2-[2-(2-aminoacetamido)acetamido]-3-(1H-imidazol-4-yl)propanoic acid

• ChemBase ID: 103862
• Molecular Formular: C10H15N5O4
• Molecular Mass: 269.2572
• Monoisotopic Mass: 269.11240399
• SMILES: NCC(=O)NCC(=O)NC(Cc1c[nH]cn1)C(=O)O
• Canonical SMILES: NCC(=O)NCC(=O)NC(C(=O)O)Cc1c[nH]cn1
• InChI: InChI=1S/C10H15N5O4/c11-2-8(16)13-4-9(17)15-7(10(18)19)1-6-3-12-5-14-6/h3,5,7H,1-2,4,11H2,(H,12,14)(H,13,16)(H,15,17)(H,18,19)
• InChIKey: PDAWDNVHMUKWJR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-aminoacetamido)acetamido]-3-(1H-imidazol-4-yl)propanoic acid; 2-[2-(2-aminoacetamido)acetamido]-3-(1H-imidazol-5-yl)propanoic acid
• IUPAC Traditional name: 2-[2-(2-aminoacetamido)acetamido]-3-(1H-imidazol-4-yl)propanoic acid; 2-[2-(2-aminoacetamido)acetamido]-3-(3H-imidazol-4-yl)propanoic acid
• Synonyms: Copper Binding Peptide; GLY-GLY-HIS; Gly-Gly-His acetate salt

Database IDs

• CAS Number: 93404-95-6
• PubChem SID: 162103139
• PubChem CID: 100097

CALCULATED PROPERTIES

• Acid pKa: 3.25605
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -6.2055855
• LogD (pH = 7.4): -5.521052
• Log P: -5.5414934
• Molar Refractivity: 63.666 cm^3
• Polarizability: 24.686113 Å^3
• Polar Surface Area: 150.2 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C
• German water hazard class: 3
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - G5772

Biochem/physiol Actions
Copper binding peptide

REFERENCES

• Lau, S.J., et al., J. Biol. Chem., 249: 5878, (1974).