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

• ChemBase ID: 106262
• Molecular Formular: C44H61N17O12
• Molecular Mass: 1020.06184
• Monoisotopic Mass: 1019.46856048
• SMILES: NC(=O)CC[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)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: OC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])CCC(=O)N)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)c1ccccc1N)Cc1ccccc1)CCCNC(=N)N
• InChI: InChI=1S/C44H61N17O12/c45-28-11-5-4-10-27(28)37(64)58-33(22-25-8-2-1-3-9-25)41(68)55-31(13-7-19-54-44(49)50)40(67)59-34(24-62)42(69)56-30(12-6-18-53-43(47)48)39(66)57-32(16-17-36(46)63)38(65)52-21-20-51-29-15-14-26(60(70)71)23-35(29)61(72)73/h1-5,8-11,14-15,23,30-34,51,62H,6-7,12-13,16-22,24,45H2,(H2,46,63)(H,52,65)(H,55,68)(H,56,69)(H,57,66)(H,58,64)(H,59,67)(H4,47,48,53)(H4,49,50,54)/t30-,31-,32-,33-,34-/m0/s1
• InChIKey: WTDLPWUTCXEGNV-LJADHVKFSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105373
• PubChem CID: 25108485

CALCULATED PROPERTIES

• Acid pKa: 11.996856
• H Acceptors: 20
• H Donor: 16
• LogD (pH = 5.5): -7.212158
• LogD (pH = 7.4): -7.1998363
• Log P: -3.0437276
• Molar Refractivity: 285.7796 cm^3
• Polarizability: 98.65591 Å^3
• Polar Surface Area: 491.41 Å^2
• Rotatable Bonds: 31
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03ABZ004

A Cysteine protease substrate for Cruzain, Papain and Cathepsin L.

REFERENCES

• Alves, L.C., Eur. J. Biochem., 268(5):1206 (2001).