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

• ChemBase ID: 103848
• Molecular Formular: C15H27N7O8
• Molecular Mass: 433.41698
• Monoisotopic Mass: 433.19211086
• SMILES: NC(CCCNC(=N)N)C(=O)NCC(=O)NC(CC(=O)O)C(=O)NC(CO)C(=O)O
• Canonical SMILES: OCC(C(=O)O)NC(=O)C(CC(=O)O)NC(=O)CNC(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C15H27N7O8/c16-7(2-1-3-19-15(17)18)12(27)20-5-10(24)21-8(4-11(25)26)13(28)22-9(6-23)14(29)30/h7-9,23H,1-6,16H2,(H,20,27)(H,21,24)(H,22,28)(H,25,26)(H,29,30)(H4,17,18,19)
• InChIKey: NNRFRJQMBSBXGO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 91037-65-9
• PubChem SID: 162103017
• PubChem CID: 4649132

CALCULATED PROPERTIES

• Acid pKa: -0.77673435
• H Acceptors: 12
• H Donor: 10
• LogD (pH = 5.5): -9.26485
• LogD (pH = 7.4): -9.405291
• Log P: -9.266645
• Molar Refractivity: 108.9005 cm^3
• Polarizability: 38.612175 Å^3
• Polar Surface Area: 270.05 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02153053

Supports fibroblast attachment and inhibits fibronectin binding to platelets.
A target sequence for syphilis spirochete cytadherence.

REFERENCES

• Pierschbacher, M.D. and Ruoslahti, E., Nature, 309: 30, (1984).