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Volumn 36, Issue 4, 2010, Pages 311-325

Classical and 3D-QSAR studies of cytochrome 17 inhibitor imidazole-substituted biphenyls

Author keywords

LFER; MFA; MSA; QSAR; RSA

Indexed keywords

3D-QSAR; BEST MODEL; BIPHENYL DERIVATIVES; CHEMOMETRIC TOOLS; FUNCTION APPROXIMATION; HYDROGEN BOND DONORS; IMIDAZOLE GROUP; INHIBITORY ACTIVITY; INTERACTION POINTS; MOLECULAR FIELD ANALYSIS; MOLECULAR SHAPES; PARA POSITION; PARTIAL LEAST SQUARES; PHENYL RINGS; PREDICTIVE POWER; QSAR MODEL; QUANTITATIVE STRUCTURE ACTIVITY RELATIONSHIP; RECEPTOR SURFACE; RING SYSTEMS; RSA MODEL;

EID: 77949479514     PISSN: 08927022     EISSN: 10290435     Source Type: Journal    
DOI: 10.1080/08927020903426493     Document Type: Article
Times cited : (10)

References (62)
  • 1
    • 0035467993 scopus 로고    scopus 로고
    • Global cancer statistics in the year 2000
    • D.M. Parkin, Global cancer statistics in the year 2000, Lancet Oncol. 2 (2001), pp. 533-543.
    • (2001) Lancet Oncol. , vol.2 , pp. 533-543
    • Parkin, D.M.1
  • 4
    • 84928580276 scopus 로고
    • Studies on prostatic cancer. I. The effect of castration, of estrogen and of androgen injection on serum phosphatases in metastatic carcinoma of the prostate
    • C. Huggins and C.V. Hodges, Studies on prostatic cancer. I. The effect of castration, of estrogen and of androgen injection on serum phosphatases in metastatic carcinoma of the prostate, Cancer Res. 1 (1941), pp. 293-297.
    • (1941) Cancer Res. , vol.1 , pp. 293-297
    • Huggins, C.1    Hodges, C.V.2
  • 5
    • 0001189211 scopus 로고
    • Studies on prostatic cancer: Ii. The effects of castration on advanced carcinoma of the prostate gland
    • C. Huggins, R.E. Stevens, Jr, and C.V. Hodges, Studies on prostatic cancer: Ii. The effects of castration on advanced carcinoma of the prostate gland, Arch. Surg. 43 (1941), pp. 209-223.
    • (1941) Arch. Surg. , vol.43 , pp. 209-223
    • Huggins, C.1    Stevens Jr, R.E.2    Hodges, C.V.3
  • 6
    • 0023775543 scopus 로고
    • Histological and functional changes of the testis tissue during GnRH agonist treatment of prostatic cancer
    • I. Huhtaniemi, H. Nikula, M. Parvinen, and S. Rannikko, Histological and functional changes of the testis tissue during GnRH agonist treatment of prostatic cancer, Am. J. Clin. Oncol. 11 (Suppl 1) (1988), pp. S11-S15.
    • (1988) Am. J. Clin. Oncol. , vol.11 , Issue.SUPPL. 1
    • Huhtaniemi, I.1    Nikula, H.2    Parvinen, M.3    Rannikko, S.4
  • 7
    • 0023265144 scopus 로고
    • New methods of endocrine management of prostatic cancer
    • J.A. Smith, New methods of endocrine management of prostatic cancer, J. Urol. 137 (1987), pp. 1-10.
    • (1987) J. Urol. , vol.137 , pp. 1-10
    • Smith, J.A.1
  • 10
    • 0036112592 scopus 로고    scopus 로고
    • The current state of hormonal therapy for prostate cancer
    • B.A. Hellerstedt and K.J. Pienta, The current state of hormonal therapy for prostate cancer, CA Cancer J. Clin. 52 (2002), pp. 154-179.
    • (2002) CA Cancer J. Clin. , vol.52 , pp. 154-179
    • Hellerstedt, B.A.1    Pienta, K.J.2
  • 11
    • 33748105936 scopus 로고    scopus 로고
    • Computational models for predicting interactions with cytochrome p450 enzyme
    • R. Arimoto, Computational models for predicting interactions with cytochrome p450 enzyme, Curr. Top. Med. Chem. 6 (2006), pp. 1609-1618.
    • (2006) Curr. Top. Med. Chem. , vol.6 , pp. 1609-1618
    • Arimoto, R.1
  • 12
    • 0033866924 scopus 로고    scopus 로고
    • Inhibition of cytochrome P450 2A6 increases nicotine's oral bioavailability and decreases smoking
    • E.M. Sellers, H.L. Kaplan, and R.F. Tyndale, Inhibition of cytochrome P450 2A6 increases nicotine's oral bioavailability and decreases smoking, Clin. Pharmacol. Ther. 68 (2000), pp. 35-43.
    • (2000) Clin. Pharmacol. Ther. , vol.68 , pp. 35-43
    • Sellers, E.M.1    Kaplan, H.L.2    Tyndale, R.F.3
  • 13
    • 0025067462 scopus 로고
    • Molecular genetics of the P-450 superfamily
    • F.J. Gonzalez, Molecular genetics of the P-450 superfamily, Pharmacol. Ther. 45 (1990), pp. 1-38.
    • (1990) Pharmacol. Ther. , vol.45 , pp. 1-38
    • Gonzalez, F.J.1
  • 14
    • 0026536551 scopus 로고
    • Characterization of human cytochrome P450 enzymes
    • F.P. Guengerich, Characterization of human cytochrome P450 enzymes, FASEB J. 6 (1992), pp. 745-748.
    • (1992) FASEB J. , vol.6 , pp. 745-748
    • Guengerich, F.P.1
  • 15
    • 0036223831 scopus 로고    scopus 로고
    • Summary of information on human CYPenzymes: Human P450 metabolism data
    • S. Rendic, Summary of information on human CYPenzymes: Human P450 metabolism data, Drug Metabol. Rev. 34 (2002), pp. 83-448.
    • (2002) Drug Metabol. Rev. , vol.34 , pp. 83-448
    • Rendic, S.1
  • 16
    • 34249930470 scopus 로고    scopus 로고
    • Targeting cytochrome P450 enzymes: A new approach in anti-cancer drug development
    • R.D. Bruno and V.C. Njar, Targeting cytochrome P450 enzymes: A new approach in anti-cancer drug development, Bioorg. Med. Chem. 15 (2007), pp. 5047-5060.
    • (2007) Bioorg. Med. Chem. , vol.15 , pp. 5047-5060
    • Bruno, R.D.1    Njar, V.C.2
  • 17
    • 0012293592 scopus 로고
    • Cytochrome P450c17 (steroid 17 alpha-hydroxylase/17,20 lyase): Cloning of human adrenal and testis cDNAs indicates the same gene is expressed in both tissues
    • B.C. Chung, J. Picado-Leonard, M. Haniu, M. Bienkowski, P.F. Hall, J.E. Shively, and W.L. Miller, Cytochrome P450c17 (steroid 17 alpha-hydroxylase/17,20 lyase): Cloning of human adrenal and testis cDNAs indicates the same gene is expressed in both tissues, Proc. Natl Acad. Sci. USA 84 (1987), pp. 407-411.
    • (1987) Proc. Natl Acad. Sci. USA , vol.84 , pp. 407-411
    • Chung, B.C.1    Picado-Leonard, J.2    Haniu, M.3    Bienkowski, M.4    Hall, P.F.5    Shively, J.E.6    Miller, W.L.7
  • 18
    • 28044470748 scopus 로고    scopus 로고
    • Cytochrome b (5) modulation of 17{alpha} hydroxylase and 17-20 lyase (CYP17) activities in steroidogenesis
    • M.K. Akhtar, S.L. Kelly, and M.A. Kaderbhai, Cytochrome b(5) modulation of 17{alpha} hydroxylase and 17-20 lyase (CYP17) activities in steroidogenesis, J. Endocrinol. 187 (2005), pp. 267-274.
    • (2005) J. Endocrinol. , vol.187 , pp. 267-274
    • Akhtar, M.K.1    Kelly, S.L.2    Kaderbhai, M.A.3
  • 19
    • 34247140959 scopus 로고    scopus 로고
    • Functional expression and characterisation of human cytochrome P45017alpha in Pichia pastoris
    • N.W. Kolar, A.C. Swart, J.I. Mason, and P. Swart, Functional expression and characterisation of human cytochrome P45017alpha in Pichia pastoris, J. Biotechnol. 129 (2007), pp. 635-644.
    • (2007) J. Biotechnol. , vol.129 , pp. 635-644
    • Kolar, N.W.1    Swart, A.C.2    Mason, J.I.3    Swart, P.4
  • 20
    • 0036078222 scopus 로고    scopus 로고
    • Low dose ketoconazole with replacement doses of hydrocortisone in patients with progressive androgen independent prostate cancer
    • K.A. Harris, V. Weinberg, R.A. Bok, M. Kakefuda, and E.J. Small, Low dose ketoconazole with replacement doses of hydrocortisone in patients with progressive androgen independent prostate cancer, J. Urol. 168 (2002), pp. 542-545.
    • (2002) J. Urol. , vol.168 , pp. 542-545
    • Harris, K.A.1    Weinberg, V.2    Bok, R.A.3    Kakefuda, M.4    Small, E.J.5
  • 22
    • 31344470356 scopus 로고    scopus 로고
    • Abiraterone. Cougar biotechnology
    • R.A. Madan and P.M. Arlen, Abiraterone. Cougar biotechnology, IDrugs 9(1) (2006), pp. 49-55.
    • (2006) IDrugs , vol.9 , Issue.1 , pp. 49-55
    • Madan, R.A.1    Arlen, P.M.2
  • 23
    • 67349083573 scopus 로고    scopus 로고
    • Novel CYP17 inhibitors: Synthesis, biological evaluation, structure-activity relationships and modelling of methoxy-and hydroxy-substituted methyleneimidazolyl biphenyls
    • U.E. Hille, Q. Hu, C. Vock, M. Negri, M. Bartels, U. Müller-Vieira, T. Lauterbach, and R.W. Hartmann, Novel CYP17 inhibitors: Synthesis, biological evaluation, structure-activity relationships and modelling of methoxy-and hydroxy-substituted methyleneimidazolyl biphenyls, Eur. J. Med. Chem. 44 (2009), pp. 2765-2775.
    • (2009) Eur. J. Med. Chem. , vol.44 , pp. 2765-2775
    • Hille, U.E.1    Hu, Q.2    Vock, C.3    Negri, M.4    Bartels, M.5    Müller-Vieira, U.6    Lauterbach, T.7    Hartmann, R.W.8
  • 24
    • 0018842893 scopus 로고
    • Pharmacokinetics and bioavailability of prednisone and prednisolone in healthy volunteers and patients: A review
    • J.G. Gambertoglio, W.J. Amend, Jr, and L.Z. Benet, Pharmacokinetics and bioavailability of prednisone and prednisolone in healthy volunteers and patients: A review, J. Pharmacokinet. Biopharm. 8 (1980), pp. 1-52.
    • (1980) J. Pharmacokinet. Biopharm. , vol.8 , pp. 1-52
    • Gambertoglio, J.G.1    Amend Jr., W.J.2    Benet, L.Z.3
  • 25
    • 0030222222 scopus 로고    scopus 로고
    • Bioavailability of orally administered sex steroids used in oral contraception and hormone replacement therapy
    • K. Fotherby, Bioavailability of orally administered sex steroids used in oral contraception and hormone replacement therapy, Contraception 54 (1996), pp. 59-69.
    • (1996) Contraception , vol.54 , pp. 59-69
    • Fotherby, K.1
  • 26
    • 0030040505 scopus 로고    scopus 로고
    • Clinical pharmacokinetics and pharmacodynamics of finasteride
    • J.F. Steiner, Clinical pharmacokinetics and pharmacodynamics of finasteride, Clin. Pharmacokinet. 30 (1996), pp. 16-27.
    • (1996) Clin. Pharmacokinet. , vol.30 , pp. 16-27
    • Steiner, J.F.1
  • 28
    • 0026604187 scopus 로고
    • Postmenopausal steroid replacement with micronized dehydroepiandrosterone: Preliminary oral bioavailability and dose proportionality studies
    • J.E. Buster, P.R. Casson, A.B. Straughn, D. Dale, E.S. Umstot, N. Chiamori, and G.E. Abraham, Postmenopausal steroid replacement with micronized dehydroepiandrosterone: Preliminary oral bioavailability and dose proportionality studies, Am. J. Obstet. Gynecol. 166 (1992), pp. 1163-1168.
    • (1992) Am. J. Obstet. Gynecol. , vol.166 , pp. 1163-1168
    • Buster, J.E.1    Casson, P.R.2    Straughn, A.B.3    Dale, D.4    Umstot, E.S.5    Chiamori, N.6    Abraham, G.E.7
  • 29
    • 0038423051 scopus 로고    scopus 로고
    • Metabolism of adrenal cortical steroids
    • N.P. Christy, ed., Harper & Row, New York
    • R.E. Peterson, Metabolism of adrenal cortical steroids, in The Human Adrenal Cortex, N.P. Christy, ed., Harper & Row, New York, 1997, pp. 87-189.
    • (1997) The Human Adrenal Cortex , pp. 87-189
    • Peterson, R.E.1
  • 30
    • 49149091871 scopus 로고    scopus 로고
    • Synthesis, biological evaluation, and molecular modeling studies of methylene imidazole substituted biaryls as inhibitors of human 17alpha-hydroxylase-17,20-lyase (CYP17)-Part II: Core rigidification and influence of substituents at the methylene bridge
    • Q. Hu, M. Negri, K. Jahn-Hoffmann, Y. Zhuang, S. Olgen, M. Bartels, U. Müller-Vieira, T. Lauterbach, and R.W. Hartmann, Synthesis, biological evaluation, and molecular modeling studies of methylene imidazole substituted biaryls as inhibitors of human 17alpha-hydroxylase-17,20-lyase (CYP17)-part II: Core rigidification and influence of substituents at the methylene bridge, Bioorg. Med. Chem. 16 (2008), pp. 7715-7727.
    • (2008) Bioorg. Med. Chem. , vol.16 , pp. 7715-7727
    • Hu, Q.1    Negri, M.2    Jahn-Hoffmann, K.3    Zhuang, Y.4    Olgen, S.5    Bartels, M.6    Müller-Vieira, U.7    Lauterbach, T.8    Hartmann, R.W.9
  • 32
    • 0030059847 scopus 로고    scopus 로고
    • Tetrahydronaphthalenes: Influence of heterocyclic substituents on inhibition of steroid enzymes P450 arom and P450 17
    • G.A. Wächter, R.W. Hartmann, T. Sergejew, G.L. Grün, and D. Ledergerber, Tetrahydronaphthalenes: Influence of heterocyclic substituents on inhibition of steroid enzymes P450 arom and P450 17, J. Med. Chem. 39 (1996), pp. 834-841.
    • (1996) J. Med. Chem. , vol.39 , pp. 834-841
    • Wächter, G.A.1    Hartmann, R.W.2    Sergejew, T.3    Grün, G.L.4    Ledergerber, D.5
  • 33
    • 0029763048 scopus 로고    scopus 로고
    • 3-and 4-pyridylalkyl adamantanecarboxylates: Inhibitors of human cytochrome P450(17 alpha) (17 alpha-hydroxylase/C17,20-lyase). Potential nonsteroidal agents for the treatment of prostatic cancer
    • F.C. Chan, G.A. Potter, S.E. Barrie, B.P. Haynes, M.G. Rowlands, J. Houghton, and M. Jarman, 3-and 4-pyridylalkyl adamantanecarboxylates: Inhibitors of human cytochrome P450(17 alpha) (17 alpha-hydroxylase/C17,20-lyase). Potential nonsteroidal agents for the treatment of prostatic cancer, J. Med. Chem. 39 (1996), pp. 3319-3323.
    • (1996) J. Med. Chem. , vol.39 , pp. 3319-3323
    • Chan, F.C.1    Potter, G.A.2    Barrie, S.E.3    Haynes, B.P.4    Rowlands, M.G.5    Houghton, J.6    Jarman, M.7
  • 34
    • 0025039347 scopus 로고
    • Inhibition of enzymes of estrogen and androgen biosynthesis by esters of 4-pyridylacetic acid
    • R. McCague, M.G. Rowlands, S.E. Barrie, and J. Houghton, Inhibition of enzymes of estrogen and androgen biosynthesis by esters of 4-pyridylacetic acid, J. Med. Chem. 33 (1990), pp. 3050-3055.
    • (1990) J. Med. Chem. , vol.33 , pp. 3050-3055
    • McCague, R.1    Rowlands, M.G.2    Barrie, S.E.3    Houghton, J.4
  • 35
    • 0028876284 scopus 로고
    • Esters of 3-pyridylacetic acid that combine potent inhibition of 17 alpha-ydroxylase/C17,20-lyase (cytochrome P45017 alpha) with resistance to esterase hydrolysis
    • M.G. Rowlands, S.E. Barrie, F. Chan, J. Houghton, M. Jarman, R. McCague, and G.A. Potter, Esters of 3-pyridylacetic acid that combine potent inhibition of 17 alpha-hydroxylase/C17,20-lyase (cytochrome P45017 alpha) with resistance to esterase hydrolysis, J. Med. Chem. 38 (1995), pp. 4191-4197.
    • (1995) J. Med. Chem. , vol.38 , pp. 4191-4197
    • Rowlands, M.G.1    Barrie, S.E.2    Chan, F.3    Houghton, J.4    Jarman, M.5    McCague, R.6    Potter, G.A.7
  • 36
    • 0029120153 scopus 로고
    • 4,5-Dihydro-3-(2-pyrazinyl)naphtho[1,2-c]pyrazole: A potent and selective inhibitor of steroid-17 alpha-hydroxylase-C17,20-lyase (P450 17)
    • R.W. Hartmann, G.A. Wächter, T. Sergejew, R. Würtz, and J. Düerkop, 4,5-Dihydro-3-(2-pyrazinyl)naphtho[1,2-c]pyrazole: A potent and selective inhibitor of steroid-17 alpha-hydroxylase-C17,20-lyase (P450 17), Arch. Pharm. (Weinheim) 328 (1995), pp. 573-575.
    • (1995) Arch. Pharm. (Weinheim) , vol.328 , pp. 573-575
    • Hartmann, R.W.1    Wächter, G.A.2    Sergejew, T.3    Würtz, R.4    Düerkop, J.5
  • 37
    • 0031426238 scopus 로고    scopus 로고
    • 1-[(Benzofuran-2-yl)phenylmethyl] imidazoles as inhibitors of 17a-hydroxylase: 17,20-lyase (P45017): Species and tissue differences
    • A.M. Al-Hamrouni, M. Ahmadi, P.J. Nicholls, H.J. Smith, P. Lombardi, and V. Pestellini, 1-[(Benzofuran-2-yl)phenylmethyl] imidazoles as inhibitors of 17a-hydroxylase: 17,20-lyase (P450 17): Species and tissue differences, Pharm. Sci. 3 (1997), pp. 259-263.
    • (1997) Pharm. Sci. , vol.3 , pp. 259-263
    • Al-Hamrouni, A.M.1    Ahmadi, M.2    Nicholls, P.J.3    Smith, H.J.4    Lombardi, P.5    Pestellini, V.6
  • 38
    • 0347927627 scopus 로고    scopus 로고
    • Preliminary characterization and crystal structure of a thermostable cytochrome P450 from Thermus thermophilus
    • J.K. Yano, F. Blasco, H. Li, R.D. Schmid, A. Henne, and T.L. Poulos, Preliminary characterization and crystal structure of a thermostable cytochrome P450 from Thermus thermophilus, J. Biol. Chem. 278 (1) (2003), pp. 608-616.
    • (2003) J. Biol. Chem. , vol.278 , Issue.1 , pp. 608-616
    • Yano, J.K.1    Blasco, F.2    Li, H.3    Schmid, R.D.4    Henne, A.5    Poulos, T.L.6
  • 40
    • 0032835607 scopus 로고    scopus 로고
    • Imidazole substituted biphenyls: A new class of highly potent and in vivo active inhibitors of P450 17 as potential therapeutics for treatment of prostate cancer
    • B.G. Wachall, M. Hector, Y. Zhuang, and R.W. Hartmann, Imidazole substituted biphenyls: A new class of highly potent and in vivo active inhibitors of P450 17 as potential therapeutics for treatment of prostate cancer, Bioorg. Med. Chem. 7 (1999), pp. 1913-1924.
    • (1999) Bioorg. Med. Chem. , vol.7 , pp. 1913-1924
    • Wachall, B.G.1    Hector, M.2    Zhuang, Y.3    Hartmann, R.W.4
  • 41
    • 0040914011 scopus 로고
    • R s p analysis: A method for the correlation of biological activity and chemical structure
    • C. Hansch and T. Fujita, r s p analysis: A method for the correlation of biological activity and chemical structure, J. Am. Chem. Soc. 86 (1964), pp. 1616-1626.
    • (1964) J. Am. Chem. Soc. , vol.86 , pp. 1616-1626
    • Hansch, C.1    Fujita, T.2
  • 44
    • 77949477070 scopus 로고    scopus 로고
    • Inc., San Diego, USA;software available at
    • Cerius2 version 4.10, A product of Accelrys, Inc., San Diego, USA; software available at http://www.accelrys.com/cerius2.
    • Cerius2 Version 4.10, A Product of Accelrys
  • 45
    • 33645028278 scopus 로고    scopus 로고
    • On selection of training and test sets for the development of predictive QSAR models
    • J.T. Leonard and K. Roy, On selection of training and test sets for the development of predictive QSAR models, QSAR Comb. Sci. 25 (2006), pp. 235-251.
    • (2006) QSAR Comb. Sci. , vol.25 , pp. 235-251
    • Leonard, J.T.1    Roy, K.2
  • 46
    • 0010853625 scopus 로고    scopus 로고
    • Three-dimensional quantitative structure activity relationship analysis
    • P.S. Charifson, ed., Marcel Dekker, New York
    • A.J. Hopfinger and J.S. Tokarsi, Three-dimensional quantitative structure activity relationship analysis, in Practical Applications of Computer-Aided Drug Design, P.S. Charifson, ed., Marcel Dekker, New York, 1997, pp. 105-164.
    • (1997) Practical Applications of Computer-Aided Drug Design , pp. 105-164
    • Hopfinger, A.J.1    Tokarsi, J.S.2
  • 47
    • 33746896461 scopus 로고    scopus 로고
    • Threedimensional molecular field analyses of agonists for tyramine receptor which inhibit sex-pheromone production in Plodia interpunctella
    • A. Hirashima, T. Eiraku, E. Kuwano, and M. Eto, Threedimensional molecular field analyses of agonists for tyramine receptor which inhibit sex-pheromone production in Plodia interpunctella, Internet Electron. J. Mol. Des. 2 (2003), pp. 511-526.
    • (2003) Internet Electron. J. Mol. Des. , vol.2 , pp. 511-526
    • Hirashima, A.1    Eiraku, T.2    Kuwano, E.3    Eto, M.4
  • 48
    • 0029065636 scopus 로고
    • Receptor surface models.1 1. Definition and construction
    • M. Hahn, Receptor surface models. 1. Definition and construction, J. Med. Chem. 38 (1995), pp. 2080-2090.
    • (1995) J. Med. Chem. , vol.38 , pp. 2080-2090
    • Hahn, M.1
  • 49
    • 0035960060 scopus 로고    scopus 로고
    • Quantitative structure-antitumor activity relationships of camptothecinanalogues: Cluster analysis and genetic algorithm-based studies
    • Y. Fan, L.M. Shi, K.W. Kohn, Y. Pommier, and J.N. Weinstein, Quantitative structure-antitumor activity relationships of camptothecinanalogues: Cluster analysis and genetic algorithm-based studies, J. Med. Chem. 44 (2001), pp. 3254-3263.
    • (2001) J. Med. Chem. , vol.44 , pp. 3254-3263
    • Fan, Y.1    Shi, L.M.2    Kohn, K.W.3    Pommier, Y.4    Weinstein, J.N.5
  • 50
    • 0028467707 scopus 로고
    • Application of genetic function approximation to quantitative structure-activity relationship and quantitative structure-property relationship
    • D. Rogers and A.J. Hopfinger, Application of genetic function approximation to quantitative structure-activity relationship and quantitative structure-property relationship, J. Chem. Inf. Comput. Sci. 34 (1994), pp. 854-866.
    • (1994) J. Chem. Inf. Comput. Sci. , vol.34 , pp. 854-866
    • Rogers, D.1    Hopfinger, A.J.2
  • 51
    • 0002924226 scopus 로고    scopus 로고
    • Genetic partial least squares in QSAR
    • J. Devillers, ed., Academic Press, London
    • W.J. Dunn III and D. Rogers, Genetic partial least squares in QSAR, in Genetic Algorithms in Molecular Modeling, J. Devillers, ed., Academic Press, London, 1996, pp. 109-130.
    • (1996) Genetic Algorithms in Molecular Modeling , pp. 109-130
    • Dunn III, W.J.1    Rogers, D.2
  • 52
    • 0031084988 scopus 로고    scopus 로고
    • GA strategy for variable selection in QSAR studies: GA-based PLS analysis of calcium channel antagonists
    • K. Hasegawa, Y. Miyashita, and K. Funatsu, GA strategy for variable selection in QSAR studies: GA-based PLS analysis of calcium channel antagonists, J. Chem. Inf. Comput. Sci. 37 (1997), pp. 306-310.
    • (1997) J. Chem. Inf. Comput. Sci. , vol.37 , pp. 306-310
    • Hasegawa, K.1    Miyashita, Y.2    Funatsu, K.3
  • 54
    • 0000295654 scopus 로고
    • PLS for multivariate linear modeling
    • H. van de Waterbeemd, ed., VCH, Weinheim
    • S. Wold, PLS for multivariate linear modeling, in Chemometric Methods in Molecular Design, H. van de Waterbeemd, ed., VCH, Weinheim, 1995, pp. 195-218.
    • (1995) Chemometric Methods in Molecular Design , pp. 195-218
    • Wold, S.1
  • 56
    • 37349048522 scopus 로고    scopus 로고
    • On some aspects of validation of predictive QSAR models
    • K. Roy, On some aspects of validation of predictive QSAR models, Expert. Opin. Drug. Discov. 2 (2007), pp. 1567-1577.
    • (2007) Expert. Opin. Drug. Discov. , vol.2 , pp. 1567-1577
    • Roy, K.1
  • 57
    • 41949116226 scopus 로고    scopus 로고
    • On some aspects of variable selection for partial least squares regression models
    • P.P. Roy and K. Roy, On some aspects of variable selection for partial least squares regression models, QSAR Comb. Sci. 27 (2008), pp. 302-313.
    • (2008) QSAR Comb. Sci. , vol.27 , pp. 302-313
    • Roy, P.P.1    Roy, K.2
  • 58
    • 54249100909 scopus 로고    scopus 로고
    • Comparative QSAR studies of CYP1A2 inhibitor flavonoids using 2D and 3D descriptors
    • K. Roy and P.P. Roy, Comparative QSAR studies of CYP1A2 inhibitor flavonoids using 2D and 3D descriptors, Chem. Biol. Drug Des. 72 (2008), pp. 370-382.
    • (2008) Chem. Biol. Drug Des. , vol.72 , pp. 370-382
    • Roy, K.1    Roy, P.P.2
  • 59
    • 67249129284 scopus 로고    scopus 로고
    • On two novel parameters for validation of predictive QSAR models
    • P.P. Roy, S. Paul, I. Mitra, and K. Roy, On two novel parameters for validation of predictive QSAR models, Molecules 14 (2009), pp. 1660-1701.
    • (2009) Molecules , vol.14 , pp. 1660-1701
    • Roy, P.P.1    Paul, S.2    Mitra, I.3    Roy, K.4
  • 60
    • 66149123707 scopus 로고    scopus 로고
    • Exploring 2D and 3D QSARs of 2,4-diphenyl-1,3-oxazolines for ovicidal activity against Tetranychus urticae
    • K. Roy and S. Paul, Exploring 2D and 3D QSARs of 2,4-diphenyl-1,3- oxazolines for ovicidal activity against Tetranychus urticae, QSAR Comb. Sci. 28 (4) (2008), pp. 406-425.
    • (2008) QSAR Comb. Sci. , vol.28 , Issue.4 , pp. 406-425
    • Roy, K.1    Paul, S.2
  • 61
    • 36749045167 scopus 로고    scopus 로고
    • Exploring the impact of the size of training sets for the development of predictive QSAR models
    • P.P. Roy, J.T. Leonard, and K. Roy, Exploring the impact of the size of training sets for the development of predictive QSAR models, Chemom. Intell. Lab. Sys. 90 (2008), pp. 31-42.
    • (2008) Chemom. Intell. Lab. Sys. , vol.90 , pp. 31-42
    • Roy, P.P.1    Leonard, J.T.2    Roy, K.3
  • 62
    • 0043132440 scopus 로고    scopus 로고
    • Methods for reliability and uncertainty assessment and for applicability evaluations of classification-and regression-based QSARs
    • L. Eriksson, J. Jaworska, A.P. Worth, M.T. Cronin, R.M. McDowell, and P. Gramatica, Methods for reliability and uncertainty assessment and for applicability evaluations of classification-and regression-based QSARs, Environ. Health. Perspect. 111 (2003), pp. 1361-1375.
    • (2003) Environ. Health. Perspect. , vol.111 , pp. 1361-1375
    • Eriksson, L.1    Jaworska, J.2    Worth, A.P.3    Cronin, M.T.4    McDowell, R.M.5    Gramatica, P.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.