메뉴 건너뛰기




Volumn 24, Issue 1, 2013, Pages 303-331

QSPR with extended topochemical atom (ETA) indices. 4. Modeling aqueous solubility of drug like molecules and agrochemicals following OECD guidelines

Author keywords

Agrochemical; Aqueous solubility; Drug; ETA; QSPR; Topological

Indexed keywords


EID: 84873079919     PISSN: 10400400     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11224-012-0080-5     Document Type: Article
Times cited : (16)

References (91)
  • 1
    • 0031024171 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • 10.1016/S0169-409X(96)00423-1 1:CAS:528:DyaK2sXktlKlsQ%3D%3D
    • Lipinski CA, Lombardo F, Dominy BW, Feeney PJ (1997) Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliv Rev 23:3-25
    • (1997) Adv Drug Deliv Rev , vol.23 , pp. 3-25
    • Lipinski, C.A.1    Lombardo, F.2    Dominy, B.W.3    Feeney, P.J.4
  • 2
    • 0345732338 scopus 로고    scopus 로고
    • Physical and molecular properties of agrochemicals: An analysis of screen inputs, hits, leads and products
    • 10.2533/000942903777678641 1:CAS:528:DC%2BD3sXhtVWgsLrM
    • Clarke ED, Delaney JS (2003) Physical and molecular properties of agrochemicals: an analysis of screen inputs, hits, leads and products. Chimia 57:731-734
    • (2003) Chimia , vol.57 , pp. 731-734
    • Clarke, E.D.1    Delaney, J.S.2
  • 3
    • 0037196325 scopus 로고    scopus 로고
    • Prediction of aqueous solubility of drugs and pesticides with COSMO-RS
    • 10.1002/jcc.1168 1:CAS:528:DC%2BD38XksFSgsg%3D%3D
    • Klamt A, Eckert F, Hornig M, Beck ME, Bürger T (2002) Prediction of aqueous solubility of drugs and pesticides with COSMO-RS. J Comput Chem 23:275-281
    • (2002) J Comput Chem , vol.23 , pp. 275-281
    • Klamt, A.1    Eckert, F.2    Hornig, M.3    Beck, M.E.4    Bürger, T.5
  • 4
    • 0035470268 scopus 로고    scopus 로고
    • Prediction of aqueous solubility of heteroatom-containing organic compounds from molecular structure
    • 10.1021/ci010035y 1:CAS:528:DC%2BD3MXltFCnu7Y%3D
    • McElroy NR, Jurs PC (2001) Prediction of aqueous solubility of heteroatom-containing organic compounds from molecular structure. J Chem Inf Comput Sci 41:1237-1247
    • (2001) J Chem Inf Comput Sci , vol.41 , pp. 1237-1247
    • McElroy, N.R.1    Jurs, P.C.2
  • 5
    • 24944547571 scopus 로고    scopus 로고
    • Why drugs fail - A study on side effects in new chemical entities
    • 10.2174/138161205774414510 1:CAS:528:DC%2BD2MXhtVWrs7rE
    • Schuster D, Laggner C, Langer T (2005) Why drugs fail-a study on side effects in new chemical entities. Curr Pharm Des 11:3545-3559
    • (2005) Curr Pharm des , vol.11 , pp. 3545-3559
    • Schuster, D.1    Laggner, C.2    Langer, T.3
  • 7
    • 33646115186 scopus 로고    scopus 로고
    • Biological assay challenges from compound solubility: Strategies for bioassay optimisation
    • 10.1016/j.drudis.2006.03.004 1:CAS:528:DC%2BD28XjvVGns7g%3D
    • Di L, Kerns EH (2006) Biological assay challenges from compound solubility: strategies for bioassay optimisation. Drug Discovery Today 11:446-451
    • (2006) Drug Discovery Today , vol.11 , pp. 446-451
    • Di, L.1    Kerns, E.H.2
  • 8
    • 0037061628 scopus 로고    scopus 로고
    • A common mechanism underlying promiscuous inhibitors from virtual and high throughput screening
    • 10.1021/jm010533y 1:CAS:528:DC%2BD38Xhslegtrk%3D
    • McGovern SL, Caselli E, Grigorieff N, Shoichet BK (2002) A common mechanism underlying promiscuous inhibitors from virtual and high throughput screening. J Med Chem 45:1712-1722
    • (2002) J Med Chem , vol.45 , pp. 1712-1722
    • McGovern, S.L.1    Caselli, E.2    Grigorieff, N.3    Shoichet, B.K.4
  • 9
    • 0035953319 scopus 로고    scopus 로고
    • Property-based design: Optimization of drug absorption and pharmacokinetics
    • 10.1021/jm000084m
    • van de Waterbeemd H, Smith DA, Beaumont K, Walker DK (2001) Property-based design: optimization of drug absorption and pharmacokinetics. J Med Chem 44:1-21
    • (2001) J Med Chem , vol.44 , pp. 1-21
    • Van De Waterbeemd, H.1    Smith, D.A.2    Beaumont, K.3    Walker, D.K.4
  • 10
    • 0345424863 scopus 로고    scopus 로고
    • Center for Drug Evaluation and Research Rockville, MD, CDER/FDA Accessed 26 April 2012
    • Center for Drug Evaluation and Research (2000) Guidance for industry. Rockville, MD, CDER/FDA. http://www.fda.gov/downloads/Drugs/ GuidanceComplianceRegulatoryInformation/Guidances/ucm070246.pdf. Accessed 26 April 2012
    • (2000) Guidance for Industry
  • 12
    • 34447536520 scopus 로고    scopus 로고
    • When poor solubility becomes an issue: From early stage to proof of concept
    • 10.1016/j.ejps.2007.05.110 1:CAS:528:DC%2BD2sXotVagsbg%3D
    • Stegemann S, Leveiller F, Franchi D, de Jong H, Lindén H (2007) When poor solubility becomes an issue: from early stage to proof of concept. Eur J Pharm Sci 31:249-261
    • (2007) Eur J Pharm Sci , vol.31 , pp. 249-261
    • Stegemann, S.1    Leveiller, F.2    Franchi, D.3    De Jong, H.4    Lindén, H.5
  • 13
    • 0033855942 scopus 로고    scopus 로고
    • The relative toxicity of compounds in mainstream cigarette smoke condensate
    • 10.1016/S0278-6915(00)00051-X 1:CAS:528:DC%2BD3cXlt1Giu7Y%3D
    • Smith CJ, Hansch C (2000) The relative toxicity of compounds in mainstream cigarette smoke condensate. Food Chem Toxicol 38:637-646
    • (2000) Food Chem Toxicol , vol.38 , pp. 637-646
    • Smith, C.J.1    Hansch, C.2
  • 14
    • 67949098989 scopus 로고    scopus 로고
    • Plant protection products and their sustainable and environmentally friendly use
    • Pogãcean MP, Gavrilescu M (2009) Plant protection products and their sustainable and environmentally friendly use. Environ Eng Manag J 8:607-627
    • (2009) Environ Eng Manag J , vol.8 , pp. 607-627
    • Pogãcean, M.P.1    Gavrilescu, M.2
  • 15
    • 0036447498 scopus 로고    scopus 로고
    • Use and fate of pesticides in the Amazon State, Brazil. Risk to human health and the environment
    • 10.1007/BF02987596
    • Waichman AV, Römbke J, Ribeiro MOA, Nina NCS (2002) Use and fate of pesticides in the Amazon State, Brazil. Risk to human health and the environment. Environ Sci Pollut Res 9:423-428
    • (2002) Environ Sci Pollut Res , vol.9 , pp. 423-428
    • Waichman, A.V.1    Römbke, J.2    Ribeiro, M.O.A.3    Nina, N.C.S.4
  • 16
    • 0035138216 scopus 로고    scopus 로고
    • Estimation of the aqueous solubility I: Application to organic nonelectrolytes
    • 10.1002/1520-6017(200102)90:2<234: AID-JPS14>3.0.CO;2-V 1:CAS:528:DC%2BD3MXht1yktbo%3D
    • Jain N, Yalkowsky SH (2001) Estimation of the aqueous solubility I: application to organic nonelectrolytes. J Pharm Sci 90:234-252
    • (2001) J Pharm Sci , vol.90 , pp. 234-252
    • Jain, N.1    Yalkowsky, S.H.2
  • 17
    • 34548014048 scopus 로고    scopus 로고
    • Computational approaches to determine drug solubility
    • 10.1016/j.addr.2007.05.005 1:CAS:528:DC%2BD2sXpsFGksr4%3D
    • Faller B, Ertl P (2007) Computational approaches to determine drug solubility. Adv Drug Deliv Rev 59:533-545
    • (2007) Adv Drug Deliv Rev , vol.59 , pp. 533-545
    • Faller, B.1    Ertl, P.2
  • 18
    • 0033955479 scopus 로고    scopus 로고
    • Prediction of aqueous solubility in drug design
    • 1:CAS:528:DC%2BD3cXht1ylsr4%3D
    • Taskinen J (2000) Prediction of aqueous solubility in drug design. Curr Opin Drug Discov Dev 3:102-107
    • (2000) Curr Opin Drug Discov Dev , vol.3 , pp. 102-107
    • Taskinen, J.1
  • 19
    • 0037204544 scopus 로고    scopus 로고
    • Prediction of drug solubility from structure
    • 10.1016/S0169-409X(02)00008-X
    • Jorgensena WL, Duffy EM (2002) Prediction of drug solubility from structure. Adv Drug Deliv Rev 54:355-366
    • (2002) Adv Drug Deliv Rev , vol.54 , pp. 355-366
    • Jorgensena, W.L.1    Duffy, E.M.2
  • 21
    • 84958742166 scopus 로고    scopus 로고
    • Guidance document on the validation of (quantitative) structure-activity relationship [(Q)SAR] models Accessed 26 April 2012
    • OECD Environment Health and Safety Publications Series on Testing and Assessment No. 69 (2007) Guidance document on the validation of (quantitative) structure-activity relationship [(Q)SAR] models. http://www.oecd.org/ officialdocuments/displaydocumentpdf/?cote=env/jm/mono(2007)2&doclanguage= en. Accessed 26 April 2012
    • (2007) OECD Environment Health and Safety Publications Series on Testing and Assessment No. 69
  • 22
    • 33749994108 scopus 로고    scopus 로고
    • Solubility: It's not just for physical chemists
    • 10.1016/j.drudis.2006.09.002 1:CAS:528:DC%2BD28XhtFSktbzE
    • Bhattachar SN, Deschenes LA, Wesley JA (2006) Solubility: it's not just for physical chemists. Drug Discovery Today 11:1012-1018
    • (2006) Drug Discovery Today , vol.11 , pp. 1012-1018
    • Bhattachar, S.N.1    Deschenes, L.A.2    Wesley, J.A.3
  • 24
    • 0035526154 scopus 로고    scopus 로고
    • Comparison of two methods for predicting aqueous solubility
    • 10.1021/ci010298s 1:CAS:528:DC%2BD3MXns1Krurs%3D
    • Peterson DL, Yalkowski SH (2001) Comparison of two methods for predicting aqueous solubility. J Chem Inf Comput Sci 41:1531-1534
    • (2001) J Chem Inf Comput Sci , vol.41 , pp. 1531-1534
    • Peterson, D.L.1    Yalkowski, S.H.2
  • 25
    • 0035263415 scopus 로고    scopus 로고
    • Prediction of drug solubility by the general solubility equation (GSE)
    • 10.1021/ci000338c 1:CAS:528:DC%2BD3MXislKntA%3D%3D
    • Ran Y, Yalkowsky SH (2001) Prediction of drug solubility by the general solubility equation (GSE). J Chem Inf Comput Sci 41:354-357
    • (2001) J Chem Inf Comput Sci , vol.41 , pp. 354-357
    • Ran, Y.1    Yalkowsky, S.H.2
  • 26
    • 0035470283 scopus 로고    scopus 로고
    • Prediction of aqueous solubility of organic compounds by the general solubility equation (GSE)
    • Ran Y, Jain N, Yalkowsky SH (2001) Prediction of aqueous solubility of organic compounds by the general solubility equation (GSE). J Chem Inf Comput Sci 41:1207-1208
    • (2001) J Chem Inf Comput Sci , vol.41 , pp. 1207-1208
    • Ran, Y.1    Jain, N.2    Yalkowsky, S.H.3
  • 27
    • 0030056288 scopus 로고    scopus 로고
    • Improved method for estimating water solubility from octanol/water coefficient
    • 10.1002/etc.5620150205 1:CAS:528:DyaK28XpsFyntg%3D%3D
    • Meylan WM, Howard PH, Boethling RS (1996) Improved method for estimating water solubility from octanol/water coefficient. Environ Toxicol Chem 15:100-106
    • (1996) Environ Toxicol Chem , vol.15 , pp. 100-106
    • Meylan, W.M.1    Howard, P.H.2    Boethling, R.S.3
  • 28
    • 0033815655 scopus 로고    scopus 로고
    • Estimating log P with atom/fragments and water solubility with logP
    • 10.1023/A:1008715521862 1:CAS:528:DC%2BD3cXnslaitbk%3D
    • Meylan WM, Howard PH (2000) Estimating log P with atom/fragments and water solubility with logP. Perspect Drug Discovery Des 19:67-84
    • (2000) Perspect Drug Discovery des , vol.19 , pp. 67-84
    • Meylan, W.M.1    Howard, P.H.2
  • 29
    • 0026566715 scopus 로고
    • AQUAFAC 1: Aqueous Functional group activity coefficients: Application to hydrocarbons
    • 10.1016/0045-6535(92)90196-X 1:CAS:528:DyaK38XisFGju7c%3D
    • Myrdal P, Ward GH, Dannenfelser RM, Mishra DS, Yalkowsky SH (1992) AQUAFAC 1: aqueous Functional group activity coefficients: application to hydrocarbons. Chemosphere 24:1047-1061
    • (1992) Chemosphere , vol.24 , pp. 1047-1061
    • Myrdal, P.1    Ward, G.H.2    Dannenfelser, R.M.3    Mishra, D.S.4    Yalkowsky, S.H.5
  • 30
    • 0025891084 scopus 로고
    • A new predictive equation for the solubility of drugs based on the thermodynamics of mobile disorder
    • 10.1023/A:1015891126287 1:CAS:528:DyaK3MXkvF2is7s%3D
    • Ruelle P, Rey-Mermet C, Buchmann M, Nam-Tran H, Kesselring U, Huyskens P (1991) A new predictive equation for the solubility of drugs based on the thermodynamics of mobile disorder. Pharm Res 8:840-850
    • (1991) Pharm Res , vol.8 , pp. 840-850
    • Ruelle, P.1    Rey-Mermet, C.2    Buchmann, M.3    Nam-Tran, H.4    Kesselring, U.5    Huyskens, P.6
  • 31
    • 80051816061 scopus 로고    scopus 로고
    • On some novel extended topochemical atom (ETA) parameters for effective encoding of chemical information and modeling of fundamental physicochemical properties
    • 10.1080/1062936X.2011.569900 1:CAS:528:DC%2BC3MXhtVCrt73P
    • Roy K, Das RN (2011) On some novel extended topochemical atom (ETA) parameters for effective encoding of chemical information and modeling of fundamental physicochemical properties. SAR QSAR Environ Res 22:451-472
    • (2011) SAR QSAR Environ Res , vol.22 , pp. 451-472
    • Roy, K.1    Das, R.N.2
  • 32
    • 13544270908 scopus 로고    scopus 로고
    • Predicting aqueous solubility from structure
    • 10.1016/S1359-6446(04)03365-3 1:CAS:528:DC%2BD2MXhtlajsbs%3D
    • Delaney JS (2005) Predicting aqueous solubility from structure. Drug Discovery Today 10:289-295
    • (2005) Drug Discovery Today , vol.10 , pp. 289-295
    • Delaney, J.S.1
  • 33
    • 0035026140 scopus 로고    scopus 로고
    • Estimation of aqueous solubility in drug design
    • 1:CAS:528:DC%2BD3MXkt1Crt7k%3D
    • Huuskonen J (2001) Estimation of aqueous solubility in drug design. Comb Chem HTS 4:311-316
    • (2001) Comb Chem HTS , vol.4 , pp. 311-316
    • Huuskonen, J.1
  • 34
    • 47349119393 scopus 로고    scopus 로고
    • Prediction of drug solubility from molecular structure using a drug-like training set
    • 10.1080/10629360802083855 1:CAS:528:DC%2BD1cXns1Olsbo%3D
    • Huuskonen J, Livingstone DJ, Manallack DT (2008) Prediction of drug solubility from molecular structure using a drug-like training set. SAR QSAR Env Res 19:191-212
    • (2008) SAR QSAR Env Res , vol.19 , pp. 191-212
    • Huuskonen, J.1    Livingstone, D.J.2    Manallack, D.T.3
  • 37
    • 84873080224 scopus 로고    scopus 로고
    • CambridgeSoft Corporation (2012) Cambridge USA Accessed 26 April 2012
    • CambridgeSoft Corporation (2012) Cambridge USA, http://chemfinder. cambridgesoft.com/. Accessed 26 April 2012
  • 38
    • 84873082972 scopus 로고    scopus 로고
    • Syracuse Research Corporation (2012) Syracuse, USA Accessed 26 April 2012
    • Syracuse Research Corporation (2012) Syracuse, USA, http://www.syrres. com/esc/physprop.htm. Accessed 26 April 2012
  • 42
    • 1842778639 scopus 로고    scopus 로고
    • Introduction of extended topochemical atom (ETA) indices in the valence electron mobile (VEM) environment as tools for QSAR/QSPR studies
    • 1:CAS:528:DC%2BD2cXhtlOkur0%3D
    • Roy K, Ghosh G (2003) Introduction of extended topochemical atom (ETA) indices in the valence electron mobile (VEM) environment as tools for QSAR/QSPR studies. Internet Electron J Mol Des 2:599-620
    • (2003) Internet Electron J Mol des , vol.2 , pp. 599-620
    • Roy, K.1    Ghosh, G.2
  • 43
    • 1842740163 scopus 로고    scopus 로고
    • Introduction of extended topochemical atom (ETA) Indices in the valence electron mobile (VEM) environment as tools for QSAR/QSPR studies QSTR with extended topochemical atom indices. 2. Fish toxicity of substituted benzenes
    • 10.1021/ci0342066 1:CAS:528:DC%2BD2cXitFOhuw%3D%3D
    • Roy K, Ghosh G (2004) Introduction of extended topochemical atom (ETA) Indices in the valence electron mobile (VEM) environment as tools for QSAR/QSPR studies QSTR with extended topochemical atom indices. 2. Fish toxicity of substituted benzenes. J Chem Inf Comput Sci 44:559-567
    • (2004) J Chem Inf Comput Sci , vol.44 , pp. 559-567
    • Roy, K.1    Ghosh, G.2
  • 44
    • 4744367493 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom indices: 3. Toxicity of nitrobenzenes to Tetrahymena pyriformis
    • 10.1002/qsar.200330864 1:CAS:528:DC%2BD2cXks1ymu7o%3D
    • Roy K, Ghosh G (2004) QSTR with extended topochemical atom indices: 3. Toxicity of nitrobenzenes to Tetrahymena pyriformis. QSAR Comb Sci 23:99-108
    • (2004) QSAR Comb Sci , vol.23 , pp. 99-108
    • Roy, K.1    Ghosh, G.2
  • 45
    • 4744372184 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom indices: 4. Modeling of the acute toxicity of phenylsulfonyl carboxylates to Vibrio fischeri using principal component factor analysis and principal component regression analysis
    • 10.1002/qsar.200430891 1:CAS:528:DC%2BD2cXotlGktbw%3D
    • Roy K, Ghosh G (2004) QSTR with extended topochemical atom indices: 4. Modeling of the acute toxicity of phenylsulfonyl carboxylates to Vibrio fischeri using principal component factor analysis and principal component regression analysis. QSAR Comb Sci 23:526-535
    • (2004) QSAR Comb Sci , vol.23 , pp. 526-535
    • Roy, K.1    Ghosh, G.2
  • 46
    • 12844253788 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom indices. Part 5. Modeling of the acute toxicity of phenylsulfonyl carboxylates to Vibrio fischeri using genetic function approximation
    • 10.1016/j.bmc.2004.11.014 1:CAS:528:DC%2BD2MXmvFWnsQ%3D%3D
    • Roy K, Ghosh G (2005) QSTR with extended topochemical atom indices. Part 5. Modeling of the acute toxicity of phenylsulfonyl carboxylates to Vibrio fischeri using genetic function approximation. Bioorg Med Chem 13:1185-1194
    • (2005) Bioorg Med Chem , vol.13 , pp. 1185-1194
    • Roy, K.1    Ghosh, G.2
  • 47
    • 33644772718 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom (ETA) indices: VI. Acute toxicity of benzene derivatives to tadpoles (Rana japonica)
    • 10.1007/s00894-005-0033-7 1:CAS:528:DC%2BD28XktVGjsrY%3D
    • Roy K, Ghosh G (2006) QSTR with extended topochemical atom (ETA) indices: vI. Acute toxicity of benzene derivatives to tadpoles (Rana japonica). J Mol Model 12:306-316
    • (2006) J Mol Model , vol.12 , pp. 306-316
    • Roy, K.1    Ghosh, G.2
  • 48
    • 33646271362 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom indices: 7. QSAR of substituted benzenes to Saccharomyces cerevisiae
    • 10.1002/qsar.200530172 1:CAS:528:DC%2BD28XksFWktLg%3D
    • Roy K, Sanyal I (2006) QSTR with extended topochemical atom indices: 7. QSAR of substituted benzenes to Saccharomyces cerevisiae. QSAR Comb Sci 25:359-371
    • (2006) QSAR Comb Sci , vol.25 , pp. 359-371
    • Roy, K.1    Sanyal, I.2
  • 49
    • 33750412371 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom (ETA) indices: 8. QSAR for the inhibition of substituted phenols on germination rate of Cucumis sativus using chemometric tools
    • 10.1002/qsar.200510211 1:CAS:528:DC%2BD28XhtFKksbbE
    • Roy K, Ghosh G (2006) QSTR with extended topochemical atom (ETA) indices: 8. QSAR for the inhibition of substituted phenols on germination rate of Cucumis sativus using chemometric tools. QSAR Comb Sci 25:846-859
    • (2006) QSAR Comb Sci , vol.25 , pp. 846-859
    • Roy, K.1    Ghosh, G.2
  • 50
    • 35549005726 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom (ETA) indices: 9. Comparative QSAR for the toxicity of diverse functional organic compounds to Chlorella vulgaris using chemometric tools
    • 10.1016/j.chemosphere.2007.07.037 1:CAS:528:DC%2BD2sXht1KrtbnP
    • Roy K, Ghosh G (2007) QSTR with extended topochemical atom (ETA) indices: 9. Comparative QSAR for the toxicity of diverse functional organic compounds to Chlorella vulgaris using chemometric tools. Chemosphere 70:1-12
    • (2007) Chemosphere , vol.70 , pp. 1-12
    • Roy, K.1    Ghosh, G.2
  • 51
    • 54249167492 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom indices: 10. Modeling of toxicity of organic chemicals to humans using different chemometric tools
    • 10.1111/j.1747-0285.2008.00712.x 1:CAS:528:DC%2BD1cXhtlOqtbzM
    • Roy K, Ghosh G (2008) QSTR with extended topochemical atom indices: 10. Modeling of toxicity of organic chemicals to humans using different chemometric tools. Chem Biol Drug Des 72:383-394
    • (2008) Chem Biol Drug des , vol.72 , pp. 383-394
    • Roy, K.1    Ghosh, G.2
  • 52
    • 70449100468 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom (ETA) indices. 11. Comparative QSAR of acute NSAID cytotoxicity in rat hepatocytes using chemometric tools
    • 10.1080/08927020902744664 1:CAS:528:DC%2BD1MXmtFKgsL0%3D
    • Roy K, Ghosh G (2009) QSTR with extended topochemical atom (ETA) indices. 11. Comparative QSAR of acute NSAID cytotoxicity in rat hepatocytes using chemometric tools. Mol Simul 35:648-659
    • (2009) Mol Simul , vol.35 , pp. 648-659
    • Roy, K.1    Ghosh, G.2
  • 53
    • 71749119934 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom (ETA) indices. 12. QSAR for the toxicity of diverse aromatic compounds to Tetrahymena pyriformis using chemometric tools
    • 10.1016/j.chemosphere.2009.07.072 1:CAS:528:DC%2BD1MXht1ylsr7M
    • Roy K, Ghosh G (2009) QSTR with extended topochemical atom (ETA) indices. 12. QSAR for the toxicity of diverse aromatic compounds to Tetrahymena pyriformis using chemometric tools. Chemosphere 77:999-1009
    • (2009) Chemosphere , vol.77 , pp. 999-1009
    • Roy, K.1    Ghosh, G.2
  • 54
    • 70449134150 scopus 로고    scopus 로고
    • + channel blocking activity of diverse functional drugs using different chemometric tools
    • 10.1080/08927020903015379
    • + channel blocking activity of diverse functional drugs using different chemometric tools. Mol Simul 15:1256-1268
    • (2009) Mol Simul , vol.15 , pp. 1256-1268
    • Roy, K.1    Ghosh, G.2
  • 55
    • 77956438713 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom (ETA) indices. 14. QSAR modeling of toxicity of aromatic aldehydes to Tetrahymena pyriformis
    • 10.1016/j.jhazmat.2010.07.116 1:CAS:528:DC%2BC3cXhtFCht7%2FI
    • Roy K, Das RN (2010) QSTR with extended topochemical atom (ETA) indices. 14. QSAR modeling of toxicity of aromatic aldehydes to Tetrahymena pyriformis. J Hazard Mater 183:913-922
    • (2010) J Hazard Mater , vol.183 , pp. 913-922
    • Roy, K.1    Das, R.N.2
  • 56
    • 84857083392 scopus 로고    scopus 로고
    • QSTR with extended topochemical atom (ETA) indices. 15. Development of predictive models for toxicity of organic chemicals against fathead minnow using second generation ETA indices
    • 10.1080/1062936X.2011.645872 1:CAS:528:DC%2BC38Xhs1KnsLo%3D
    • Roy K, Das RN (2012) QSTR with extended topochemical atom (ETA) indices. 15. Development of predictive models for toxicity of organic chemicals against fathead minnow using second generation ETA indices. SAR QSAR Environ Res 23:125-140
    • (2012) SAR QSAR Environ Res , vol.23 , pp. 125-140
    • Roy, K.1    Das, R.N.2
  • 57
    • 33845429166 scopus 로고    scopus 로고
    • QSPR of the bio-concentration factors of nonionic organic compounds in fish using extended topochemical atom (ETA) indices
    • 10.1080/10629360601033499 1:CAS:528:DC%2BD2sXpsFSjsA%3D%3D
    • Roy K, Sanyal I, Roy PP (2006) QSPR of the bio-concentration factors of nonionic organic compounds in fish using extended topochemical atom (ETA) indices. SAR QSAR Environ Res 17:563-582
    • (2006) SAR QSAR Environ Res , vol.17 , pp. 563-582
    • Roy, K.1    Sanyal, I.2    Roy, P.P.3
  • 58
    • 34250640145 scopus 로고    scopus 로고
    • QSPR of n-octanol/water partition coefficient of non-ionic organic compounds using extended topochemical atom (ETA) indices
    • 10.1002/qsar.200530182
    • Roy K, Sanyal I, Ghosh G (2006) QSPR of n-octanol/water partition coefficient of non-ionic organic compounds using extended topochemical atom (ETA) indices. QSAR Comb Sci 25:629-646
    • (2006) QSAR Comb Sci , vol.25 , pp. 629-646
    • Roy, K.1    Sanyal, I.2    Ghosh, G.3
  • 59
    • 77957967208 scopus 로고    scopus 로고
    • Exploring QSARs with extended topochemical atom (ETA) indices for modeling chemical and drug toxicity
    • 10.2174/138161210792389270 1:CAS:528:DC%2BC3cXht1Kit77E
    • Roy K, Ghosh G (2010) Exploring QSARs with extended topochemical atom (ETA) indices for modeling chemical and drug toxicity. Curr Pharm Des 16:2625-2639
    • (2010) Curr Pharm des , vol.16 , pp. 2625-2639
    • Roy, K.1    Ghosh, G.2
  • 61
    • 84856802433 scopus 로고    scopus 로고
    • QSPR with extended topochemical atom (ETA) indices. Modeling of critical micelle concentration of non-ionic surfactants
    • 10.1016/j.ces.2012.01.005 1:CAS:528:DC%2BC38XjsFClsbc%3D
    • Roy K, Kabir H (2012) QSPR with extended topochemical atom (ETA) indices. Modeling of critical micelle concentration of non-ionic surfactants. Chem Engg Sci 73:86-98
    • (2012) Chem Engg Sci , vol.73 , pp. 86-98
    • Roy, K.1    Kabir, H.2
  • 62
    • 0005215819 scopus 로고
    • A new topochemical descriptor (TAU) in molecular connectivity concept: Part i - Aliphatic compounds
    • 1:CAS:528:DyaL1MXit12nsA%3D%3D
    • Pal DK, Sengupta C, De AU (1988) A new topochemical descriptor (TAU) in molecular connectivity concept: part I - aliphatic compounds. Ind J Chem 27B:734-739
    • (1988) Ind J Chem , vol.27 , pp. 734-739
    • Pal, D.K.1    Sengupta, C.2    De, A.U.3
  • 63
    • 0005215818 scopus 로고
    • Quantitative structure - Property relationships with TAU indices: Part i - Research octane numbers of alkane fuel molecules
    • 1:CAS:528:DyaK38Xoslejsw%3D%3D
    • Pal DK, Purkayastha SK, Sengupta C, De AU (1992) Quantitative structure - property relationships with TAU indices: part I - research octane numbers of alkane fuel molecules. Ind J Chem 31B:109-114
    • (1992) Ind J Chem , vol.31 , pp. 109-114
    • Pal, D.K.1    Purkayastha, S.K.2    Sengupta, C.3    De, A.U.4
  • 64
    • 1842728122 scopus 로고    scopus 로고
    • QSPR with TAU indices: Water solubility of diverse functional acyclic compounds
    • 1:CAS:528:DC%2BD3sXnvV2gur8%3D
    • Roy K, Saha A (2003) QSPR with TAU indices: water solubility of diverse functional acyclic compounds. Internet Electron J Mol Des 2:475-491
    • (2003) Internet Electron J Mol des , vol.2 , pp. 475-491
    • Roy, K.1    Saha, A.2
  • 65
    • 4344616039 scopus 로고    scopus 로고
    • QSPR with TAU indices: Boiling points of sulfides and thiols
    • 1:CAS:528:DC%2BD2cXotFylsLo%3D
    • Roy K, Saha A (2004) QSPR with TAU indices: boiling points of sulfides and thiols. Ind J Chem 43A:1369-1376
    • (2004) Ind J Chem , vol.43 , pp. 1369-1376
    • Roy, K.1    Saha, A.2
  • 66
    • 28244444832 scopus 로고    scopus 로고
    • QSPR with TAU indices: Molar refractivity of diverse functional acyclic compounds
    • 1:CAS:528:DC%2BD2MXpsFagu78%3D
    • Roy K, Saha A (2005) QSPR with TAU indices: molar refractivity of diverse functional acyclic compounds. Ind J Chem 44B:1693-1707
    • (2005) Ind J Chem , vol.44 , pp. 1693-1707
    • Roy, K.1    Saha, A.2
  • 67
    • 0038155969 scopus 로고
    • Daylight Chemical Information Systems, Irvine
    • Leo AJ (1991) CLOGP, version 3.63. Daylight Chemical Information Systems, Irvine
    • (1991) CLOGP, Version 3.63
    • Leo, A.J.1
  • 68
    • 36749045167 scopus 로고    scopus 로고
    • Exploring the impact of the size of training sets for the development of predictive QSAR models
    • 10.1016/j.chemolab.2007.07.004 1:CAS:528:DC%2BD2sXhsVSgsrbF
    • Roy PP, Leonard JT, Roy K (2008) Exploring the impact of the size of training sets for the development of predictive QSAR models. Chemom Intell Lab Syst 90:31-42
    • (2008) Chemom Intell Lab Syst , vol.90 , pp. 31-42
    • Roy, P.P.1    Leonard, J.T.2    Roy, K.3
  • 69
    • 0001237510 scopus 로고
    • Asymptotic results for goodness-of-fit statistics with unknown parameters
    • 10.1214/aos/1176343411
    • Stephens MA (1976) Asymptotic results for goodness-of-fit statistics with unknown parameters. Ann Stat 4:357-369
    • (1976) Ann Stat , vol.4 , pp. 357-369
    • Stephens, M.A.1
  • 70
    • 84941871856 scopus 로고
    • The Kolmogorov-Smirnov test for goodness of fit
    • 10.1080/01621459.1951.10500769
    • Massey FJ Jr (1951) The Kolmogorov-Smirnov test for goodness of fit. J Am Stat Assoc 46:68-78
    • (1951) J Am Stat Assoc , vol.46 , pp. 68-78
    • Massey, Jr.F.J.1
  • 71
    • 34247990255 scopus 로고
    • On the Kolmogorov-Smirnov test for normality with mean and variance unknown
    • 10.1080/01621459.1967.10482916
    • Lilliefors HW (1967) On the Kolmogorov-Smirnov test for normality with mean and variance unknown. J Am Stat Assoc 64:399-402
    • (1967) J Am Stat Assoc , vol.64 , pp. 399-402
    • Lilliefors, H.W.1
  • 72
    • 84555177553 scopus 로고    scopus 로고
    • Determining the degree of randomness of descriptors in linear regression equations with respect to the data size
    • 10.1021/ci200403j 1:CAS:528:DC%2BC3MXhtlyhur7L
    • Hutter MC (2011) Determining the degree of randomness of descriptors in linear regression equations with respect to the data size. J Chem Inf Model 51:3099-3104
    • (2011) J Chem Inf Model , vol.51 , pp. 3099-3104
    • Hutter, M.C.1
  • 77
    • 0003764428 scopus 로고
    • Laboratory for Computational Statistics, Department of Statistics, Stanford University, Stanford, CA, Novemer (revised August 1990)
    • Friedman J (1988) Multivariate adaptive regression splines, technical report No. 102. Laboratory for Computational Statistics, Department of Statistics, Stanford University, Stanford, CA, Novemer (revised August 1990)
    • (1988) Multivariate Adaptive Regression Splines, Technical Report No. 102
    • Friedman, J.1
  • 78
    • 0028467707 scopus 로고
    • Application of genetic function approximation to quantitative structure - Activity relationships and quantitative structure - Property relationships
    • 10.1021/ci00020a020 1:CAS:528:DyaK2cXkslejt7s%3D
    • Rogers D, Hopfinger AJ (1994) Application of genetic function approximation to quantitative structure - activity relationships and quantitative structure - property relationships. J Chem Inf Comput Sci 34:854-866
    • (1994) J Chem Inf Comput Sci , vol.34 , pp. 854-866
    • Rogers, D.1    Hopfinger, A.J.2
  • 79
    • 79953005609 scopus 로고    scopus 로고
    • PaDEL-Descriptor: An open source software to calculate molecular descriptors and fingerprints
    • 10.1002/jcc.21707 1:CAS:528:DC%2BC3MXjsF2isLc%3D
    • Yap CW (2011) PaDEL-Descriptor: an open source software to calculate molecular descriptors and fingerprints. J Comput Chem 32:1466-1474
    • (2011) J Comput Chem , vol.32 , pp. 1466-1474
    • Yap, C.W.1
  • 80
    • 66149121128 scopus 로고    scopus 로고
    • Accessed 26 April 2012 Accelrys Inc., San Diego, CA, USA. Software
    • Cerius 2 Version 4.10 (2005) Accelrys Inc., San Diego, CA, USA. Software. http://www.accelrys.com. Accessed 26 April 2012
    • (2005) Cerius 2 Version 4.10
  • 81
    • 84873086538 scopus 로고    scopus 로고
    • MINITAB, Minitab Inc., USA (2012) Software Accessed 26 April 2012
    • MINITAB, Minitab Inc., USA (2012) Software. http://www.minitab.com/en-US/ default.aspx. Accessed 26 April 2012
  • 82
    • 84873088949 scopus 로고    scopus 로고
    • STATISTICA, STATSOFT Inc., USA Accessed 26 April 2012
    • STATISTICA, STATSOFT Inc., USA (2012) Software. http://www.statsoft.com. Accessed 26 April 2012
    • (2012) Software
  • 84
    • 0037361983 scopus 로고    scopus 로고
    • Assessing model fit by cross-validation
    • 10.1021/ci025626i 1:CAS:528:DC%2BD3sXlsFartA%3D%3D
    • Hawkins DM, Basak SC, Mills D (2003) Assessing model fit by cross-validation. J Chem Inf Comput Sci 43:579-586
    • (2003) J Chem Inf Comput Sci , vol.43 , pp. 579-586
    • Hawkins, D.M.1    Basak, S.C.2    Mills, D.3
  • 85
    • 57549095014 scopus 로고    scopus 로고
    • External validation and prediction employing the predictive squared correlation coefficients test set activity mean vs training set activity mean
    • 10.1021/ci800253u
    • Schürmann G, Ebert R-U, Chen J, Wang B, Kühne R (2008) External validation and prediction employing the predictive squared correlation coefficients test set activity mean vs training set activity mean. J Chem Inf Model 48:2140-2145
    • (2008) J Chem Inf Model , vol.48 , pp. 2140-2145
    • Schürmann, G.1    Ebert, R.-U.2    Chen, J.3    Wang, B.4    Kühne, R.5
  • 86
    • 67249129284 scopus 로고    scopus 로고
    • On two novel parameters for validation of predictive QSAR models
    • 10.3390/molecules14051660 1:CAS:528:DC%2BD1MXlvVKmu7Y%3D
    • Roy PP, Paul S, Mitra I, Roy K (2009) On two novel parameters for validation of predictive QSAR models. Molecules 14:1660-1701
    • (2009) Molecules , vol.14 , pp. 1660-1701
    • Roy, P.P.1    Paul, S.2    Mitra, I.3    Roy, K.4
  • 87
    • 74349118668 scopus 로고    scopus 로고
    • 2 as a metric for validation of QSAR models
    • 10.1002/cem.1268 1:CAS:528:DC%2BC3cXos1KjtQ%3D%3D
    • 2 as a metric for validation of QSAR models. J Chemom 24:22-33
    • (2010) J Chemom , vol.24 , pp. 22-33
    • Mitra, I.1    Roy, P.P.2    Kar, S.3    Ojha, P.K.4    Roy, K.5
  • 89
    • 84857514268 scopus 로고    scopus 로고
    • Comparative studies on some metrics for external validation of QSPR models
    • 10.1021/ci200520g 1:CAS:528:DC%2BC3MXhs1OjtbnL
    • Roy K, Mitra I, Kar S, Ojha PK, Das RN, Kabir H (2012) Comparative studies on some metrics for external validation of QSPR models. J Chem Inf Model 52:396-408
    • (2012) J Chem Inf Model , vol.52 , pp. 396-408
    • Roy, K.1    Mitra, I.2    Kar, S.3    Ojha, P.K.4    Das, R.N.5    Kabir, H.6
  • 91
    • 0035965476 scopus 로고    scopus 로고
    • PLS-regression: A basic tool of chemometrics
    • 10.1016/S0169-7439(01)00155-1 1:CAS:528:DC%2BD3MXotF2mtLw%3D
    • Wold S, Sjöström M, Eriksson L (2001) PLS-regression: a basic tool of chemometrics. Chemom Intell Lab Syst 58:109-130
    • (2001) Chemom Intell Lab Syst , vol.58 , pp. 109-130
    • Wold, S.1    Sjöström, M.2    Eriksson, L.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.