Relationship Between Structure and Permeability in Artificial Membranes: Theoretical Whole Molecule Descriptors in Development of QSAR Models
Indrek Tulp, Sulev Sild, Uko Maran · QSAR & Combinatorial Science · 2009
Abstract The relationships between structure and passive permeability in artificial membranes were studied using a structurally diverse data set of 60 compounds. The potential of whole molecule descriptors in the development of QSAR models was explored and the respective five‐parameter model is presented for the modeling of permeability. The presented QSAR model is validated internally and externally. Descriptors in the model include the hydrogen bonding ability which is solely connected with water solubility, hence hydrophilicity. In addition, the charge distribution, polarizability, and shape of molecules are also described by the descriptors. Insight is given into the structural characteristics that determine the passive mechanism of permeability.