(2S)-2-{[(2S)-1-[(2S)-2-[(2-aminophenyl)formamido]-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide

• ChemBase ID: 106266
• Molecular Formular: C34H39N9O9
• Molecular Mass: 717.72836
• Monoisotopic Mass: 717.28707387
• SMILES: NC(=O)CC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccccc1)NC(=O)c1ccccc1N)C(=O)NCCNc1ccc([N+](=O)[O-])cc1[N+](=O)[O-]
• Canonical SMILES: NC(=O)CC[C@@H](C(=O)NCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)c1ccccc1N)Cc1ccccc1
• InChI: InChI=1S/C34H39N9O9/c35-24-10-5-4-9-23(24)31(45)40-27(19-21-7-2-1-3-8-21)34(48)41-18-6-11-28(41)33(47)39-26(14-15-30(36)44)32(46)38-17-16-37-25-13-12-22(42(49)50)20-29(25)43(51)52/h1-5,7-10,12-13,20,26-28,37H,6,11,14-19,35H2,(H2,36,44)(H,38,46)(H,39,47)(H,40,45)/t26-,27-,28-/m0/s1
• InChIKey: LQWRUQXWNJGFQQ-KCHLEUMXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2S)-2-[(2-aminophenyl)formamido]-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide
• IUPAC Traditional name: (2S)-2-{[(2S)-1-[(2S)-2-[(2-aminophenyl)formamido]-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}-N-{2-[(2,4-dinitrophenyl)amino]ethyl}pentanediamide
• Synonyms: Abz-Phe-Pro-Gln-EDDNP; Abz-FPQ-EDDNP; Abz-Phe-Pro-Gln-EDDNP

Database IDs

• PubChem SID: 162105925
• PubChem CID: 25108489

CALCULATED PROPERTIES

• Acid pKa: 11.782191
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): 1.831657
• LogD (pH = 7.4): 1.8324193
• Log P: 1.8324453
• Molar Refractivity: 190.47859 cm^3
• Polarizability: 70.28148 Å^3
• Polar Surface Area: 280.39 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03ABZ008

A Serine protease substrate for Kinase.

REFERENCES

• Quinto, B.M. et al., Int. J. Biochem. Cell Bio., 32(11-12):1161 (2000).