2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanoic acid

• ChemBase ID: 103380
• Molecular Formular: C22H26N4O6
• Molecular Mass: 442.46504
• Monoisotopic Mass: 442.18523457
• SMILES: NC(Cc1ccc(O)cc1)C(=O)NCC(=O)NCC(=O)NC(Cc1ccccc1)C(=O)O
• Canonical SMILES: O=C(CNC(=O)C(Cc1ccc(cc1)O)N)NCC(=O)NC(C(=O)O)Cc1ccccc1
• InChI: InChI=1S/C22H26N4O6/c23-17(10-15-6-8-16(27)9-7-15)21(30)25-12-19(28)24-13-20(29)26-18(22(31)32)11-14-4-2-1-3-5-14/h1-9,17-18,27H,10-13,23H2,(H,24,28)(H,25,30)(H,26,29)(H,31,32)
• InChIKey: GYNQVPIDAQTZOY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanoic acid
• IUPAC Traditional name: 2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanoic acid
• Synonyms: Tyr-Gly-Gly-Phe; β-LIPOTROPIN, Fragment 61-64

Database IDs

• CAS Number: 60254-82-2
• PubChem SID: 162102920
• PubChem CID: 14367417

CALCULATED PROPERTIES

• Acid pKa: 3.5411816
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -2.5806031
• LogD (pH = 7.4): -2.7322311
• Log P: -2.5831141
• Molar Refractivity: 114.6206 cm^3
• Polarizability: 44.67585 Å^3
• Polar Surface Area: 170.85 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

REFERENCES

• Kosterlitz, H.W., Dewey, Opiates and Endogenous Opioid Peptides, ed., Elsevier/North Holland, Amsterdam, 103, (1976).