2-{2-[2-(2-{2-[2-(2-amino-4-methylpentanamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido}propanamido)-3-hydroxypropanamido]-4-methylpentanamido}acetic acid

• ChemBase ID: 103339
• Molecular Formular: C32H61N13O9
• Molecular Mass: 771.90844
• Monoisotopic Mass: 771.4715206
• SMILES: CC(C)CC(N)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)NC(C)C(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)NCC(=O)O
• Canonical SMILES: OCC(C(=O)NC(C(=O)NCC(=O)O)CC(C)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(CC(C)C)N)CCCNC(=N)N)CCCNC(=N)N)C
• InChI: InChI=1S/C32H61N13O9/c1-16(2)12-19(33)26(50)42-21(9-7-11-39-32(36)37)29(53)43-20(8-6-10-38-31(34)35)28(52)41-18(5)25(49)45-23(15-46)30(54)44-22(13-17(3)4)27(51)40-14-24(47)48/h16-23,46H,6-15,33H2,1-5H3,(H,40,51)(H,41,52)(H,42,50)(H,43,53)(H,44,54)(H,45,49)(H,47,48)(H4,34,35,38)(H4,36,37,39)
• InChIKey: WIGDGIGALMYEBW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(2-{2-[2-(2-amino-4-methylpentanamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido}propanamido)-3-hydroxypropanamido]-4-methylpentanamido}acetic acid
• IUPAC Traditional name: {2-[2-(2-{2-[2-(2-amino-4-methylpentanamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido}propanamido)-3-hydroxypropanamido]-4-methylpentanamido}acetic acid
• Synonyms: Phosphate Acceptor Peptide; Leu-Arg-Arg-Ala-Ser-Leu-Gly; KEMPTIDE

Database IDs

• CAS Number: 65189-71-1
• PubChem SID: 162090371
• PubChem CID: 100074

CALCULATED PROPERTIES

• Acid pKa: -1.3130722
• H Acceptors: 16
• H Donor: 15
• LogD (pH = 5.5): -11.257396
• LogD (pH = 7.4): -9.560246
• Log P: -7.132174
• Molar Refractivity: 215.5303 cm^3
• Polarizability: 75.88815 Å^3
• Polar Surface Area: 381.95 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

REFERENCES

• Kemp, B.E., et al., Fed. Proc., 35: 1384, (1976).