{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,3]],"date-time":"2026-02-03T16:51:31Z","timestamp":1770137491107,"version":"3.49.0"},"reference-count":30,"publisher":"Springer Science and Business Media LLC","issue":"1","license":[{"start":{"date-parts":[[2016,3,4]],"date-time":"2016-03-04T00:00:00Z","timestamp":1457049600000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100003762","name":"Institut Pasteur","doi-asserted-by":"publisher","award":["Pasteur-Paris International PhD Programme"],"award-info":[{"award-number":["Pasteur-Paris International PhD Programme"]}],"id":[{"id":"10.13039\/501100003762","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["J Cheminform"],"published-print":{"date-parts":[[2016,12]]},"DOI":"10.1186\/s13321-016-0125-7","type":"journal-article","created":{"date-parts":[[2016,3,4]],"date-time":"2016-03-04T14:50:22Z","timestamp":1457103022000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":36,"title":["Bioalerts: a python library for the derivation of structural alerts from bioactivity and toxicity data sets"],"prefix":"10.1186","volume":"8","author":[{"given":"Isidro","family":"Cortes-Ciriano","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"297","published-online":{"date-parts":[[2016,3,4]]},"reference":[{"issue":"9","key":"125_CR1","doi-asserted-by":"publisher","first-page":"783","DOI":"10.3109\/10408444.2011.598141","volume":"41","author":"SJ Enoch","year":"2011","unstructured":"Enoch SJ, Ellison CM, Schultz TW, Cronin MTD (2011) A review of the electrophilic reaction chemistry involved in covalent protein binding relevant to toxicity. Crit Rev Toxicol 41(9):783\u2013802","journal-title":"Crit Rev Toxicol"},{"issue":"5\u20136","key":"125_CR2","doi-asserted-by":"publisher","first-page":"555","DOI":"10.1080\/10629360802348985","volume":"19","author":"S Enoch","year":"2008","unstructured":"Enoch S, Madden J, Cronin M (2008) Identification of mechanisms of toxic action for skin sensitisation using a smarts pattern based approach. SAR QSAR Environ Res 19(5\u20136):555\u2013578","journal-title":"SAR QSAR Environ Res"},{"issue":"1","key":"125_CR3","doi-asserted-by":"publisher","first-page":"17","DOI":"10.1016\/0165-1218(88)90114-0","volume":"204","author":"J Ashby","year":"1988","unstructured":"Ashby J, Tennant RW (1988) Chemical structure, salmonella mutagenicity and extent of carcinogenicity as indicators of genotoxic carcinogenesis among 222 chemicals tested in rodents by the u.s. nci\/ntp. Mutat Res Genet Toxicol 204(1):17\u2013115","journal-title":"Mutat Res Genet Toxicol"},{"issue":"2","key":"125_CR4","doi-asserted-by":"publisher","first-page":"225","DOI":"10.1016\/j.yrtph.2005.04.006","volume":"42","author":"AB Bailey","year":"2005","unstructured":"Bailey AB, Chanderbhan R, Collazo-Braier N, Cheeseman M, Twaroski ML (2005) The use of structure-activity relationship analysis in the food contact notification program. Regul. Toxicol Pharmacol 42(2):225\u2013235","journal-title":"Regul. Toxicol Pharmacol"},{"issue":"1\u20133","key":"125_CR5","doi-asserted-by":"publisher","first-page":"267","DOI":"10.1016\/0300-483X(95)03190-Q","volume":"106","author":"J Ridings","year":"1996","unstructured":"Ridings J, Barratt M, Cary R, Earnshaw C, Eggington C, Ellis M, Judson P, Langowski J, Marchant C, Payne M, Watson W, Yih T (1996) Computer prediction of possible toxic action from chemical structure: an update on the derek system. Toxicology 106(1\u20133):267\u2013279","journal-title":"Toxicology"},{"issue":"3","key":"125_CR6","doi-asserted-by":"publisher","first-page":"248","DOI":"10.1016\/j.mrrev.2008.05.003","volume":"659","author":"R Benigni","year":"2008","unstructured":"Benigni R, Bossa C (2008) Structure alerts for carcinogenicity, and the salmonella assay system: a novel insight through the chemical relational databases technology. Mutat Res Rev Mutat 659(3):248\u2013261","journal-title":"Mutat Res Rev Mutat"},{"issue":"4","key":"125_CR7","doi-asserted-by":"publisher","first-page":"2507","DOI":"10.1021\/cr100222q","volume":"111","author":"R Benigni","year":"2011","unstructured":"Benigni R, Bossa C (2011) Mechanisms of chemical carcinogenicity and mutagenicity: a review with implications for predictive toxicology. Chem Rev 111(4):2507\u20132536","journal-title":"Chem Rev"},{"issue":"1","key":"125_CR8","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1016\/0027-5107(90)90013-T","volume":"228","author":"G Klopman","year":"1990","unstructured":"Klopman G, Frierson MR, Rosenkranz HS (1990) The structural basis of the mutagenicity of chemicals in salmonella typhimurium: the gene-tox data base. Mutat Res Fund Mol Mech Mutagen 228(1):1\u201350","journal-title":"Mutat Res Fund Mol Mech Mutagen"},{"issue":"5","key":"125_CR9","doi-asserted-by":"publisher","first-page":"925","DOI":"10.1021\/ci500611v","volume":"55","author":"JP Metivier","year":"2015","unstructured":"Metivier JP, Lepailleur A, Buzmakov A, Poezevara G, Cremilleux B, Kuznetsov SO, Goff JL, Napoli A, Bureau R, Cuissart B (2015) Discovering structural alerts for mutagenicity using stable emerging molecular patterns. J Chem Inf Model 55(5):925\u2013940","journal-title":"J Chem Inf Model"},{"issue":"5","key":"125_CR10","doi-asserted-by":"publisher","first-page":"1069","DOI":"10.1021\/ci010244i","volume":"42","author":"CA Nicolaou","year":"2002","unstructured":"Nicolaou CA, Tamura SY, Kelley BP, Bassett SI, Nutt RF (2002) Analysis of large screening data sets via adaptively grown phylogenetic-like trees. J Chem Inf Comput Sci 42(5):1069\u20131079","journal-title":"J Chem Inf Comput Sci"},{"issue":"6","key":"125_CR11","doi-asserted-by":"publisher","first-page":"2502","DOI":"10.1021\/ci600301t","volume":"46","author":"J Auer","year":"2006","unstructured":"Auer J, Bajorath J (2006) Emerging chemical patterns: a new methodology for molecular classification and compound selection. J Chem Inf Model 46(6):2502\u20132514","journal-title":"J Chem Inf Model"},{"issue":"8","key":"125_CR12","doi-asserted-by":"publisher","first-page":"1036","DOI":"10.1109\/TKDE.2005.127","volume":"17","author":"M Deshpande","year":"2005","unstructured":"Deshpande M, Kuramochi M, Wale N, Karypis G (2005) Frequent substructure-based approaches for classifying chemical compounds. IEEE Trans Knowl Data Eng 17(8):1036\u20131050","journal-title":"IEEE Trans Knowl Data Eng"},{"issue":"10","key":"125_CR13","doi-asserted-by":"publisher","first-page":"2945","DOI":"10.1021\/ci500314a","volume":"54","author":"E Ahlberg","year":"2014","unstructured":"Ahlberg E, Carlsson L, Boyer S (2014) Computational derivation of structural alerts from large toxicology data sets. J Chem Inf Model 54(10):2945\u20132952","journal-title":"J Chem Inf Model"},{"issue":"3","key":"125_CR14","doi-asserted-by":"publisher","first-page":"707","DOI":"10.1021\/ci020345w","volume":"43","author":"JL Faulon","year":"2003","unstructured":"Faulon JL, Visco DP, Pophale RS (2003) The signature molecular descriptor. 1. Using extended valence sequences in QSAR and QSPR studies. J Chem Inf Comput Sci 43(3):707\u2013720","journal-title":"J Chem Inf Comput Sci"},{"issue":"3","key":"125_CR15","doi-asserted-by":"publisher","first-page":"721","DOI":"10.1021\/ci020346o","volume":"43","author":"JL Faulon","year":"2003","unstructured":"Faulon JL, Churchwell CJ, Visco DP (2003) The signature molecular descriptor. 2. Enumerating molecules from their extended valence sequences. J Chem Inf Comput Sci 43(3):721\u2013734","journal-title":"J Chem Inf Comput Sci"},{"key":"125_CR16","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1186\/s13321-014-0049-z","volume":"7","author":"I Cortes-Ciriano","year":"2014","unstructured":"Cortes-Ciriano I, Murrell DS, van Westen G, Bender A, Malliavin T (2014) Ensemble modeling of cyclooxygenase inhibitors. J Cheminf 7:1","journal-title":"J Cheminf"},{"issue":"9","key":"125_CR17","doi-asserted-by":"publisher","first-page":"1038","DOI":"10.1109\/TKDE.2004.33","volume":"16","author":"M Kuramochi","year":"2004","unstructured":"Kuramochi M, Karypis G (2004) An efficient algorithm for discovering frequent subgraphs. IEEE Trans Knowl Data Eng 16(9):1038\u20131051","journal-title":"IEEE Trans Knowl Data Eng"},{"issue":"1","key":"125_CR18","doi-asserted-by":"publisher","first-page":"108","DOI":"10.1021\/ci800249s","volume":"49","author":"A Bender","year":"2009","unstructured":"Bender A, Jenkins JL, Scheiber J, Sukuru SCK, Glick M, Davies JW (2009) How similar are similarity searching methods? A principal component analysis of molecular descriptor space. J Chem Inf Model 49(1):108\u2013119","journal-title":"J Chem Inf Model"},{"issue":"1","key":"125_CR19","doi-asserted-by":"publisher","first-page":"230","DOI":"10.1021\/ci400469u","volume":"54","author":"A Koutsoukas","year":"2013","unstructured":"Koutsoukas A, Paricharak S, Galloway WRJD, Spring DR, IJzerman AP, Glen RC, Marcus D, Bender A (2013) How diverse are diversity assessment methods? A comparative analysis and benchmarking of molecular descriptor space. J Chem Inf Model 54(1):230\u2013242","journal-title":"J Chem Inf Model"},{"issue":"1","key":"125_CR20","doi-asserted-by":"publisher","first-page":"37","DOI":"10.1186\/s13321-014-0037-3","volume":"6","author":"P Tosco","year":"2014","unstructured":"Tosco P, Stiefl N, Landrum G (2014) Bringing the MMFF force field to the RDKit: implementation and validation. J Cheminf 6(1):37","journal-title":"J Cheminf"},{"issue":"2","key":"125_CR21","doi-asserted-by":"publisher","first-page":"22","DOI":"10.1109\/MCSE.2011.37","volume":"13","author":"Svd Walt","year":"2011","unstructured":"Walt Svd, Colbert SC, Varoquaux G (2011) The NumPy array: A structure for efficient numerical computation. Comput Sci Eng 13(2):22\u201330","journal-title":"Comput Sci Eng"},{"key":"125_CR22","doi-asserted-by":"crossref","unstructured":"McKinney W (2010) Data structures for statistical computing in python. In: van der Walt S, Millman J (eds) Proceedings of the 9th Python in science conference, pp 51\u201356","DOI":"10.25080\/Majora-92bf1922-00a"},{"key":"125_CR23","unstructured":"Jones E, Oliphant T, Peterson P (2001) SciPy: open source scientific tools for Python (2001). http:\/\/www.scipy.org\/"},{"issue":"5","key":"125_CR24","doi-asserted-by":"publisher","first-page":"742","DOI":"10.1021\/ci100050t","volume":"50","author":"D Rogers","year":"2010","unstructured":"Rogers D, Hahn M (2010) Extended-connectivity fingerprints. J Chem Inf Model 50(5):742\u2013754","journal-title":"J Chem Inf Model"},{"key":"125_CR25","doi-asserted-by":"publisher","first-page":"1023","DOI":"10.1039\/C4IB00175C","volume":"6","author":"QU Ain","year":"2014","unstructured":"Ain QU, Mendez Lucio O, Cortes-Ciriano I, van Westen G, Malliavin T, Bender A (2014) Bioactivity modelling of inhibitors for serine proteases using proteochemometric approaches. Integr Biol 6:1023\u20131033","journal-title":"Integr Biol"},{"key":"125_CR26","doi-asserted-by":"publisher","first-page":"24","DOI":"10.1039\/C4MD00216D","volume":"6","author":"I Cortes Ciriano","year":"2015","unstructured":"Cortes Ciriano I, Ain QU, Subramanian V, Lenselink EB, Mendez\u00a0Lucio O, IJzerman AP, Wohlfahrt G, Prusis P, Malliavin T, van Westen G, Bender A (2015) Polypharmacology modelling using proteochemometrics: recent developments and future prospects. Med Chem Comm 6:24\u201350","journal-title":"Med Chem Comm"},{"issue":"1\u20132","key":"125_CR27","doi-asserted-by":"publisher","first-page":"5","DOI":"10.1016\/S0169-7439(01)00181-2","volume":"60","author":"S Young","year":"2002","unstructured":"Young S, Gombar VK, Emptage MR, Cariello NF, Lambert C (2002) Mixture deconvolution and analysis of Ames mutagenicity data. Chemometr Intell Lab 60(1\u20132):5\u201311 (Fourth International Conference on Environ metrics and Chemometrics held in Las Vegas, NV, USA, 18-20 September 2000)","journal-title":"Chemometr Intell Lab"},{"issue":"8","key":"125_CR28","doi-asserted-by":"publisher","first-page":"1902","DOI":"10.1007\/s11095-008-9609-0","volume":"25","author":"L Zhang","year":"2008","unstructured":"Zhang L, Zhu H, Oprea T, Golbraikh A, Tropsha A (2008) Qsar modeling of the blood\u2013brain barrier permeability for diverse organic compounds. Pharm Res 25(8):1902\u20131914","journal-title":"Pharm Res"},{"issue":"21","key":"125_CR29","doi-asserted-by":"publisher","first-page":"2518","DOI":"10.1093\/bioinformatics\/btn479","volume":"24","author":"J Klekota","year":"2008","unstructured":"Klekota J, Roth FP (2008) Chemical substructures that enrich for biological activity. Bioinformatics 24(21):2518\u20132525","journal-title":"Bioinformatics"},{"issue":"9","key":"125_CR30","doi-asserted-by":"publisher","first-page":"3786","DOI":"10.1021\/jm500317a","volume":"57","author":"C Kramer","year":"2014","unstructured":"Kramer C, Fuchs JE, Whitebread S, Gedeck P, Liedl KR (2014) Matched molecular pair analysis: significance and the impact of experimental uncertainty. J Med Chem 57(9):3786\u20133802","journal-title":"J Med Chem"}],"container-title":["Journal of Cheminformatics"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/link.springer.com\/content\/pdf\/10.1186\/s13321-016-0125-7.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/link.springer.com\/article\/10.1186\/s13321-016-0125-7\/fulltext.html","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/link.springer.com\/content\/pdf\/10.1186\/s13321-016-0125-7","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"},{"URL":"http:\/\/link.springer.com\/content\/pdf\/10.1186\/s13321-016-0125-7.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2020,9,16]],"date-time":"2020-09-16T16:48:46Z","timestamp":1600274926000},"score":1,"resource":{"primary":{"URL":"https:\/\/jcheminf.biomedcentral.com\/articles\/10.1186\/s13321-016-0125-7"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2016,3,4]]},"references-count":30,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2016,12]]}},"alternative-id":["125"],"URL":"https:\/\/doi.org\/10.1186\/s13321-016-0125-7","relation":{},"ISSN":["1758-2946"],"issn-type":[{"value":"1758-2946","type":"electronic"}],"subject":[],"published":{"date-parts":[[2016,3,4]]},"assertion":[{"value":"13 October 2015","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"22 February 2016","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"4 March 2016","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}}],"article-number":"13"}}