{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,19]],"date-time":"2026-07-19T07:18:34Z","timestamp":1784445514124,"version":"3.55.0"},"reference-count":98,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2022,12,1]],"date-time":"2022-12-01T00:00:00Z","timestamp":1669852800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2022,12,1]],"date-time":"2022-12-01T00:00:00Z","timestamp":1669852800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2022,12,1]],"date-time":"2022-12-01T00:00:00Z","timestamp":1669852800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2022,12,1]],"date-time":"2022-12-01T00:00:00Z","timestamp":1669852800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2022,12,1]],"date-time":"2022-12-01T00:00:00Z","timestamp":1669852800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2022,12,1]],"date-time":"2022-12-01T00:00:00Z","timestamp":1669852800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2022,12,1]],"date-time":"2022-12-01T00:00:00Z","timestamp":1669852800000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Journal of Molecular Graphics and Modelling"],"published-print":{"date-parts":[[2022,12]]},"DOI":"10.1016\/j.jmgm.2022.108307","type":"journal-article","created":{"date-parts":[[2022,8,15]],"date-time":"2022-08-15T08:33:24Z","timestamp":1660552404000},"page":"108307","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":10,"special_numbering":"C","title":["Comparative analysis of an anthraquinone and chalcone derivatives-based virtual combinatorial library. A cheminformatics \u201cproof-of-concept\u201d study"],"prefix":"10.1016","volume":"117","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4840-0460","authenticated-orcid":false,"given":"Said","family":"Moshawih","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Parham","family":"Hadikhani","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ayesha","family":"Fatima","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hui Poh","family":"Goh","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nurolaini","family":"Kifli","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vijay","family":"Kotra","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Khang Wen","family":"Goh","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Long Chiau","family":"Ming","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"issue":"4","key":"10.1016\/j.jmgm.2022.108307_bib1","first-page":"445","article-title":"Rational approaches to natural-product-based drug design","volume":"9","author":"Haustedt","year":"2006","journal-title":"Curr. Opin. Drug Discov. Dev"},{"issue":"3","key":"10.1016\/j.jmgm.2022.108307_bib2","doi-asserted-by":"crossref","first-page":"284","DOI":"10.1021\/cc000097l","article-title":"Scaffold architecture and pharmacophoric properties of natural products and trade drugs: application in the design of natural product-based combinatorial libraries","volume":"3","author":"Lee","year":"2001","journal-title":"J. Comb. Chem."},{"issue":"7","key":"10.1016\/j.jmgm.2022.108307_bib3","doi-asserted-by":"crossref","first-page":"294","DOI":"10.1016\/S1359-6446(00)01511-7","article-title":"Strategies for discovering drugs from previously unexplored natural products","volume":"5","author":"Harvey","year":"2000","journal-title":"Drug Discov. Today"},{"issue":"41","key":"10.1016\/j.jmgm.2022.108307_bib4","doi-asserted-by":"crossref","first-page":"9939","DOI":"10.1021\/ja002033k","article-title":"Natural product-like combinatorial libraries based on privileged structures. 1. General principles and solid-phase synthesis of benzopyrans","volume":"122","author":"Nicolaou","year":"2000","journal-title":"J. Am. Chem. Soc."},{"key":"10.1016\/j.jmgm.2022.108307_bib5","doi-asserted-by":"crossref","first-page":"54776","DOI":"10.1109\/ACCESS.2020.2980942","article-title":"Analysis of dimensionality reduction techniques on big data","volume":"8","author":"Reddy","year":"2020","journal-title":"IEEE Access"},{"issue":"10","key":"10.1016\/j.jmgm.2022.108307_bib6","doi-asserted-by":"crossref","DOI":"10.1142\/S0218001419500174","article-title":"A review on dimensionality reduction techniques","volume":"33","author":"Huang","year":"2019","journal-title":"Int. J. Pattern Recogn. Artif. Intell."},{"key":"10.1016\/j.jmgm.2022.108307_bib7","series-title":"International Conference on Image and Signal Processing","first-page":"317","article-title":"Considerably improving clustering algorithms using UMAP dimensionality reduction technique: a comparative study","author":"Allaoui","year":"2020"},{"key":"10.1016\/j.jmgm.2022.108307_bib8","article-title":"Laplacian score for feature selection","volume":"18","author":"He","year":"2005","journal-title":"Adv. Neural Inf. Process. Syst."},{"issue":"4","key":"10.1016\/j.jmgm.2022.108307_bib9","first-page":"553","article-title":"The impact of diversity-based, high-throughput screening on drug discovery:\" chance favours the prepared mind","volume":"11","author":"Snowden","year":"2008","journal-title":"Curr. Opin. Drug Discov. Dev"},{"issue":"12","key":"10.1016\/j.jmgm.2022.108307_bib10","doi-asserted-by":"crossref","first-page":"4443","DOI":"10.1021\/jo8001276","article-title":"Structural diversity of organic chemistry. A scaffold analysis of the CAS Registry","volume":"73","author":"Lipkus","year":"2008","journal-title":"J. Org. Chem."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib11","doi-asserted-by":"crossref","first-page":"85","DOI":"10.1016\/S0958-1669(99)00059-2","article-title":"Chemoinformatics\u2013similarity and diversity in chemical libraries","volume":"11","author":"Willett","year":"2000","journal-title":"Curr. Opin. Biotechnol."},{"issue":"2","key":"10.1016\/j.jmgm.2022.108307_bib12","doi-asserted-by":"crossref","first-page":"553","DOI":"10.1021\/ci050370c","article-title":"Mining a chemical database for fragment co-occurrence: discovery of \u201cchemical cliches\u201d","volume":"46","author":"Lameijer","year":"2006","journal-title":"J. Chem. Inf. Model."},{"issue":"15","key":"10.1016\/j.jmgm.2022.108307_bib13","doi-asserted-by":"crossref","first-page":"4568","DOI":"10.1021\/jm060217p","article-title":"Quest for the rings. In silico exploration of ring universe to identify novel bioactive heteroaromatic scaffolds","volume":"49","author":"Ertl","year":"2006","journal-title":"J. Med. Chem."},{"issue":"15","key":"10.1016\/j.jmgm.2022.108307_bib14","doi-asserted-by":"crossref","first-page":"2887","DOI":"10.1021\/jm9602928","article-title":"The properties of known drugs. 1. Molecular frameworks","volume":"39","author":"Bemis","year":"1996","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.jmgm.2022.108307_bib15","first-page":"1","article-title":"Discovery of multi-target mur enzymes inhibitors with anti-mycobacterial activity through a Scaffold approach","author":"Kumari","year":"2022","journal-title":"J. Biomol. Struct. Dyn."},{"issue":"26","key":"10.1016\/j.jmgm.2022.108307_bib16","doi-asserted-by":"crossref","first-page":"16051","DOI":"10.1039\/D1RA01507A","article-title":"Latin American databases of natural products: biodiversity and drug discovery against SARS-CoV-2","volume":"11","author":"N\u00fa\u00f1ez","year":"2021","journal-title":"RSC Adv."},{"key":"10.1016\/j.jmgm.2022.108307_bib17","doi-asserted-by":"crossref","first-page":"424","DOI":"10.1016\/j.csbj.2020.12.028","article-title":"Exploiting cheminformatic and machine learning to navigate the available chemical space of potential small molecule inhibitors of SARS-CoV-2","volume":"19","author":"Kumar","year":"2021","journal-title":"Comput. Struct. Biotechnol. J."},{"issue":"11","key":"10.1016\/j.jmgm.2022.108307_bib18","doi-asserted-by":"crossref","first-page":"2324","DOI":"10.1021\/acs.jcim.5b00559","article-title":"ZINC 15\u2013ligand discovery for everyone","volume":"55","author":"Sterling","year":"2015","journal-title":"J. Chem. Inf. Model."},{"issue":"17","key":"10.1016\/j.jmgm.2022.108307_bib19","doi-asserted-by":"crossref","first-page":"6123","DOI":"10.1039\/c3ra23149f","article-title":"Apoptosis and DNA intercalating activities of novel emodin derivatives","volume":"3","author":"Narender","year":"2013","journal-title":"RSC Adv."},{"issue":"4","key":"10.1016\/j.jmgm.2022.108307_bib20","doi-asserted-by":"crossref","first-page":"497","DOI":"10.1248\/cpb.56.497","article-title":"Preparation of 1, 8-di-O-alkylaloe-emodins and 15-amino-, 15-thiocyano-, and 15-selenocyanochrysophanol derivatives from aloe-emodin and studying their cytotoxic effects","volume":"56","author":"Cui","year":"2008","journal-title":"Chem. Pharm. Bull."},{"issue":"6\u20137","key":"10.1016\/j.jmgm.2022.108307_bib21","doi-asserted-by":"crossref","first-page":"537","DOI":"10.1007\/s10295-020-02286-4","article-title":"Regio-specific biotransformation of alizarin to alizarin methoxide with enhanced cytotoxicity against proliferative cells","volume":"47","author":"Nguyen","year":"2020","journal-title":"J. Ind. Microbiol. Biotechnol."},{"key":"10.1016\/j.jmgm.2022.108307_bib22","doi-asserted-by":"crossref","first-page":"505","DOI":"10.1016\/j.ejmech.2014.07.047","article-title":"Natural product-based design, synthesis and biological evaluation of anthra[2,1-d]thiazole-6,11-dione derivatives from rhein as novel antitumour agents","volume":"84","author":"Liang","year":"2014","journal-title":"Eur. J. Med. Chem."},{"issue":"7","key":"10.1016\/j.jmgm.2022.108307_bib23","doi-asserted-by":"crossref","first-page":"1594","DOI":"10.1021\/jm00127a032","article-title":"Intercalating agents with covalent bond forming capability. A novel type of potential anticancer agents. 2. Derivatives of chrysophanol and emodin","volume":"32","author":"Koyama","year":"1989","journal-title":"J. Med. Chem."},{"issue":"10","key":"10.1016\/j.jmgm.2022.108307_bib24","doi-asserted-by":"crossref","first-page":"3491","DOI":"10.1016\/j.bmc.2006.01.003","article-title":"Anticancer activities of novel chalcone and bis-chalcone derivatives","volume":"14","author":"Modzelewska","year":"2006","journal-title":"Bioorg. Med. Chem."},{"issue":"19","key":"10.1016\/j.jmgm.2022.108307_bib25","doi-asserted-by":"crossref","first-page":"4362","DOI":"10.3390\/molecules25194362","article-title":"Chalcone methoxy derivatives exhibit antiproliferative and proapoptotic activity on canine lymphoma and leukemia cells","volume":"25","author":"Pawlak","year":"2020","journal-title":"Molecules"},{"key":"10.1016\/j.jmgm.2022.108307_bib26","doi-asserted-by":"crossref","first-page":"33","DOI":"10.1016\/j.ejmech.2014.11.016","article-title":"Synthesis and in vitro biological evaluation of dihydroartemisinyl-chalcone esters","volume":"90","author":"Smit","year":"2015","journal-title":"Eur. J. Med. Chem."},{"issue":"3","key":"10.1016\/j.jmgm.2022.108307_bib27","doi-asserted-by":"crossref","first-page":"221","DOI":"10.1007\/s10822-013-9644-8","article-title":"Protein and ligand preparation: parameters, protocols, and influence on virtual screening enrichments","volume":"27","author":"Madhavi Sastry","year":"2013","journal-title":"J. Comput. Aided Mol. Des."},{"issue":"2","key":"10.1016\/j.jmgm.2022.108307_bib28","doi-asserted-by":"crossref","first-page":"157","DOI":"10.1016\/j.jmgm.2010.05.008","article-title":"Analysis and comparison of 2D fingerprints: insights into database screening performance using eight fingerprint methods","volume":"29","author":"Duan","year":"2010","journal-title":"J. Mol. Graph. Model."},{"key":"10.1016\/j.jmgm.2022.108307_bib29","series-title":"Schr\u00f6dinger Release 2021-1","author":"QikProp","year":"2021"},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib30","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1186\/1471-2105-13-106","article-title":"Natural product-likeness score revisited: an open-source, open-data implementation","volume":"13","author":"Vanii Jayaseelan","year":"2012","journal-title":"BMC Bioinf."},{"issue":"8","key":"10.1016\/j.jmgm.2022.108307_bib31","doi-asserted-by":"crossref","first-page":"758","DOI":"10.3390\/ph14080758","article-title":"Should we embed in chemistry? A comparison of unsupervised transfer learning with PCA, UMAP, and VAE on molecular fingerprints","volume":"14","author":"Lovri\u0107","year":"2021","journal-title":"Pharmaceuticals"},{"key":"10.1016\/j.jmgm.2022.108307_bib32","doi-asserted-by":"crossref","unstructured":"McInnes L, Healy J, Melville J. Umap: Uniform Manifold Approximation and Projection for Dimension Reduction. arXiv preprint arXiv:180203426 2018.","DOI":"10.21105\/joss.00861"},{"issue":"2","key":"10.1016\/j.jmgm.2022.108307_bib33","doi-asserted-by":"crossref","first-page":"460","DOI":"10.1021\/ci500588j","article-title":"DataWarrior: an open-source program for chemistry aware data visualization and analysis","volume":"55","author":"Sander","year":"2015","journal-title":"J. Chem. Inf. Model."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib34","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1186\/s13321-020-0416-x","article-title":"Visualization of very large high-dimensional data sets as minimum spanning trees","volume":"12","author":"Probst","year":"2020","journal-title":"J. Cheminf."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib35","doi-asserted-by":"crossref","first-page":"47","DOI":"10.1021\/ci600338x","article-title":"The scaffold tree\u2212 visualization of the scaffold universe by hierarchical scaffold classification","volume":"47","author":"Schuffenhauer","year":"2007","journal-title":"J. Chem. Inf. Model."},{"issue":"9","key":"10.1016\/j.jmgm.2022.108307_bib36","doi-asserted-by":"crossref","first-page":"2174","DOI":"10.1021\/ci2001428","article-title":"Scaffold diversity of exemplified medicinal chemistry space","volume":"51","author":"Langdon","year":"2011","journal-title":"J. Chem. Inf. Model."},{"key":"10.1016\/j.jmgm.2022.108307_bib37","series-title":"Synergy between Machine Learning and Natural Products Cheminformatics: Application to the Lead Discovery of Anthraquinone Derivatives","author":"Moshawih","year":"2022"},{"issue":"4","key":"10.1016\/j.jmgm.2022.108307_bib38","doi-asserted-by":"crossref","first-page":"1010","DOI":"10.1021\/ci800426u","article-title":"Chemoinformatic analysis of combinatorial libraries, drugs, natural products, and molecular libraries small molecule repository","volume":"49","author":"Singh","year":"2009","journal-title":"J. Chem. Inf. Model."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib39","doi-asserted-by":"crossref","first-page":"159","DOI":"10.1021\/ci000091j","article-title":"A constant time algorithm for estimating the diversity of large chemical libraries","volume":"41","author":"Agrafiotis","year":"2001","journal-title":"J. Chem. Inf. Comput. Sci."},{"key":"10.1016\/j.jmgm.2022.108307_bib40","doi-asserted-by":"crossref","first-page":"116","DOI":"10.1016\/j.ejmech.2014.02.067","article-title":"Synthesis and antitumor activities of novel \u03b1-aminophosphonate derivatives containing an alizarin moiety","volume":"83","author":"Ye","year":"2014","journal-title":"Eur. J. Med. Chem."},{"issue":"10","key":"10.1016\/j.jmgm.2022.108307_bib41","doi-asserted-by":"crossref","first-page":"2363","DOI":"10.1007\/s00044-017-1938-2","article-title":"Synthesis and molecular docking study of novel alizarin derivatives containing phosphoryl amino acid moiety as potential antitumor agents","volume":"26","author":"Huang","year":"2017","journal-title":"Med. Chem. Res."},{"issue":"5","key":"10.1016\/j.jmgm.2022.108307_bib42","doi-asserted-by":"crossref","first-page":"876","DOI":"10.1007\/s10953-011-9692-4","article-title":"Spectroscopic analysis of the interactions of anthraquinone derivatives (alizarin, alizarin-DA and alizarin-DA-Fe) with bovine serum albumin (BSA)","volume":"40","author":"Gao","year":"2011","journal-title":"J. Solut. Chem."},{"issue":"2","key":"10.1016\/j.jmgm.2022.108307_bib43","doi-asserted-by":"crossref","first-page":"501","DOI":"10.1016\/j.bmcl.2013.12.030","article-title":"Synthesis and antitumor activities of novel rhein \u03b1-aminophosphonates conjugates","volume":"24","author":"Yao","year":"2014","journal-title":"Bioorg. Med. Chem. Lett"},{"key":"10.1016\/j.jmgm.2022.108307_bib44","doi-asserted-by":"crossref","first-page":"769","DOI":"10.1016\/j.ejmech.2016.08.004","article-title":"Synthesis and biological evaluation of rhein amides as inhibitors of osteoclast differentiation and bone resorption","volume":"123","author":"Xu","year":"2016","journal-title":"Eur. J. Med. Chem."},{"issue":"2","key":"10.1016\/j.jmgm.2022.108307_bib45","doi-asserted-by":"crossref","first-page":"497","DOI":"10.1158\/1535-7163.MCT-17-0566","article-title":"Inhibition of MDM2 by a rhein-derived compound AQ-101 suppresses cancer development in SCID mice","volume":"17","author":"Gu","year":"2018","journal-title":"Mol. Cancer Therapeut."},{"issue":"3","key":"10.1016\/j.jmgm.2022.108307_bib46","doi-asserted-by":"crossref","first-page":"213","DOI":"10.1016\/j.biopha.2011.11.013","article-title":"Anti-breast cancer activity of heteroaryl chalcone derivatives","volume":"66","author":"Solomon","year":"2012","journal-title":"Biomed. Pharmacother."},{"issue":"5","key":"10.1016\/j.jmgm.2022.108307_bib47","doi-asserted-by":"crossref","first-page":"638","DOI":"10.1111\/cbdd.12448","article-title":"Synthesis and antitumor activity of natural compound aloe emodin derivatives","volume":"85","author":"Thimmegowda","year":"2015","journal-title":"Chem. Biol. Drug Des."},{"issue":"4","key":"10.1016\/j.jmgm.2022.108307_bib48","doi-asserted-by":"crossref","first-page":"840","DOI":"10.1007\/s11418-021-01526-w","article-title":"Inhibition of cell-intrinsic NF-\u03baB activity and metastatic abilities of breast cancer by aloe-emodin and emodic-acid isolated from Asphodelus microcarpus","volume":"75","author":"Abdellatef","year":"2021","journal-title":"J. Nat. Med."},{"issue":"4","key":"10.1016\/j.jmgm.2022.108307_bib49","first-page":"1259","article-title":"Emodin: its role in prostate cancer-associated inflammation","volume":"42","author":"Tu","year":"2019","journal-title":"Oncol. Rep."},{"key":"10.1016\/j.jmgm.2022.108307_bib50","doi-asserted-by":"crossref","first-page":"920","DOI":"10.1016\/j.ejmech.2016.12.018","article-title":"Design and synthesis of emodin derivatives as novel inhibitors of ATP-citrate lyase","volume":"126","author":"Koerner","year":"2017","journal-title":"Eur. J. Med. Chem."},{"issue":"19","key":"10.1016\/j.jmgm.2022.108307_bib51","doi-asserted-by":"crossref","first-page":"5818","DOI":"10.1016\/j.bmcl.2010.07.128","article-title":"Fluorinated 2\u2032-hydroxychalcones as garcinol analogs with enhanced antioxidant and anticancer activities","volume":"20","author":"Padhye","year":"2010","journal-title":"Bioorg. Med. Chem. Lett"},{"issue":"2","key":"10.1016\/j.jmgm.2022.108307_bib52","doi-asserted-by":"crossref","first-page":"283","DOI":"10.1021\/jm00397a002","article-title":"Novel type of potential anticancer agents derived from chrysophanol and emodin. Some structure-activity relationship studies","volume":"31","author":"Koyama","year":"1988","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.jmgm.2022.108307_bib53","doi-asserted-by":"crossref","first-page":"232","DOI":"10.1016\/j.ejmech.2016.06.035","article-title":"Synthesis of a series of novel dihydroartemisinin monomers and dimers containing chalcone as a linker and their anticancer activity","volume":"122","author":"Gaur","year":"2016","journal-title":"Eur. J. Med. Chem."},{"issue":"10","key":"10.1016\/j.jmgm.2022.108307_bib54","doi-asserted-by":"crossref","first-page":"639","DOI":"10.1002\/ardp.201000391","article-title":"Anti\u2010tumor activity of new artemisinin\u2013chalcone hybrids","volume":"344","author":"Xie","year":"2011","journal-title":"Arch. Pharmazie"},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib55","doi-asserted-by":"crossref","first-page":"1099","DOI":"10.4067\/S0717-97072007000100010","article-title":"Microwave-assisted rapid synthesis of physcion s derivatives under solvent free condition","volume":"52","author":"Manojlovi","year":"2007","journal-title":"J. Chil. Chem. Soc."},{"issue":"5","key":"10.1016\/j.jmgm.2022.108307_bib56","doi-asserted-by":"crossref","first-page":"1396","DOI":"10.1007\/s00044-018-2156-2","article-title":"Heterocycles 44. Synthesis, characterization and anticancer activity of new thiazole ortho-hydroxychalcones","volume":"27","author":"Coman","year":"2018","journal-title":"Med. Chem. Res."},{"key":"10.1016\/j.jmgm.2022.108307_bib57","doi-asserted-by":"crossref","first-page":"12","DOI":"10.1016\/j.ejmech.2017.02.002","article-title":"Synthesis and biological evaluation of novel pyrazolic chalcone derivatives as novel hepatocellular carcinoma therapeutics","volume":"129","author":"Hawash","year":"2017","journal-title":"Eur. J. Med. Chem."},{"issue":"11","key":"10.1016\/j.jmgm.2022.108307_bib58","doi-asserted-by":"crossref","first-page":"5264","DOI":"10.1021\/acs.jmedchem.6b00021","article-title":"Synthesis, evaluation, and mechanism study of novel indole-chalcone derivatives exerting effective antitumor activity through microtubule destabilization in vitro and in vivo","volume":"59","author":"Yan","year":"2016","journal-title":"J. Med. Chem."},{"issue":"3","key":"10.1016\/j.jmgm.2022.108307_bib59","doi-asserted-by":"crossref","first-page":"1066","DOI":"10.1016\/j.bmc.2016.12.019","article-title":"Design and synthesis of new coumarin hybrids and insight into their mode of antiproliferative action","volume":"25","author":"Elshemy","year":"2017","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.jmgm.2022.108307_bib60","article-title":"Potential anti-cancer flavonoids isolated from Caesalpinia bonduc young twigs and leaves: molecular docking and in silico studies","volume":"13","author":"Iheagwam","year":"2019","journal-title":"Bioinf. Biol. Insights"},{"issue":"9","key":"10.1016\/j.jmgm.2022.108307_bib61","doi-asserted-by":"crossref","DOI":"10.18632\/oncotarget.9527","article-title":"Antivascular and antitumor properties of the tubulin-binding chalcone TUB091","volume":"8","author":"Canela","year":"2017","journal-title":"Oncotarget"},{"issue":"sup4","key":"10.1016\/j.jmgm.2022.108307_bib62","doi-asserted-by":"crossref","first-page":"125","DOI":"10.1080\/14756366.2016.1221825","article-title":"Synthesis and bioactivities of halogen bearing phenolic chalcones and their corresponding bis Mannich bases","volume":"31","author":"Yamali","year":"2016","journal-title":"J. Enzym. Inhib. Med. Chem."},{"issue":"15","key":"10.1016\/j.jmgm.2022.108307_bib63","doi-asserted-by":"crossref","first-page":"2593","DOI":"10.1016\/j.bmcl.2018.06.048","article-title":"Highly selective anthraquinone-chalcone hybrids as potential antileukemia agents","volume":"28","author":"Stanojkovi\u0107","year":"2018","journal-title":"Bioorg. Med. Chem. Lett"},{"issue":"9","key":"10.1016\/j.jmgm.2022.108307_bib64","doi-asserted-by":"crossref","first-page":"2552","DOI":"10.3390\/ijms19092552","article-title":"Synthesis, evaluation for cytotoxicity and molecular docking studies of benzo [c] furan-chalcones for potential to inhibit tubulin polymerization and\/or EGFR-tyrosine kinase phosphorylation","volume":"19","author":"Mphahlele","year":"2018","journal-title":"Int. J. Mol. Sci."},{"key":"10.1016\/j.jmgm.2022.108307_bib65","doi-asserted-by":"crossref","DOI":"10.1016\/j.ejmech.2019.111954","article-title":"Design, synthesis, and validation of novel nitrogen-based chalcone analogs against triple negative breast cancer","volume":"187","author":"Elkhalifa","year":"2020","journal-title":"Eur. J. Med. Chem."},{"issue":"9","key":"10.1016\/j.jmgm.2022.108307_bib66","doi-asserted-by":"crossref","first-page":"2838","DOI":"10.3390\/ijms19092838","article-title":"Chalcone derivatives 4\u2032-amino-1-naphthyl-chalcone (D14) and 4\u2032-amino-4-methyl-1-naphthyl-chalcone (D15) suppress migration and invasion of osteosarcoma cells mediated by P53 regulating EMT-related genes","volume":"19","author":"Seba","year":"2018","journal-title":"Int. J. Mol. Sci."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib67","doi-asserted-by":"crossref","first-page":"45","DOI":"10.1021\/jm030209y","article-title":"Lessons in molecular recognition: the effects of ligand and protein flexibility on molecular docking accuracy","volume":"47","author":"Erickson","year":"2004","journal-title":"J. Med. Chem."},{"issue":"4","key":"10.1016\/j.jmgm.2022.108307_bib68","doi-asserted-by":"crossref","first-page":"337","DOI":"10.1016\/j.ddtec.2004.11.007","article-title":"Lead- and drug-like compounds: the rule-of-five revolution","volume":"1","author":"Lipinski","year":"2004","journal-title":"Drug Discov. Today Technol."},{"issue":"4","key":"10.1016\/j.jmgm.2022.108307_bib69","doi-asserted-by":"crossref","first-page":"621","DOI":"10.1016\/j.drudis.2020.01.012","article-title":"Flexibility in early drug discovery: focus on the beyond-Rule-of-5 chemical space","volume":"25","author":"Caron","year":"2020","journal-title":"Drug Discov. Today"},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib70","doi-asserted-by":"crossref","first-page":"218","DOI":"10.1021\/ci0200467","article-title":"Property distributions: differences between drugs, natural products, and molecules from combinatorial chemistry","volume":"43","author":"Feher","year":"2003","journal-title":"J. Chem. Inf. Comput. Sci."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib71","doi-asserted-by":"crossref","first-page":"110","DOI":"10.1002\/ange.200804486","article-title":"Synthesis of natural\u2010product\u2010like molecules with over eighty distinct scaffolds","volume":"121","author":"Morton","year":"2009","journal-title":"Angew. Chem."},{"issue":"2","key":"10.1016\/j.jmgm.2022.108307_bib72","doi-asserted-by":"crossref","first-page":"163","DOI":"10.1016\/j.chembiol.2005.01.011","article-title":"Exploring new chemical space by stereocontrolled diversity-oriented synthesis","volume":"12","author":"Arya","year":"2005","journal-title":"Chem. Biol."},{"issue":"21","key":"10.1016\/j.jmgm.2022.108307_bib73","doi-asserted-by":"crossref","first-page":"6752","DOI":"10.1021\/jm901241e","article-title":"Escape from flatland: increasing saturation as an approach to improving clinical success","volume":"52","author":"Lovering","year":"2009","journal-title":"J. Med. Chem."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib74","doi-asserted-by":"crossref","first-page":"68","DOI":"10.1021\/ci700286x","article-title":"Natural product-likeness score and its application for prioritization of compound libraries","volume":"48","author":"Ertl","year":"2008","journal-title":"J. Chem. Inf. Model."},{"issue":"2","key":"10.1016\/j.jmgm.2022.108307_bib75","doi-asserted-by":"crossref","first-page":"90","DOI":"10.1038\/nchem.1243","article-title":"Quantifying the chemical beauty of drugs","volume":"4","author":"Bickerton","year":"2012","journal-title":"Nat. Chem."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib76","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1186\/1758-2946-1-8","article-title":"Estimation of synthetic accessibility score of drug-like molecules based on molecular complexity and fragment contributions","volume":"1","author":"Ertl","year":"2009","journal-title":"J. Cheminf."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib77","doi-asserted-by":"crossref","first-page":"20","DOI":"10.1039\/D1NP00039J","article-title":"Cheminformatic analysis of natural product-based drugs and chemical probes","volume":"39","author":"Stone","year":"2022","journal-title":"Nat. Prod. Rep."},{"issue":"23","key":"10.1016\/j.jmgm.2022.108307_bib78","doi-asserted-by":"crossref","first-page":"5773","DOI":"10.1021\/jm070562u","article-title":"Gini coefficient: a new way to express selectivity of kinase inhibitors against a family of kinases","volume":"50","author":"Graczyk","year":"2007","journal-title":"J. Med. Chem."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib79","doi-asserted-by":"crossref","first-page":"91","DOI":"10.1016\/S0167-7012(97)00048-1","article-title":"Using the Gini coefficient with BIOLOG substrate utilisation data to provide an alternative quantitative measure for comparing bacterial soil communities","volume":"30","author":"Harch","year":"1997","journal-title":"J. Microbiol. Methods"},{"key":"10.1016\/j.jmgm.2022.108307_bib80","series-title":"Chinese Conference on Pattern Recognition","first-page":"80","article-title":"Iterative laplacian score for feature selection","author":"Zhu","year":"2012"},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib81","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1111\/1751-7915.13351","article-title":"Unlocking the potential of natural products in drug discovery","volume":"12","author":"Wright","year":"2019","journal-title":"Microb. Biotechnol."},{"issue":"12","key":"10.1016\/j.jmgm.2022.108307_bib82","doi-asserted-by":"crossref","DOI":"10.1002\/minf.202000171","article-title":"Cheminformatics in natural product\u2010based drug discovery","volume":"39","author":"Chen","year":"2020","journal-title":"Mol. informat."},{"issue":"2","key":"10.1016\/j.jmgm.2022.108307_bib83","doi-asserted-by":"crossref","first-page":"512","DOI":"10.1021\/ci050352v","article-title":"Assessing the scaffold diversity of screening libraries","volume":"46","author":"Krier","year":"2006","journal-title":"J. Chem. Inf. Model."},{"issue":"6","key":"10.1016\/j.jmgm.2022.108307_bib84","doi-asserted-by":"crossref","first-page":"1204","DOI":"10.1016\/j.chempr.2020.05.002","article-title":"Molecular representation: going long on fingerprints","volume":"6","author":"Pattanaik","year":"2020","journal-title":"Chem"},{"key":"10.1016\/j.jmgm.2022.108307_bib85","series-title":"Mathematical and Physical Simulation of the Properties of Hot Rolled Products","first-page":"279","article-title":"Chapter 9 - knowledge based modeling","author":"Lenard","year":"1999"},{"key":"10.1016\/j.jmgm.2022.108307_bib86","first-page":"1","article-title":"The Brazilian compound library (BraCoLi) database: a repository of chemical and biological information for drug design","author":"Ver\u00edssimo","year":"2022","journal-title":"Mol. Divers."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib87","doi-asserted-by":"crossref","DOI":"10.1371\/journal.pone.0015939","article-title":"TCM Database@ Taiwan: the world's largest traditional Chinese medicine database for drug screening in silico","volume":"6","author":"Chen","year":"2011","journal-title":"PLoS One"},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib88","doi-asserted-by":"crossref","first-page":"31","DOI":"10.3390\/biom9010031","article-title":"BIOFACQUIM: a Mexican compound database of natural products","volume":"9","author":"Pil\u00f3n-Jim\u00e9nez","year":"2019","journal-title":"Biomolecules"},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib89","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1021\/acs.jcim.8b00399","article-title":"VIETHERB: a database for Vietnamese herbal species","volume":"59","author":"Nguyen-Vo","year":"2018","journal-title":"J. Chem. Inf. Model."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib90","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1038\/s41598-017-07451-x","article-title":"NuBBEDB: an updated database to uncover chemical and biological information from Brazilian biodiversity","volume":"7","author":"Pilon","year":"2017","journal-title":"Sci. Rep."},{"key":"10.1016\/j.jmgm.2022.108307_bib91","series-title":"IMPPAT 2.0: an Enhanced and Expanded Phytochemical Atlas of Indian Medicinal Plants","author":"Vivek-Ananth","year":"2022"},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib92","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1186\/s13321-016-0176-9","article-title":"Consensus diversity plots: a global diversity analysis of chemical libraries","volume":"8","author":"Gonz\u00e1lez-Medina","year":"2016","journal-title":"J. Cheminf."},{"issue":"6","key":"10.1016\/j.jmgm.2022.108307_bib93","first-page":"2648","article-title":"Comparative cytotoxicity of bisantrene, mitoxantrone, ametantrone, dihydroxyanthracenedione, dihydroxyanthracenedione diacetate, and doxorubicin on human cells in Vitro1","volume":"43","author":"Drewinko","year":"1983","journal-title":"Cancer Res."},{"key":"10.1016\/j.jmgm.2022.108307_bib94","article-title":"Rhein inhibits the progression of chemoresistant lung cancer cell lines via the stat3\/snail\/MMP2\/MMP9 pathway","volume":"2022","author":"Liu","year":"2022","journal-title":"BioMed Res. Int."},{"issue":"1","key":"10.1016\/j.jmgm.2022.108307_bib95","doi-asserted-by":"crossref","first-page":"65","DOI":"10.1517\/13543776.2016.1113259","article-title":"15-Lipoxygenase inhibitors: a patent review","volume":"26","author":"Sadeghian","year":"2016","journal-title":"Expert Opin. Ther. Pat."},{"issue":"5","key":"10.1016\/j.jmgm.2022.108307_bib96","doi-asserted-by":"crossref","first-page":"1136","DOI":"10.1016\/j.bmcl.2017.01.085","article-title":"Selective inhibition of monoamine oxidase A by purpurin, an anthraquinone","volume":"27","author":"Lee","year":"2017","journal-title":"Bioorg. Med. Chem. Lett"},{"key":"10.1016\/j.jmgm.2022.108307_bib97","doi-asserted-by":"crossref","DOI":"10.1016\/j.jnutbio.2019.108339","article-title":"Emodin and emodin-rich rhubarb inhibits histone deacetylase (HDAC) activity and cardiac myocyte hypertrophy","volume":"79","author":"Evans","year":"2020","journal-title":"J. Nutr. Biochem."},{"key":"10.1016\/j.jmgm.2022.108307_bib98","doi-asserted-by":"crossref","first-page":"426","DOI":"10.1016\/j.ijbiomac.2019.06.167","article-title":"Potent and selective inhibition of human monoamine oxidase-B by 4-dimethylaminochalcone and selected chalcone derivatives","volume":"137","author":"Oh","year":"2019","journal-title":"Int. J. Biol. Macromol."}],"container-title":["Journal of Molecular Graphics and Modelling"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S1093326322001863?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S1093326322001863?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,10,21]],"date-time":"2025-10-21T21:14:37Z","timestamp":1761081277000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S1093326322001863"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,12]]},"references-count":98,"alternative-id":["S1093326322001863"],"URL":"https:\/\/doi.org\/10.1016\/j.jmgm.2022.108307","relation":{},"ISSN":["1093-3263"],"issn-type":[{"value":"1093-3263","type":"print"}],"subject":[],"published":{"date-parts":[[2022,12]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Comparative analysis of an anthraquinone and chalcone derivatives-based virtual combinatorial library. A cheminformatics \u201cproof-of-concept\u201d study","name":"articletitle","label":"Article Title"},{"value":"Journal of Molecular Graphics and Modelling","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.jmgm.2022.108307","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2022 Elsevier Inc. All rights reserved.","name":"copyright","label":"Copyright"}],"article-number":"108307"}}