3-{2-[2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}-3-[(1-carboxy-2-hydroxyethyl)carbamoyl]propanoic acid

• ChemBase ID: 103860
• Molecular Formular: C17H30N8O9
• Molecular Mass: 490.4683
• Monoisotopic Mass: 490.21357458
• SMILES: NCC(=O)NC(CCCNC(=N)N)C(=O)NCC(=O)NC(CC(=O)O)C(=O)NC(CO)C(=O)O
• Canonical SMILES: NCC(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)O)CO)CC(=O)O)CCCNC(=N)N
• InChI: InChI=1S/C17H30N8O9/c18-5-11(27)23-8(2-1-3-21-17(19)20)14(31)22-6-12(28)24-9(4-13(29)30)15(32)25-10(7-26)16(33)34/h8-10,26H,1-7,18H2,(H,22,31)(H,23,27)(H,24,28)(H,25,32)(H,29,30)(H,33,34)(H4,19,20,21)
• InChIKey: RGNVSYKVCGAEHK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-[2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}-3-[(1-carboxy-2-hydroxyethyl)carbamoyl]propanoic acid
• IUPAC Traditional name: 3-{2-[2-(2-aminoacetamido)-5-carbamimidamidopentanamido]acetamido}-3-[(1-carboxy-2-hydroxyethyl)carbamoyl]propanoic acid
• Synonyms: GRGDS; GLY-ARG-GLY-ASP-SER

Database IDs

• CAS Number: 96426-21-0
• PubChem SID: 162090883
• PubChem CID: 3611371

CALCULATED PROPERTIES

• Acid pKa: -1.0361242
• H Acceptors: 13
• H Donor: 11
• LogD (pH = 5.5): -10.37044
• LogD (pH = 7.4): -10.498615
• Log P: -10.371757
• Molar Refractivity: 121.704 cm^3
• Polarizability: 43.57326 Å^3
• Polar Surface Area: 299.15 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C, Desiccate

DETAILS

MP Biomedicals - 02153107

A pentapeptide which contains the cell-attachment domain of fibronectin.

REFERENCES

• Akiyama, S.K. and Yamada, K.M., J. Biol. Chem., 260: 10402, (1985).