2-{2-[2-(2-amino-3-phenylpropanamido)-3-phenylpropanamido]acetamido}-N-[1-carbamoyl-3-(methylsulfanyl)propyl]-4-methylpentanamide

• ChemBase ID: 103838
• Molecular Formular: C31H44N6O5S
• Molecular Mass: 612.78326
• Monoisotopic Mass: 612.30938954
• SMILES: CSCCC(NC(=O)C(CC(C)C)NC(=O)CNC(=O)C(Cc1ccccc1)NC(=O)C(N)Cc1ccccc1)C(=O)N
• Canonical SMILES: CSCCC(C(=O)N)NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(Cc1ccccc1)N)Cc1ccccc1)CC(C)C
• InChI: InChI=1S/C31H44N6O5S/c1-20(2)16-25(31(42)36-24(28(33)39)14-15-43-3)35-27(38)19-34-30(41)26(18-22-12-8-5-9-13-22)37-29(40)23(32)17-21-10-6-4-7-11-21/h4-13,20,23-26H,14-19,32H2,1-3H3,(H2,33,39)(H,34,41)(H,35,38)(H,36,42)(H,37,40)
• InChIKey: RBKYMAQIAMFDOE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-(2-amino-3-phenylpropanamido)-3-phenylpropanamido]acetamido}-N-[1-carbamoyl-3-(methylsulfanyl)propyl]-4-methylpentanamide
• IUPAC Traditional name: 2-{2-[2-(2-amino-3-phenylpropanamido)-3-phenylpropanamido]acetamido}-N-[1-carbamoyl-3-(methylsulfanyl)propyl]-4-methylpentanamide
• Synonyms: Penta-Substance P; Phe-Phe-Gly-Leu-Met-NH₂; SUBSTANCE P, Fragment 7-11

Database IDs

• CAS Number: 51165-05-0
• PubChem SID: 162103306
• PubChem CID: 12952807

CALCULATED PROPERTIES

• Acid pKa: 11.917888
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): -1.0331072
• LogD (pH = 7.4): 0.63620204
• Log P: 1.1176971
• Molar Refractivity: 167.0155 cm^3
• Polarizability: 65.56092 Å^3
• Polar Surface Area: 185.51 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

REFERENCES

• Bury, R.W. and Mashford, M.L., J. Med. Chem., 19: 854, (1976).