(2S)-2-[(2S)-2-[(2S)-2-[(2-aminophenyl)formamido]-3-phenylpropanamido]-5-carbamimidamidopentanamido]-N-{2-[(2,4-dinitrophenyl)amino]ethyl}-4-methylpentanamide

• ChemBase ID: 106264
• Molecular Formular: C36H47N11O8
• Molecular Mass: 761.82728
• Monoisotopic Mass: 761.36090752
• SMILES: CC(C)C[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccccc1N)C(=O)NCCNc1ccc([N+](=O)[O-])cc1[N+](=O)[O-]
• Canonical SMILES: CC(C[C@@H](C(=O)NCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)c1ccccc1N)Cc1ccccc1)CCCNC(=N)N)C
• InChI: InChI=1S/C36H47N11O8/c1-22(2)19-29(33(49)41-18-17-40-27-15-14-24(46(52)53)21-31(27)47(54)55)45-34(50)28(13-8-16-42-36(38)39)43-35(51)30(20-23-9-4-3-5-10-23)44-32(48)25-11-6-7-12-26(25)37/h3-7,9-12,14-15,21-22,28-30,40H,8,13,16-20,37H2,1-2H3,(H,41,49)(H,43,51)(H,44,48)(H,45,50)(H4,38,39,42)/t28-,29-,30-/m0/s1
• InChIKey: DEDYSHOWYFNPEK-DTXPUJKBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-[(2-aminophenyl)formamido]-3-phenylpropanamido]-5-carbamimidamidopentanamido]-N-{2-[(2,4-dinitrophenyl)amino]ethyl}-4-methylpentanamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-[(2-aminophenyl)formamido]-3-phenylpropanamido]-5-carbamimidamidopentanamido]-N-{2-[(2,4-dinitrophenyl)amino]ethyl}-4-methylpentanamide
• Synonyms: Abz-Phe-Arg-Leu-EDDNP; Abz-FRL-EDDNP; Abz-Phe-Arg-Leu-EDDNP

Database IDs

• PubChem SID: 162105374
• PubChem CID: 25108487

CALCULATED PROPERTIES

• Acid pKa: 12.088867
• H Acceptors: 13
• H Donor: 9
• LogD (pH = 5.5): 0.64761347
• LogD (pH = 7.4): 0.6537687
• Log P: 2.610968
• Molar Refractivity: 217.2763 cm^3
• Polarizability: 76.433 Å^3
• Polar Surface Area: 307.99 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03ABZ006

A Cysteine protease substrate for Papain.

REFERENCES

• Melo, R.L. et al., Anal. Biochem., 293(1):71 (2001)