2-{[1-(2-{2-[3-(furan-2-yl)prop-2-enamido]-4-methylpentanamido}acetyl)pyrrolidin-2-yl]formamido}propanoic acid

• ChemBase ID: 105032
• Molecular Formular: C23H32N4O7
• Molecular Mass: 476.52278
• Monoisotopic Mass: 476.22709938
• SMILES: CC(C)CC(NC(=O)/C=C/c1ccco1)C(=O)NCC(=O)N1CCCC1C(=O)NC(C)C(=O)O
• Canonical SMILES: CC(CC(C(=O)NCC(=O)N1CCCC1C(=O)NC(C(=O)O)C)NC(=O)/C=C/c1ccco1)C
• InChI: InChI=1S/C23H32N4O7/c1-14(2)12-17(26-19(28)9-8-16-6-5-11-34-16)21(30)24-13-20(29)27-10-4-7-18(27)22(31)25-15(3)23(32)33/h5-6,8-9,11,14-15,17-18H,4,7,10,12-13H2,1-3H3,(H,24,30)(H,25,31)(H,26,28)(H,32,33)
• InChIKey: ZLFQNOJSYZSINX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[1-(2-{2-[3-(furan-2-yl)prop-2-enamido]-4-methylpentanamido}acetyl)pyrrolidin-2-yl]formamido}propanoic acid
• IUPAC Traditional name: 2-{[1-(2-{2-[3-(furan-2-yl)prop-2-enamido]-4-methylpentanamido}acetyl)pyrrolidin-2-yl]formamido}propanoic acid
• Synonyms: N-(3-(2-FURYL)ACRYLOYL)-LEU-GLY-PRO-ALA

Database IDs

• CAS Number: 78832-65-2
• PubChem SID: 162091971
• PubChem CID: 6152551

CALCULATED PROPERTIES

• Acid pKa: 3.8029933
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.6916479
• LogD (pH = 7.4): -3.253028
• Log P: 0.008268407
• Molar Refractivity: 121.5092 cm^3
• Polarizability: 46.79571 Å^3
• Polar Surface Area: 158.05 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02158213

Reported to be a useful substrate for collagenase.

REFERENCES

• Van Wart, H.E. and Steinbrink, D.R., Anal. Biochem. , 113 : 356, (1981).