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

• ChemBase ID: 106568
• Molecular Formular: C30H34N4O7
• Molecular Mass: 562.61356
• Monoisotopic Mass: 562.24274945
• SMILES: COc1cc(NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)CCC(=O)O)cc2c1cccc2
• Canonical SMILES: COc1cc(NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCC(=O)O)C)C)Cc2ccccc2)cc2c1cccc2
• InChI: InChI=1S/C30H34N4O7/c1-18(31-26(35)13-14-27(36)37)28(38)32-19(2)29(39)34-24(15-20-9-5-4-6-10-20)30(40)33-22-16-21-11-7-8-12-23(21)25(17-22)41-3/h4-12,16-19,24H,13-15H2,1-3H3,(H,31,35)(H,32,38)(H,33,40)(H,34,39)(H,36,37)/t18-,19-,24-/m0/s1
• InChIKey: BTLLLOJDPGETFY-JXQFQVJHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105527
• PubChem CID: 20832921

CALCULATED PROPERTIES

• Acid pKa: 4.0904903
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 0.4915719
• LogD (pH = 7.4): -1.1905121
• Log P: 1.9143938
• Molar Refractivity: 151.23889 cm^3
• Polarizability: 59.23839 Å^3
• Polar Surface Area: 162.93 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA084

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).