2-[2-(2-{2-[2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanamido]propanamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamide

• ChemBase ID: 103783
• Molecular Formular: C28H36I2N6O6S
• Molecular Mass: 838.49598
• Monoisotopic Mass: 838.0506499
• SMILES: CSCCC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)C(C)NC(=O)C(N)Cc1cc(I)c(O)c(I)c1)C(=O)N
• Canonical SMILES: CSCCC(C(=O)N)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)C(NC(=O)C(Cc1cc(I)c(c(c1)I)O)N)C
• InChI: InChI=1S/C28H36I2N6O6S/c1-15(34-27(41)20(31)12-17-10-18(29)24(38)19(30)11-17)26(40)33-14-23(37)35-22(13-16-6-4-3-5-7-16)28(42)36-21(25(32)39)8-9-43-2/h3-7,10-11,15,20-22,38H,8-9,12-14,31H2,1-2H3,(H2,32,39)(H,33,40)(H,34,41)(H,35,37)(H,36,42)
• InChIKey: HDQZVBXNIJOSOJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{2-[2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanamido]propanamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamide
• IUPAC Traditional name: 2-[2-(2-{2-[2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanamido]propanamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamide
• Synonyms: 3,5-Diiodo-Tyr-D-Ala-Gly-Phe-Met-NH₂; [3,5-Diiodo-Tyr^1, D-Ala^2, Met^5]-ENKEPHALINAMIDE

Database IDs

• CAS Number: 103226-15-9
• PubChem SID: 162091493
• PubChem CID: 44134698

CALCULATED PROPERTIES

• Acid pKa: 7.119236
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): -0.6067108
• LogD (pH = 7.4): 0.70690787
• Log P: 0.59077597
• Molar Refractivity: 182.0478 cm^3
• Polarizability: 71.1296 Å^3
• Polar Surface Area: 205.74 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02152830

A long-lasting enkephalin analog, resistant to enzymatic degradation.