1-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methoxy]methyl}-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 3708
• Molecular Formular: C10H8N2O5
• Molecular Mass: 236.18092
• Monoisotopic Mass: 236.04332137
• SMILES: O=C1C=CC(=O)N1COCN1C(=O)C=CC1=O
• Canonical SMILES: O=C1C=CC(=O)N1COCN1C(=O)C=CC1=O
• InChI: InChI=1S/C10H8N2O5/c13-7-1-2-8(14)11(7)5-17-6-12-9(15)3-4-10(12)16/h1-4H,5-6H2
• InChIKey: UTRLJOWPWILGSB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methoxy]methyl}-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-{[(2,5-dioxopyrrol-1-yl)methoxy]methyl}pyrrole-2,5-dione
• Synonyms: 1,1'-(1,6-Hexanediyl)bis-1H-pyrrole-2,5-dione; 1,6-Maleimidohexane; GMBMI; N,N'-Hexamethylenebis[maleimide]; N,N'-Hexamethylenedimaleimide; NSC 12818; BMH; 1,6-Bis(maleimido)hexane; 1-[Pyrrol-1-Yl-2,5-Dione-Methoxymethyl]-Pyrrole-2,5-Dione

Database IDs

• CAS Number: 4856-87-5
• PubChem SID: 160967146; 46504948
• PubChem CID: 84836

CALCULATED PROPERTIES

JChem

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.8227523
• LogD (pH = 7.4): -0.8227523
• Log P: -0.8227523
• Molar Refractivity: 55.1897 cm^3
• Polarizability: 20.685703 Å^3
• Polar Surface Area: 83.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.45
• LOG S: -1.35
• Solubility (Water): 1.04e+01 g/l

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 136-137°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

DrugBank - DB04085

Drug information: experimental

Toronto Research Chemicals - B475500

A sulfhydryl reactive homobifunctional crosslinking reagent. Under mild conditions, will permit irreversible cross-linking of sulfhydral containing compounds at a pH range of 6.5 to 7.5.Spacer Arm: 16.1 Angstroms

REFERENCES

• Partis, M.D., et al.: J. Prot. Chem., 2, 263 (1983)
• Garant, M., et al.: Biochem., 39, 7178 (1983)
• Costantini, P., et al.: Oncogene, 19, 307 (1983)