title: SOMP: web server for in silico prediction of sites of metabolism for drug-like compounds.
abstract: A new freely available web server site of metabolism predictor to predict the sites of metabolism (SOM) based on the structural formula of chemicals has been developed. It is based on the analyses of 'structure-SOM' relationships using a Bayesian approach and labelled multilevel neighbourhoods of atoms descriptors to represent the structures of over 1000 metabolized xenobiotics. The server allows predicting SOMs that are catalysed by 1A2, 2C9, 2C19, 2D6 and 3A4 isoforms of cytochrome P450 and enzymes of the UDP-glucuronosyltransferase family. The average invariant accuracy of prediction that was calculated for the training sets (using leave-one-out cross-validation) and evaluation sets is 0.9 and 0.95, respectively.
  
  
  METHODS
  Freely available on the web at http://www.way2drug.com/SOMP.
authors.affiliation: Laboratory for Structure-Function Based Drug Design, Institute of Biomedical Chemistry, 10/8 Pogodinskaya Str., Moscow, 119121, Russia and Medicobiological Faculty, Pirogov Russian National Research Medical University, 1 Ostrovityanova Str., Moscow, 117997, Russia.
authors.forename: Anastasia
authors.initials: A
authors.lastname: Rudik
authors.affiliation: Laboratory for Structure-Function Based Drug Design, Institute of Biomedical Chemistry, 10/8 Pogodinskaya Str., Moscow, 119121, Russia and Medicobiological Faculty, Pirogov Russian National Research Medical University, 1 Ostrovityanova Str., Moscow, 117997, Russia.
authors.forename: Alexander
authors.initials: A
authors.lastname: Dmitriev
authors.affiliation: Laboratory for Structure-Function Based Drug Design, Institute of Biomedical Chemistry, 10/8 Pogodinskaya Str., Moscow, 119121, Russia and Medicobiological Faculty, Pirogov Russian National Research Medical University, 1 Ostrovityanova Str., Moscow, 117997, Russia Laboratory for Structure-Function Based Drug Design, Institute of Biomedical Chemistry, 10/8 Pogodinskaya Str., Moscow, 119121, Russia and Medicobiological Faculty, Pirogov Russian National Research Medical University, 1 Ostrovityanova Str., Moscow, 117997, Russia.
authors.forename: Alexey
authors.initials: A
authors.lastname: Lagunin
authors.affiliation: Laboratory for Structure-Function Based Drug Design, Institute of Biomedical Chemistry, 10/8 Pogodinskaya Str., Moscow, 119121, Russia and Medicobiological Faculty, Pirogov Russian National Research Medical University, 1 Ostrovityanova Str., Moscow, 117997, Russia.
authors.forename: Dmitry
authors.initials: D
authors.lastname: Filimonov
authors.affiliation: Laboratory for Structure-Function Based Drug Design, Institute of Biomedical Chemistry, 10/8 Pogodinskaya Str., Moscow, 119121, Russia and Medicobiological Faculty, Pirogov Russian National Research Medical University, 1 Ostrovityanova Str., Moscow, 117997, Russia Laboratory for Structure-Function Based Drug Design, Institute of Biomedical Chemistry, 10/8 Pogodinskaya Str., Moscow, 119121, Russia and Medicobiological Faculty, Pirogov Russian National Research Medical University, 1 Ostrovityanova Str., Moscow, 117997, Russia.
authors.forename: Vladimir
authors.initials: V
authors.lastname: Poroikov
mesh_terms: D000465:Algorithms; D001499:Bayes Theorem; D019295:Computational Biology / Q000379:methods*; D003577:Cytochrome P-450 Enzyme System / Q000378:metabolism*; D006801:Humans; D053858:Metabolic Networks and Pathways; D004364:Pharmaceutical Preparations / Q000378:metabolism*; D012984:Software; D015262:Xenobiotics / Q000378:metabolism*
chemical_list: D004364:Pharmaceutical Preparations; D015262:Xenobiotics; D003577:Cytochrome P-450 Enzyme System