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

• ChemBase ID: 106569
• Molecular Formular: C35H41N5O8
• Molecular Mass: 659.72874
• Monoisotopic Mass: 659.2955133
• SMILES: COc1cc(NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H]2CCCN2C(=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]2CCCN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCC(=O)O)C)C)Cc2ccccc2)cc2c1cccc2
• InChI: InChI=1S/C35H41N5O8/c1-21(36-30(41)15-16-31(42)43)32(44)37-22(2)35(47)40-17-9-14-28(40)34(46)39-27(18-23-10-5-4-6-11-23)33(45)38-25-19-24-12-7-8-13-26(24)29(20-25)48-3/h4-8,10-13,19-22,27-28H,9,14-18H2,1-3H3,(H,36,41)(H,37,44)(H,38,45)(H,39,46)(H,42,43)/t21-,22-,27-,28-/m0/s1
• InChIKey: OYAZTKXTUGFYSZ-MPPVQRIUSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105627
• PubChem CID: 25108722

CALCULATED PROPERTIES

• Acid pKa: 4.0904903
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 0.22771847
• LogD (pH = 7.4): -1.4543657
• Log P: 1.6505404
• Molar Refractivity: 176.2254 cm^3
• Polarizability: 68.94499 Å^3
• Polar Surface Area: 183.24 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03MNA085

A fluorogenic/colorimetric substrate for Chymotrypsin.

REFERENCES

• Sawada, H. et al., Experienta, 39:454 (1983).
• Oshima, G. et al., Biochem., 94:1615 (1983).