1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 103837
• Molecular Formular: C22H40N8O5
• Molecular Mass: 496.6036
• Monoisotopic Mass: 496.31216642
• SMILES: NCCCCC(NC(=O)C1CCCN1C(=O)C(N)CCCNC(=N)N)C(=O)N1CCCC1C(=O)O
• Canonical SMILES: NCCCCC(C(=O)N1CCCC1C(=O)O)NC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C22H40N8O5/c23-10-2-1-7-15(20(33)30-13-5-9-17(30)21(34)35)28-18(31)16-8-4-12-29(16)19(32)14(24)6-3-11-27-22(25)26/h14-17H,1-13,23-24H2,(H,28,31)(H,34,35)(H4,25,26,27)
• InChIKey: VTGZBKFUTINRBR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidine-2-carboxylic acid
• Synonyms: Arg-Pro-Lys-Pro; SUBSTANCE P, Fragment 1-4

Database IDs

• CAS Number: 57468-16-3
• PubChem SID: 162091399
• PubChem CID: 14178995

CALCULATED PROPERTIES

• Acid pKa: 3.3536804
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -9.55414
• LogD (pH = 7.4): -7.452013
• Log P: -4.442025
• Molar Refractivity: 138.5057 cm^3
• Polarizability: 50.112045 Å^3
• Polar Surface Area: 220.96 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02153017

Acts on phagocytosis.

REFERENCES

• Blumberg, S. and Teichberg, V.I., Biochem. Biophys. Res. Commun., 90: 347, (1979).
• Bar-Shavit, Z., et al., Biochem. Biophys. Res. Commun., 94: 1445, (1980).
• Blumberg, S., et al., Brain Res., 192: 477, (1980).
• Kato, T., et al., J. Neurochem., 35: 527, (1980).
• Teichberg, V.I., et al., Regul. Peptides, 1: 327, (1981).
• Mazvrek, M., et al., Neuropharmacology, 20: 1025, (1981).