(2S)-6-amino-2-{2-[3-(furan-2-yl)prop-2-enamido]propanamido}hexanoic acid

• ChemBase ID: 105031
• Molecular Formular: C16H23N3O5
• Molecular Mass: 337.37092
• Monoisotopic Mass: 337.16377085
• SMILES: CC(NC(=O)/C=C/c1ccco1)C(=O)N[C@@H](CCCCN)C(=O)O
• Canonical SMILES: NCCCC[C@@H](C(=O)O)NC(=O)C(NC(=O)/C=C/c1ccco1)C
• InChI: InChI=1S/C16H23N3O5/c1-11(18-14(20)8-7-12-5-4-10-24-12)15(21)19-13(16(22)23)6-2-3-9-17/h4-5,7-8,10-11,13H,2-3,6,9,17H2,1H3,(H,18,20)(H,19,21)(H,22,23)/t11?,13-/m0/s1
• InChIKey: BZUABSYGNBFITP-YUZLPWPTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-{2-[3-(furan-2-yl)prop-2-enamido]propanamido}hexanoic acid
• IUPAC Traditional name: (2S)-6-amino-2-{2-[3-(furan-2-yl)prop-2-enamido]propanamido}hexanoic acid
• Synonyms: N-(3-(2-FURYL)ACRYLOYL)-L-ALANYL-LYSINE

Database IDs

• CAS Number: 76079-03-3
• PubChem SID: 162093104
• PubChem CID: 71299740

CALCULATED PROPERTIES

• Acid pKa: 3.5717573
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.2754064
• LogD (pH = 7.4): -2.2718704
• Log P: -2.2715633
• Molar Refractivity: 87.3578 cm^3
• Polarizability: 33.66618 Å^3
• Polar Surface Area: 134.66 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02158211

White to light yellow powder
Substrate for human plasma carboxypeptidase N.

REFERENCES

• Plummer, T.H. and Kimmel, M.T., Anal. Biochem. , 9 : 2784, (1970).