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Volumn 6, Issue MAR, 2018, Pages

e-Bitter: Bitterant prediction by the consensus voting from the machine-learning methods

Author keywords

Bitter taste; Bitterant prediction; Classification; Machine learning; QSAR; Taste prediction

Indexed keywords


EID: 85047466572     PISSN: None     EISSN: 22962646     Source Type: Journal    
DOI: 10.3389/fchem.2018.00082     Document Type: Article
Times cited : (46)

References (77)
  • 1
    • 84991585403 scopus 로고    scopus 로고
    • Docking and molecular dynamics of steviol glycoside-human bitter receptor interactions
    • Acevedo, W., González-Nilo, F., and Agosin, E. (2016). Docking and molecular dynamics of steviol glycoside-human bitter receptor interactions. J. Agric. Food Chem. 64, 7585-7596. doi: 10.1021/acs.jafc.6b02840.
    • (2016) J. Agric. Food Chem , vol.64 , pp. 7585-7596
    • Acevedo, W.1    González-Nilo, F.2    Agosin, E.3
  • 3
    • 33847317006 scopus 로고    scopus 로고
    • The latest trends in the taste assessment of pharmaceuticals
    • Anand, V., Kataria, M., Kukkar, V., Saharan, V., and Choudhury, P. K. (2007). The latest trends in the taste assessment of pharmaceuticals. Drug Discov. Today 12, 257-265. doi: 10.1016/j.drudis.2007.01.010.
    • (2007) Drug Discov. Today , vol.12 , pp. 257-265
    • Anand, V.1    Kataria, M.2    Kukkar, V.3    Saharan, V.4    Choudhury, P.K.5
  • 4
    • 0000944791 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationships of sweet 2-benzoylbenzoic acid derivatives
    • Arnoldi, A., Bassoli, A., Borgonovo, G., Merlini, L., and Morini, G. (1997). Synthesis and structure-activity relationships of sweet 2-benzoylbenzoic acid derivatives. J. Agric. Food Chem. 45, 2047-2054. doi: 10.1021/jf960755i.
    • (1997) J. Agric. Food Chem , vol.45 , pp. 2047-2054
    • Arnoldi, A.1    Bassoli, A.2    Borgonovo, G.3    Merlini, L.4    Morini, G.5
  • 5
    • 85016422746 scopus 로고    scopus 로고
    • Bitterness prediction in-silico: a step towards better drugs
    • Bahia, M. S., Nissim, I., and Niv, M. Y. (2018). Bitterness prediction in-silico: a step towards better drugs. Int. J. Pharm. 536, 526-529. doi: 10.1016/j.ijpharm.2017.03.076.
    • (2018) Int. J. Pharm , vol.536 , pp. 526-529
    • Bahia, M.S.1    Nissim, I.2    Niv, M.Y.3
  • 6
    • 84875615895 scopus 로고    scopus 로고
    • Bitter taste receptor research comes of age: from characterization to modulation of TAS2Rs
    • Behrens, M., and Meyerhof, W. (2013). Bitter taste receptor research comes of age: from characterization to modulation of TAS2Rs. Semin. Cell Dev. Biol. 24, 215-221. doi: 10.1016/j.semcdb.2012.08.006.
    • (2013) Semin. Cell Dev. Biol , vol.24 , pp. 215-221
    • Behrens, M.1    Meyerhof, W.2
  • 7
    • 84949644657 scopus 로고    scopus 로고
    • Taste of fat: a sixth taste modality?
    • Besnard, P., Passilly-Degrace, P., and Khan, N. A. (2016). Taste of fat: a sixth taste modality? Physiol. Rev. 96, 151-176. doi: 10.1152/physrev.00002.2015.
    • (2016) Physiol. Rev , vol.96 , pp. 151-176
    • Besnard, P.1    Passilly-Degrace, P.2    Khan, N.A.3
  • 8
    • 85020478864 scopus 로고    scopus 로고
    • Pred-skin: a fast and reliable web application to assess skin sensitization effect of chemicals
    • Braga, R. C., Alves, V. M., Muratov, E. N., Strickland, J., Kleinstreuer, N., Trospsha, A., et al. (2017). Pred-skin: a fast and reliable web application to assess skin sensitization effect of chemicals. J. Chem. Inf. Model. 57, 1013-1017. doi: 10.1021/acs.jcim.7b00194.
    • (2017) J. Chem. Inf. Model , vol.57 , pp. 1013-1017
    • Braga, R.C.1    Alves, V.M.2    Muratov, E.N.3    Strickland, J.4    Kleinstreuer, N.5    Trospsha, A.6
  • 9
    • 84944175922 scopus 로고    scopus 로고
    • Pred-hERG: a novel web-accessible computational tool for predicting cardiac toxicity
    • Braga, R. C., Alves, V. M., Silva, M. F. B., Muratov, E., Fourches, D., Lião, L. M., et al. (2015). Pred-hERG: a novel web-accessible computational tool for predicting cardiac toxicity. Mol. Inform. 34, 698-701. doi: 10.1002/minf.201500040.
    • (2015) Mol. Inform , vol.34 , pp. 698-701
    • Braga, R.C.1    Alves, V.M.2    Silva, M.F.B.3    Muratov, E.4    Fourches, D.5    Lião, L.M.6
  • 10
    • 0035478854 scopus 로고    scopus 로고
    • Random forests
    • Breiman, L. (2001). Random forests. Mach. Learn. 45, 5-32. doi: 10.1023/A:1010933404324.
    • (2001) Mach. Learn , vol.45 , pp. 5-32
    • Breiman, L.1
  • 11
    • 77954653331 scopus 로고    scopus 로고
    • Structural requirements of bitter taste receptor activation
    • Brockhoff, A., Behrens, M., Niv, M. Y., and Meyerhof, W. (2010). Structural requirements of bitter taste receptor activation. Proc. Natl. Acad. Sci. U.S.A. 107, 11110-11115. doi: 10.1073/pnas.0913862107.
    • (2010) Proc. Natl. Acad. Sci. U.S.A , vol.107 , pp. 11110-11115
    • Brockhoff, A.1    Behrens, M.2    Niv, M.Y.3    Meyerhof, W.4
  • 12
  • 14
    • 2942702317 scopus 로고    scopus 로고
    • SVM-based feature selection for characterization of focused compound collections
    • Byvatov, E., and Schneider, G. (2004). SVM-based feature selection for characterization of focused compound collections. J. Chem. Inf. Comput. Sci. 44, 993-999. doi: 10.1021/ci0342876.
    • (2004) J. Chem. Inf. Comput. Sci , vol.44 , pp. 993-999
    • Byvatov, E.1    Schneider, G.2
  • 15
    • 79958270321 scopus 로고    scopus 로고
    • ADME evaluation in drug discovery 10. Predictions of P-Glycoprotein inhibitors using recursive partitioning and naive bayesian classification techniques
    • Chen, L., Li, Y., Zhao, Q., Peng, H., and Hou, T. (2011). ADME evaluation in drug discovery. 10. Predictions of P-Glycoprotein inhibitors using recursive partitioning and naive bayesian classification techniques. Mol. Pharm. 8, 889-900. doi: 10.1021/mp100465q.
    • (2011) Mol. Pharm , vol.8 , pp. 889-900
    • Chen, L.1    Li, Y.2    Zhao, Q.3    Peng, H.4    Hou, T.5
  • 17
    • 84870314938 scopus 로고    scopus 로고
    • Extraoral bitter taste receptors as mediators of off-target drug effects
    • Clark, A. A., Liggett, S. B., and Munger, S. D. (2012). Extraoral bitter taste receptors as mediators of off-target drug effects. FASEB J. 26, 4827-4831. doi: 10.1096/fj.12-215087.
    • (2012) FASEB J , vol.26 , pp. 4827-4831
    • Clark, A.A.1    Liggett, S.B.2    Munger, S.D.3
  • 18
    • 84962699956 scopus 로고    scopus 로고
    • Bioalerts: a python library for the derivation of structural alerts from bioactivity and toxicity data sets
    • Cortes-Ciriano, I. (2016). Bioalerts: a python library for the derivation of structural alerts from bioactivity and toxicity data sets. J. Cheminformat. 8:13. doi: 10.1186/s13321-016-0125-7.
    • (2016) J. Cheminformat , vol.8 , pp. 13
    • Cortes-Ciriano, I.1
  • 19
    • 22344448221 scopus 로고    scopus 로고
    • Chemical and biological modification of cynaropicrin and grosheimin: a structure-bitterness relationship study
    • Cravotto, G., Nano, G. M., Binello, A., Spagliardi, P., and Seu, G. (2005). Chemical and biological modification of cynaropicrin and grosheimin: a structure-bitterness relationship study. J. Sci. Food Agric. 85, 1757-1764. doi: 10.1002/jsfa.2180.
    • (2005) J. Sci. Food Agric , vol.85 , pp. 1757-1764
    • Cravotto, G.1    Nano, G.M.2    Binello, A.3    Spagliardi, P.4    Seu, G.5
  • 21
    • 85029893239 scopus 로고    scopus 로고
    • Bitter or not? BitterPredict, a tool for predicting taste from chemical structure
    • Dagan-Wiener, A., Nissim, I., Ben Abu, N., Borgonovo, G., Bassoli, A., and Niv, M. Y. (2017). Bitter or not? BitterPredict, a tool for predicting taste from chemical structure. Sci. Rep. 7, 12074-12086. doi: 10.1038/s41598-017-12359-7.
    • (2017) Sci. Rep , vol.7 , pp. 12074-12086
    • Dagan-Wiener, A.1    Nissim, I.2    Ben Abu, N.3    Borgonovo, G.4    Bassoli, A.5    Niv, M.Y.6
  • 22
    • 84951743686 scopus 로고    scopus 로고
    • Comparing Class A GPCRs to bitter taste receptors: structural motifs, ligand interactions and agonist-to-antagonist ratios
    • Di Pizio, A., Levit, A., Slutzki, M., Behrens, M., Karaman, R., and Niv, M. Y. (2016). Comparing Class A GPCRs to bitter taste receptors: structural motifs, ligand interactions and agonist-to-antagonist ratios. Methods Cell Biol. 132, 401-427. doi: 10.1016/bs.mcb.2015.10.005.
    • (2016) Methods Cell Biol , vol.132 , pp. 401-427
    • Di Pizio, A.1    Levit, A.2    Slutzki, M.3    Behrens, M.4    Karaman, R.5    Niv, M.Y.6
  • 23
    • 84930870868 scopus 로고    scopus 로고
    • Promiscuity and selectivity of bitter molecules and their receptors
    • Di Pizio, A., and Niv, M. Y. (2015). Promiscuity and selectivity of bitter molecules and their receptors. Bioorg. Med. Chem. 23, 4082-4091. doi: 10.1016/j.bmc.2015.04.025.
    • (2015) Bioorg. Med. Chem , vol.23 , pp. 4082-4091
    • Di Pizio, A.1    Niv, M.Y.2
  • 24
    • 0033667684 scopus 로고    scopus 로고
    • Bitter taste, phytonutrients, and the consumer: a review
    • Drewnowski, A., and Gomez-Carneros, C. (2000). Bitter taste, phytonutrients, and the consumer: a review. Am. J. Clin. Nutr. 72, 1424-1435. doi: 10.1093/ajcn/72.6.1424.
    • (2000) Am. J. Clin. Nutr , vol.72 , pp. 1424-1435
    • Drewnowski, A.1    Gomez-Carneros, C.2
  • 25
    • 78649621062 scopus 로고    scopus 로고
    • A predictive ligand-based bayesian model for human drug-induced liver injury
    • Ekins, S., Williams, A. J., and Xu, J. J. (2010). A predictive ligand-based bayesian model for human drug-induced liver injury. Drug Metab. Dispos. 38, 2302-2308. doi: 10.1124/dmd.110.035113.
    • (2010) Drug Metab. Dispos , vol.38 , pp. 2302-2308
    • Ekins, S.1    Williams, A.J.2    Xu, J.J.3
  • 26
    • 0030439957 scopus 로고    scopus 로고
    • How are bitter and sweet tastes related?
    • Eric Walters, D. (1996). How are bitter and sweet tastes related? Trends Food Sci. Technol. 7, 399-403. doi: 10.1016/S0924-2244(96)10040-6.
    • (1996) Trends Food Sci. Technol , vol.7 , pp. 399-403
    • Eric Walters, D.1
  • 27
    • 33749240615 scopus 로고    scopus 로고
    • Modeling the human PTC bitter-taste receptor interactions with bitter tastants
    • Floriano, W. B., Hall, S., Vaidehi, N., Kim, U., Drayna, D., and Goddard, W. A. (2006). Modeling the human PTC bitter-taste receptor interactions with bitter tastants. J. Mol. Model. 12, 931-941. doi: 10.1007/s00894-006-0102-6.
    • (2006) J. Mol. Model , vol.12 , pp. 931-941
    • Floriano, W.B.1    Hall, S.2    Vaidehi, N.3    Kim, U.4    Drayna, D.5    Goddard, W.A.6
  • 28
    • 0037186544 scopus 로고    scopus 로고
    • Stochastic gradient boosting
    • Friedman, J. H. (2002). Stochastic gradient boosting. Comput. Stat. Data Anal. 38, 367-378. doi: 10.1016/S0167-9473(01)00065-2.
    • (2002) Comput. Stat. Data Anal , vol.38 , pp. 367-378
    • Friedman, J.H.1
  • 30
    • 78650191703 scopus 로고    scopus 로고
    • Visualization of molecular selectivity and structure generation for selective dopamine inhibitors
    • Hasegawa, K., Keiya, M., and Funatsu, K. (2010). Visualization of molecular selectivity and structure generation for selective dopamine inhibitors. Mol. Inform. 29, 793-800. doi: 10.1002/minf.201000096.
    • (2010) Mol. Inform , vol.29 , pp. 793-800
    • Hasegawa, K.1    Keiya, M.2    Funatsu, K.3
  • 32
    • 84861490431 scopus 로고    scopus 로고
    • Performance evaluation of 2D fingerprint and 3D shape similarity methods in virtual screening
    • Hu, G., Kuang, G., Xiao, W., Li, W., Liu, G., and Tang, Y. (2012). Performance evaluation of 2D fingerprint and 3D shape similarity methods in virtual screening. J. Chem. Inf. Model. 52, 1103-1113. doi: 10.1021/ci300030u.
    • (2012) J. Chem. Inf. Model , vol.52 , pp. 1103-1113
    • Hu, G.1    Kuang, G.2    Xiao, W.3    Li, W.4    Liu, G.5    Tang, Y.6
  • 33
    • 84962422602 scopus 로고    scopus 로고
    • BitterX: a tool for understanding bitter taste in humans
    • Huang, W., Shen, Q., Su, X., Ji, M., Liu, X., Chen, Y., et al. (2016). BitterX: a tool for understanding bitter taste in humans. Sci. Rep. 6, 23450-23457. doi: 10.1038/srep23450.
    • (2016) Sci. Rep , vol.6 , pp. 23450-23457
    • Huang, W.1    Shen, Q.2    Su, X.3    Ji, M.4    Liu, X.5    Chen, Y.6
  • 34
    • 20444407285 scopus 로고    scopus 로고
    • k Nearest neighbors QSAR modeling as a variational problem: theory and applications
    • Itskowitz, P., and Tropsha, A. (2005). k Nearest neighbors QSAR modeling as a variational problem: theory and applications. J. Chem. Inf. Model. 45, 777-785. doi: 10.1021/ci049628+.
    • (2005) J. Chem. Inf. Model , vol.45 , pp. 777-785
    • Itskowitz, P.1    Tropsha, A.2
  • 35
    • 84961891821 scopus 로고    scopus 로고
    • Bitter taste receptors: novel insights into the biochemistry and pharmacology
    • Jaggupilli, A., Howard, R., Upadhyaya, J. D., Bhullar, R. P., and Chelikani, P. (2016). Bitter taste receptors: novel insights into the biochemistry and pharmacology. Int. J. Biochem. Cell Biol. 77, 184-196. doi: 10.1016/j.biocel.2016.03.005.
    • (2016) Int. J. Biochem. Cell Biol , vol.77 , pp. 184-196
    • Jaggupilli, A.1    Howard, R.2    Upadhyaya, J.D.3    Bhullar, R.P.4    Chelikani, P.5
  • 36
    • 84902838969 scopus 로고    scopus 로고
    • Identification of novel compounds for human bitter taste receptors
    • Ji, M., Su, X., Su, X., Chen, Y., Huang, W., Zhang, J., et al. (2014). Identification of novel compounds for human bitter taste receptors. Chem. Biol. Drug Des. 84, 63-74. doi: 10.1111/cbdd.12293.
    • (2014) Chem. Biol. Drug Des , vol.84 , pp. 63-74
    • Ji, M.1    Su, X.2    Su, X.3    Chen, Y.4    Huang, W.5    Zhang, J.6
  • 37
    • 84973879531 scopus 로고    scopus 로고
    • Probing the binding pocket of the broadly tuned human bitter taste receptor TAS2R14 by chemical modification of cognate agonists
    • Karaman, R., Nowak, S., Di Pizio, A., Kitaneh, H., Abu-Jaish, A., Meyerhof, W., et al. (2016). Probing the binding pocket of the broadly tuned human bitter taste receptor TAS2R14 by chemical modification of cognate agonists. Chem. Biol. Drug Des. 88, 66-75. doi: 10.1111/cbdd.12734.
    • (2016) Chem. Biol. Drug Des , vol.88 , pp. 66-75
    • Karaman, R.1    Nowak, S.2    Di Pizio, A.3    Kitaneh, H.4    Abu-Jaish, A.5    Meyerhof, W.6
  • 38
    • 85060335494 scopus 로고    scopus 로고
    • Predictive toxicology: modeling chemical induced toxicological response combining circular fingerprints with random forest and support vector machine
    • Koutsoukas, A., St. Amand, J., Mishra, M., and Huan, J. (2016). Predictive toxicology: modeling chemical induced toxicological response combining circular fingerprints with random forest and support vector machine. Front. Enrivon. Sci. 4:11. doi: 10.3389/fenvs.2016.00011.
    • (2016) Front. Enrivon. Sci , vol.4 , pp. 11
    • Koutsoukas, A.1    St Amand, J.2    Mishra, M.3    Huan, J.4
  • 39
    • 84930630277 scopus 로고    scopus 로고
    • Deep learning
    • LeCun, Y., Bengio, Y., and Hinton, G. (2015). Deep learning. Nature 521, 436-444. doi: 10.1038/nature14539.
    • (2015) Nature , vol.521 , pp. 436-444
    • LeCun, Y.1    Bengio, Y.2    Hinton, G.3
  • 40
    • 84899503308 scopus 로고    scopus 로고
    • The bitter pill: clinical drugs that activate the human bitter taste receptor TAS2R14
    • Levit, A., Nowak, S., Peters, M., Wiener, A., Meyerhof, W., Behrens, M., et al. (2014). The bitter pill: clinical drugs that activate the human bitter taste receptor TAS2R14. FASEB J. 28, 1181-1197. doi: 10.1096/fj.13-242594.
    • (2014) FASEB J , vol.28 , pp. 1181-1197
    • Levit, A.1    Nowak, S.2    Peters, M.3    Wiener, A.4    Meyerhof, W.5    Behrens, M.6
  • 41
    • 33751044421 scopus 로고    scopus 로고
    • New bitter-masking compounds: hydroxylated benzoic acid amides of aromatic amines as structural analogues of homoeriodictyol
    • Ley, J. P., Blings, M., Paetz, S., Krammer, G. E., and Bertram, H.-J. (2006). New bitter-masking compounds: hydroxylated benzoic acid amides of aromatic amines as structural analogues of homoeriodictyol. J. Agric. Food Chem. 54, 8574-8579. doi: 10.1021/jf0617061.
    • (2006) J. Agric. Food Chem , vol.54 , pp. 8574-8579
    • Ley, J.P.1    Blings, M.2    Paetz, S.3    Krammer, G.E.4    Bertram, H.-J.5
  • 42
    • 84878530705 scopus 로고    scopus 로고
    • Coarse-grained/molecular mechanics of the TAS2R38 bitter taste receptor: experimentally-validated detailed structural prediction of agonist binding
    • Marchiori, A., Capece, L., Giorgetti, A., Gasparini, P., Behrens, M., Carloni, P., et al. (2013). Coarse-grained/molecular mechanics of the TAS2R38 bitter taste receptor: experimentally-validated detailed structural prediction of agonist binding. PLoS ONE 8:e64675. doi: 10.1371/journal.pone.0064675.
    • (2013) PLoS ONE , vol.8
    • Marchiori, A.1    Capece, L.2    Giorgetti, A.3    Gasparini, P.4    Behrens, M.5    Carloni, P.6
  • 43
    • 84866384167 scopus 로고    scopus 로고
    • Interpretability of SAR/QSAR models of any complexity by atomic contributions
    • Marcou, G., Horvath, D., Solov'ev, V., Arrault, A., Vayer, P., and Varnek, A. (2012). Interpretability of SAR/QSAR models of any complexity by atomic contributions. Mol. Inform. 31, 639-642. doi: 10.1002/minf.201100136.
    • (2012) Mol. Inform , vol.31 , pp. 639-642
    • Marcou, G.1    Horvath, D.2    Solov'ev, V.3    Arrault, A.4    Vayer, P.5    Varnek, A.6
  • 44
    • 84882909947 scopus 로고    scopus 로고
    • The bad taste of medicines: overview of basic research on bitter taste
    • Mennella, J. A., Spector, A. C., Reed, D. R., and Coldwell, S. E. (2013). The bad taste of medicines: overview of basic research on bitter taste. Clin. Ther. 35, 1225-1246. doi: 10.1016/j.clinthera.2013.06.007.
    • (2013) Clin. Ther , vol.35 , pp. 1225-1246
    • Mennella, J.A.1    Spector, A.C.2    Reed, D.R.3    Coldwell, S.E.4
  • 45
    • 77950114281 scopus 로고    scopus 로고
    • The molecular receptive ranges of human TAS2R bitter taste receptors
    • Meyerhof, W., Batram, C., Kuhn, C., Brockhoff, A., Chudoba, E., Bufe, B., et al. (2010). The molecular receptive ranges of human TAS2R bitter taste receptors. Chem. Senses 35, 157-170. doi: 10.1093/chemse/bjp092.
    • (2010) Chem. Senses , vol.35 , pp. 157-170
    • Meyerhof, W.1    Batram, C.2    Kuhn, C.3    Brockhoff, A.4    Chudoba, E.5    Bufe, B.6
  • 46
    • 0000974831 scopus 로고
    • 'Bitterness of peptides: amino acid composition and chain length,'
    • Hamburg: American Chemical Society
    • Ney, K. H. (1979). 'Bitterness of peptides: amino acid composition and chain length,' in Food Taste Chemistry (Hamburg: American Chemical Society), 149-173. doi: 10.1021/bk-1979-0115.ch006.
    • (1979) Food Taste Chemistry , pp. 149-173
    • Ney, K.H.1
  • 48
    • 85035323751 scopus 로고    scopus 로고
    • Interpretation of quantitative structure-activity relationship models: past, present, and future
    • Polishchuk, P. (2017). Interpretation of quantitative structure-activity relationship models: past, present, and future. J. Chem. Inf. Model. 57, 2618-2639. doi: 10.1021/acs.jcim.7b00274.
    • (2017) J. Chem. Inf. Model , vol.57 , pp. 2618-2639
    • Polishchuk, P.1
  • 49
    • 24944559010 scopus 로고    scopus 로고
    • Building a tree of knowledge: analysis of bitter molecules
    • Rodgers, S., Busch, J., Peters, H., and Christ-Hazelhof, E. (2005). Building a tree of knowledge: analysis of bitter molecules. Chem. Senses 30, 547-557. doi: 10.1093/chemse/bji048.
    • (2005) Chem. Senses , vol.30 , pp. 547-557
    • Rodgers, S.1    Busch, J.2    Peters, H.3    Christ-Hazelhof, E.4
  • 50
    • 33646252229 scopus 로고    scopus 로고
    • Characterizing bitterness: identification of key structural features and development of a classification model
    • Rodgers, S., Glen, R. C., and Bender, A. (2006). Characterizing bitterness: identification of key structural features and development of a classification model. J. Chem. Inf. Model. 46, 569-576. doi: 10.1021/ci0504418.
    • (2006) J. Chem. Inf. Model , vol.46 , pp. 569-576
    • Rodgers, S.1    Glen, R.C.2    Bender, A.3
  • 51
    • 85032643408 scopus 로고    scopus 로고
    • Support vector machine classification and regression prioritize different structural features for binary compound activity and potency value prediction
    • Rodríguez-Pérez, R., Vogt, M., and Bajorath, J. (2017). Support vector machine classification and regression prioritize different structural features for binary compound activity and potency value prediction. ACS Omega 2, 6371-6379. doi: 10.1021/acsomega.7b01079.
    • (2017) ACS Omega , vol.2 , pp. 6371-6379
    • Rodríguez-Pérez, R.1    Vogt, M.2    Bajorath, J.3
  • 52
    • 77952772341 scopus 로고    scopus 로고
    • Extended-connectivity fingerprints
    • Rogers, D., and Hahn, M. (2010). Extended-connectivity fingerprints. J. Chem. Inf. Model. 50, 742-754. doi: 10.1021/ci100050t.
    • (2010) J. Chem. Inf. Model , vol.50 , pp. 742-754
    • Rogers, D.1    Hahn, M.2
  • 53
    • 84959324876 scopus 로고    scopus 로고
    • Quantitative structure-activity relationships to predict sweet and non-sweet tastes
    • Rojas, C., Ballabio, D., Consonni, V., Tripaldi, P., Mauri, A., and Todeschini, R. (2016). Quantitative structure-activity relationships to predict sweet and non-sweet tastes. Theor. Chem. Acc. 135, 66-78. doi: 10.1007/s00214-016-1812-1.
    • (2016) Theor. Chem. Acc , vol.135 , pp. 66-78
    • Rojas, C.1    Ballabio, D.2    Consonni, V.3    Tripaldi, P.4    Mauri, A.5    Todeschini, R.6
  • 54
    • 84923924494 scopus 로고    scopus 로고
    • Snooker structure-based pharmacophore model explains differences in agonist and blocker binding to bitter receptor hTAS2R39
    • Roland, W. S. U., Sanders, M. P. A., Van Buren, L., Gouka, R. J., Gruppen, H., Vincken, J.-P., et al. (2015). Snooker structure-based pharmacophore model explains differences in agonist and blocker binding to bitter receptor hTAS2R39. PLoS ONE 10:e0118200. doi: 10.1371/journal.pone.0118200.
    • (2015) PLoS ONE , vol.10
    • Roland, W.S.U.1    Sanders, M.P.A.2    Van Buren, L.3    Gouka, R.J.4    Gruppen, H.5    Vincken, J.-P.6
  • 55
    • 84887705499 scopus 로고    scopus 로고
    • Bitter taste receptor activation by flavonoids and isoflavonoids: modeled structural requirements for activation of hTAS2R14 and hTAS2R39
    • Roland, W. S. U., Van Buren, L., Gruppen, H., Driesse, M., Gouka, R. J., Smit, G., et al. (2013). Bitter taste receptor activation by flavonoids and isoflavonoids: modeled structural requirements for activation of hTAS2R14 and hTAS2R39. J. Agric. Food Chem. 61, 10454-10466. doi: 10.1021/jf403387p.
    • (2013) J. Agric. Food Chem , vol.61 , pp. 10454-10466
    • Roland, W.S.U.1    Van Buren, L.2    Gruppen, H.3    Driesse, M.4    Gouka, R.J.5    Smit, G.6
  • 56
    • 85025067266 scopus 로고    scopus 로고
    • Taste buds: cells, signals and synapses
    • Roper, S. D., and Chaudhari, N. (2017). Taste buds: cells, signals and synapses. Nature Rev. Neurosci. 18, 485-497. doi: 10.1038/nrn.2017.68.
    • (2017) Nature Rev. Neurosci , vol.18 , pp. 485-497
    • Roper, S.D.1    Chaudhari, N.2
  • 57
    • 37349097759 scopus 로고    scopus 로고
    • Y-Randomization and its variants in QSPR/QSAR
    • Rücker, C., Rücker, G., and Meringer, M. (2007). Y-Randomization and its variants in QSPR/QSAR. J. Chem. Inf. Model. 47, 2345-2357. doi: 10.1021/ci700157b.
    • (2007) J. Chem. Inf. Model , vol.47 , pp. 2345-2357
    • Rücker, C.1    Rücker, G.2    Meringer, M.3
  • 58
    • 84941145251 scopus 로고    scopus 로고
    • Evidence for a transient additional ligand binding site in the TAS2R46 bitter taste receptor
    • Sandal, M., Behrens, M., Brockhoff, A., Musiani, F., Giorgetti, A., Carloni, P., et al. (2015). Evidence for a transient additional ligand binding site in the TAS2R46 bitter taste receptor. J. Chem. Theory Comput. 11, 4439-4449. doi: 10.1021/acs.jctc.5b00472.
    • (2015) J. Chem. Theory Comput , vol.11 , pp. 4439-4449
    • Sandal, M.1    Behrens, M.2    Brockhoff, A.3    Musiani, F.4    Giorgetti, A.5    Carloni, P.6
  • 59
    • 48249103160 scopus 로고    scopus 로고
    • Exploring the odorant binding site of a G-Protein-Coupled olfactory receptor
    • Sayako, K., Takatsugu, H., and Kazushige, T. (2008). Exploring the odorant binding site of a G-Protein-Coupled olfactory receptor. Curr. Comput. Aided Drug Des. 4, 123-131. doi: 10.2174/157340908784533247.
    • (2008) Curr. Comput. Aided Drug Des , vol.4 , pp. 123-131
    • Sayako, K.1    Takatsugu, H.2    Kazushige, T.3
  • 60
    • 34347400020 scopus 로고    scopus 로고
    • Quantitative elucidation of the structure-bitterness relationship of cynaropicrin and grosheimin derivatives
    • Scotti, L., Scotti, M. T., Ishiki, H. M., Ferreira, M. J. P., Emerenciano, V. P., De, S., et al. (2007). Quantitative elucidation of the structure-bitterness relationship of cynaropicrin and grosheimin derivatives. Food Chem. 105, 77-83. doi: 10.1016/j.foodchem.2007.03.038.
    • (2007) Food Chem , vol.105 , pp. 77-83
    • Scotti, L.1    Scotti, M.T.2    Ishiki, H.M.3    Ferreira, M.J.P.4    Emerenciano, V.P.5    De, S.6
  • 62
    • 80053906739 scopus 로고    scopus 로고
    • Structural basis of activation of bitter taste receptor T2R1 and comparison with class A G-protein-coupled Receptors (GPCRs)
    • Singh, N., Pydi, S. P., Upadhyaya, J., and Chelikani, P. (2011). Structural basis of activation of bitter taste receptor T2R1 and comparison with class A G-protein-coupled Receptors (GPCRs). J. Biol. Chem. 286, 36032-36041. doi: 10.1074/jbc.M111.246983.
    • (2011) J. Biol. Chem , vol.286 , pp. 36032-36041
    • Singh, N.1    Pydi, S.P.2    Upadhyaya, J.3    Chelikani, P.4
  • 63
    • 84893761522 scopus 로고    scopus 로고
    • QSBR study of bitter taste of peptides: application of GA-PLS in combination with MLR, SVM, and ANN approaches
    • Soltani, S., Haghaei, H., Shayanfar, A., Vallipour, J., Asadpour Zeynali, K., and Jouyban, A. (2013). QSBR study of bitter taste of peptides: application of GA-PLS in combination with MLR, SVM, and ANN approaches. BioMed Res. Int. 2013:13. doi: 10.1155/2013/501310.
    • (2013) BioMed Res. Int , vol.2013 , pp. 13
    • Soltani, S.1    Haghaei, H.2    Shayanfar, A.3    Vallipour, J.4    Asadpour Zeynali, K.5    Jouyban, A.6
  • 64
    • 0036823882 scopus 로고    scopus 로고
    • Further studies on the synthesis and tastes of monosubstituted benzenesulfamates A semi-quantitative structure-taste relationship for the meta-compounds
    • Spillane, W. J., Feeney, B. G., and Coyle, C. M. (2002). Further studies on the synthesis and tastes of monosubstituted benzenesulfamates. A semi-quantitative structure-taste relationship for the meta-compounds. Food Chem. 79, 15-22. doi: 10.1016/S0308-8146(02)00169-3.
    • (2002) Food Chem , vol.79 , pp. 15-22
    • Spillane, W.J.1    Feeney, B.G.2    Coyle, C.M.3
  • 65
    • 85034112001 scopus 로고    scopus 로고
    • Multi-scale simulations of membrane proteins: the case of bitter taste receptors
    • Suku, E., Fierro, F., Giorgetti, A., Alfonso-Prieto, M., and Carloni, P. (2017). Multi-scale simulations of membrane proteins: the case of bitter taste receptors. J. Sci. Adv. Mater Dev. 2, 15-21. doi: 10.1016/j.jsamd.2017.03.001.
    • (2017) J. Sci. Adv. Mater Dev , vol.2 , pp. 15-21
    • Suku, E.1    Fierro, F.2    Giorgetti, A.3    Alfonso-Prieto, M.4    Carloni, P.5
  • 66
    • 0020438128 scopus 로고
    • A Consideration for structure-taste correlations of perillartines using pattern-recognition techniques
    • Takahashi, Y., Miyashita, Y., Tanaka, Y., Abe, H., and Sasaki, S. (1982). A Consideration for structure-taste correlations of perillartines using pattern-recognition techniques. J. Med. Chem. 25, 1245-1248. doi: 10.1021/jm00352a030.
    • (1982) J. Med. Chem , vol.25 , pp. 1245-1248
    • Takahashi, Y.1    Miyashita, Y.2    Tanaka, Y.3    Abe, H.4    Sasaki, S.5
  • 67
    • 84857390742 scopus 로고    scopus 로고
    • The predicted 3D structure of bitter taste receptors, TAS2R38 based on a BiHelix and SuperBiHelix Methodologies
    • Tan, J., Abrol, R., Trzaskowski, B., and Goddard, W. A. III. (2011). The predicted 3D structure of bitter taste receptors, TAS2R38 based on a BiHelix and SuperBiHelix Methodologies. Proc. Environ. Sci. 8, 543-548. doi: 10.1016/j.proenv.2011.10.084.
    • (2011) Proc. Environ. Sci , vol.8 , pp. 543-548
    • Tan, J.1    Abrol, R.2    Trzaskowski, B.3    Goddard, W.A.4
  • 68
    • 84876743796 scopus 로고    scopus 로고
    • Random forests for feature selection in QSPR Models-an application for predicting standard enthalpy of formation of hydrocarbons
    • Teixeira, A. L., Leal, J. P., and Falcao, A. O. (2013). Random forests for feature selection in QSPR Models-an application for predicting standard enthalpy of formation of hydrocarbons. J. Cheminform. 5:9. doi: 10.1186/1758-2946-5-9.
    • (2013) J. Cheminform , vol.5 , pp. 9
    • Teixeira, A.L.1    Leal, J.P.2    Falcao, A.O.3
  • 69
    • 77956964002 scopus 로고    scopus 로고
    • Best practices for QSAR model development, validation, and exploitation
    • Tropsha, A. (2010). Best practices for QSAR model development, validation, and exploitation. Mol. Inform. 29, 476-488. doi: 10.1002/minf.201000061.
    • (2010) Mol. Inform , vol.29 , pp. 476-488
    • Tropsha, A.1
  • 71
    • 85031805365 scopus 로고    scopus 로고
    • MouseTox: an online toxicity assessment tool for small molecules through enalos cloud platform
    • Varsou, D.-D., Melagraki, G., Sarimveis, H., and Afantitis, A. (2017). MouseTox: an online toxicity assessment tool for small molecules through enalos cloud platform. Food Chem. Toxicol. 110, 83-93. doi: 10.1016/j.fct.2017.09.058.
    • (2017) Food Chem. Toxicol , vol.110 , pp. 83-93
    • Varsou, D.-D.1    Melagraki, G.2    Sarimveis, H.3    Afantitis, A.4
  • 72
    • 85017178494 scopus 로고    scopus 로고
    • Predicting human intestinal absorption with modified random forest approach: a comprehensive evaluation of molecular representation, unbalanced data, and applicability domain issues
    • Wang, N.-N., Huang, C., Dong, J., Yao, Z.-J., Zhu, M.-F., Deng, Z.-K., et al. (2017). Predicting human intestinal absorption with modified random forest approach: a comprehensive evaluation of molecular representation, unbalanced data, and applicability domain issues. RSC Adv. 7, 19007-19018. doi: 10.1039/C6RA28442F.
    • (2017) RSC Adv , vol.7 , pp. 19007-19018
    • Wang, N.-N.1    Huang, C.2    Dong, J.3    Yao, Z.-J.4    Zhu, M.-F.5    Deng, Z.-K.6
  • 73
    • 84856499826 scopus 로고    scopus 로고
    • BitterDB: a database of bitter compounds
    • Wiener, A., Shudler, M., Levit, A., and Niv, M. Y. (2012). BitterDB: a database of bitter compounds. Nucleic Acids Res. 40, 413-419. doi: 10.1093/nar/gkr755.
    • (2012) Nucleic Acids Res , vol.40 , pp. 413-419
    • Wiener, A.1    Shudler, M.2    Levit, A.3    Niv, M.Y.4
  • 75
    • 85020918456 scopus 로고    scopus 로고
    • Evaluation of different methods for identification of structural alerts using chemical ames mutagenicity data set as a benchmark
    • Yang, H., Li, J., Wu, Z., Li, W., Liu, G., and Tang, Y. (2017). Evaluation of different methods for identification of structural alerts using chemical ames mutagenicity data set as a benchmark. Chem. Res. Toxicol. 30, 1355-1364. doi: 10.1021/acs.chemrestox.7b00083.
    • (2017) Chem. Res. Toxicol , vol.30 , pp. 1355-1364
    • Yang, H.1    Li, J.2    Wu, Z.3    Li, W.4    Liu, G.5    Tang, Y.6
  • 76
    • 85014132566 scopus 로고    scopus 로고
    • In Silico prediction of physicochemical properties of environmental chemicals using molecular fingerprints and machine learning
    • Zang, Q., Mansouri, K., Williams, A. J., Judson, R. S., Allen, D. G., Casey, W. M., et al. (2017). In Silico prediction of physicochemical properties of environmental chemicals using molecular fingerprints and machine learning. J. Chem. Inform. Model. 57, 36-49. doi: 10.1021/acs.jcim.6b00625.
    • (2017) J. Chem. Inform. Model , vol.57 , pp. 36-49
    • Zang, Q.1    Mansouri, K.2    Williams, A.J.3    Judson, R.S.4    Allen, D.G.5    Casey, W.M.6
  • 77
    • 84883828968 scopus 로고    scopus 로고
    • Prediction of sweetness by multilinear regression analysis and support vector machine
    • Zhong, M., Chong, Y., Nie, X., Yan, A., and Yuan, Q. (2013). Prediction of sweetness by multilinear regression analysis and support vector machine. J. Food Sci. 78, 1445-1450. doi: 10.1111/1750-3841.12199.
    • (2013) J. Food Sci , vol.78 , pp. 1445-1450
    • Zhong, M.1    Chong, Y.2    Nie, X.3    Yan, A.4    Yuan, Q.5


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