title: Molecular fingerprint similarity search in virtual screening.
abstract: Molecular fingerprints have been used for a long time now in drug discovery and virtual screening. Their ease of use (requiring little to no configuration) and the speed at which substructure and similarity searches can be performed with them - paired with a virtual screening performance similar to other more complex methods - is the reason for their popularity. However, there are many types of fingerprints, each representing a different aspect of the molecule, which can greatly affect search performance. This review focuses on commonly used fingerprint algorithms, their usage in virtual screening, and the software packages and online tools that provide these algorithms.
authors.affiliation: Group of Cheminformatics & Nutrition, Biochemistry and Biotechnology Department, Universitat Rovira i Virgili (URV), Campus de Sescelades, N4 Building, 43007 Tarragona, Catalonia, Spain.
authors.forename: Adrià
authors.initials: A
authors.lastname: Cereto-Massagué
authors.affiliation: Group of Cheminformatics & Nutrition, Biochemistry and Biotechnology Department, Universitat Rovira i Virgili (URV), Campus de Sescelades, N4 Building, 43007 Tarragona, Catalonia, Spain.
authors.forename: María José
authors.initials: MJ
authors.lastname: Ojeda
authors.affiliation: Group of Cheminformatics & Nutrition, Biochemistry and Biotechnology Department, Universitat Rovira i Virgili (URV), Campus de Sescelades, N4 Building, 43007 Tarragona, Catalonia, Spain.
authors.forename: Cristina
authors.initials: C
authors.lastname: Valls
authors.affiliation: Group of Cheminformatics & Nutrition, Biochemistry and Biotechnology Department, Universitat Rovira i Virgili (URV), Campus de Sescelades, N4 Building, 43007 Tarragona, Catalonia, Spain.
authors.forename: Miquel
authors.initials: M
authors.lastname: Mulero
authors.affiliation: Group of Cheminformatics & Nutrition, Biochemistry and Biotechnology Department, Universitat Rovira i Virgili (URV), Campus de Sescelades, N4 Building, 43007 Tarragona, Catalonia, Spain; Centre Tecnològic de Nutrició i Salut (CTNS), TECNIO, CEICS, Avinguda Universitat, 1, 43204 Reus, Catalonia, Spain.
authors.forename: Santiago
authors.initials: S
authors.lastname: Garcia-Vallvé
authors.affiliation: Group of Cheminformatics & Nutrition, Biochemistry and Biotechnology Department, Universitat Rovira i Virgili (URV), Campus de Sescelades, N4 Building, 43007 Tarragona, Catalonia, Spain; Centre Tecnològic de Nutrició i Salut (CTNS), TECNIO, CEICS, Avinguda Universitat, 1, 43204 Reus, Catalonia, Spain. Electronic address: gerard.pujadas@urv.cat.
authors.forename: Gerard
authors.initials: G
authors.lastname: Pujadas
mesh_terms: D000465:Algorithms; D003198:Computer Simulation; D055808:Drug Discovery / Q000379:methods / Q000639:trends; D004353:Drug Evaluation, Preclinical / Q000379:methods*; D008958:Models, Molecular; D012984:Software
keywords: Comparison; Data fusion; Fingerprints; Similarity search; Virtual screening