2,5-dioxopyrrolidin-1-yl 3-(2-bromoacetamido)propanoate

• ChemBase ID: 177931
• Molecular Formular: C9H11BrN2O5
• Molecular Mass: 307.09804
• Monoisotopic Mass: 305.98513346
• SMILES: C1CC(=O)N(C1=O)OC(=O)CCNC(=O)CBr
• Canonical SMILES: BrCC(=O)NCCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C9H11BrN2O5/c10-5-6(13)11-4-3-9(16)17-12-7(14)1-2-8(12)15/h1-5H2,(H,11,13)
• InChIKey: WGMMKWFUXPMTRW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 3-(2-bromoacetamido)propanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 3-(2-bromoacetamido)propanoate
• Synonyms: 2-Bromo-N-[3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]acetamide; SBAP; N-Succinimidyl 3-(Bromoacetamido)propionate

Database IDs

• CAS Number: 57159-62-3
• PubChem SID: 164233841
• PubChem CID: 4463814

CALCULATED PROPERTIES

• Acid pKa: 12.729979
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.99919176
• LogD (pH = 7.4): -0.99919355
• Log P: -0.99919176
• Molar Refractivity: 58.4371 cm^3
• Polarizability: 23.082706 Å^3
• Polar Surface Area: 92.78 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetonitrile; Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 93-94°C

DETAILS

Toronto Research Chemicals - S690275

A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent. Spacer Arm: 6.2 Angstroms

REFERENCES

• Inman, J.K., et al.: Bioconjugate Chem., 2, 458 (1991)