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

• ChemBase ID: 106282
• Molecular Formular: C15H13F3N2O5
• Molecular Mass: 358.2693296
• Monoisotopic Mass: 358.07765619
• SMILES: N[C@@H](CCC(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)C(=O)O
• Canonical SMILES: O=C(Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C15H13F3N2O5/c16-15(17,18)9-6-13(22)25-11-5-7(1-2-8(9)11)20-12(21)4-3-10(19)14(23)24/h1-2,5-6,10H,3-4,19H2,(H,20,21)(H,23,24)/t10-/m0/s1
• InChIKey: CDURGOFOUMKCGG-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}butanoic acid
• Synonyms: L-gamma-Glu-AFC; L-gamma-E-AFC; L-γ-Glu-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105932
• PubChem CID: 25108504

CALCULATED PROPERTIES

• Acid pKa: 1.4959612
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.2861953
• LogD (pH = 7.4): -1.2910947
• Log P: -1.2862291
• Molar Refractivity: 80.270096 cm^3
• Polarizability: 29.562586 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AFC022

A fluorogenic substrate for Gamma-Glu Transpeptidase.