(2S)-1-[(2S)-2,6-diaminohexanoyl]-N-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamide

• ChemBase ID: 106399
• Molecular Formular: C21H28N4O4
• Molecular Mass: 400.47142
• Monoisotopic Mass: 400.2110554
• SMILES: Cc1cc(=O)oc2c1ccc(NC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)CCCCN)c2
• Canonical SMILES: NCCCC[C@@H](C(=O)N1CCC[C@H]1C(=O)Nc1ccc2c(c1)oc(=O)cc2C)N
• InChI: InChI=1S/C21H28N4O4/c1-13-11-19(26)29-18-12-14(7-8-15(13)18)24-20(27)17-6-4-10-25(17)21(28)16(23)5-2-3-9-22/h7-8,11-12,16-17H,2-6,9-10,22-23H2,1H3,(H,24,27)/t16-,17-/m0/s1
• InChIKey: NSYORZKUSRQUFF-IRXDYDNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2,6-diaminohexanoyl]-N-(4-methyl-2-oxo-2H-chromen-7-yl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2S)-2,6-diaminohexanoyl]-N-(4-methyl-2-oxochromen-7-yl)pyrrolidine-2-carboxamide
• Synonyms: Lys-Pro-AMC; LP-AMC; Lys-Pro-7-Amino-4-Methylcoumarin

Database IDs

• PubChem SID: 162105494
• PubChem CID: 7408745

CALCULATED PROPERTIES

• Acid pKa: 13.0162325
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.9423585
• LogD (pH = 7.4): -2.8384182
• Log P: 0.5693449
• Molar Refractivity: 110.8459 cm^3
• Polarizability: 42.540752 Å^3
• Polar Surface Area: 127.75 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03AMC036

A fluorogenic substrate for DPP-IV.

REFERENCES

• Loch, N. et al., Eur. J. Biochem., 210:161 (1992).
• Smith, R.E., et al., Histochem. J., 24:637 (1992).