(2S)-1-[(2S)-2-aminopropanoyl]-N-(4-methoxynaphthalen-2-yl)pyrrolidine-2-carboxamide

• ChemBase ID: 106551
• Molecular Formular: C19H23N3O3
• Molecular Mass: 341.40422
• Monoisotopic Mass: 341.17394161
• SMILES: COc1cc(NC(=O)[C@@H]2CCCN2C(=O)[C@H](C)N)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@@H]2CCCN2C(=O)[C@@H](N)C)cc2c1cccc2
• InChI: InChI=1S/C19H23N3O3/c1-12(20)19(24)22-9-5-8-16(22)18(23)21-14-10-13-6-3-4-7-15(13)17(11-14)25-2/h3-4,6-7,10-12,16H,5,8-9,20H2,1-2H3,(H,21,23)/t12-,16-/m0/s1
• InChIKey: KMLMYXFJGRVGLV-LRDDRELGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-aminopropanoyl]-N-(4-methoxynaphthalen-2-yl)pyrrolidine-2-carboxamide
• IUPAC Traditional name: (2S)-1-[(2S)-2-aminopropanoyl]-N-(4-methoxynaphthalen-2-yl)pyrrolidine-2-carboxamide
• Synonyms: Ala-Pro-MNA; AP-MNA; Ala-Pro-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105519
• PubChem CID: 11902961

CALCULATED PROPERTIES

• Acid pKa: 12.8694105
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.0269144
• LogD (pH = 7.4): 0.66263604
• Log P: 1.4235426
• Molar Refractivity: 96.6745 cm^3
• Polarizability: 38.285294 Å^3
• Polar Surface Area: 84.66 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03MNA042

A fluorogenic/colorimetric substrate for DDP-IV.

REFERENCES

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