2,5-dioxopyrrolidin-1-yl 3-(3-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate

• ChemBase ID: 173880
• Molecular Formular: C12H12N2O6
• Molecular Mass: 280.23348
• Monoisotopic Mass: 280.06953611
• SMILES: C1(=O)C=C(C(=O)N1CCC(=O)ON1C(=O)CCC1=O)C
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCN1C(=O)C=C(C1=O)C
• InChI: InChI=1S/C12H12N2O6/c1-7-6-10(17)13(12(7)19)5-4-11(18)20-14-8(15)2-3-9(14)16/h6H,2-5H2,1H3
• InChIKey: RCBFPXNMFGIQCW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 3-(3-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 3-(3-methyl-2,5-dioxopyrrol-1-yl)propanoate
• Synonyms: 2,5-Dihydro-2,5-dioxo-3-methyl-1H-pyrrole-1-propanoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 3-Maleimidopropionic Acid N-Hydroxysuccinimide Ester; N-Succinimidyl 3-(N-Methylmaleimido)propionate; 3-(Methylmaleimido)propionic Acid N-Succinimidyl Ester

Database IDs

• PubChem SID: 164229790
• PubChem CID: 71750418

CALCULATED PROPERTIES

• Acid pKa: 17.708893
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.93209493
• LogD (pH = 7.4): -0.93209493
• Log P: -0.93209493
• Molar Refractivity: 63.943 cm^3
• Polarizability: 24.729916 Å^3
• Polar Surface Area: 101.06 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M318850

A methylated analog of 3-Maleimidopropionic Acid N-Succinimidyl Ester (M141000): a short, sulfhydryl and amino reactive heterobifunctional crosslinking reagent.