2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamido}-5-carbamimidamidopentanamido)-3-phenylpropanoic acid; acetic acid

• ChemBase ID: 103781
• Molecular Formular: C44H60N10O11S
• Molecular Mass: 937.0726
• Monoisotopic Mass: 936.41637379
• SMILES: CSCCC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(N)Cc1ccc(O)cc1)C(=O)NC(CCCNC(=N)N)C(=O)NC(Cc1ccccc1)C(=O)O.CC(=O)O
• Canonical SMILES: CC(=O)O.CSCCC(C(=O)NC(C(=O)NC(C(=O)O)Cc1ccccc1)CCCNC(=N)N)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(Cc1ccc(cc1)O)N
• InChI: InChI=1S/C42H56N10O9S.C2H4O2/c1-62-20-18-32(39(58)50-31(13-8-19-46-42(44)45)38(57)52-34(41(60)61)23-27-11-6-3-7-12-27)51-40(59)33(22-26-9-4-2-5-10-26)49-36(55)25-47-35(54)24-48-37(56)30(43)21-28-14-16-29(53)17-15-28;1-2(3)4/h2-7,9-12,14-17,30-34,53H,8,13,18-25,43H2,1H3,(H,47,54)(H,48,56)(H,49,55)(H,50,58)(H,51,59)(H,52,57)(H,60,61)(H4,44,45,46);1H3,(H,3,4)
• InChIKey: FSLUAQZSQYNWLW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamido}-5-carbamimidamidopentanamido)-3-phenylpropanoic acid; acetic acid
• IUPAC Traditional name: 2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamido}-5-carbamimidamidopentanamido)-3-phenylpropanoic acid; acetic acid
• Synonyms: Tyr-Gly-Gly-Phe-Met-Arg-Phe; [Met^5]-ENKEPHALIN-Arg-Phe

Database IDs

• CAS Number: 100929-69-9
• PubChem SID: 162091473
• PubChem CID: 44134697

CALCULATED PROPERTIES

• Acid pKa: 3.5040922
• H Acceptors: 13
• H Donor: 12
• LogD (pH = 5.5): -4.3504725
• LogD (pH = 7.4): -2.676154
• Log P: -2.3151624
• Molar Refractivity: 241.6463 cm^3
• Polarizability: 89.78273 Å^3
• Polar Surface Area: 320.05 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02152825

A heptapeptide with opiate receptor activity.

REFERENCES

• Stern, A.S., et al., Proc. Natl. Acad. Sci. USA, 76: 6680 (1979).
• Greenberg, M.J., et al., Neuropeptides, 1: 309 (1981).