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

• ChemBase ID: 105498
• Molecular Formular: C28H37N5O7
• Molecular Mass: 555.62268
• Monoisotopic Mass: 555.26929855
• SMILES: CC(C)CC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(N)Cc1ccc(O)cc1)C(=O)O
• Canonical SMILES: O=C(CNC(=O)C(Cc1ccc(cc1)O)N)NCC(=O)NC(C(=O)NC(C(=O)O)CC(C)C)Cc1ccccc1
• InChI: InChI=1S/C28H37N5O7/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40)
• InChIKey: URLZCHNOLZSCCA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acid
• IUPAC Traditional name: tyr-gly-gly-phe-leu
• Synonyms: Leucine Enkephalin; Tyr-Gly-Gly-Phe-Leu; (Leu5)-ENKEPHALIN

Database IDs

• CAS Number: 58822-25-6
• EC Number: 261-457-1
• PubChem SID: 162092134
• PubChem CID: 3903

CALCULATED PROPERTIES

• Acid pKa: 3.7021072
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.8625183
• LogD (pH = 7.4): -2.012467
• Log P: -1.8638327
• Molar Refractivity: 145.5916 cm^3
• Polarizability: 56.937946 Å^3
• Polar Surface Area: 199.95 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02190422

Endogenous opioid pentapeptide.

REFERENCES

• Hughes, J., et al., Nature , 258 : 577 (1975).