(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2-aminophenyl)formamido]hexanamido]-4-methylpentanamido]-3-(benzyloxy)propanamido]-3-phenylpropanamido]-3-hydroxypropanamido]hexanamido]-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide

• ChemBase ID: 106261
• Molecular Formular: C60H83N15O15
• Molecular Mass: 1254.39252
• Monoisotopic Mass: 1253.61930703
• SMILES: CC(C)C[C@H](NC(=O)[C@H](CCCCN)NC(=O)c1ccccc1N)C(=O)N[C@@H](COCc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)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)NCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])CCC(=O)N)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)c1ccccc1N)CCCCN)CC(C)C)COCc1ccccc1)Cc1ccccc1)CO
• InChI: InChI=1S/C60H83N15O15/c1-37(2)31-47(70-56(81)44(21-11-13-27-61)67-53(78)41-19-9-10-20-42(41)63)57(82)73-50(36-90-35-39-17-7-4-8-18-39)60(85)71-48(32-38-15-5-3-6-16-38)58(83)72-49(34-76)59(84)68-45(22-12-14-28-62)55(80)69-46(25-26-52(64)77)54(79)66-30-29-65-43-24-23-40(74(86)87)33-51(43)75(88)89/h3-10,15-20,23-24,33,37,44-50,65,76H,11-14,21-22,25-32,34-36,61-63H2,1-2H3,(H2,64,77)(H,66,79)(H,67,78)(H,68,84)(H,69,80)(H,70,81)(H,71,85)(H,72,83)(H,73,82)/t44-,45-,46-,47-,48-,49-,50-/m0/s1
• InChIKey: RQJMMOQZNNUSLM-OLLPCQKTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2-aminophenyl)formamido]hexanamido]-4-methylpentanamido]-3-(benzyloxy)propanamido]-3-phenylpropanamido]-3-hydroxypropanamido]hexanamido]-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide
• IUPAC Traditional name: (2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2-aminophenyl)formamido]hexanamido]-4-methylpentanamido]-3-(benzyloxy)propanamido]-3-phenylpropanamido]-3-hydroxypropanamido]hexanamido]-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide
• Synonyms: Abz-Lys-Leu-Ser(OBzl)-Phe-Ser-Lys-Gln-EDDNP; Abz-KLS(OBzl)FSKQ-EDDNP; Abz-Lys-Leu-Ser(OBzl)-Phe-Ser-Lys-Gln-EDDNP

Database IDs

• PubChem SID: 162105564
• PubChem CID: 25108484

CALCULATED PROPERTIES

• Acid pKa: 11.40939
• H Acceptors: 19
• H Donor: 14
• LogD (pH = 5.5): -5.370825
• LogD (pH = 7.4): -4.5259867
• Log P: 0.3977333
• Molar Refractivity: 332.7283 cm^3
• Polarizability: 126.67445 Å^3
• Polar Surface Area: 487.08 Å^2
• Rotatable Bonds: 41
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03ABZ003

A Cysteine protease substrate for Cathepsin B.

REFERENCES

• Del Nery, E. et al., J. Protein Chem., 19(1):33 (2000).