(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2-aminophenyl)formamido]-3-methylbutanamido]hexanamido]hexanamido]-5-carbamimidamidopentanamido]-3-hydroxypropanamido]propanamido]-5-carbamimidamidopentanamido]-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide

• ChemBase ID: 106268
• Molecular Formular: C55H90N22O15
• Molecular Mass: 1299.4415
• Monoisotopic Mass: 1298.69560029
• SMILES: CC(C)[C@H](NC(=O)c1ccccc1N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)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: NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[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)C)CO)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)c1ccccc1N)CCCCN
• InChI: InChI=1S/C55H90N22O15/c1-30(2)44(75-46(81)33-12-4-5-13-34(33)58)53(88)73-37(15-7-9-23-57)49(84)70-36(14-6-8-22-56)48(83)71-39(17-11-25-67-55(62)63)51(86)74-41(29-78)52(87)68-31(3)45(80)69-38(16-10-24-66-54(60)61)50(85)72-40(20-21-43(59)79)47(82)65-27-26-64-35-19-18-32(76(89)90)28-42(35)77(91)92/h4-5,12-13,18-19,28,30-31,36-41,44,64,78H,6-11,14-17,20-27,29,56-58H2,1-3H3,(H2,59,79)(H,65,82)(H,68,87)(H,69,80)(H,70,84)(H,71,83)(H,72,85)(H,73,88)(H,74,86)(H,75,81)(H4,60,61,66)(H4,62,63,67)/t31-,36-,37-,38-,39-,40-,41-,44-/m0/s1
• InChIKey: HDPLAVDBNAAMJK-CLFUYDHDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2-aminophenyl)formamido]-3-methylbutanamido]hexanamido]hexanamido]-5-carbamimidamidopentanamido]-3-hydroxypropanamido]propanamido]-5-carbamimidamidopentanamido]-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2-aminophenyl)formamido]-3-methylbutanamido]hexanamido]hexanamido]-5-carbamimidamidopentanamido]-3-hydroxypropanamido]propanamido]-5-carbamimidamidopentanamido]-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide
• Synonyms: Abz-Val-Lys-Lys-Arg-Ser-Ala-Arg-Gln-EDDNP; Abz-VKLRSARQ-EDDNP; Abz-Val-Lys-Lys-Arg-Ser-Ala-Arg-Gln-EDDNP

Database IDs

• PubChem SID: 162105926
• PubChem CID: 25108491

CALCULATED PROPERTIES

• Polar Surface Area: 630.75 Å^2
• Rotatable Bonds: 44
• Lipinski's Rule of Five: false
• Acid pKa: 11.367106
• H Acceptors: 25
• H Donor: 21
• LogD (pH = 5.5): -15.901592
• LogD (pH = 7.4): -15.051508
• Log P: -5.647345
• Molar Refractivity: 356.6728 cm^3
• Polarizability: 127.142845 Å^3

DETAILS

MP Biomedicals - 03ABZ010

A Serine protease substrate for Rat Kallikrein.

REFERENCES

• Zani, M. et al., Biochem. Biophys. Acta., 1547(2):387 (2001).