2,5-dioxopyrrolidin-1-yl pyridine-3-carboxylate

• ChemBase ID: 175130
• Molecular Formular: C10H8N2O4
• Molecular Mass: 220.18152
• Monoisotopic Mass: 220.04840675
• SMILES: c1cncc(c1)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C1CCC(=O)N1OC(=O)c1cccnc1
• InChI: InChI=1S/C10H8N2O4/c13-8-3-4-9(14)12(8)16-10(15)7-2-1-5-11-6-7/h1-2,5-6H,3-4H2
• InChIKey: CWBHSNGMXKJGSM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl pyridine-3-carboxylate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl pyridine-3-carboxylate
• Synonyms: 3-Pyridinecarboxylic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; N-(3-Pyridinyloyloxy)succinimide; N-(Nicotinoyloxy)succinimide; Succinimidyl Nicotinate; Nicotinic Acid N-Hydroxysuccinimide Ester

Database IDs

• CAS Number: 78348-28-4
• PubChem SID: 164231040
• PubChem CID: 870586

CALCULATED PROPERTIES

• Acid pKa: 17.69698
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.018963965
• LogD (pH = 7.4): -0.01727984
• Log P: -0.017258314
• Molar Refractivity: 51.7111 cm^3
• Polarizability: 20.06493 Å^3
• Polar Surface Area: 76.57 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 127-130°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Moisture and Light sensitive

REFERENCES

• Kyte, J., et al.: J. Mol. Biol., 157, 105 (1982)
• Kamo, M., et al.: Eur. J. Biochem., 255, 162 (1982)
• Wu, C., et al.: Nat. Biotechnol., 21, 532 (1982)