4-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexane-1-carboxylic acid

• ChemBase ID: 163696
• Molecular Formular: C12H15NO4
• Molecular Mass: 237.2518
• Monoisotopic Mass: 237.10010797
• SMILES: C1(CCC(CC1)C(=O)O)CN1C(=O)C=CC1=O
• Canonical SMILES: OC(=O)C1CCC(CC1)CN1C(=O)C=CC1=O
• InChI: InChI=1S/C12H15NO4/c14-10-5-6-11(15)13(10)7-8-1-3-9(4-2-8)12(16)17/h5-6,8-9H,1-4,7H2,(H,16,17)
• InChIKey: LQILVUYCDHSGEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexane-1-carboxylic acid
• IUPAC Traditional name: 4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexane-1-carboxylic acid
• Synonyms: 4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylic Acid; N-[4-(-Carboxycyclohexylmethyl)]maleimide; N-(4-Carboxycyclohexylmethyl)maleimide; 4-(Maleimidomethyl)cyclohexanecarboxylic Acid

Database IDs

• CAS Number: 64987-82-2
• PubChem SID: 162257831
• PubChem CID: 11548799

CALCULATED PROPERTIES

• Acid pKa: 4.2395515
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.35652652
• LogD (pH = 7.4): -2.0813582
• Log P: 0.92480093
• Molar Refractivity: 60.233 cm^3
• Polarizability: 23.016174 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Solid; White Solid
• Melting Point: 157-158°C; 157-159°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C177860

A sulfhydryl crosslinking reagent.

Toronto Research Chemicals - M139030

An amino reactive reagent.

REFERENCES

• Casale, G., et al.: Chem. Res. Toxicol., 9, 1037 (1996)
• Misra, A., et al.: Bioorg. Med. Chem. Lett., 17, 3749 (1996)