2-{2-[2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}butanedioic acid

• ChemBase ID: 103859
• Molecular Formular: C14H25N7O7
• Molecular Mass: 403.391
• Monoisotopic Mass: 403.18154618
• SMILES: NCC(=O)NC(CCCNC(=N)N)C(=O)NCC(=O)NC(CC(=O)O)C(=O)O
• Canonical SMILES: NCC(=O)NC(C(=O)NCC(=O)NC(C(=O)O)CC(=O)O)CCCNC(=N)N
• InChI: InChI=1S/C14H25N7O7/c15-5-9(22)20-7(2-1-3-18-14(16)17)12(26)19-6-10(23)21-8(13(27)28)4-11(24)25/h7-8H,1-6,15H2,(H,19,26)(H,20,22)(H,21,23)(H,24,25)(H,27,28)(H4,16,17,18)
• InChIKey: SEFVRKXJJPMVHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}butanedioic acid
• IUPAC Traditional name: 2-{2-[2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}butanedioic acid
• Synonyms: Gly-Arg-Gly-Asp; GRGD; GLY-ARG-GLY-ASP

Database IDs

• CAS Number: 97461-81-9
• MDL Number: MFCD00076458
• PubChem SID: 162090726
• PubChem CID: 4464153

CALCULATED PROPERTIES

• Acid pKa: 3.014647
• H Acceptors: 11
• H Donor: 9
• LogD (pH = 5.5): -8.78303
• LogD (pH = 7.4): -8.859771
• Log P: -8.749071
• Molar Refractivity: 102.8629 cm^3
• Polarizability: 36.099792 Å^3
• Polar Surface Area: 249.82 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

MP Biomedicals - 02153106

A tetrapeptide which overlaps the cell-attachment domain (Arg-Gly-Asp-Ser) of fibronectin.

REFERENCES

• Haverstick, D.M., et al., Blood, 66: 946, (1985).
• Yamada, K.M., et al., J. Cell. Biochem., 28: 99, (1985).