title: A survey of quantitative descriptions of molecular structure.
abstract: Numerical characterization of molecular structure is a first step in many computational analysis of chemical structure data. These numerical representations, termed descriptors, come in many forms, ranging from simple atom counts and invariants of the molecular graph to distribution of properties, such as charge, across a molecular surface. In this article we first present a broad categorization of descriptors and then describe applications and toolkits that can be employed to evaluate them. We highlight a number of issues surrounding molecular descriptor calculations such as versioning and reproducibility and describe how some toolkits have attempted to address these problems.
authors.affiliation: NIH Center for Advancing Translational Science, 9800 Medical Center Drive, Rockville, MD 20850, USA. rajarshi.guha@gmail.com
authors.forename: Rajarshi
authors.initials: R
authors.lastname: Guha
authors.forename: Egon
authors.initials: E
authors.lastname: Willighagen
mesh_terms: D002626:Chemistry, Pharmaceutical / Q000379:methods*; D008956:Models, Chemical; D008958:Models, Molecular; D015394:Molecular Structure; D015203:Reproducibility of Results; D012984:Software