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Volumn 22, Issue 9-10, 2004, Pages 1006-1026

Approaches to Measure Chemical Similarity - A Review

Author keywords

Applicability domain; Neighborhood behavior; QSAR; Similarity

Indexed keywords

COMPUTATIONAL CHEMISTRY; MOLECULAR GRAPHICS; NUMERICAL METHODS;

EID: 1042265247     PISSN: 1611020X     EISSN: None     Source Type: Journal    
DOI: 10.1002/qsar.200330831     Document Type: Review
Times cited : (382)

References (119)
  • 3
    • 0032269667 scopus 로고    scopus 로고
    • Similarity and Dissimilarity Methods for Processing Chemical Structure databases
    • V. J. Gillet, D. J. Wild, P. Willett, J. Bradshaw, Similarity and Dissimilarity Methods for Processing Chemical Structure databases, Comput. J. 1998, 41, No.8
    • (1998) Comput. J. , vol.41 , Issue.8
    • Gillet, V.J.1    Wild, D.J.2    Willett, P.3    Bradshaw, J.4
  • 5
    • 85192675640 scopus 로고    scopus 로고
    • Trends in Fragrance Research: About Structure-Odour Relationships
    • Trends in Fragrance Research: About Structure-Odour Relationships, The BASICS archives, http://www.xs4all.nl/~bacis/bnb01081.html
    • The BASICS Archives
  • 10
    • 0033968062 scopus 로고    scopus 로고
    • Chemoinformatics - Similarity diversity in chemical libraries
    • P. Willett, Chemoinformatics - similarity and diversity in chemical libraries, Analytical Biotechnology 2000, 11, 85-88.
    • (2000) Analytical Biotechnology , vol.11 , pp. 85-88
    • Willett, P.1
  • 11
    • 0000570190 scopus 로고    scopus 로고
    • On Characterization of Chemical Structure
    • M. Randic, On Characterization of Chemical Structure, J. Chem. Inf. Comput. Sci. 1997, 37, 672-672.
    • (1997) J. Chem. Inf. Comput. Sci. , vol.37 , pp. 672-672
    • Randic, M.1
  • 12
    • 0000098839 scopus 로고    scopus 로고
    • Topological Index, Thermodynamic Properties. 5. How Can We Explain the Topological Dependency of Thermodynamic Properties of Alkanes with the Topology of Graphs?
    • H. Hosoya, M. Gotoh, M. Murakami, S. Ikeda, Topological Index and Thermodynamic Properties. 5. How Can We Explain the Topological Dependency of Thermodynamic Properties of Alkanes with the Topology of Graphs? J. Chem. Inf. Comput. Sci. 1999, 39, 192-196.
    • (1999) J. Chem. Inf. Comput. Sci. , vol.39 , pp. 192-196
    • Hosoya, H.1    Gotoh, M.2    Murakami, M.3    Ikeda, S.4
  • 13
    • 8544254107 scopus 로고
    • Structural determination of Paraffin Boiling Points
    • H. Wiener, Structural determination of Paraffin Boiling Points, J. Am. Chem. Soc. 1947, 69, 17-20.
    • (1947) J. Am. Chem. Soc. , vol.69 , pp. 17-20
    • Wiener, H.1
  • 14
    • 8644280181 scopus 로고
    • Characterization of Molecular Branching
    • M. Randic, Characterization of Molecular Branching, J. Am. Chem. Soc. 1975, 97, 6609-6615.
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 6609-6615
    • Randic, M.1
  • 15
    • 0343071989 scopus 로고
    • Information Theory, Distance Matrix, Molecular Branching
    • D. Bonchev, N. Trinajstic, Information Theory, Distance Matrix, and Molecular Branching, J. Chem. Phys. 1977, 67, 4517-4533.
    • (1977) J. Chem. Phys. , vol.67 , pp. 4517-4533
    • Bonchev, D.1    Trinajstic, N.2
  • 16
    • 0023981806 scopus 로고
    • Determining structural similarity of chemicals using graph-theoretic indices
    • S. Basak, V. Magnuson, Determining structural similarity of chemicals using graph-theoretic indices, Discrete Appl. Math. 1988, 19, 17-44.
    • (1988) Discrete Appl. Math , vol.19 , pp. 17-44
    • Basak, S.1    Magnuson, V.2
  • 17
    • 84961488478 scopus 로고
    • Topological indices based on topological distances in molecular graphs
    • A. Balaban, Topological indices based on topological distances in molecular graphs, Pure Appl. Chem. 1983, 55, 199-206.
    • (1983) Pure Appl. Chem. , vol.55 , pp. 199-206
    • Balaban, A.1
  • 18
    • 0000570190 scopus 로고    scopus 로고
    • On Characterization of Chemical Structure
    • M. Randic, On Characterization of Chemical Structure, J. Chem. Inf. Comput. Sci. 1997, 37, 672-672.
    • (1997) J. Chem. Inf. Comput. Sci. , vol.37 , pp. 672-672
    • Randic, M.1
  • 21
    • 0001232509 scopus 로고    scopus 로고
    • On the Properties of Bit String-Based Measures of Chemical Similarity
    • D. R. Flower, On the Properties of Bit String-Based Measures of Chemical Similarity, J. Chem. Inf. Comput. Sci. 1998, 38, 379-386.
    • (1998) J. Chem. Inf. Comput. Sci. , vol.38 , pp. 379-386
    • Flower, D.R.1
  • 22
    • 0024715264 scopus 로고
    • Molecular identification number for substructure searches
    • F. R. Burden, Molecular identification number for substructure searches, J. Chem. Inf. Comput. Sci. 1989, 29, 225-227.
    • (1989) J. Chem. Inf. Comput. Sci. , vol.29 , pp. 225-227
    • Burden, F.R.1
  • 24
    • 15744363581 scopus 로고    scopus 로고
    • Metric Validation and the Receptor-Relevant Subspace Concept
    • R. S. Pearlman, K. M. Smith, Metric Validation And The Receptor-Relevant Subspace Concept, J. Chem. Inf. Comput. Sci. 1999, 39, 28-35.
    • (1999) J. Chem. Inf. Comput. Sci. , vol.39 , pp. 28-35
    • Pearlman, R.S.1    Smith, K.M.2
  • 25
    • 0031152087 scopus 로고    scopus 로고
    • Computational approaches for combinatorial library design, molecular diversity analysis
    • J. M. Blaney, E. J. Martin, Computational approaches for combinatorial library design and molecular diversity analysis, Curr. Opin. Chem. Biol. 1997, 1, 54-59.
    • (1997) Curr. Opin. Chem. Biol. , vol.1 , pp. 54-59
    • Blaney, J.M.1    Martin, E.J.2
  • 26
    • 0032624725 scopus 로고    scopus 로고
    • New QSAR Methods Applied to Structure-Activity Mapping and Combinatorial Chemistry
    • F. R. Burden, D. A. Winkler, New QSAR Methods Applied to Structure-Activity Mapping and Combinatorial Chemistry, J. Chem. Inf. Comput. Sci. 1999, 39, 236-242.
    • (1999) J. Chem. Inf. Comput. Sci. , vol.39 , pp. 236-242
    • Burden, F.R.1    Winkler, D.A.2
  • 27
    • 0000011910 scopus 로고
    • Laplace eigenvalues of graph - A survey
    • B. Mohar, Laplace eigenvalues of graph - a survey. Discrete Math. 1992, 109, 171-183.
    • (1992) Discrete Math , vol.109 , pp. 171-183
    • Mohar, B.1
  • 28
    • 33751390853 scopus 로고
    • Similarity Searching on CAS Registry Substances 1. Global Molecular Property and Generic Atom Triangle Geometric Searching
    • W. Fisanick, K. Cross, A. Rusinko, Similarity Searching on CAS Registry Substances 1. Global Molecular Property and Generic Atom Triangle Geometric Searching, J. Chem. Inf. Comput. Sci. 1992, 32, 664-674.
    • (1992) J. Chem. Inf. Comput. Sci. , vol.32 , pp. 664-674
    • Fisanick, W.1    Cross, K.2    Rusinko, A.3
  • 29
    • 0029363396 scopus 로고
    • Searching for pharmacophoric patterns in databases of three-dimensional chemical structures
    • P. Willett, Searching for pharmacophoric patterns in databases of three-dimensional chemical structures, J. Mol. Recognit. 1995, 8, 290-303.
    • (1995) J. Mol. Recognit. , vol.8 , pp. 290-303
    • Willett, P.1
  • 31
    • 0003490549 scopus 로고    scopus 로고
    • Molecular Quantum Similarity in Qsar and Drug Design Coulson's Challenge Series
    • R. Carbo-Dorca, D. Robert, L. Amat, X. Girones, E. Besalu, University of Girona, Spain, Molecular Quantum Similarity in Qsar and Drug Design Coulson's Challenge Series, Lect. Notes Chem., Vol. 73
    • Lect. Notes Chem. , vol.73
    • Carbo-Dorca, R.1    Robert, D.2    Amat, L.3    Girones, X.4    Besalu, E.5
  • 32
    • 84987067987 scopus 로고
    • How Similar is a Molecule to Another? An Electron Density Measure of Similarity between Two Molecular Structures
    • R. Carbo, L. Leyda, M. Arnau, How Similar is a Molecule to Another? An Electron Density Measure of Similarity Between two Molecular Structures, Int. J. Quantum. Chem. 1980, 17, 1185-1189.
    • (1980) Int. J. Quantum. Chem. , vol.17 , pp. 1185-1189
    • Carbo, R.1    Leyda, L.2    Arnau, M.3
  • 33
    • 84987090159 scopus 로고
    • Molecular Similarity Based on Electrostatic Potential and Electric Field
    • E. E. Hodgkin, W. G. Richards, Molecular Similarity Based on Electrostatic Potential and Electric Field, Int. J. Quantum Chem. 1987, 14, 105-110.
    • (1987) Int. J. Quantum Chem. , vol.14 , pp. 105-110
    • Hodgkin, E.E.1    Richards, W.G.2
  • 34
    • 37049068275 scopus 로고
    • A Semi-Empirical Method for Calculating Molecular Similarity
    • E. E. Hodgkin, W. G. Richards, A Semi-Empirical Method for Calculating Molecular Similarity, Chem. Commun. 1986, 19, 1342-1344.
    • (1986) Chem. Commun. , vol.19 , pp. 1342-1344
    • Hodgkin, E.E.1    Richards, W.G.2
  • 35
    • 0026201884 scopus 로고
    • Automatic Search for Maximum Similarity between Molecular Electrostatic Potential Distributions
    • M. Manaut, F. Sanz, J. Jose, M. Milesi, Automatic Search for Maximum Similarity between Molecular Electrostatic Potential Distributions, J. Comput.-Aided Mol. Design 1991, 5, 1-380.
    • (1991) J. Comput.-Aided Mol. Design. , vol.5 , pp. 1-380
    • Manaut, M.1    Sanz, F.2    Jose, J.3    Milesi, M.4
  • 36
    • 0002948255 scopus 로고
    • Assessing Molecular Similarity from Results of ab Initio Electronic Structure Calculations
    • J. Cioslowski, E. D. Fleischmann, Assessing Molecular Similarity from Results of ab Initio Electronic Structure Calculations, J. Am. Chem. Soc. 1991, 113, 64-67.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 64-67
    • Cioslowski, J.1    Fleischmann, E.D.2
  • 38
    • 33751385180 scopus 로고
    • Rapid Evaluation of Shape Similarity Using Gaussian Functions
    • A. C. Good, W. G. Richards, Rapid Evaluation of Shape Similarity Using Gaussian Functions, J. Chem. Inf. Comput. Sci. 1993, 33, 112-116.
    • (1993) J. Chem. Inf. Comput. Sci. , vol.33 , pp. 112-116
    • Good, A.C.1    Richards, W.G.2
  • 39
    • 0029977466 scopus 로고    scopus 로고
    • Comparative Molecular Moment Analysis (CoMMA): 3D-QSAR without Molecular Superposition
    • B. D. Silverman, D. E. Platt, Comparative Molecular Moment Analysis (CoMMA): 3D-QSAR without Molecular Superposition, J. Med. Chem. 1996, 39, 2129-2140.
    • (1996) J. Med. Chem. , vol.39 , pp. 2129-2140
    • Silverman, B.D.1    Platt, D.E.2
  • 40
    • 0033193581 scopus 로고    scopus 로고
    • Comparative Spectra Analysis (CoSA): Spectra as Three-Dimensional Molecular Descriptors for the Prediction of Biological Activities
    • R. Bursi, T. Dao, T. van Wijk, M. de Gooyer, E. Kellenbach, P. Verwer, Comparative Spectra Analysis (CoSA): Spectra as Three-Dimensional Molecular Descriptors for the Prediction of Biological Activities, J. Chem. Inf. Comput. Sci. 1999, 39, 861-867.
    • (1999) J. Chem. Inf. Comput. Sci. , vol.39 , pp. 861-867
    • Bursi, R.1    Dao, T.2    Van Wijk, T.3    De Gooyer, M.4    Kellenbach, E.5    Verwer, P.6
  • 41
    • 0033004473 scopus 로고    scopus 로고
    • Evaluation of a novel molecular vibration-based descriptor (EVA) for QSAR studies: 2. Model validation using a benchmark steroid dataset
    • D. B. Turner, P. Willett, A. M. Ferguson, T. W. Heritage, Evaluation of a novel molecular vibration-based descriptor (EVA) for QSAR studies: 2. Model validation using a benchmark steroid dataset, J. Comput.-Aided Mol. Design 1999, 13, 271-296.
    • (1999) J. Comput.-Aided Mol. Design. , vol.13 , pp. 271-296
    • Turner, D.B.1    Willett, P.2    Ferguson, A.M.3    Heritage, T.W.4
  • 42
    • 0035470281 scopus 로고    scopus 로고
    • A Novel Index for the Description of Molecular Linearity
    • H. Patel, M. T. D. Cronin, A Novel Index for the Description of Molecular Linearity, J. Chem. Inf. Comput. Sci. 2001, 41, 1228-1236.
    • (2001) J. Chem. Inf. Comput. Sci. , vol.41 , pp. 1228-1236
    • Patel, H.1    Cronin, M.T.D.2
  • 43
    • 0022390371 scopus 로고
    • A Shape Index from Molecular Graphs
    • L. B. Kier, A Shape Index from Molecular Graphs, Quant. Struct.-Act. Relat. 1985, 4, 109-116.
    • (1985) Quant. Struct.-Act. Relat. , vol.4 , pp. 109-116
    • Kier, L.B.1
  • 44
    • 33947453229 scopus 로고
    • Polar and Steric Substituent Constants for Aliphatic and o-Benzoate Groups from Rates of Esterification and Hydrolysis of Esters
    • R. W. Taft, Polar and Steric Substituent Constants for Aliphatic and o-Benzoate Groups from Rates of Esterification and Hydrolysis of Esters, J. Am. Chem. Soc. 1952, 74, 3120-3128.
    • (1952) J. Am. Chem. Soc. , vol.74 , pp. 3120-3128
    • Taft, R.W.1
  • 45
    • 33947453512 scopus 로고
    • The General Nature of the Proportionality of Polar Effects of Substituent Groups in Organic Chemistry
    • R. W. Taft, The General Nature of the Proportionality of Polar Effects of Substituent Groups in Organic Chemistry, J. Am. Chem. Soc. 1953, 75, 4231-4238.
    • (1953) J. Am. Chem. Soc. , vol.75 , pp. 4231-4238
    • Taft, R.W.1
  • 47
    • 0346029013 scopus 로고
    • Case studies of the application of molecular shape analysis to elucidate drug action
    • D. E. Walters, A. J. Hopfinger, Case studies of the application of molecular shape analysis to elucidate drug action, J. Mol. Struct.: THEOCHEM, 1986, 134, 317-323.
    • (1986) J. Mol. Struct.: THEOCHEM , vol.134 , pp. 317-323
    • Walters, D.E.1    Hopfinger, A.J.2
  • 48
    • 0034182176 scopus 로고    scopus 로고
    • Quadratic Shape Descriptors. 1. Rapid Superposition of Dissimilar Molecules Using Geometrically Invariant Surface Descriptors
    • B. B. Goldman, W. T. Wipke, Quadratic Shape Descriptors. 1. Rapid Superposition of Dissimilar Molecules Using Geometrically Invariant Surface Descriptors, J. Chem. Inf. Comput. Sci. 2000, 40, 644-658.
    • (2000) J. Chem. Inf. Comput. Sci. , vol.40 , pp. 644-658
    • Goldman, B.B.1    Wipke, W.T.2
  • 49
    • 0035470284 scopus 로고    scopus 로고
    • Estimation of Molecular Similarity Based on 4D-QSAR Analysis: Formalism and Validation
    • J. S. Duca, A. J. Hopfinger, Estimation of Molecular Similarity Based on 4D-QSAR Analysis: Formalism and Validation, J. Chem. Inf. Comput. Sci. 2001, 41, 1367-1387.
    • (2001) J. Chem. Inf. Comput. Sci. , vol.41 , pp. 1367-1387
    • Duca, J.S.1    Hopfinger, A.J.2
  • 50
    • 0030934104 scopus 로고    scopus 로고
    • 3D-Modelling and prediction by Whim descriptors. Part 5. Theory Development and Chemical Meaning of WHIM descriptors
    • R. Todeschini, P. Gramatica, 3D-Modelling and prediction by WHIM descriptors. Part 5. Theory Development and Chemical Meaning of WHIM descriptors, Quant. Struct.-Act. Relat. 1997, 16, 113-119.
    • (1997) Quant. Struct.-Act. Relat. , vol.16 , pp. 113-119
    • Todeschini, R.1    Gramatica, P.2
  • 52
    • 0003896535 scopus 로고
    • QSAR: Hansch Analysis and Related Approaches
    • R. Manhold, P. Krogsgaard-Larsen, H. Timmermann (Eds.), VCH, Weinheim
    • H. Kubinyi, QSAR: Hansch Analysis and Related Approaches, in: Methods and Principles in Medicinal Chemistry, Vol. 1, R. Manhold, P. Krogsgaard-Larsen, H. Timmermann (Eds.), VCH, Weinheim, 1993, pp. 21-36.
    • (1993) Methods and Principles in Medicinal Chemistry, Vol. 1 , vol.1 , pp. 21-36
    • Kubinyi, H.1
  • 55
    • 85192683103 scopus 로고
    • Molecular Similarity I and II
    • K. Sen (Ed.), Molecular Similarity I and II, Topics Curr. Chem. 1995, 173-174
    • (1995) Topics Curr. Chem. , pp. 173-174
    • Sen, K.1
  • 56
    • 0031152087 scopus 로고    scopus 로고
    • Computational approaches for combinatorial library design, molecular diversity analysis
    • J. M. Blaney, E. J. Martin, Computational approaches for combinatorial library design and molecular diversity analysis, Curr. Opin. Chem. Biol. 1997, 1, 54-59.
    • (1997) Curr. Opin. Chem. Biol. , vol.1 , pp. 54-59
    • Blaney, J.M.1    Martin, E.J.2
  • 58
    • 0342645323 scopus 로고    scopus 로고
    • Use of Structure-Activity Data to Compare Structure-Based Clustering Methods and Descriptors for Use in Compound Selection
    • R. D. Brown, Y. C. Martin, Use of Structure-Activity Data To Compare Structure-Based Clustering Methods and Descriptors for Use in Compound Selection, J. Chem. Inf. Comput. Sci. 1996, 36, 572-584.
    • (1996) J. Chem. Inf. Comput. Sci. , vol.36 , pp. 572-584
    • Brown, R.D.1    Martin, Y.C.2
  • 59
    • 0001728908 scopus 로고    scopus 로고
    • Quantum-Chemical Descriptors in QSAR/QSPR Studies
    • M. Karelson, V. S. Lobanov, A. R. Katritzky, Quantum-Chemical Descriptors in QSAR/QSPR Studies, Chem. Rev. 1996, 96, 1027-1044.
    • (1996) Chem. Rev. , vol.96 , pp. 1027-1044
    • Karelson, M.1    Lobanov, V.S.2    Katritzky, A.R.3
  • 60
    • 84987144670 scopus 로고
    • Quantitative Measures of Similarity between Pharmacologically Active Compounds
    • P. E. Bowen-Jenkins, W. G. Richards, Quantitative Measures of Similarity between Pharmacologically Active Compounds, Int. J. Quantum Chem. 1986, 30, 763-768.
    • (1986) Int. J. Quantum Chem. , vol.30 , pp. 763-768
    • Bowen-Jenkins, P.E.1    Richards, W.G.2
  • 61
    • 0035960239 scopus 로고    scopus 로고
    • Systematic Study of the Quality of Various Quantum Similarity Descriptors. Use of the Autocorrelation Function and Principal Component Analysis
    • G. Boon, W. Langenaeker, F. De Proft, H. De Winter, J. P. Tollenaere, P. Geerlings, Systematic Study of the Quality of Various Quantum Similarity Descriptors. Use of the Autocorrelation Function and Principal Component Analysis, J. Phys. Chem. A 2001, 105, 8805-8814.
    • (2001) J. Phys. Chem. A , vol.105 , pp. 8805-8814
    • Boon, G.1    Langenaeker, W.2    De Proft, F.3    De Winter, H.4    Tollenaere, J.P.5    Geerlings, P.6
  • 63
    • 0001011577 scopus 로고
    • Quantum Topology of Molecular Charge Distributions. 1
    • R. F. W. Bader, S. G. Anderson, A. J. Duke, Quantum Topology of Molecular Charge Distributions. 1, J. Am. Chem. Soc. 1979, 101, 1389-1395.
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 1389-1395
    • Bader, R.F.W.1    Anderson, S.G.2    Duke, A.J.3
  • 65
    • 0000338194 scopus 로고    scopus 로고
    • Quantum Molecular Similarity. 1. BCP Space
    • P. L. A. Popelier, Quantum Molecular Similarity. 1. BCP Space, J. Phys. Chem. A 1999, 103, 2883-2890.
    • (1999) J. Phys. Chem. A , vol.103 , pp. 2883-2890
    • Popelier, P.L.A.1
  • 66
    • 0033304713 scopus 로고    scopus 로고
    • Quantum molecular similarity. Part 2: The relation between properties in BCP space, bond length
    • S. E. O'Brien, P. L. A. Popelier, Quantum molecular similarity. Part 2: The relation between properties in BCP space and bond length, Can. J. Chem. 1999, 77, 28-36.
    • (1999) Can. J. Chem. , vol.77 , pp. 28-36
    • O'Brien, S.E.1    Popelier, P.L.A.2
  • 67
    • 0035353656 scopus 로고    scopus 로고
    • Quantum Molecular Similarity. 3. QTMS Descriptors
    • S. E. O'Brien and P. L. A. Popelier, Quantum Molecular Similarity. 3. QTMS Descriptors, J. Chem. Inf. Comput. Sci. 2001, 41, 764-775.
    • (2001) J. Chem. Inf. Comput. Sci. , vol.41 , pp. 764-775
    • O'Brien, S.E.1    Popelier, P.L.A.2
  • 68
    • 0001239245 scopus 로고    scopus 로고
    • Quantum Topological Atoms
    • A. Hinchliffe (Ed.), Royal Society of Chemistry Specialist, Periodical Report
    • P. L. A. Popelier, P. J. Smith, Quantum Topological Atoms, in Chemical Modelling: Applications and Theory, Vol. 2, A. Hinchliffe (Ed.), Royal Society of Chemistry Specialist, Periodical Report, 2002, pp. 391-448.
    • (2002) Chemical Modelling: Applications and Theory , vol.2 , pp. 391-448
    • Popelier, P.L.A.1    Smith, P.J.2
  • 69
    • 0036006082 scopus 로고    scopus 로고
    • Quantum Molecular Similarity. Part 4: Anti-Tumour Activity of Phenylbutenones
    • S. E. O'Brien, P. L. A. Popelier, Quantum Molecular Similarity. Part 4: Anti-Tumour Activity of Phenylbutenones, Perkin Trans. II 2002, 478-483.
    • (2002) Perkin Trans. II , pp. 478-483
    • O'Brien, S.E.1    Popelier, P.L.A.2
  • 70
    • 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)
    • P. L. A. Popelier, U. A. Chaudry, P. J. Smith, Quantum Topological Molecular Similarity. Part 5: Further Development with an Application to the toxicity of Polychlorinated dibenzo-p-dioxins (PCDDs), Perkin Trans. II 2002, 1231-1237.
    • (2002) Perkin Trans. II , pp. 1231-1237
    • Popelier, P.L.A.1    Chaudry, U.A.2    Smith, P.J.3
  • 71
    • 0035891173 scopus 로고    scopus 로고
    • Prediction of Protein Retention in Ion-Exchange Systems Using Molecular Descriptors Obtained from Crystal Structure
    • C. B. Mazza, N. Sukumar, C. M. Breneman, S. M. Cramer, Prediction of Protein Retention in Ion-Exchange Systems Using Molecular Descriptors Obtained from Crystal Structure, Anal. Chem. 2001, 73, 5457-5461.
    • (2001) Anal. Chem. , vol.73 , pp. 5457-5461
    • Mazza, C.B.1    Sukumar, N.2    Breneman, C.M.3    Cramer, S.M.4
  • 72
    • 85192680224 scopus 로고    scopus 로고
    • http://www.chem.rpi.edu/chemweb/recondoc/WinRe-con.html.
  • 74
    • 1042271493 scopus 로고    scopus 로고
    • Theorems on Molecular Shape-Similarity Descriptors: External T-Plasters and Interior T-Aggregates
    • P. G. Mezey, Theorems on Molecular Shape-Similarity Descriptors: External T-Plasters and Interior T-Aggregates, J. Chem. Inf. Comput. Sci. 1996, 36, 1076-1081.
    • (1996) J. Chem. Inf. Comput. Sci. , vol.36 , pp. 1076-1081
    • Mezey, P.G.1
  • 75
    • 0001261911 scopus 로고    scopus 로고
    • Shape Analysis
    • P.v.R. Schleyer, N. L. Allinger, T. Clark, J. Gasteiger, P. R. Kollman, H. F. Schaefer III, P. R. Schreiner (Eds.), John Wiley & Sons, Chichester, UK
    • P. G. Mezey, Shape Analysis, in Encyclopedia of Computational Chemistry, Vol. 4 P.v.R. Schleyer, N. L. Allinger, T. Clark, J. Gasteiger, P. R. Kollman, H. F. Schaefer III, P. R. Schreiner (Eds.), John Wiley & Sons, Chichester, UK, 1999, pp. 2582-2589.
    • (1999) Encyclopedia of Computational Chemistry , vol.4 , pp. 2582-2589
    • Mezey, P.G.1
  • 77
    • 84988104006 scopus 로고
    • The Shape of Molecular Charge Distributions: Group Theory without Symmetry
    • P. G. Mezey, The Shape of Molecular Charge Distributions: Group Theory without Symmetry, J. Comput. Chem. 1987, 8, 462-469.
    • (1987) J. Comput. Chem. , vol.8 , pp. 462-469
    • Mezey, P.G.1
  • 78
    • 84986467774 scopus 로고
    • A Complete Shape Group Characterization for Molecular Charge Densities Represented by Gaussian-Type Functions
    • P. D. Walker, G. A. Arteca, P. G. Mezey, A Complete Shape Group Characterization for Molecular Charge Densities Represented by Gaussian-Type Functions, J. Comput. Chem. 1990, 12, 220-230.
    • (1990) J. Comput. Chem. , vol.12 , pp. 220-230
    • Walker, P.D.1    Arteca, G.A.2    Mezey, P.G.3
  • 81
    • 84988070756 scopus 로고
    • Shape Group Studies of Molecular Similarity and Regioselectivity in Chemical Reactions
    • G. A. Arteca, V. B. Jammal, P. G. Mezey, Shape Group Studies of Molecular Similarity and Regioselectivity in Chemical Reactions, J. Comput. Chem. 1988, 9, 608-619.
    • (1988) J. Comput. Chem. , vol.9 , pp. 608-619
    • Arteca, G.A.1    Jammal, V.B.2    Mezey, P.G.3
  • 82
    • 33751392357 scopus 로고
    • Organic reaction similarity in information processing
    • A. Lawson, Organic reaction similarity in information processing, J. Chem. Inf. Comput. Sci. 1992, 32, 675-679.
    • (1992) J. Chem. Inf. Comput. Sci. , vol.32 , pp. 675-679
    • Lawson, A.1
  • 83
    • 33751391859 scopus 로고
    • Similarity ideas in the theory of pericyclic reactivity
    • R. Ponec, M. Strnad, Similarity ideas in the theory of pericyclic reactivity, J. Chem. Inf. Comput. Sci. 1992, 32, 693-699.
    • (1992) J. Chem. Inf. Comput. Sci. , vol.32 , pp. 693-699
    • Ponec, R.1    Strnad, M.2
  • 84
    • 33751391397 scopus 로고
    • Reaction prediction: The suggestions of the Beppe program
    • G. Sello, Reaction prediction: the suggestions of the Beppe program, J. Chem. Inf. Comput. Sci. 1992, 32, 713-717.
    • (1992) J. Chem. Inf. Comput. Sci. , vol.32 , pp. 713-717
    • Sello, G.1
  • 86
    • 0035349270 scopus 로고    scopus 로고
    • Diverse Viewpoints on Computational Aspects of Molecular Diversity
    • Y. C. Martin, Diverse Viewpoints on Computational Aspects of Molecular Diversity, J. Comb. Chem. 2001, 3, 231-250.
    • (2001) J. Comb. Chem. , vol.3 , pp. 231-250
    • Martin, Y.C.1
  • 90
    • 0031024171 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • C. A. Lipinski, F. Lombardo, B. W. Dominy, P. J. Feeney, Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings, Adv. Drug Deliv. Rev. 1997, 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
  • 91
    • 0036560521 scopus 로고    scopus 로고
    • Combinatorial informatics in the post-genomic era
    • D. K. Agrafiotis, V. Lobanov, F. Salemme, Combinatorial informatics in the post-genomic era, Nature Rev. 2002, www.nature.com/reviews/drugdisc
    • (2002) Nature Rev.
    • Agrafiotis, D.K.1    Lobanov, V.2    Salemme, F.3
  • 93
    • 0025995750 scopus 로고
    • Isosterism and bioisosterism in drug design
    • A. Burger, Isosterism and bioisosterism in drug design, Prog. Drug. Res. 1991, 37, 287-371.
    • (1991) Prog. Drug. Res. , vol.37 , pp. 287-371
    • Burger, A.1
  • 94
    • 7744243992 scopus 로고    scopus 로고
    • Bioisosterism: A rational approach in drug design
    • G. A. Patani, E. J. LaVoie, Bioisosterism: A rational approach in drug design, Chem. Rev. 1996, 96, 3147-3176.
    • (1996) Chem. Rev. , vol.96 , pp. 3147-3176
    • Patani, G.A.1    LaVoie, E.J.2
  • 95
    • 0000166488 scopus 로고    scopus 로고
    • Similarity and Dissimilarity - A Medicinal Chemist's View
    • Ligand-Protein Interactions and Molecular Similarity, H. Kubinyi, G. Folkers, Y. C. Martin (Eds.), Kluwer/ESCOM, Dordrecht
    • H. Kubinyi, Similarity and Dissimilarity - A Medicinal Chemist's View, in 3D QSAR in Drug Design. Volume II. Ligand-Protein Interactions and Molecular Similarity, H. Kubinyi, G. Folkers, Y. C. Martin (Eds.), Kluwer/ESCOM, Dordrecht, 1998, pp. 225-252; also published in: Persp. Drug Design Discov. 1998, 9/10/11, 225-252.
    • (1998) 3D QSAR in Drug Design , vol.2 , pp. 225-252
    • Kubinyi, H.1
  • 96
    • 85192681578 scopus 로고    scopus 로고
    • 9/10/11
    • also published in: Persp. Drug Design Discov. 1998, 9/10/11, 225-252.H. Kubinyi, Similarity and Dissimilarity - A Medicinal Chemist's View, in 3D QSAR in Drug Design. Volume II. Ligand-Protein Interactions and Molecular Similarity, H. Kubinyi, G. Folkers, Y. C. Martin (Eds.), Kluwer/ESCOM, Dordrecht, 1998, pp. 225-252; also published in: Persp. Drug Design Discov. 1998, 9/10/11, 225-252.
    • (1998) Persp. Drug Design Discov. , pp. 225-252
  • 98
    • 85192681480 scopus 로고    scopus 로고
    • Chemical Similarity and Biological activity
    • H. Kybinyi, Chemical Similarity and Biological activity. Hugo Kubinyi Lectures, http://home.t-online.de/home/kubinyi/dd-06.pdf
    • Hugo Kubinyi Lectures
    • Kybinyi, H.1
  • 100
    • 0032509984 scopus 로고    scopus 로고
    • Random or Rational Design? Evaluation of Diverse Compound Subsets from Chemical Structure Databases
    • T. Potter, H. Matter, Random or Rational Design? Evaluation of Diverse Compound Subsets from Chemical Structure Databases, J. Med. Chem. 1998, 41, 478-488.
    • (1998) J. Med. Chem. , vol.41 , pp. 478-488
    • Potter, T.1    Matter, H.2
  • 101
    • 0031133147 scopus 로고    scopus 로고
    • Similarity Measures for Rational Set Selection and Analysis of Combinatorial Libraries: The Diverse Property-Derived (DPD) Approach
    • R. A. Lewis, J. S. Mason, I. M. McLay, Similarity Measures for Rational Set Selection and Analysis of Combinatorial Libraries: The Diverse Property-Derived (DPD) Approach, J. Chem. Inf. Comput. Sci. 1997, 37, 599-614.
    • (1997) J. Chem. Inf. Comput. Sci. , vol.37 , pp. 599-614
    • Lewis, R.A.1    Mason, J.S.2    McLay, I.M.3
  • 102
    • 5244364312 scopus 로고    scopus 로고
    • The Information Content of 2D and 3D Structural Descriptors Relevant to Ligand-Receptor Binding
    • R. D. Brown, Y. C. Martin, The Information Content of 2D and 3D Structural Descriptors Relevant to Ligand-Receptor Binding, J. Chem. Inf. Comput. Sci. 1997, 37, 1-9.
    • (1997) J. Chem. Inf. Comput. Sci. , vol.37 , pp. 1-9
    • Brown, R.D.1    Martin, Y.C.2
  • 103
    • 0028496956 scopus 로고
    • Similarity Searching and Clustering of Chemical Structure Databases using Molecular Property Data
    • G. M. Downs, P. Willett, W. Fisanick, Similarity Searching and Clustering of Chemical Structure Databases using Molecular Property Data, J. Chem. Inf. Comput. Sci. 1994, 34, 1094-1102.
    • (1994) J. Chem. Inf. Comput. Sci. , vol.34 , pp. 1094-1102
    • Downs, G.M.1    Willett, P.2    Fisanick, W.3
  • 105
    • 0013326060 scopus 로고    scopus 로고
    • Feature Selection for Classification
    • M. Dash, H. Liu, Feature Selection for Classification, Intell. Data Anal. 1997, 1, 131-156.
    • (1997) Intell. Data Anal , vol.1 , pp. 131-156
    • Dash, M.1    Liu, H.2
  • 106
    • 85065703189 scopus 로고    scopus 로고
    • Correlation-based feature selection of discrete and numeric class machine learning
    • Morgan Kaufmann Publishers, San Francisco, CA
    • M. Hall, Correlation-based feature selection of discrete and numeric class machine learning, in Proceedings of the International Conference on Machine Learning, Morgan Kaufmann Publishers, San Francisco, CA, 2000, pp. 359-366.
    • (2000) Proceedings of the International Conference on Machine Learning , pp. 359-366
    • Hall, M.1
  • 107
    • 0017535866 scopus 로고
    • A branch bound algorithm for feature selection
    • P. M. Narendra, K. Fukunaga, A branch and bound algorithm for feature selection. IEEE T. Comp. 1977, C-29, 917-922.
    • (1977) IEEE T. Comp. , vol.C29 , pp. 917-922
    • Narendra, P.M.1    Fukunaga, K.2
  • 109
  • 112
    • 85138962150 scopus 로고    scopus 로고
    • Molecular diversity assessment: Logarithmic relations of information and species diversity and logarithmic relations of entropy and indistinguishability after rejection of Gibbs paradox of entropy mixing
    • S. K. Lin, Molecular diversity assessment: logarithmic relations of information and species diversity and logarithmic relations of entropy and indistinguishability after rejection of Gibbs paradox of entropy mixing, Molecules 1996, 1, 57-67.
    • (1996) Molecules , vol.1 , pp. 57-67
    • Lin, S.K.1
  • 113
    • 0000709242 scopus 로고    scopus 로고
    • On the Use of Information Theory for Assessing Molecular Diversity
    • D. K. Agrafiotis, On the Use of Information Theory for Assessing Molecular Diversity, J. Chem. Inf. Comput. Sci. 1997, 37, 576-580.
    • (1997) J. Chem. Inf. Comput. Sci. , vol.37 , pp. 576-580
    • Agrafiotis, D.K.1
  • 116
    • 0029783934 scopus 로고    scopus 로고
    • Weinberger Neighborhood Behavior: A Useful Concept for Validation of "Molecular Diversity" Descriptors
    • D. E. Patterson, R. D. Cramer, A. M. Ferguson, R. D. Clark, Weinberger Neighborhood Behavior: A Useful Concept for Validation of "Molecular Diversity" Descriptors, J. Med. Chem. 1996, 39, 3049-3059.
    • (1996) J. Med. Chem. , vol.39 , pp. 3049-3059
    • Patterson, D.E.1    Cramer, R.D.2    Ferguson, A.M.3    Clark, R.D.4
  • 117
    • 0004048064 scopus 로고    scopus 로고
    • Taming the combinatorial centipede
    • R. D. Clark, R. D. Cramer, Taming the combinatorial centipede, CHEMTECH 1997, 27, 24-30.
    • (1997) CHEMTECH , vol.27 , pp. 24-30
    • Clark, R.D.1    Cramer, R.D.2
  • 118
    • 0033037957 scopus 로고    scopus 로고
    • Improved Method for Estimating Bioconcentration / Bioaccumulation Factor from Octanol/Water Partition Coefficient
    • W. M. Meylan, P. H. Howard, R. S. Boethling, D. Aronson, H. Printup, S. Gouchi, Improved Method for Estimating Bioconcentration / Bioaccumulation Factor from Octanol/Water Partition Coefficient, Environ. Toxicol. Chem. 1996, 18, 664-672.
    • (1996) Environ. Toxicol. Chem. , vol.18 , pp. 664-672
    • Meylanc, W.M.1    Howard, P.H.2    Boethling, R.S.3    Aronson, D.4    Printup, H.5    Gouchi, S.6
  • 119
    • 0000618620 scopus 로고    scopus 로고
    • Molecular Similarity. 1. Analytical Description of the Set of Graph Similarity Measures
    • M. Skvortsova, I. Baskin, Molecular Similarity. 1. Analytical Description of the Set of Graph Similarity Measures, J. Chem. Inf. Comput. Sci. 1998, 38, 785-790.
    • (1998) J. Chem. Inf. Comput. Sci. , vol.38 , pp. 785-790
    • Skvortsova, M.1    Baskin, I.2


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