2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-(1H-indol-3-yl)propanamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamide

• ChemBase ID: 131550
• Molecular Formular: C36H43N7O6S
• Molecular Mass: 701.83492
• Monoisotopic Mass: 701.29955313
• SMILES: CSCCC(C(=O)N)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1ccc(cc1)O)N
• Canonical SMILES: CSCCC(C(=O)N)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1ccc(cc1)O)N
• InChI: InChI=1S/C36H43N7O6S/c1-50-16-15-29(33(38)46)42-36(49)30(18-22-7-3-2-4-8-22)41-32(45)21-40-35(48)31(19-24-20-39-28-10-6-5-9-26(24)28)43-34(47)27(37)17-23-11-13-25(44)14-12-23/h2-14,20,27,29-31,39,44H,15-19,21,37H2,1H3,(H2,38,46)(H,40,48)(H,41,45)(H,42,49)(H,43,47)
• InChIKey: SRGLLZPFSWOZRP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-(1H-indol-3-yl)propanamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamide
• IUPAC Traditional name: 2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-(1H-indol-3-yl)propanamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamide
• Synonyms: [D-Trp2]-Methionine enkephalinamide acetate salt

Database IDs

• CAS Number: 73459-29-7
• PubChem SID: 162225828
• PubChem CID: 71308449

CALCULATED PROPERTIES

• Acid pKa: 9.509386
• H Acceptors: 7
• H Donor: 8
• LogD (pH = 5.5): -0.857144
• LogD (pH = 7.4): 0.8136596
• Log P: 1.1747823
• Molar Refractivity: 191.0283 cm^3
• Polarizability: 75.421745 Å^3
• Polar Surface Area: 221.53 Å^2
• Rotatable Bonds: 18
• 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

DETAILS

Sigma Aldrich - E3007

Amino Acid Sequence
Tyr-D-Trp-Gly-Phe-Met-NH2
Biochem/physiol Actions
A growth hormone releasing peptide1 as well as an enkephalin-related peptide.2