2,5-dioxopyrrolidin-1-yl 4-(2-iodoacetamido)benzoate

• ChemBase ID: 177933
• Molecular Formular: C13H11IN2O5
• Molecular Mass: 402.14131
• Monoisotopic Mass: 401.97126946
• SMILES: c1c(ccc(c1)NC(=O)CI)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: ICC(=O)Nc1ccc(cc1)C(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C13H11IN2O5/c14-7-10(17)15-9-3-1-8(2-4-9)13(20)21-16-11(18)5-6-12(16)19/h1-4H,5-7H2,(H,15,17)
• InChIKey: BQWBEDSJTMWJAE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 4-(2-iodoacetamido)benzoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 4-(2-iodoacetamido)benzoate
• Synonyms: 4-[(2-Iodoacetyl)amino]benzoic Acid 2,5-dioxo-1-pyrrolidinyl Ester; SIAB; N-Succinimidyl (4-Iodoacetyl)aminobenzoate

Database IDs

• CAS Number: 72252-96-1
• PubChem SID: 164233843
• PubChem CID: 126367

CALCULATED PROPERTIES

• Acid pKa: 12.952732
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.3836854
• LogD (pH = 7.4): 1.3836842
• Log P: 1.3836854
• Molar Refractivity: 81.8148 cm^3
• Polarizability: 31.058058 Å^3
• Polar Surface Area: 92.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Pale Yellow Solid
• Melting Point: 19-7-200°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - S690300

A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent. Spacer Arm: 10.6 Angstroms

REFERENCES

• Weltman, J.K., et al.: Biotechniques, 1, 148 (1983)