3-({[({[(1S)-1-[(4-methoxynaphthalen-2-yl)carbamoyl]-2-phenylethyl]carbamoyl}methyl)carbamoyl]methyl}carbamoyl)propanoic acid

• ChemBase ID: 106571
• Molecular Formular: C28H30N4O7
• Molecular Mass: 534.5604
• Monoisotopic Mass: 534.21144932
• SMILES: COc1cc(NC(=O)[C@H](Cc2ccccc2)NC(=O)CNC(=O)CNC(=O)CCC(=O)O)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@H](Cc2ccccc2)NC(=O)CNC(=O)CNC(=O)CCC(=O)O)cc2c1cccc2
• InChI: InChI=1S/C28H30N4O7/c1-39-23-15-20(14-19-9-5-6-10-21(19)23)31-28(38)22(13-18-7-3-2-4-8-18)32-26(35)17-30-25(34)16-29-24(33)11-12-27(36)37/h2-10,14-15,22H,11-13,16-17H2,1H3,(H,29,33)(H,30,34)(H,31,38)(H,32,35)(H,36,37)/t22-/m0/s1
• InChIKey: JXUACPKKSRBZPY-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-({[({[(1S)-1-[(4-methoxynaphthalen-2-yl)carbamoyl]-2-phenylethyl]carbamoyl}methyl)carbamoyl]methyl}carbamoyl)propanoic acid
• IUPAC Traditional name: 3-({[({[(1S)-1-[(4-methoxynaphthalen-2-yl)carbamoyl]-2-phenylethyl]carbamoyl}methyl)carbamoyl]methyl}carbamoyl)propanoic acid
• Synonyms: Suc-Gly-Gly-Phe-MNA; Suc-GGF-MNA; Suc-Gly-Gly-Phe-4-Methoxy-2-Naphthylamine

Database IDs

• PubChem SID: 162105718
• PubChem CID: 25108724

CALCULATED PROPERTIES

• Acid pKa: 4.125661
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -0.61241156
• LogD (pH = 7.4): -2.3057787
• Log P: 0.7768653
• Molar Refractivity: 142.2511 cm^3
• Polarizability: 55.5646 Å^3
• Polar Surface Area: 162.93 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA087

A fluorogenic/colorimetric substrate for Cathepsin G.

REFERENCES

• Lively, N.O. et al., Biochimet. Biophys. Acta., 525:171 (1978).
• Yoshida, N. et al., Biochem., 19:5799 (1980).