(2S)-2-[(2S)-2-[(2-aminophenyl)formamido]-3-phenylpropanamido]-5-carbamimidamido-N-[(1S)-1-({2-[(2,4-dinitrophenyl)amino]ethyl}carbamoyl)ethyl]pentanamide

• ChemBase ID: 106269
• Molecular Formular: C33H41N11O8
• Molecular Mass: 719.74754
• Monoisotopic Mass: 719.31395733
• SMILES: 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: NC(=N)NCCC[C@@H](C(=O)N[C@H](C(=O)NCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])C)NC(=O)[C@@H](NC(=O)c1ccccc1N)Cc1ccccc1
• InChI: InChI=1S/C33H41N11O8/c1-20(29(45)38-17-16-37-25-14-13-22(43(49)50)19-28(25)44(51)52)40-31(47)26(12-7-15-39-33(35)36)41-32(48)27(18-21-8-3-2-4-9-21)42-30(46)23-10-5-6-11-24(23)34/h2-6,8-11,13-14,19-20,26-27,37H,7,12,15-18,34H2,1H3,(H,38,45)(H,40,47)(H,41,48)(H,42,46)(H4,35,36,39)/t20-,26-,27-/m0/s1
• InChIKey: STTNLUDVKJWKGN-RZDWPUGNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2-aminophenyl)formamido]-3-phenylpropanamido]-5-carbamimidamido-N-[(1S)-1-({2-[(2,4-dinitrophenyl)amino]ethyl}carbamoyl)ethyl]pentanamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2-aminophenyl)formamido]-3-phenylpropanamido]-5-carbamimidamido-N-[(1S)-1-({2-[(2,4-dinitrophenyl)amino]ethyl}carbamoyl)ethyl]pentanamide
• Synonyms: Abz-Phe-Arg-Ala-EDDNP; Abz-FRA-EDDNP; Abz-Phe-Arg-Ala-EDDNP

Database IDs

• PubChem SID: 162105376
• PubChem CID: 25108492

CALCULATED PROPERTIES

• Acid pKa: 12.06793
• H Acceptors: 13
• H Donor: 9
• LogD (pH = 5.5): -0.60649556
• LogD (pH = 7.4): -0.6002517
• Log P: 1.3417056
• Molar Refractivity: 203.6027 cm^3
• Polarizability: 70.944786 Å^3
• Polar Surface Area: 307.99 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03ABZ011

A Serine protease substrate for Tissue Kallikrein.

REFERENCES

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