(2S)-6-amino-N-[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-({2-[(2,4-dinitrophenyl)amino]ethyl}carbamoyl)-2-phenylethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}pentyl]-2-[(2S,3S)-2-[(2-aminophenyl)formamido]-3-methylpentanamido]hexanamide

• ChemBase ID: 106260
• Molecular Formular: C48H69N13O13
• Molecular Mass: 1036.14076
• Monoisotopic Mass: 1035.51377933
• SMILES: CC[C@H](C)[C@H](NC(=O)c1ccccc1N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1ccccc1)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)NCCNc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])Cc1ccccc1)CO)CO)NC(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)c1ccccc1N)CCCCN
• InChI: InChI=1S/C48H69N13O13/c1-3-29(2)41(59-42(64)32-15-7-8-16-33(32)51)48(70)55-36(18-10-12-22-50)44(66)54-35(17-9-11-21-49)45(67)57-39(28-63)47(69)58-38(27-62)46(68)56-37(25-30-13-5-4-6-14-30)43(65)53-24-23-52-34-20-19-31(60(71)72)26-40(34)61(73)74/h4-8,13-16,19-20,26,29,35-39,41,52,62-63H,3,9-12,17-18,21-25,27-28,49-51H2,1-2H3,(H,53,65)(H,54,66)(H,55,70)(H,56,68)(H,57,67)(H,58,69)(H,59,64)/t29-,35-,36-,37-,38-,39-,41-/m0/s1
• InChIKey: PMICBVLOWKUARI-BSSXHAPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-N-[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-({2-[(2,4-dinitrophenyl)amino]ethyl}carbamoyl)-2-phenylethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}pentyl]-2-[(2S,3S)-2-[(2-aminophenyl)formamido]-3-methylpentanamido]hexanamide
• IUPAC Traditional name: (2S)-6-amino-N-[(1S)-5-amino-1-{[(1S)-1-{[(1S)-1-{[(1S)-1-({2-[(2,4-dinitrophenyl)amino]ethyl}carbamoyl)-2-phenylethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}-2-hydroxyethyl]carbamoyl}pentyl]-2-[(2S,3S)-2-[(2-aminophenyl)formamido]-3-methylpentanamido]hexanamide
• Synonyms: Abz-Ile-Lys-Lys-Ser-Ser-Phe-EDDNP; Abz-IKLSSF-EDDNP; Abz-Ile-Lys-Lys-Ser-Ser-Phe-EDDNP

Database IDs

• PubChem SID: 162105923
• PubChem CID: 25108483

CALCULATED PROPERTIES

• Acid pKa: 11.359358
• H Acceptors: 17
• H Donor: 13
• LogD (pH = 5.5): -5.9638724
• LogD (pH = 7.4): -5.11808
• Log P: -0.21455455
• Molar Refractivity: 273.3775 cm^3
• Polarizability: 103.55284 Å^3
• Polar Surface Area: 425.89 Å^2
• Rotatable Bonds: 33
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 03ABZ002

A Cysteine protease substrate for Cathepsin B.

REFERENCES

• Almida, P.C. et al., Hypertension, 35(6):1278 (2000).