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Volumn 14, Issue 2, 2010, Pages 371-384

Chemometric descriptors in modeling the carbonic anhydrase inhibition activity of sulfonamide and sulfamate derivatives

Author keywords

Carbonic anhydrase; Combinatorial protocol in multiple linear regression; Inhibition activity; MOEdescriptors; Sulfonamide and sulfamate derivatives

Indexed keywords

AROMATIC COMPOUND; CARBONATE DEHYDRATASE; CHLORINE; HYDROGEN; SULFONAMIDE; SULFURIC ACID; CARBONATE DEHYDRATASE INHIBITOR; SULFAMIC ACID; SULFONIC ACID DERIVATIVE;

EID: 77953600039     PISSN: 13811991     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11030-009-9181-5     Document Type: Article
Times cited : (20)

References (47)
  • 1
    • 0037057683 scopus 로고    scopus 로고
    • Helicobacter pylori infection
    • Suerbaum S, Michetti P (2002) Helicobacter pylori infection. N Engl J Med 347:1175-1186. http://content.nejm.org/cgi/content/ extract/347/15/1175
    • (2002) N Engl J Med , vol.347 , pp. 1175-1186
    • Suerbaum, S.1    Michetti, P.2
  • 2
    • 0036171551 scopus 로고    scopus 로고
    • Current concepts in the management of Helicobacter pylori infection-The Maastricht 2-2000 Consensus Report
    • European Helicobacter pylori study group (EHPSG), doi:10.1046/j. 1365-2036.2002.01169.x
    • Malfertheiner P, Megraud F, O'Morain C, Hungin AP, Jones R, Axon A, Graham DY, Tytgat G, European Helicobacter pylori study group (EHPSG) (2002) Current concepts in the management of Helicobacter pylori infection-the Maastricht 2-2000 Consensus Report. Aliment Pharmacol Ther 16:167-180. doi:10.1046/j. 1365-2036.2002.01169.x
    • (2002) Aliment Pharmacol Ther , vol.16 , pp. 167-180
    • Malfertheiner, P.1    Megraud, F.2    O'Morain, C.3    Hungin, A.P.4    Jones, R.5    Axon, A.6    Graham, D.Y.7    Tytgat, G.8
  • 3
    • 0031932458 scopus 로고    scopus 로고
    • Report of the 1997 Asia Pacific Consensus Conference on the management of Helicobacter pylori infection
    • doi:10.1111/j.1440-1746. 1998.tb00537.x
    • Lam SK, Tally NJ (1998) Report of the 1997 Asia Pacific Consensus Conference on the management of Helicobacter pylori infection. J Gastroenterol Hepatol 13:1-12. doi:10.1111/j.1440-1746. 1998.tb00537.x
    • (1998) J Gastroenterol Hepatol , vol.13 , pp. 1-12
    • Lam, S.K.1    Tally, N.J.2
  • 4
    • 0032995649 scopus 로고    scopus 로고
    • Treatment after failure: The problem of "non-responders"
    • doi:10.1136/gut.45.2008.i40
    • Huang JQ, Hunt RH (1999) Treatment after failure: the problem of "non-responders". Gut 45(suppl. 1):i40-i44. doi:10.1136/gut. 45.2008.i40
    • (1999) Gut , vol.45 , Issue.SUPPL. 1
    • Huang, J.Q.1    Hunt, R.H.2
  • 6
    • 10644278136 scopus 로고    scopus 로고
    • Meta-analysis: The efficacy, adverse events, and adherence related to first-line anti-Helicobacter pylori quadruple therapies
    • DOI 10.1111/j.1365-2036.2004.02248.x
    • Fischbach LA, van Zanten S, Dickason J (2004) Meta-analysis: the efficacy, adverse events, and adherence related to first-line anti- Helicobacter pylori quadruple therapies. Aliment Pharmacol Ther 20:1071-1082. doi:10.1111/j.1365-2036.2004.02248.x (Pubitemid 39657940)
    • (2004) Alimentary Pharmacology and Therapeutics , vol.20 , Issue.10 , pp. 1071-1082
    • Fischbach, L.A.1    Van Zanten, S.V.2    Dickason, J.3
  • 7
    • 0034853463 scopus 로고    scopus 로고
    • Helicobacter pylori therapy: First-line options and rescue regimen
    • DOI 10.1159/000050668
    • Gisbert JP, Pajares JM (2001) Helicobacter pylori therapy: firstline options and rescue regimen.Dig Dis 19:134-143. doi:10.1159/ 000050668 (Pubitemid 32823925)
    • (2001) Digestive Diseases , vol.19 , Issue.2 , pp. 134-143
    • Gisbert, J.P.1    Pajares, J.M.2
  • 8
    • 0042825872 scopus 로고    scopus 로고
    • Quadruple therapy containing amoxicillin and tetracycline is an effective regimen to rescue failed triple therapy by overcoming the antimicrobial resistance of Helicobacter pylori
    • DOI 10.1046/j.1365-2036.2003.01653.x
    • Chi CH, Lin CY, Sheu BS, Yang HB, Huang AH, Wu JJ (2003) Quadruple therapy containing amoxicillin and tetracycline is an effective regimen to rescue failed triple therapy by overcoming the antimicrobial resistance of Helicobacter pylori. Aliment Pharmacol Ther 18:347-353. doi:10.1046/j.1365-2036. 2003.01653.x (Pubitemid 37046715)
    • (2003) Alimentary Pharmacology and Therapeutics , vol.18 , Issue.3 , pp. 347-353
    • Chi, C.-H.1    Lin, C.-Y.2    Sheu, B.-S.3    Yang, H.-B.4    Huang, A.-H.5    Wu, J.-J.6
  • 10
    • 20244374505 scopus 로고    scopus 로고
    • Omeprazole triple therapy versus omeprazole quadruple therapy for healing duodenal ulcer and eradication of Helicobacter pylori infection: A 24-month follow-up study
    • Mantzaris GJ, Petraki K, Archavlis E, Amberiadis P, Christoforidis P, Kourtessas D, Chiotakakou E, Triantafyllou G (2002) Omeprazole triple therapy versus omeprazole quadruple therapy for healing duodenal ulcer and eradication of Helicobacter pylori infection: a 24-month follow-up study. Eur J Gastroenterol Hepatol 14: 1237-1244. http://journals.lww.com/eurojgh/toc/2002/ 11000
    • (2002) Eur J Gastroenterol Hepatol , vol.14 , pp. 1237-1244
    • Mantzaris, G.J.1    Petraki, K.2    Archavlis, E.3    Amberiadis, P.4    Christoforidis, P.5    Kourtessas, D.6    Chiotakakou, E.7    Triantafyllou, G.8
  • 11
    • 29144532064 scopus 로고    scopus 로고
    • Acid acclimation by Helicobacter pylori
    • DOI 10.1152/physiol.00032.2005
    • Sachs G, Weeks DL, Wen Y, Marcus EA, Scott DR, Melchers K (2005) Acid acclimation by Helicobacter pylori. Physiology 20:429-438. doi:10.1152/physiol. 00032.2005 (Pubitemid 41812426)
    • (2005) Physiology , Issue.6 , pp. 429-438
    • Sachs, G.1    Weeks, D.L.2    Wen, Y.3    Marcus, E.A.4    Scott, D.R.5    Melchers, K.6
  • 12
    • 11844269324 scopus 로고    scopus 로고
    • The periplasmic alpha-carbonic anhydrase activity of Helicobacter pylori is essential for acid acclimation
    • doi:10. 1128/JB.187.2.729-738.2005
    • Marcus EA, Moshfegh AP, Sachs G, Scott DR (2005) The periplasmic alpha-carbonic anhydrase activity of Helicobacter pylori is essential for acid acclimation. J Bacteriol 187:729-738. doi:10. 1128/JB.187.2.729-738.2005
    • (2005) J Bacteriol , vol.187 , pp. 729-738
    • Marcus, E.A.1    Moshfegh, A.P.2    Sachs, G.3    Scott, D.R.4
  • 13
    • 24344454388 scopus 로고    scopus 로고
    • Mutational analysis of the Helicobacter pylori carbonic anhydrases
    • doi:10.1016/j. femsim.2004.10.021
    • Stahler FN, Ganter L, LedererK,KistM,Bereswill S (2005) Mutational analysis of the Helicobacter pylori carbonic anhydrases. FEMS Immunol Med Microbiol 44:183-189. doi:10.1016/j. femsim.2004.10.021
    • (2005) FEMS Immunol Med Microbiol , vol.44 , pp. 183-189
    • Stahler, F.N.1    Ganter, L.2    Lederer, K.3    Kist, M.4    Bereswill, S.5
  • 16
    • 33645402549 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: DNA cloning and inhibition studies of the a-carbonic anhydrase from Helicobacter pylori. A new target for developing sulfonamide and sulfamate gastric drugs
    • doi:10.1021/jm0512600
    • Nishimori I, Minakuchi T, Morimoto K, Sano S, Onischi S, Takeuchi H, Vullo D, Scozzafava A, Supuran CT (2006) Carbonic anhydrase inhibitors: DNA cloning and inhibition studies of the a-carbonic anhydrase from Helicobacter pylori. A new target for developing sulfonamide and sulfamate gastric drugs. J Med Chem 49:2117-2126. doi:10.1021/jm0512600
    • (2006) J Med Chem , vol.49 , pp. 2117-2126
    • Nishimori, I.1    Minakuchi, T.2    Morimoto, K.3    Sano, S.4    Onischi, S.5    Takeuchi, H.6    Vullo, D.7    Scozzafava, A.8    Supuran, C.T.9
  • 17
    • 33644811878 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: Cloning and sulfonamide inhibition studies of a carboxyterminal truncated α-carbonic anhydrase from Helicobacter pylori
    • DOI 10.1016/j.bmcl.2006.01.044, PII S0960894X06000801
    • Nishimori I, Vullo D, Minakuchi T, Morimoto K, Onishi S, Scozzafava A, Supuran CT (2006) Carbonic anhydrase inhibitors: cloning and sulfonamide inhibition studies of a carboxy terminal truncated a-carbonic anhydrase from Helicobacter pylori. Bioorg Med Chem Lett 16:2182-2188. doi:10.1016/j.bmcl.2006. 01.044 (Pubitemid 43351075)
    • (2006) Bioorganic and Medicinal Chemistry Letters , vol.16 , Issue.8 , pp. 2182-2188
    • Nishimori, I.1    Vullo, D.2    Minakuchi, T.3    Morimoto, K.4    Onishi, S.5    Scozzafava, A.6    Supuran, C.T.7
  • 19
    • 3442883664 scopus 로고    scopus 로고
    • Carbonic anhydrases: current state of the art, therapeutic applications and future prospects
    • doi:10. 1080/14756360410001689540
    • Pastorekova S, Parkkila S, Pastorek J, SupuranCT (2004) Carbonic anhydrases: current state of the art, therapeutic applications and future prospects. J Enzyme Inhib Med Chem 19:199-229. doi:10. 1080/14756360410001689540
    • (2004) J Enzyme Inhib Med Chem , vol.19 , pp. 199-229
    • Pastorekova, S.1    Parkkila, S.2    Pastorek, J.3    Supuran, C.T.4
  • 22
    • 42149137302 scopus 로고    scopus 로고
    • Carbonic anhydrases-an overview
    • Supuran CT (2008) Carbonic anhydrases-an overview. Curr Pharm Des 14:603-614. http://www.bentham.org/cpd/contabs/cpd14-7. htm#2
    • (2008) Curr Pharm Des , vol.14 , pp. 603-614
    • Supuran, C.T.1
  • 23
    • 34250171776 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: The β-carbonic anhydrase from Helicobacter pylori is a new target for sulfonamide and sulfamate inhibitors
    • DOI 10.1016/j.bmcl.2007.04.063, PII S0960894X07004830
    • Nishimori I, Minakuchi T, Kohsaki T, Onishi S, Takeuchi H, Vullo D, Scozzafava A, Supuran CT (2007) Carbonic anhydrase inhibitors: the beta-carbonic anhydrase from Helicobacter pylori is a new target for sulfonamide and sulfamate inhibitors. Bioorg Med Chem Lett 17:3585-3594. doi:10.1016/j.bmcl. 2007.04.063 (Pubitemid 46898819)
    • (2007) Bioorganic and Medicinal Chemistry Letters , vol.17 , Issue.13 , pp. 3585-3594
    • Nishimori, I.1    Minakuchi, T.2    Kohsaki, T.3    Onishi, S.4    Takeuchi, H.5    Vullo, D.6    Scozzafava, A.7    Supuran, C.T.8
  • 24
    • 60549085611 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors. Comparison of chlorthalidone and indapamide X-ray crystal structures in adducts with isozyme II: when three water molecules and the keto-enol tautomerism make the difference
    • doi:10.1021/jm801386n
    • Temperini C, Cecchi A, Scozzafava A, Supuran CT (2009) Carbonic anhydrase inhibitors. Comparison of chlorthalidone and indapamide X-ray crystal structures in adducts with isozyme II: when three water molecules and the keto-enol tautomerism make the difference. J Med Chem 52:322-328. doi:10.1021/jm801386n
    • (2009) J Med Chem , vol.52 , pp. 322-328
    • Temperini, C.1    Cecchi, A.2    Scozzafava, A.3    Supuran, C.T.4
  • 25
    • 65249143786 scopus 로고    scopus 로고
    • Molecular cloning, characterization, and inhibition studies of the Rv1284 β-carbonic anhydrase from Mycobacterium tuberculosis with sulfonamides and a sulfamate
    • doi:10.1021/jm9000488
    • Minakuchi T, Nishimori I, Vullo D, Scozzafava A, Supuran CT (2009) Molecular cloning, characterization, and inhibition studies of the Rv1284 β-carbonic anhydrase from Mycobacterium tuberculosis with sulfonamides and a sulfamate. J Med Chem 52:2226-2232. doi:10.1021/jm9000488
    • (2009) J Med Chem , vol.52 , pp. 2226-2232
    • Minakuchi, T.1    Nishimori, I.2    Vullo, D.3    Scozzafava, A.4    Supuran, C.T.5
  • 26
    • 65649098775 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors. Cloning, characterization, and inhibition studies of a new β-carbonic anhydrase from Mycobacterium tuberculosis
    • doi:10.1021/jm9003126
    • Nishimori I, Minakuchi T, Vullo D, Scozzafava A, Innocenti A, Supuran CT (2009) Carbonic anhydrase inhibitors. Cloning, characterization, and inhibition studies of a new β-carbonic anhydrase from Mycobacterium tuberculosis. J Med Chem 52:3116-3120. doi:10.1021/jm9003126
    • (2009) J Med Chem , vol.52 , pp. 3116-3120
    • Nishimori, I.1    Minakuchi, T.2    Vullo, D.3    Scozzafava, A.4    Innocenti, A.5    Supuran, C.T.6
  • 28
    • 0000898845 scopus 로고
    • An analysis of variance test for normality
    • doi:10.1093/biomet/52.3-4.591
    • Shapiro SS, Wilk MB (1965) An analysis of variance test for normality. Biometrika 52:591-599. doi:10.1093/biomet/52.3-4.591
    • (1965) Biometrika , vol.52 , pp. 591-599
    • Shapiro, S.S.1    Wilk, M.B.2
  • 29
    • 77954690545 scopus 로고    scopus 로고
    • Analyse-it for Microsoft Excel, (version 2.20) Analyse-it Software Ltd
    • Analyse-it for Microsoft Excel (2009) (version 2.20) Analyse-it Software Ltd. http://www.analyse-it.com
    • (2009)
  • 30
    • 0042970262 scopus 로고    scopus 로고
    • A combinatorial approach to the variable selection in multiple linear regression: Analysis of Selwood et al Data Set-A case study
    • doi:10.1002/qsar.200330814
    • Prabhakar YS (2003) A combinatorial approach to the variable selection in multiple linear regression: analysis of Selwood et al. Data Set-a case study. QSAR Comb Sci 22:583-595. doi:10. 1002/qsar.200330814
    • (2003) QSAR Comb Sci , vol.22 , pp. 583-595
    • Prabhakar, Y.S.1
  • 31
    • 33244477896 scopus 로고    scopus 로고
    • A high dimensional QSAR study on the aldose reductase inhibitory activity of some flavones: Topological descriptors in modeling the activity
    • DOI 10.1021/ci050060u
    • Prabhakar YS, Gupta MK, Roy N, Venkateswarlu Y (2006) A high dimensional QSAR study on the Aldose Reductase inhibitory activity of some flavones: topological descriptors in modeling the activity. J Chem Inf Model 46:86-92. doi:10.1021/ci050060u (Pubitemid 43282102)
    • (2006) Journal of Chemical Information and Modeling , vol.46 , Issue.1 , pp. 86-92
    • Prabhakar, Y.S.1    Gupta, M.K.2    Roy, N.3    Venkateswarlu, Y.4
  • 32
    • 54049104416 scopus 로고    scopus 로고
    • QSARstudy about ATP-sensitive potassium channel activation of cromakalim analogues using CP-MLR approach
    • doi:10.1016/j.ejmech.2008.01.020
    • Sharma S, PrabhakarYS, Singh P, SharmaBK (2008) QSARstudy about ATP-sensitive potassium channel activation of cromakalim analogues using CP-MLR approach. Eur J Med Chem 43:2354-2360. doi:10.1016/j.ejmech.2008.01.020
    • (2008) Eur J Med Chem , vol.43 , pp. 2354-2360
    • Sharma, S.1    Prabhakar, Y.S.2    Singh, P.3    Sharma, B.K.4
  • 33
    • 61349134124 scopus 로고    scopus 로고
    • 6- substituted-4'-thioadenosine-5'-uronamide
    • doi:10.1016/j.ejmech.2008.09.022
    • Sharma S, Sharma BK, Sharma SK, Singh P, Prabhakar YS (2009) Topological descriptors inmodeling the agonistic activity of human A3 adenosine receptor ligands: the derivatives of 2-chloro- N6-substituted-4'-thioadenosine-5'- uronamide. Eur J Med Chem 44:1377-1382. doi:10.1016/j.ejmech.2008.09.022
    • (2009) Eur J Med Chem , vol.44 , pp. 1377-1382
    • Sharma, S.1    Sharma, B.K.2    Sharma, S.K.3    Singh, P.4    Prabhakar, Y.S.5
  • 34
    • 58949092759 scopus 로고    scopus 로고
    • Topological descriptors in modeling malonyl coenzyme A decarboxylase inhibitory activity: N-Alkyl-N-(1,1,1,3,3,3-hexafluoro-2-hy- droxypropylphenyl)amide derivatives
    • doi:10.1080/14756360801915336
    • Singh P, Kumar R, Sharma BK, Prabhakar YS (2009) Topological descriptors in modeling malonyl coenzyme A decarboxylase inhibitory activity: N-Alkyl-N-(1,1,1,3,3,3-hexafluoro-2-hy- droxypropylphenyl)amide derivatives. J Enzyme InhibMed Chem 24:77-85. doi:10.1080/14756360801915336
    • (2009) J Enzyme InhibMed Chem , vol.24 , pp. 77-85
    • Singh, P.1    Kumar, R.2    Sharma, B.K.3    Prabhakar, Y.S.4
  • 35
    • 58949094665 scopus 로고    scopus 로고
    • Modeling of vascular endothelial growth factor receptor 2 (VEGFR2) kinase inhibitory activity of 2-anilino-5-aryloxazoles using chemometric tools
    • doi:10.1080/14756360801915351
    • Sharma BK, Sharma SK, Singh P, Sharma S, Prabhakar YS (2009) Modeling of vascular endothelial growth factor receptor 2 (VEGFR2) kinase inhibitory activity of 2-anilino-5-aryloxazoles using chemometric tools. J Enzyme Inhib Med Chem 24:86-93. doi:10.1080/14756360801915351
    • (2009) J Enzyme Inhib Med Chem , vol.24 , pp. 86-93
    • Sharma, B.K.1    Sharma, S.K.2    Singh, P.3    Sharma, S.4    Prabhakar, Y.S.5
  • 36
    • 0031434910 scopus 로고    scopus 로고
    • Three-dimensional quantitative structure-activity relationships from molecular similarity matrices and genetic neural networks. 1. Method and validations
    • DOI 10.1021/jm970487v
    • So S-S, Karplus M (1997) Three-dimensional quantitative structure- activity relationship from molecular similarity matrices and genetic neural networks. 1. Method and validation. J Med Chem 40:4347-4359. doi:10.1021/jm970487v (Pubitemid 28042314)
    • (1997) Journal of Medicinal Chemistry , vol.40 , Issue.26 , pp. 4347-4359
    • So, S.-S.1    Karplus, M.2
  • 37
    • 8544239371 scopus 로고    scopus 로고
    • CP-MLR/PLS directed structure-activity modeling of the HIV-1 RT inhibitory activity of 2,3-diaryl-1,3-thiazolidin-4-ones
    • DOI 10.1002/qsar.200330854
    • Prabhakar YS, Solomon VR, Rawal RK, Gupta MK, Katti SB (2004) CP-MLR/PLS directed structure-activity modeling of the HIV-1 RT inhibitory activity of 2,3-Diaryl-1,3-thiazolidin-4-ones. QSAR Comb Sci 23:234-244. doi:10.1002/qsar.200330854 (Pubitemid 39490415)
    • (2004) QSAR and Combinatorial Science , vol.23 , Issue.4 , pp. 234-244
    • Prabhakar, Y.S.1    Solomon, V.R.2    Rawal, R.K.3    Gupta, M.K.4    Katti, S.B.5
  • 38
    • 0000501656 scopus 로고
    • Information theory and an extension of the minimum likelihood principle
    • In: Petrov BN, Csaki F (eds). AkademiaiKiado, Budapest
    • Akaike H (1973) Information theory and an extension of the minimum likelihood principle. In: Petrov BN, Csaki F (eds) Second international symposium on information theory. AkademiaiKiado, Budapest, pp 267-281
    • (1973) Second International Symposium on Information Theory , pp. 267-281
    • Akaike, H.1
  • 39
    • 0016355478 scopus 로고
    • A new look at the statistical identification model
    • Akaike H (1974) A new look at the statistical identification model. IEEE Trans Automat Contr AC-19:716-723. http:// ieeexplore.ieee.org/xpl/tocresult. jsp?isYear=1974&isnumber= 24140&Submit32=View+Contents
    • (1974) IEEE Trans Automat Contr AC-19 , pp. 716-723
    • Akaike, H.1
  • 40
    • 0028046665 scopus 로고
    • Variable selection in QSAR studies I. An evolutionary algorithm
    • doi:10. 1002/qsar.19940130306
    • Kubinyi H (1994) Variable selection in QSAR studies. I. An evolutionary algorithm. Quant Struct-Act Relat 13:285-294. doi:10. 1002/qsar.19940130306
    • (1994) Quant Struct-Act Relat , vol.13 , pp. 285-294
    • Kubinyi, H.1
  • 41
    • 0028597381 scopus 로고
    • Variable selection in QSAR studies. II. A highly efficient combination of systematic search and evolution
    • doi:10.1002/qsar.19940130403
    • Kubinyi H (1994) Variable selection in QSAR studies. II. A highly efficient combination of systematic search and evolution. Quant Struct-Act Relat 13:393-401. doi:10.1002/qsar.19940130403
    • (1994) Quant Struct-Act Relat , vol.13 , pp. 393-401
    • Kubinyi, H.1
  • 42
    • 77954690462 scopus 로고
    • In: Technical report no. 102. Laboratory for computational statistics. Stanford University, Stanford
    • Friedman J (1990) In: Technical report no. 102. Laboratory for computational statistics. Stanford University, Stanford
    • (1990)
    • Friedman, J.1
  • 43
    • 67249129284 scopus 로고    scopus 로고
    • On two novel parameters for predictive QSAR models
    • doi:10. 3390/molecules14051660
    • Roy PP, Paul S, Mitra M, Roy K (2009) On two novel parameters for predictive QSAR models. Molecules 14:1660-1701. doi:10. 3390/molecules14051660
    • (2009) Molecules , vol.14 , pp. 1660-1701
    • Roy, P.P.1    Paul, S.2    Mitra, M.3    Roy, K.4
  • 44
    • 34250628103 scopus 로고    scopus 로고
    • Principles of QSAR models validation: Internal and external
    • doi:10.1002/qsar. 200610151
    • Gramatica P (2007) Principles of QSAR models validation: internal and external. QSAR Comb Sci 26:694-701. doi:10.1002/qsar. 200610151
    • (2007) QSAR Comb Sci , vol.26 , pp. 694-701
    • Gramatica, P.1
  • 45
    • 0026340858 scopus 로고
    • Outliers: Their origin and use in the classification of molecular mechanisms of toxicity
    • doi:10.1016/0048-9697(91)90175-E
    • Lipnick RL (1991) Outliers: their origin and use in the classification of molecular mechanisms of toxicity. Sci Total Environ 109:131-153. doi:10.1016/0048-9697(91)90175-E
    • (1991) Sci Total Environ , vol.109 , pp. 131-153
    • Lipnick, R.L.1
  • 47
    • 0043132440 scopus 로고    scopus 로고
    • Methods for reliability and uncertainty assessment and for applicability evaluations of classificationand regression-based QSARs
    • doi:10.1289/ehp.5758
    • Eriksson L, Jaworska J, Worth AP, Cronin MTD, McDowell RM, Gramatica P (2003) Methods for reliability and uncertainty assessment and for applicability evaluations of classificationand regression-based QSARs. Environ Health Perspect 111: 1361-1375. doi:10.1289/ehp.5758
    • (2003) Environ Health Perspect , vol.111 , pp. 1361-1375
    • Eriksson, L.1    Jaworska, J.2    Worth, A.P.3    Cronin, M.T.D.4    McDowell, R.M.5    Gramatica, P.6


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