(2S)-2,6-diamino-N-[(1S)-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}ethyl]hexanamide

• ChemBase ID: 106293
• Molecular Formular: C19H23F3N4O4
• Molecular Mass: 428.4055296
• Monoisotopic Mass: 428.1671399
• SMILES: C[C@H](NC(=O)[C@@H](N)CCCCN)C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)Nc1ccc2c(c1)oc(=O)cc2C(F)(F)F)C)N
• InChI: InChI=1S/C19H23F3N4O4/c1-10(25-18(29)14(24)4-2-3-7-23)17(28)26-11-5-6-12-13(19(20,21)22)9-16(27)30-15(12)8-11/h5-6,8-10,14H,2-4,7,23-24H2,1H3,(H,25,29)(H,26,28)/t10-,14-/m0/s1
• InChIKey: OFWMFACIBQDJIS-HZMBPMFUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2,6-diamino-N-[(1S)-1-{[2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl]carbamoyl}ethyl]hexanamide
• IUPAC Traditional name: (2S)-2,6-diamino-N-[(1S)-1-{[2-oxo-4-(trifluoromethyl)chromen-7-yl]carbamoyl}ethyl]hexanamide
• Synonyms: Lys-Ala-AFC; LA-AFC; Lys-Ala-7-Amino-4-trifluoromethylcoumarin

Database IDs

• PubChem SID: 162105569
• PubChem CID: 25108514

CALCULATED PROPERTIES

• Acid pKa: 11.646859
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.8556366
• LogD (pH = 7.4): -2.7508717
• Log P: 0.51126945
• Molar Refractivity: 104.0893 cm^3
• Polarizability: 38.94023 Å^3
• Polar Surface Area: 136.54 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AFC035

A fluorogenic substrate for DPP-II enzyme.

REFERENCES

• Smid, J.R. et al., Anat. Res., 233:394 (1992).
• Vargas, M.A. et al., Peptides, 13:255 (1992).