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Volumn 2, Issue 3, 1998, Pages 376-380

Computational methods in molecular diversity and combinatorial chemistry

Author keywords

[No Author keywords available]

Indexed keywords

ALGORITHM; CHEMICAL STRUCTURE; COMPUTER PROGRAM; DRUG DESIGN; METHODOLOGY; ORGANIC CHEMISTRY; REPRODUCIBILITY; REVIEW;

EID: 0032087816     PISSN: 13675931     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1367-5931(98)80012-4     Document Type: Article
Times cited : (72)

References (57)
  • 1
    • 0001375857 scopus 로고    scopus 로고
    • Combinatorial chemistry and moleular diversity. An overview
    • Warr WA: Combinatorial chemistry and moleular diversity. An overview. J Chem Inform Comp Sci 1997, 37:134-140. A compact but thorough treatment of many of the important aspects of molecular diversity and combinatorial chemistry, including a number of good references.
    • (1997) J Chem Inform Comp Sci , vol.37 , pp. 134-140
    • Warr, W.A.1
  • 2
    • 0642301503 scopus 로고    scopus 로고
    • Challenges and prospects for computational aids to molecular diversity
    • Edited by Willett P. Dordrecht; Kluwer/Escom
    • Martin YC: Challenges and prospects for computational aids to molecular diversity. In Computational Methods for the Analysis of Molecular Diversity. Edited by Willett P. Dordrecht; Kluwer/Escom; 1997:159-172.
    • (1997) Computational Methods for the Analysis of Molecular Diversity , pp. 159-172
    • Martin, Y.C.1
  • 4
    • 0000987024 scopus 로고    scopus 로고
    • Solution-phase synthesis in combinatorial chemistry: Applications in drug discovery
    • Storer R: Solution-phase synthesis in combinatorial chemistry: applications in drug discovery. Drug Discov Today 1996, 1:248-254.
    • (1996) Drug Discov Today , vol.1 , pp. 248-254
    • Storer, R.1
  • 5
    • 85030054265 scopus 로고    scopus 로고
    • Chemically generated screening libraries present and future
    • June
    • Pavia MR: Chemically generated screening libraries present and future. Network Sci 1996, June. [URL: www.netsci.org]
    • (1996) Network Sci
    • Pavia, M.R.1
  • 6
    • 0002099615 scopus 로고    scopus 로고
    • Combinatorial libraries on rigid scaffolds: Solid phase synthesis of variably substituted pyrazoles and isoxazoles
    • Marzinzik AL, Felder ER: Combinatorial libraries on rigid scaffolds: Solid phase synthesis of variably substituted pyrazoles and isoxazoles. Molecules 1997, 2:17-30.
    • (1997) Molecules , vol.2 , pp. 17-30
    • Marzinzik, A.L.1    Felder, E.R.2
  • 7
    • 0031086320 scopus 로고    scopus 로고
    • Xanthines as a scaffold for molecular diversity
    • Heizmann G, Eberle AN: Xanthines as a scaffold for molecular diversity. Mol Divers 1996, 2:171-174.
    • (1996) Mol Divers , vol.2 , pp. 171-174
    • Heizmann, G.1    Eberle, A.N.2
  • 8
    • 0030132929 scopus 로고
    • Structurally homogeneous and heterogeneous synthetic combinatorial libraries
    • Krchnak V, Weichsel AS, Cabel D, Flegelova Z, Lebl M: Structurally homogeneous and heterogeneous synthetic combinatorial libraries. Mol Divers 1995, 1:149-164.
    • (1995) Mol Divers , vol.1 , pp. 149-164
    • Krchnak, V.1    Weichsel, A.S.2    Cabel, D.3    Flegelova, Z.4    Lebl, M.5
  • 9
    • 0030132930 scopus 로고
    • Bifunctional scaffolds as templates for synthetic combinatorial libraries
    • Krchnak V, Weichsel AS, Issakova O, Lam KS, Lebl M: Bifunctional scaffolds as templates for synthetic combinatorial libraries. Mol Divers 1995, 1:177-182.
    • (1995) Mol Divers , vol.1 , pp. 177-182
    • Krchnak, V.1    Weichsel, A.S.2    Issakova, O.3    Lam, K.S.4    Lebl, M.5
  • 10
    • 0029013332 scopus 로고
    • Synthesis of a small molecule combinatorial library encoded with molecular tags
    • Baldwin JJ, Burbaum JJ, Henderson I, Ohlmeyer MHJ: Synthesis of a small molecule combinatorial library encoded with molecular tags. J Am Chem Soc 1995, 117:5588-5589.
    • (1995) J Am Chem Soc , vol.117 , pp. 5588-5589
    • Baldwin, J.J.1    Burbaum, J.J.2    Henderson, I.3    Ohlmeyer, M.H.J.4
  • 13
    • 0029257836 scopus 로고
    • New promise in combinatorial chemistry: Synthesis, characterization, and screening of small-molecule libraries in solution
    • Carell T, Wintner EA, Sutherland AJ, Rebek J, Dunayevskiy YM, Vouros P: New promise in combinatorial chemistry: synthesis, characterization, and screening of small-molecule libraries in solution. Chem Biol 1995, 2:171-183.
    • (1995) Chem Biol , vol.2 , pp. 171-183
    • Carell, T.1    Wintner, E.A.2    Sutherland, A.J.3    Rebek, J.4    Dunayevskiy, Y.M.5    Vouros, P.6
  • 14
    • 0002960718 scopus 로고    scopus 로고
    • New perspectives in lead generation II: Evaluating molecular diversity
    • Ashton MJ, Jaye MC, Mason JS: New perspectives in lead generation II: Evaluating molecular diversity. Drug Discov Today 1996, 1:71-78. A good description of basic diversity analysis techniques and how they in-tegrate into the drug design process.
    • (1996) Drug Discov Today , vol.1 , pp. 71-78
    • Ashton, M.J.1    Jaye, M.C.2    Mason, J.S.3
  • 15
    • 0000132994 scopus 로고    scopus 로고
    • Similarity searching in files of three-dimensional chemical structures, Alignment of molecular electrostatic potential fields with a genetic algorithm
    • Wild DJ, Willett P: Similarity searching in files of three-dimensional chemical structures, Alignment of molecular electrostatic potential fields with a genetic algorithm. J Chem Inform Comput Sci 1996, 36:159-167. A good source of references for two-dimensional and three-dimensional similarity descriptors and searching.
    • (1996) J Chem Inform Comput Sci , vol.36 , pp. 159-167
    • Wild, D.J.1    Willett, P.2
  • 16
    • 84955113691 scopus 로고
    • Clustering of chemical structure databases for compound selection
    • Edited by Waterbeemd H. Weinhem: VCH
    • Downs GM, Willett P: Clustering of chemical structure databases for compound selection. In Advanced Computer-Assisted Techniques in Drug Discovery, vol 3. Edited by Waterbeemd H. Weinhem: VCH; 1995:111-130.
    • (1995) Advanced Computer-Assisted Techniques in Drug Discovery , vol.3 , pp. 111-130
    • Downs, G.M.1    Willett, P.2
  • 18
    • 0000892020 scopus 로고    scopus 로고
    • Clustering of large databases of compounds: Using the MDL 'keys' as structural descriptors
    • McGregor MJ, Pallai PV: Clustering of large databases of compounds: Using the MDL 'keys' as structural descriptors. J Chem Inform Comput Sci 1997, 37:443-448.
    • (1997) J Chem Inform Comput Sci , vol.37 , pp. 443-448
    • McGregor, M.J.1    Pallai, P.V.2
  • 19
    • 0342645323 scopus 로고    scopus 로고
    • Use of structure-activity data to compare structure-based clustering methods and descriptors for use in compound selection
    • Brown RD, Martin YC: Use of structure-activity data to compare structure-based clustering methods and descriptors for use in compound selection. J Chem Inform Comput Sci 1996, 36:572-584. A work showing the importance of validating diversity measures and presenting clear and appropriate methods to accomplish this.
    • (1996) J Chem Inform Comput Sci , vol.36 , pp. 572-584
    • Brown, R.D.1    Martin, Y.C.2
  • 23
    • 0028953765 scopus 로고
    • Measuring diversity: Experimental design of combinatorial libraries for drug discovery
    • Martin EJ, Blaney JM, Siani MA, Spellmeyer DC, Wong AK, Moos WH: Measuring diversity: experimental design of combinatorial libraries for drug discovery. J Med Chem 1995, 38:1431-1436.
    • (1995) J Med Chem , vol.38 , pp. 1431-1436
    • Martin, E.J.1    Blaney, J.M.2    Ma, S.3    Spellmeyer, D.C.4    Wong, A.K.5    Moos, W.H.6
  • 24
    • 0000465937 scopus 로고    scopus 로고
    • Diversity profiling and design using 3D pharmacophores: Pharmacophore-derived queries (PDQ)
    • Pickett SD, Mason JS, McLay IM: Diversity profiling and design using 3D pharmacophores: pharmacophore-derived queries (PDQ). J Chem Inform Comput Sci 1996, 36:1214-1223. A well-written and detailed treatment of measuring diversity using 3D descriptors and applying this to combinatorial library design.
    • (1996) J Chem Inform Comput Sci , vol.36 , pp. 1214-1223
    • Pickett, S.D.1    Mason, J.S.2    McLay, I.M.3
  • 25
    • 0005757079 scopus 로고
    • Combinatorial chemistry library design using pharmacophore diversity
    • July
    • Davies K, Briant C: Combinatorial chemistry library design using pharmacophore diversity. Network Sci 1995, July. [URL: www.netsci.org]
    • (1995) Network Sci
    • Davies, K.1    Briant, C.2
  • 26
    • 0029742341 scopus 로고    scopus 로고
    • Bioisosterism as a molecular diversity descriptor: Steric fields of single 'topomeric' conformers
    • Cramer RD, Clark RD, Patterson DE, Ferguson AM: Bioisosterism as a molecular diversity descriptor: steric fields of single 'topomeric' conformers. J Med Chem 1996, 39:3060-3069. A novel and interesting approach to evaluating diversity using molecular shape.
    • (1996) J Med Chem , vol.39 , pp. 3060-3069
    • Cramer, R.D.1    Clark, R.D.2    De Patterson3    Ferguson, A.M.4
  • 27
    • 0030341922 scopus 로고    scopus 로고
    • The measurement of molecular diversity: A three-dimensional approach
    • Chapman D: The measurement of molecular diversity: a three-dimensional approach. J Comput Aided Mol Des 1996, 10:501-512.
    • (1996) J Comput Aided Mol des , vol.10 , pp. 501-512
    • Chapman, D.1
  • 28
    • 0029744121 scopus 로고    scopus 로고
    • Molecular similarity based on DOCK-generated fingerprints
    • Briem H, Kuntz ID: Molecular similarity based on DOCK-generated fingerprints. J Med Chem 1996, 39:3401-3408.
    • (1996) J Med Chem , vol.39 , pp. 3401-3408
    • Briem, H.1    Kuntz, I.D.2
  • 30
    • 0000709242 scopus 로고    scopus 로고
    • On the use of information theory for assessing molecular diversity
    • Agrafiotis DK: On the use of information theory for assessing molecular diversity. J Chem Inform Comput Sci 1997, 37:576-580.
    • (1997) J Chem Inform Comput Sci , vol.37 , pp. 576-580
    • Agrafiotis, D.K.1
  • 31
    • 0000191614 scopus 로고    scopus 로고
    • Stochastic algorithms for maximizing molecular diversity
    • Agrafiotis DK: Stochastic algorithms for maximizing molecular diversity. J Chem Inform Comput Sci 1997, 37:841-851.
    • (1997) J Chem Inform Comput Sci , vol.37 , pp. 841-851
    • Agrafiotis, D.K.1
  • 32
    • 0002647926 scopus 로고    scopus 로고
    • Rapid quantification of molecular diversity for selective database acquisition
    • Turner DB, Tyrrell SM, Willett P: Rapid quantification of molecular diversity for selective database acquisition. J Chem Inform Comput Sci 1997, 37:18-22.
    • (1997) J Chem Inform Comput Sci , vol.37 , pp. 18-22
    • Turner, D.B.1    Tyrrell, S.M.2    Willett, P.3
  • 33
    • 0031226661 scopus 로고    scopus 로고
    • Database diversity assessment: New ideas, concepts, and tools
    • Nilakantan R, Bauman N, Haraki KS: Database diversity assessment: New ideas, concepts, and tools. J Comput Aided Mol Des 1997, 11:447-452.
    • (1997) J Comput Aided Mol des , vol.11 , pp. 447-452
    • Nilakantan, R.1    Bauman, N.2    Haraki, K.S.3
  • 34
    • 0030191461 scopus 로고    scopus 로고
    • Molecular diversity in chemical databases: Comparison of medicinal chemistry knowledge bases and databases of commercially available compounds
    • Cummins DJ, Andrews CW, Bentley JA, Cory M: Molecular diversity in chemical databases: comparison of medicinal chemistry knowledge bases and databases of commercially available compounds. J Chem Inform Comput Sci 1996, 38:750-763. An informative report showing how diversity analysis techniques can be used to compare large databases.
    • (1996) J Chem Inform Comput Sci , vol.38 , pp. 750-763
    • Cummins, D.J.1    Andrews, C.W.2    Bentley, J.A.3    Cory, M.4
  • 35
    • 0029382598 scopus 로고
    • Characterising the geometric diversity of functional groups in chemical databases
    • Boyd, SM, Beverley, M, Norskov, L, Hubbard, RE: Characterising the geometric diversity of functional groups in chemical databases. J Comput Aided Mol Des 1995, 9:417-424.
    • (1995) J Comput Aided Mol des , vol.9 , pp. 417-424
    • Boyd, S.M.1    Beverley, M.2    Norskov, L.3    Hubbard, R.E.4
  • 36
    • 0029783934 scopus 로고    scopus 로고
    • Neighborhood behavior: A useful concept for validation of 'molecular diversity' descriptors
    • Patterson DE, Cramer RD, Ferguson AM, Clark RD, L.E. Weinberger: Neighborhood behavior: a useful concept for validation of 'molecular diversity' descriptors. J Med Chem 1996, 39:3049-3059. This is a reinforcement of the necessity to validate diversity analysis descriptors and approaches.
    • (1996) J Med Chem , vol.39 , pp. 3049-3059
    • De Patterson1    Cramer, R.D.2    Ferguson, A.M.3    Clark, R.D.4    Weinberger, L.E.5
  • 37
    • 0030943408 scopus 로고    scopus 로고
    • Selecting optimally diverse compounds from structure databases: A validation study of two-dimensional and three-dimensional molecular descriptors
    • Matter H: Selecting optimally diverse compounds from structure databases: a validation study of two-dimensional and three-dimensional molecular descriptors. J Med Chem 1997, 40:1219-1229.
    • (1997) J Med Chem , vol.40 , pp. 1219-1229
    • Matter, H.1
  • 38
    • 5244364312 scopus 로고    scopus 로고
    • The information content of 2D and 3D structural descriptors relevant to ligand-receptor binding
    • Brown R. D, Martin Y. C: The information content of 2D and 3D structural descriptors relevant to ligand-receptor binding. J Chem Inform Comput Sci 1997, 37:1-9.
    • (1997) J Chem Inform Comput Sci , vol.37 , pp. 1-9
    • Brown, R.D.1    Martin, Y.C.2
  • 39
    • 0001136343 scopus 로고    scopus 로고
    • Four association coefficients for relating molecular similarity measures
    • Cheng C, Maggiora G, Lajiness M, Johnson M: Four association coefficients for relating molecular similarity measures. J Chem Inform Comput Sci 1996, 36:909-915.
    • (1996) J Chem Inform Comput Sci , vol.36 , pp. 909-915
    • Cheng, C.1    Maggiora, G.2    Lajiness, M.3    Johnson, M.4
  • 40
    • 0029610459 scopus 로고
    • A fast algorithm for selecting sets of dissimilar molecules from large chemical databases
    • Holliday JD, Ranade SS, Willett P: A fast algorithm for selecting sets of dissimilar molecules from large chemical databases. Quantative Struct Activ Rel 1995, 14:501-506.
    • (1995) Quantative Struct Activ Rel , vol.14 , pp. 501-506
    • Holliday, J.D.1    Ranade, S.S.2    Willett, P.3
  • 41
    • 0031232030 scopus 로고    scopus 로고
    • Experimental designs for selecting molecules from large chemical databases
    • Higgs RE, Bemis KG, Watson IA, Wikel JH: Experimental designs for selecting molecules from large chemical databases. J Chem Inform Comput Sci 1997, 37:861-870. A good look at dissimilarity selection techniques and their use as an impor-tant tool in compound selection.
    • (1997) J Chem Inform Comput Sci , vol.37 , pp. 861-870
    • Higgs, R.E.1    Bemis, K.G.2    Watson, I.A.3    Wikel, J.H.4
  • 42
    • 0000684663 scopus 로고    scopus 로고
    • OptiSim: An extended dissimilarity selection method for finding diverse representative subsets
    • Clark RD: OptiSim: an extended dissimilarity selection method for finding diverse representative subsets. J Chem Inform Comput Sci 1997, 37:1181-1188.
    • (1997) J Chem Inform Comput Sci , vol.37 , pp. 1181-1188
    • Clark, R.D.1
  • 43
    • 0029841885 scopus 로고    scopus 로고
    • Parameter based methods for compound selection from chemical databases
    • Hudson BD, Hyde RM, Rhar E, Wood J: Parameter based methods for compound selection from chemical databases. Quantitative Struct Activ Rel 1996, 15:285-289.
    • (1996) Quantitative Struct Activ Rel , vol.15 , pp. 285-289
    • Hudson, B.D.1    Hyde, R.M.2    Rhar, E.3    Wood, J.4
  • 45
    • 0031133147 scopus 로고    scopus 로고
    • Similarity measures for rational set selection and analysis of combinatorial libraries: The diverse property-derived (DPD) approach
    • Lewis RA, Mason JS, McLay IM: Similarity measures for rational set selection and analysis of combinatorial libraries: the diverse property-derived (DPD) approach. J Chem Inform Comput Sci 1997, 37:599-614.
    • (1997) J Chem Inform Comput Sci , vol.37 , pp. 599-614
    • Lewis, R.A.1    Mason, J.S.2    McLay, I.M.3
  • 46
    • 0003230848 scopus 로고    scopus 로고
    • Novel software tools for addressing chemical diversity
    • June
    • Pearlman RS: Novel software tools for addressing chemical diversity. Network Sci 1996, June. [URL: www.netsci.org]
    • (1996) Network Sci
    • Pearlman, R.S.1
  • 47
    • 0002656809 scopus 로고    scopus 로고
    • Designing chemical libraries for lead discovery
    • Ferguson AM, Patterson DE, Garr CD, Underinre TL: Designing chemical libraries for lead discovery. J Biomol Screen 1996, 1:65-73. The authors used diversity evaluation, synthetic feasibility and medicinal chemistry concerns to design libraries for lead generation.
    • (1996) J Biomol Screen , vol.1 , pp. 65-73
    • Ferguson, A.M.1    De Patterson2    Garr, C.D.3    Underinre, T.L.4
  • 48
    • 0029271228 scopus 로고
    • Using a genetic algorithm to suggest combinatorial libraries
    • Sheridan RP, Kearsley SK: Using a genetic algorithm to suggest combinatorial libraries. J Chem Inform Comput Sci 1995, 35:310-320.
    • (1995) J Chem Inform Comput Sci , vol.35 , pp. 310-320
    • Sheridan, R.P.1    Kearsley, S.K.2
  • 49
    • 0030815955 scopus 로고    scopus 로고
    • Designing combinatorial library mixtures using a genetic algorithm
    • Brown RD, Martin YC: Designing combinatorial library mixtures using a genetic algorithm. J Med Chem 1997, 40:2304-2313. The authors detail their approach and computer program for facilitating the design of combinatorial libraries that meet several practical constraints.
    • (1997) J Med Chem , vol.40 , pp. 2304-2313
    • Brown, R.D.1    Martin, Y.C.2
  • 50
    • 0000528756 scopus 로고    scopus 로고
    • The effectiveness of reactant pools for generating structurally-diverse combinatorial libraries
    • Gillet VJ, Willett P, Bradshaw J: The effectiveness of reactant pools for generating structurally-diverse combinatorial libraries. J Chem Inform Comput Sci 1997, 37:731-740.
    • (1997) J Chem Inform Comput Sci , vol.37 , pp. 731-740
    • Gillet, V.J.1    Willett, P.2    Bradshaw, J.3
  • 51
    • 0030898702 scopus 로고    scopus 로고
    • Virtual combinatorial libraries: Dynamic generation of molecular and supramolecular diversity by self-assembly
    • Huc I, Lehn, J-M: Virtual combinatorial libraries: Dynamic generation of molecular and supramolecular diversity by self-assembly. Proc Natl Acad Sci USA 1997, 94:2106-2110.
    • (1997) Proc Natl Acad Sci USA , vol.94 , pp. 2106-2110
    • Huc, I.1    Lehn, J.-M.2
  • 52
    • 0031087525 scopus 로고    scopus 로고
    • PRO_SELECT: Combining structure-based drug design and combinatorial chemistry for rapid lead discovery. 1. Technology
    • Murray CW, Clark DE, Auton TR, Firth MA, Li J, Sykes RA, Waszkowycz B, Westhead DR, Young SC: PRO_SELECT: combining structure-based drug design and combinatorial chemistry for rapid lead discovery. 1. Technology. J Comput Aided Mol Des 1997, 11:193-207. One of the first examples of integrating diversity analysis and library design tools with additional tools important in drug design including synthetic feasibility and estimation of binding energy.
    • (1997) J Comput Aided Mol Des , vol.11 , pp. 193-207
    • Murray, C.W.1    De Clark2    Auton, T.R.3    Ma, F.4    Li, J.5    Sykes, R.A.6    Waszkowycz, B.7    Westhead, D.R.8    Young, S.C.9
  • 54
    • 0029395281 scopus 로고
    • CHORTLES: A method for representing oligomeric and template-based mixtures
    • Siani MA, Weininger D, James CA, Blaney JM: CHORTLES: a method for representing oligomeric and template-based mixtures. J Chem Inform Comput Sci 1995, 35:1026-1033.
    • (1995) J Chem Inform Comput Sci , vol.35 , pp. 1026-1033
    • Ma, S.1    Weininger, D.2    James, C.A.3    Blaney, J.M.4
  • 55
    • 0002748938 scopus 로고    scopus 로고
    • Techniques for generating descriptive fingerprints in combinatorial libraries
    • Downs GM, Barnard JM: Techniques for generating descriptive fingerprints in combinatorial libraries. J Chem Inform Comput Sci 1997, 37:59-61.
    • (1997) J Chem Inform Comput Sci , vol.37 , pp. 59-61
    • Downs, G.M.1    Barnard, J.M.2


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