메뉴 건너뛰기




Volumn 72, Issue 6, 2008, Pages 551-563

Quantum topological QSAR models based on the MOLMAP approach

Author keywords

Kohonen network; MOLMAP; QSAR; Quantum chemical topology

Indexed keywords

ALCOHOL DEHYDROGENASE; AMIDE; BENZIMIDAZOLE DERIVATIVE; CARBONATE DEHYDRATASE; CHLOROPHENOL; FLUNITRAZEPAM; IMIDAZOLE DERIVATIVE; SULFONAMIDE;

EID: 56649087905     PISSN: 17470277     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2008.00731.x     Document Type: Article
Times cited : (13)

References (48)
  • 1
    • 1042265247 scopus 로고    scopus 로고
    • Approaches to measure chemical similarity - A review
    • Nikolova N., Jaworska J. (2003) Approaches to measure chemical similarity - a review. QSAR Comb Sci 22 : 1006 1026.
    • (2003) QSAR Comb Sci , vol.22 , pp. 1006-1026
    • Nikolova, N.1    Jaworska, J.2
  • 2
    • 0001728908 scopus 로고    scopus 로고
    • Quantum-chemical descriptors in QSAR/QSPR studies
    • Karelson M., Lobanov V.S., Katritzky A.R. (1996) Quantum-chemical descriptors in QSAR/QSPR studies. Chem Rev 96 : 1027 1043.
    • (1996) Chem Rev , vol.96 , pp. 1027-1043
    • Karelson, M.1    Lobanov, V.S.2    Katritzky, A.R.3
  • 4
    • 34249939891 scopus 로고    scopus 로고
    • Molecular modeling and QSAR analysis of some 4,5-dichloroimidazolyl-1,4- DHP-based calcium channel blockers
    • Hemmateenejad B., Miri R., Edraki N., Khoshneviszadeh M., Shafiee A. (2007) Molecular modeling and QSAR analysis of some 4,5-dichloroimidazolyl-1,4- DHP-based calcium channel blockers. J Iran Chem Soc 4 : 182 193.
    • (2007) J Iran Chem Soc , vol.4 , pp. 182-193
    • Hemmateenejad, B.1    Miri, R.2    Edraki, N.3    Khoshneviszadeh, M.4    Shafiee, A.5
  • 5
    • 14844309368 scopus 로고    scopus 로고
    • Conformational analysis of some new derivatives of 4-nitroimidazolyl-1,4- dihydropyridine-based calcium channel blockers
    • Hemmateenejad B., Miri R., Safarpour M.A., Khoshneviszadeh M., Edraki N. (2005) Conformational analysis of some new derivatives of 4-nitroimidazolyl-1,4- dihydropyridine-based calcium channel blockers. J Mol Struct (Theochem) 717 : 139 152.
    • (2005) J Mol Struct (Theochem) , vol.717 , pp. 139-152
    • Hemmateenejad, B.1    Miri, R.2    Safarpour, M.A.3    Khoshneviszadeh, M.4    Edraki, N.5
  • 6
    • 53149137110 scopus 로고    scopus 로고
    • QSAR, action mechanism and molecular design of flavone and isoflavone derivatives with cytotoxicity against HeLa
    • Liao S.Y., Chen J.C., Qian L., Shen Y., Zheng K.C. (2008) QSAR, action mechanism and molecular design of flavone and isoflavone derivatives with cytotoxicity against HeLa. Eur J Med Chem 43 : 2159 2170.
    • (2008) Eur J Med Chem , vol.43 , pp. 2159-2170
    • Liao, S.Y.1    Chen, J.C.2    Qian, L.3    Shen, Y.4    Zheng, K.C.5
  • 7
    • 34249326615 scopus 로고    scopus 로고
    • QSAR studies on the anesthetic action of some polyhalogenated ethers
    • Mehdipour A.R., Hemmateenejad B., Miri R. (2007) QSAR studies on the anesthetic action of some polyhalogenated ethers. Chem Biol Drug Des 69 : 362 368.
    • (2007) Chem Biol Drug des , vol.69 , pp. 362-368
    • Mehdipour, A.R.1    Hemmateenejad, B.2    Miri, R.3
  • 8
    • 34247146858 scopus 로고    scopus 로고
    • QSPR analysis of the toxicity of aromatic compounds to the algae (Scenedesmus obliquus)
    • Saçan M.T., Ozkul M., Erdem S.S. (2007) QSPR analysis of the toxicity of aromatic compounds to the algae (Scenedesmus obliquus). Chemosphere 68 : 695 702.
    • (2007) Chemosphere , vol.68 , pp. 695-702
    • Saçan, M.T.1    Ozkul, M.2    Erdem, S.S.3
  • 9
    • 41549140016 scopus 로고    scopus 로고
    • Structure-toxicity relationship for aliphatic compounds using quantum topological descriptors
    • Mohajeri A., Dinpajooh M.H. (2008) Structure-toxicity relationship for aliphatic compounds using quantum topological descriptors. J Mol Struct (Theochem) 855 : 1 5.
    • (2008) J Mol Struct (Theochem) , vol.855 , pp. 1-5
    • Mohajeri, A.1    Dinpajooh, M.H.2
  • 10
    • 33646756863 scopus 로고    scopus 로고
    • A density functional study of flavonoid compounds with anti-HIV activity
    • Lameira J., Alves C.N., Moliner V., Silla E. (2006) A density functional study of flavonoid compounds with anti-HIV activity. Eur J Med Chem 14 : 616 623.
    • (2006) Eur J Med Chem , vol.14 , pp. 616-623
    • Lameira, J.1    Alves, C.N.2    Moliner, V.3    Silla, E.4
  • 11
    • 33745924994 scopus 로고    scopus 로고
    • Accurate prediction of the blood-brain partitioning of a large set of solutes using ab initio calculations and genetic neural network modeling
    • Hemmateenejad B., Miri R., Safarpour M.A., Mehdipour A.R. (2006) Accurate prediction of the blood-brain partitioning of a large set of solutes using ab initio calculations and genetic neural network modeling. J Comput Chem 27 : 1125 1135.
    • (2006) J Comput Chem , vol.27 , pp. 1125-1135
    • Hemmateenejad, B.1    Miri, R.2    Safarpour, M.A.3    Mehdipour, A.R.4
  • 12
    • 0035821601 scopus 로고    scopus 로고
    • Experimental and computational screening models for the prediction of intestinal drug absorption
    • Stenberg P., Norinder U., Luthman K., Artursson P. (2001) Experimental and computational screening models for the prediction of intestinal drug absorption. J Med Chem 44 : 1927 1937.
    • (2001) J Med Chem , vol.44 , pp. 1927-1937
    • Stenberg, P.1    Norinder, U.2    Luthman, K.3    Artursson, P.4
  • 17
    • 33745786642 scopus 로고    scopus 로고
    • Computation of relative bond dissociation enthalpies (DeltaBDE) of phenolic antioxidants from quantum topological molecular similarity (QTMS)
    • Singh N., Loader R.J., O'Malley P.J., Popelier P.L.A. (2006) Computation of relative bond dissociation enthalpies (DeltaBDE) of phenolic antioxidants from quantum topological molecular similarity (QTMS). J Phys Chem A 110 : 6498 6503.
    • (2006) J Phys Chem a , vol.110 , pp. 6498-6503
    • Singh, N.1    Loader, R.J.2    O'Malley, P.J.3    Popelier, P.L.A.4
  • 18
    • 0036006082 scopus 로고    scopus 로고
    • Quantum topological molecular similarity. Part 4. a QSAR study of cell growth inhibitory properties of substituted (E)-1-phenylbut-1-en-3-ones
    • O'Brien S.E., Popelier P.L.A. (2002) Quantum topological molecular similarity. Part 4. A QSAR study of cell growth inhibitory properties of substituted (E)-1-phenylbut-1-en-3-ones. J Chem Soc Perkin Trans 2 : 478 483.
    • (2002) J Chem Soc Perkin Trans , vol.2 , pp. 478-483
    • O'Brien, S.E.1    Popelier, P.L.A.2
  • 19
    • 0036019877 scopus 로고    scopus 로고
    • Quantum topological molecular similarity. Part 5. Further development with an application to the toxicity of polychlorinated dibenzo-p-dioxins (PCDDs)
    • Popelier P.L.A., Chaudry U.A., Smith P.J. (2002) Quantum topological molecular similarity. Part 5. Further development with an application to the toxicity of polychlorinated dibenzo-p-dioxins (PCDDs). Chem Soc Perkin Trans 2 : 1231 1237.
    • (2002) Chem Soc Perkin Trans , vol.2 , pp. 1231-1237
    • Popelier, P.L.A.1    Chaudry, U.A.2    Smith, P.J.3
  • 20
    • 0000338194 scopus 로고    scopus 로고
    • Quantum molecular similarity. 1. BCP space
    • Popelier P.L.A. (1999) Quantum molecular similarity. 1. BCP space. J Phys Chem A 103 : 2883 2890.
    • (1999) J Phys Chem a , vol.103 , pp. 2883-2890
    • Popelier, P.L.A.1
  • 21
    • 15844380913 scopus 로고    scopus 로고
    • Quantitative structure-activity relationships of mutagenic activity from quantum topological descriptors: Triazenes and halogenated hydroxyfuranones (mutagen-X) derivatives
    • Popelier P.L.A., Smith P.J., Chaudry U.A. (2004) Quantitative structure-activity relationships of mutagenic activity from quantum topological descriptors: triazenes and halogenated hydroxyfuranones (mutagen-X) derivatives. J Comput Aided Mol Des 18 : 709 718.
    • (2004) J Comput Aided Mol des , vol.18 , pp. 709-718
    • Popelier, P.L.A.1    Smith, P.J.2    Chaudry, U.A.3
  • 22
    • 26444501038 scopus 로고    scopus 로고
    • Quantum chemical topology (QCT) descriptors as substitutes for appropriate Hammett constants
    • Smith P.J., Popelier P.L.A. (2005) Quantum chemical topology (QCT) descriptors as substitutes for appropriate Hammett constants. Org Biomol Chem 3 : 3399 3407.
    • (2005) Org Biomol Chem , vol.3 , pp. 3399-3407
    • Smith, P.J.1    Popelier, P.L.A.2
  • 23
    • 4344715074 scopus 로고    scopus 로고
    • Quantitative structure - Activity relationships from optimised ab initio bond lengths: Steroid binding affinity and antibacterial activity of nitrofuran derivatives
    • Smith P.J., Popelier P.L.A. (2004) Quantitative structure - activity relationships from optimised ab initio bond lengths: steroid binding affinity and antibacterial activity of nitrofuran derivatives. J Comput Aided Mol Des 18 : 135 143.
    • (2004) J Comput Aided Mol des , vol.18 , pp. 135-143
    • Smith, P.J.1    Popelier, P.L.A.2
  • 24
    • 40649101674 scopus 로고    scopus 로고
    • Modeling calcium channel antagonistic activity of dihydropyridine derivatives using QTMS indices analyzed by GA-PLS and PC-GA-PLS
    • Mohajeri A., Hemmateenejad B., Mehdipour A., Miri R. (2008) Modeling calcium channel antagonistic activity of dihydropyridine derivatives using QTMS indices analyzed by GA-PLS and PC-GA-PLS. J Mol Graph Model 26 : 1057 1065.
    • (2008) J Mol Graph Model , vol.26 , pp. 1057-1065
    • Mohajeri, A.1    Hemmateenejad, B.2    Mehdipour, A.3    Miri, R.4
  • 25
    • 37649004604 scopus 로고    scopus 로고
    • Application of quantum topological molecular similarity descriptors in QSPR study of the O-methylation of substituted phenols
    • Hemmateenejad B., Mohajeri A. (2008) Application of quantum topological molecular similarity descriptors in QSPR study of the O-methylation of substituted phenols. J Comput Chem 29 : 266 274.
    • (2008) J Comput Chem , vol.29 , pp. 266-274
    • Hemmateenejad, B.1    Mohajeri, A.2
  • 26
    • 31344440910 scopus 로고    scopus 로고
    • The cytotoxicity of ortho alkyl substituted 4-X-phenols: A QSAR based on theoretical bond lengths and electron densities
    • Loader R.J., Singh N., O'Malley P.J., Popelier P.L.A. (2006) The cytotoxicity of ortho alkyl substituted 4-X-phenols: a QSAR based on theoretical bond lengths and electron densities. Bioorg Med Chem Lett 16 : 1249 1254.
    • (2006) Bioorg Med Chem Lett , vol.16 , pp. 1249-1254
    • Loader, R.J.1    Singh, N.2    O'Malley, P.J.3    Popelier, P.L.A.4
  • 27
    • 0037497033 scopus 로고    scopus 로고
    • Ester hydrolysis rate constant prediction from quantum topological molecular similarity descriptors
    • Chaudry U.A., Popelier P.L.A. (2003) Ester hydrolysis rate constant prediction from quantum topological molecular similarity descriptors. J Phys Chem A 27 : 4578 4582.
    • (2003) J Phys Chem a , vol.27 , pp. 4578-4582
    • Chaudry, U.A.1    Popelier, P.L.A.2
  • 28
    • 0003009442 scopus 로고    scopus 로고
    • Multi-way calibration, multi-linear PLS
    • Bro R. (1996) Multi-way calibration, multi-linear PLS. J Chemometrics 10 : 47 62.
    • (1996) J Chemometrics , vol.10 , pp. 47-62
    • Bro, R.1
  • 29
    • 0030813663 scopus 로고    scopus 로고
    • PARAFAC, tutotrials and applications
    • Bro R. (1997) PARAFAC, tutotrials and applications. Chemometr Intel Lab Syst 39 : 149 171.
    • (1997) Chemometr Intel Lab Syst , vol.39 , pp. 149-171
    • Bro, R.1
  • 31
    • 35348938159 scopus 로고    scopus 로고
    • Multi-way analysis of quantum topological molecular similarity descriptors for modeling acidity constant of some phenolic compounds
    • Esteki M., Hemmateenejad B., Khayamian T., Mohajeri A. (2007) Multi-way analysis of quantum topological molecular similarity descriptors for modeling acidity constant of some phenolic compounds. Chem Biol Drug Des 70 : 413 423.
    • (2007) Chem Biol Drug des , vol.70 , pp. 413-423
    • Esteki, M.1    Hemmateenejad, B.2    Khayamian, T.3    Mohajeri, A.4
  • 32
    • 36148970440 scopus 로고    scopus 로고
    • Classification of multiway analytical data based on MOLMAP approach
    • Ballabio D., Consonni V., Todeschini R. (2007) Classification of multiway analytical data based on MOLMAP approach. Anal Chim Acta 605 : 134 146.
    • (2007) Anal Chim Acta , vol.605 , pp. 134-146
    • Ballabio, D.1    Consonni, V.2    Todeschini, R.3
  • 33
    • 30344489020 scopus 로고    scopus 로고
    • QSAR analysis of phenolic antioxidants using MOLMAP descriptors of local properties
    • Gupta S., Matthew S., Abreu P.M., Aires-de-Sousa J. (2006) QSAR analysis of phenolic antioxidants using MOLMAP descriptors of local properties. Bioorg Med Chem 14 : 1199 1206.
    • (2006) Bioorg Med Chem , vol.14 , pp. 1199-1206
    • Gupta, S.1    Matthew, S.2    Abreu, P.M.3    Aires-De-Sousa, J.4
  • 34
    • 33846857994 scopus 로고    scopus 로고
    • Random forest prediction of mutagenicity from empirical physicochemical descriptors
    • Zhang Q.Y., Aires-de-Sousa J. (2007) Random forest prediction of mutagenicity from empirical physicochemical descriptors. J Chem Inf Model 47 : 1 8.
    • (2007) J Chem Inf Model , vol.47 , pp. 1-8
    • Zhang, Q.Y.1    Aires-De-Sousa, J.2
  • 35
    • 33745926864 scopus 로고    scopus 로고
    • QSAR models based on quantum topological molecular similarity
    • Popelier P.L.A., Smith P.J. (2006) QSAR models based on quantum topological molecular similarity. Eur J Med Chem 41 : 862 873.
    • (2006) Eur J Med Chem , vol.41 , pp. 862-873
    • Popelier, P.L.A.1    Smith, P.J.2
  • 36
    • 0020068152 scopus 로고
    • Self-organized formation of topologically correct feature maps
    • Kohonen T. (1982) Self-organized formation of topologically correct feature maps. Boil Cybern 43 : 59 69.
    • (1982) Boil Cybern , vol.43 , pp. 59-69
    • Kohonen, T.1
  • 38
    • 0036827270 scopus 로고    scopus 로고
    • New molecular surface-based 3D-QSAR method using Kohonen neural network and 3-way PLS
    • Hasegawa K., Matsuoka S., Arakawa M., Funatsu K. (2002) New molecular surface-based 3D-QSAR method using Kohonen neural network and 3-way PLS. Comput Chem 26 : 583 589.
    • (2002) Comput Chem , vol.26 , pp. 583-589
    • Hasegawa, K.1    Matsuoka, S.2    Arakawa, M.3    Funatsu, K.4
  • 40
    • 34548784899 scopus 로고    scopus 로고
    • Substituent electronic descriptors for fast QSAR/QSPR
    • Hemmateenejad B., Sanchooli M. (2007) Substituent electronic descriptors for fast QSAR/QSPR. J Chemometrics 21 : 96 107.
    • (2007) J Chemometrics , vol.21 , pp. 96-107
    • Hemmateenejad, B.1    Sanchooli, M.2
  • 41
    • 20844451562 scopus 로고    scopus 로고
    • An automated PLS search for biologically relevant QSAR descriptors
    • Olah M., Bologa C., Oprea T.I. (2004) An automated PLS search for biologically relevant QSAR descriptors. J Comput Aided Mol Des 18 : 437 449.
    • (2004) J Comput Aided Mol des , vol.18 , pp. 437-449
    • Olah, M.1    Bologa, C.2    Oprea, T.I.3
  • 43
    • 0000540642 scopus 로고
    • Quantitative structure-activity relationships of the benzodiazepines - A review and reevaluation
    • Hadjipavlou-Litina D., Hansch C. (1994) Quantitative structure-activity relationships of the benzodiazepines - a review and reevaluation. Chem Rev 94 : 1483 1505.
    • (1994) Chem Rev , vol.94 , pp. 1483-1505
    • Hadjipavlou-Litina, D.1    Hansch, C.2
  • 44
    • 0028912677 scopus 로고
    • Development of a comprehensive pharmacophore model for the benzodiazepine receptor
    • Zhang W., Koehler K.F., Zhang P., Cook J.M. (1995) Development of a comprehensive pharmacophore model for the benzodiazepine receptor. Drug Des Discov 12 : 193 248.
    • (1995) Drug des Discov , vol.12 , pp. 193-248
    • Zhang, W.1    Koehler, K.F.2    Zhang, P.3    Cook, J.M.4
  • 45
    • 0030474838 scopus 로고    scopus 로고
    • Synthesis, structure-activity relationships, and molecular modeling studies of N-(indol-3-ylglyoxylyl)benzylamine derivatives acting at the benzodiazepine receptor
    • Da Settimo A., Primofiore G., Da Settimo F., Marini A.M., Novellino E., Greco G., Martini C., Giannaccini G., Lucacchini A. (1996) Synthesis, structure-activity relationships, and molecular modeling studies of N-(indol-3-ylglyoxylyl)benzylamine derivatives acting at the benzodiazepine receptor. J Med Chem 39 : 5083 5091.
    • (1996) J Med Chem , vol.39 , pp. 5083-5091
    • Da Settimo, A.1    Primofiore, G.2    Da Settimo, F.3    Marini, A.M.4    Novellino, E.5    Greco, G.6    Martini, C.7    Giannaccini, G.8    Lucacchini, A.9
  • 46
    • 33751499087 scopus 로고
    • The electrotopological state - Structure information at the atomic level for molecular graphs
    • Hall L.H., Mohney B., Kier L.B. (1991) The electrotopological state - structure information at the atomic level for molecular graphs. J Chem Inf Comp Sci 31 : 76 82.
    • (1991) J Chem Inf Comp Sci , vol.31 , pp. 76-82
    • Hall, L.H.1    Mohney, B.2    Kier, L.B.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.