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

• ChemBase ID: 106263
• Molecular Formular: C39H52N14O11
• Molecular Mass: 892.91738
• Monoisotopic Mass: 892.39399855
• SMILES: N[C@@H](Cc1ccc(cc1)CNC(=O)c1ccccc1N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(=O)N)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](Cc1ccc(cc1)CNC(=O)c1ccccc1N)N
• InChI: InChI=1S/C39H52N14O11/c40-26-5-2-1-4-25(26)34(56)48-20-23-9-7-22(8-10-23)18-27(41)35(57)51-31(21-54)38(60)49-29(6-3-15-47-39(43)44)37(59)50-30(13-14-33(42)55)36(58)46-17-16-45-28-12-11-24(52(61)62)19-32(28)53(63)64/h1-2,4-5,7-12,19,27,29-31,45,54H,3,6,13-18,20-21,40-41H2,(H2,42,55)(H,46,58)(H,48,56)(H,49,60)(H,50,59)(H,51,57)(H4,43,44,47)/t27-,29-,30-,31-/m0/s1
• InChIKey: BQBQCBBXUJIFOP-QBCKSJLUSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162105924
• PubChem CID: 25108486

CALCULATED PROPERTIES

• Acid pKa: 11.409727
• H Acceptors: 17
• H Donor: 13
• LogD (pH = 5.5): -6.373482
• LogD (pH = 7.4): -4.6962886
• Log P: -2.526747
• Molar Refractivity: 243.5298 cm^3
• Polarizability: 86.68266 Å^3
• Polar Surface Area: 426.43 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03ABZ005

A Cysteine protease substrate for Leishmania mexicana.

REFERENCES

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