2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(1H-indol-3-yl)propanamido]propanamido}acetamido)acetamido]-3-carboxypropanamido}propanamido)-3-hydroxypropanamido]acetamido}pentanedioic acid

• ChemBase ID: 103166
• Molecular Formular: C35H48N10O15
• Molecular Mass: 848.81362
• Monoisotopic Mass: 848.33006089
• SMILES: CC(NC(=O)C(N)Cc1c[nH]c2c1cccc2)C(=O)NCC(=O)NCC(=O)NC(CC(=O)O)C(=O)NC(C)C(=O)NC(CO)C(=O)NCC(=O)NC(CCC(=O)O)C(=O)O
• Canonical SMILES: OCC(C(=O)NCC(=O)NC(C(=O)O)CCC(=O)O)NC(=O)C(NC(=O)C(CC(=O)O)NC(=O)CNC(=O)CNC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)N)C)C
• InChI: InChI=1S/C35H48N10O15/c1-16(41-32(56)20(36)9-18-11-37-21-6-4-3-5-19(18)21)30(54)39-12-25(47)38-13-26(48)44-23(10-29(52)53)34(58)42-17(2)31(55)45-24(15-46)33(57)40-14-27(49)43-22(35(59)60)7-8-28(50)51/h3-6,11,16-17,20,22-24,37,46H,7-10,12-15,36H2,1-2H3,(H,38,47)(H,39,54)(H,40,57)(H,41,56)(H,42,58)(H,43,49)(H,44,48)(H,45,55)(H,50,51)(H,52,53)(H,59,60)
• InChIKey: ZRZROXNBKJAOKB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(1H-indol-3-yl)propanamido]propanamido}acetamido)acetamido]-3-carboxypropanamido}propanamido)-3-hydroxypropanamido]acetamido}pentanedioic acid
• IUPAC Traditional name: 2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(1H-indol-3-yl)propanamido]propanamido}acetamido)acetamido]-3-carboxypropanamido}propanamido)-3-hydroxypropanamido]acetamido}pentanedioic acid
• Synonyms: Trp-Ala-Gly-Gly-Asp-Ala-Ser-Gly-Glu; delta SLEEP INDUCING PEPTIDE; Delta-Sleep Inducing Peptide; DSIP; TRP-ALA-GLY-GLY-ASP-ALA-SER-GLY-GLU

Database IDs

• CAS Number: 62568-57-4
• PubChem SID: 162090669
• PubChem CID: 3623358

CALCULATED PROPERTIES

• Acid pKa: 2.9074638
• H Acceptors: 16
• H Donor: 14
• LogD (pH = 5.5): -12.618787
• LogD (pH = 7.4): -15.887864
• Log P: -9.403979
• Molar Refractivity: 199.4698 cm^3
• Polarizability: 79.12747 Å^3
• Polar Surface Area: 406.74 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

REFERENCES

• Schoenenberger, G.A. and Monnier, M., Proc. Natl. Acad. Sci. USA, 74 : 1282 (1977).
• Schoenenberger, G.A. and Monnier, M., Proc. Natl. Acad. Sci. USA, 74: 1282, (1977).
• Graf, M.V. and Kastin, A.J., Neurosci. Behav. Rev., 8: 83, (1984).
• Graf, M.V. and Kastin, A.J., Peptides, 7: 1165, (1986).