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

• ChemBase ID: 106265
• Molecular Formular: C36H48N14O8
• Molecular Mass: 804.85532
• Monoisotopic Mass: 804.37795457
• SMILES: NC(=N)NCCC[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)NCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)c1ccccc1N)Cc1ccccc1)CCCNC(=N)N
• InChI: InChI=1S/C36H48N14O8/c37-25-11-5-4-10-24(25)31(51)48-29(20-22-8-2-1-3-9-22)34(54)47-28(13-7-17-45-36(40)41)33(53)46-27(12-6-16-44-35(38)39)32(52)43-19-18-42-26-15-14-23(49(55)56)21-30(26)50(57)58/h1-5,8-11,14-15,21,27-29,42H,6-7,12-13,16-20,37H2,(H,43,52)(H,46,53)(H,47,54)(H,48,51)(H4,38,39,44)(H4,40,41,45)/t27-,28-,29-/m0/s1
• InChIKey: LLLXCKUBYABJSI-AWCRTANDSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105375
• PubChem CID: 25108488

CALCULATED PROPERTIES

• Acid pKa: 12.244584
• H Acceptors: 16
• H Donor: 12
• LogD (pH = 5.5): -3.932158
• LogD (pH = 7.4): -3.923029
• Log P: 0.31685483
• Molar Refractivity: 237.0285 cm^3
• Polarizability: 79.494934 Å^3
• Polar Surface Area: 369.89 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03ABZ007

A Cysteine protease substrate for Cathepsin L.

REFERENCES

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