Spherical harmonics coefficients for ligand-based virtual screening of cyclooxygenase inhibitors.

ABSTRACT:

Background

Molecular descriptors are essential for many applications in computational chemistry, such as ligand-based similarity searching. Spherical harmonics have previously been suggested as comprehensive descriptors of molecular structure and properties. We investigate a spherical harmonics descriptor for shape-based virtual screening.

Methodology/principal findings

We introduce and validate a partially rotation-invariant three-dimensional molecular shape descriptor based on the norm of spherical harmonics expansion coefficients. Using this molecular representation, we parameterize molecular surfaces, i.e., isosurfaces of spatial molecular property distributions. We validate the shape descriptor in a comprehensive retrospective virtual screening experiment. In a prospect

SUBMITTER: Wang Q 

PROVIDER: S-EPMC3144885 | biostudies-literature | 2011

REPOSITORIES: biostudies-literature