title: A structure-activity relationship study of the toxicity of ionic liquids using an adapted Ferreira-Kiralj hydrophobicity parameter.
abstract: The Ferreira-Kiralj hydrophobicity parameter Wc is a number fraction of hydrophobic carbon atoms and can be regarded as a constitutional descriptor since its calculation depends only on the number of polar and nonpolar carbons in a compound. Hydrophobicity is important to the toxicity of ionic liquids (ILs), which are salts by nature. Herein, a descriptor for this property was calculated using a simple adaptation of the type of polar carbon atoms included (WcAdap) to explore the possibility of its use in quantitative structure-activity relationship (QSAR) studies of ILs. The resulting model was tested using a database of ILs with toxicity against the Leukemia rat cell line IPC-81. Two other models were constructed using Crippen log P and Mannhold log P descriptors, which are both available in the free program PaDEL. The use of WcAdap led to a better and more indicative model. Thus, WcAdap may be a suitable molecular descriptor for the hydrophobicity of ILs in QSAR studies.
authors.affiliation: Theoretical, Medicinal and Environmental Chemistry Laboratory (LQMAT), Department of Pharmacy, Western Paraná State University (UNIOESTE), 2069 Universitária St., 85819110 Cascavel, Paraná, Brazil. eduardo.b.de.melo@gmail.com.
authors.forename: Eduardo Borges
authors.initials: EB
authors.lastname: de Melo
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D057927:Hydrophobic and Hydrophilic Interactions; D052578:Ionic Liquids / Q000633:toxicity*; D021281:Quantitative Structure-Activity Relationship; D051381:Rats
chemical_list: D052578:Ionic Liquids