2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamide

• ChemBase ID: 105499
• Molecular Formular: C28H38N6O6
• Molecular Mass: 554.63792
• Monoisotopic Mass: 554.28528297
• SMILES: CC(C)CC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(N)Cc1ccc(O)cc1)C(=O)N
• Canonical SMILES: O=C(CNC(=O)C(Cc1ccc(cc1)O)N)NCC(=O)NC(C(=O)NC(C(=O)N)CC(C)C)Cc1ccccc1
• InChI: InChI=1S/C28H38N6O6/c1-17(2)12-22(26(30)38)34-28(40)23(14-18-6-4-3-5-7-18)33-25(37)16-31-24(36)15-32-27(39)21(29)13-19-8-10-20(35)11-9-19/h3-11,17,21-23,35H,12-16,29H2,1-2H3,(H2,30,38)(H,31,36)(H,32,39)(H,33,37)(H,34,40)
• InChIKey: YZXGODHVAJPXSG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamide
• IUPAC Traditional name: 2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamide
• Synonyms: [Leu^5]-ENKEPHALINAMIDE; Tyr-Gly-Gly-Phe-Leu-NH2; Leucine enkephalinamide acetate salt

Database IDs

• CAS Number: 60117-24-0
• MDL Number: MFCD00133453
• PubChem SID: 24894526; 162093615
• PubChem CID: 100168

CALCULATED PROPERTIES

• Acid pKa: 9.509605
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): -2.578552
• LogD (pH = 7.4): -0.90770185
• Log P: -0.54635113
• Molar Refractivity: 147.4138 cm^3
• Polarizability: 57.613605 Å^3
• Polar Surface Area: 205.74 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥97% (HPLC)

DETAILS

MP Biomedicals - 02190423

(Tyr-Gly-Gly-Phe-Leu-NH₂)

REFERENCES

• Chang, J.K., et al., Life Sci., 18: 1473 (1976).
• • Agarwal, N.S., et al., Biochem. Biophys. Res. Commun., 76: 129 (1977).