6-amino-2-[2-(2,6-diaminohexanamido)-3-(1H-indol-3-yl)propanamido]hexanoic acid; acetic acid

• ChemBase ID: 103868
• Molecular Formular: C25H40N6O6
• Molecular Mass: 520.6217
• Monoisotopic Mass: 520.30093303
• SMILES: CC(=O)O.NCCCCC(N)C(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NC(CCCCN)C(=O)O
• Canonical SMILES: CC(=O)O.NCCCCC(C(=O)NC(C(=O)NC(C(=O)O)CCCCN)Cc1c[nH]c2c1cccc2)N
• InChI: InChI=1S/C23H36N6O4.C2H4O2/c24-11-5-3-8-17(26)21(30)29-20(13-15-14-27-18-9-2-1-7-16(15)18)22(31)28-19(23(32)33)10-4-6-12-25;1-2(3)4/h1-2,7,9,14,17,19-20,27H,3-6,8,10-13,24-26H2,(H,28,31)(H,29,30)(H,32,33);1H3,(H,3,4)
• InChIKey: UEHNGFULSKXEQX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-[2-(2,6-diaminohexanamido)-3-(1H-indol-3-yl)propanamido]hexanoic acid; acetic acid
• IUPAC Traditional name: 6-amino-2-[2-(2,6-diaminohexanamido)-3-(1H-indol-3-yl)propanamido]hexanoic acid; acetic acid
• Synonyms: LYS-TRP-LYS

Database IDs

• CAS Number: 38579-27-0
• PubChem SID: 162092417
• PubChem CID: 5702204

CALCULATED PROPERTIES

• Acid pKa: 3.621112
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): -7.935634
• LogD (pH = 7.4): -5.6245265
• Log P: -2.7459974
• Molar Refractivity: 125.422 cm^3
• Polarizability: 50.659554 Å^3
• Polar Surface Area: 189.35 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02153147

Acetate Salt
This tripeptide recognizes and cleaves DNA at apurinic sites; binds to DNA and to various single-stranded copolymers of adenine and cytosine.

REFERENCES

• Maurizot, J.C., et al., Biochemistry, 17: 2096, (1978).