1-[2-(2-{6-amino-2-[(5-oxopyrrolidin-2-yl)formamido]hexanamido}-3-(1H-indol-3-yl)propanamido)propanoyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 103772
• Molecular Formular: C30H41N7O7
• Molecular Mass: 611.68924
• Monoisotopic Mass: 611.30674669
• SMILES: CC(NC(=O)C(Cc1c[nH]c2ccccc12)NC(=O)C(CCCCN)NC(=O)C1CCC(=O)N1)C(=O)N1CCCC1C(=O)O
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)O)C)Cc1c[nH]c2c1cccc2)NC(=O)C1CCC(=O)N1
• InChI: InChI=1S/C30H41N7O7/c1-17(29(42)37-14-6-10-24(37)30(43)44)33-28(41)23(15-18-16-32-20-8-3-2-7-19(18)20)36-26(39)21(9-4-5-13-31)35-27(40)22-11-12-25(38)34-22/h2-3,7-8,16-17,21-24,32H,4-6,9-15,31H2,1H3,(H,33,41)(H,34,38)(H,35,40)(H,36,39)(H,43,44)
• InChIKey: NINBLKUXZROFMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-(2-{6-amino-2-[(5-oxopyrrolidin-2-yl)formamido]hexanamido}-3-(1H-indol-3-yl)propanamido)propanoyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 1-[2-(2-{6-amino-2-[(5-oxopyrrolidin-2-yl)formamido]hexanamido}-3-(1H-indol-3-yl)propanamido)propanoyl]pyrrolidine-2-carboxylic acid
• Synonyms: PyroGlu-Lys-Trp-Ala-Pro; BRADYKININ POTENTIATING PENTAPEPTIDE

Database IDs

• CAS Number: 30505-63-6
• PubChem SID: 162090436
• PubChem CID: 14019421

CALCULATED PROPERTIES

• Acid pKa: 3.453569
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -3.4056957
• LogD (pH = 7.4): -3.4032154
• Log P: -3.402849
• Molar Refractivity: 157.9842 cm^3
• Polarizability: 62.74746 Å^3
• Polar Surface Area: 215.82 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

REFERENCES

• Ferreira, S.H., et al., Biochemistry, 9: 2583, (1070);
• Ufkes, J.G.N., et al., Eur. J. Pharmac., 40: 137, (1976).