14(16,17)8-4-12(22)24-10-3-6(1-2-7(8)10)19-13(23)9(18)5-11(20)21/h1-4,9H,5,18H2,(H,19,23)(H,20,21)/t9-/m0/s1
• InChIKey: WNRFQOLUSQQSBY-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-amino-3-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}propanoic acid
• IUPAC Traditional name: (3S)-3-amino-3-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}propanoic acid
• Synonyms: Asp-AFC; D-AFC; L-Asp-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105927
• PubChem CID: 25108494

CALCULATED PROPERTIES

• Acid pKa: 3.0213702
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.5758888
• LogD (pH = 7.4): -1.6163028
• Log P: -1.5762799
• Molar Refractivity: 75.5151 cm^3
• Polarizability: 27.76851 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AFC003

A fluorogenic substrate for Trypsin.

REFERENCES

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