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Original Articles

The Whim Theory: New 3D Molecular Descriptors for Qsar in Environmental Modelling

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Pages 89-115 | Received 27 Feb 1997, Accepted 15 Jun 1997, Published online: 05 Oct 2006

References

  • Horvath , A. L. 1992 . Molecular Design. , 1490 Amsterdam, , The Netherlands : Elsevier .
  • Karcher , W. and Devillers , J. , eds. 1990 . “ Practical Applications of Quantitative Structure-Activity Relationships (QSAR) in Environmental Chemistry and Toxicology ” . 476 Dordrecht, , The Netherlands : Kluwer Academic Publishers .
  • Hansch , C. and Leo , A. 1995 . Exploring QSAR. , 386 Washington, , DC, USA : ACS .
  • Mezey , P. G. , ed. 1991 . Mathematical Modeling in Chemistry. , 386 Weinheim, , Germany : VCH .
  • Kier , L. B. and Hall , L. H. 1986 . Molecular Connectivity in Structure-Activity Analysis. , 262 Letchworth, , UK : Research Studies Press .
  • Bonchev , D. 1983 . Information Theoretic Indices for Characterization of Chemical Structures. , 250 Letchworth, , UK : Research Studies Press .
  • Sabljic , A. 1990 . “ Practical Applications of Quantitative Structure-Activity Relationships (QSAR) in Environmental Chemistry and Toxicology ” . In Topological indices and environmental chemistry. , Edited by: Karcher , W. and Devillers , J. 61 – 82 . Dordrecht, , The Netherlands : Kluwer Academic Publishers .
  • Basak , S. C. 1990 . “ Practical Applications of Quantitative Structure-Activity Relationships (QSAR) in Environmental Chemistry and Toxicology ” . In A nonempirical approach to predicting molecular properties using graph-theoretic invariants , Edited by: Karcher , W. and Devillers , J. 83 – 103 . Dordrecht, , The Netherlands : Kluwer Academic Publishers .
  • Randic , M. 1988 . On characterization of three-dimensional structures. . Int. J. Quantum Chem. Quantum Biol. Symp. , 15 : 201 – 208 .
  • Randic , M. , Jerman-Blazic , B. and Trinajstic , N. 1990 . Development of 3-dimensional molecular descriptors. . Comp. Chem. , 14 : 237 – 246 .
  • Pogliani , L. 1994 . On a graph theoretical characterization od cis/trans isomers. . J. Chem. Inf. Comput. Sci. , 34 : 801 – 804 .
  • Estrada , E. 1995 . Three-dimensional molecular descriptors based on electron charge density weighted graphs. . J. Chem. Inf. Comput. Sci. , 35 : 708 – 713 .
  • Diudea , M. V. , Horvath , D. and Graovac , A. 1995 . Molecular topology. 15. 3D distance matrices and related topological indices. . J. Chem. Inf. Comput. Sci. , 35 : 129 – 135 .
  • Randic , M. 1995 . Molecular shape profiles. . J. Chem. Inf. Comput. Sci. , 35 : 373 – 382 .
  • Todeschini , R. , Lasagni , M. and Marengo , E. 1994 . New molecular descriptors for 2D and 3D structures. Theory. Part 1. . J. Chemometrics , 8 : 263 – 272 .
  • Todeschini , R. , Gramatica , P. , Provenzani , R. and Marengo , E. 1995 . Weighted Holistic Invariant Molecular descriptors. Part 2. Theory development and application on modeling physico-chemical properties of PolyAromatic Hydrocarbons. . Chemom. Intell. Lab. Systems , 27 : 221 – 229 .
  • Todeschini , R. , Vighi , M. , Provenzani , R. , Inizio , FA. and Gramatica , P. 1996 . Modeling and prediction by using WHIM descriptors in QSAR studies: Toxicity of heterogeneous chemicals on Daphnia magna. Part 3. . Chemosphere , 32 : 1527 – 1545 .
  • Todeschini , R. , Bettiol , C. , Giurin , G. , Gramatica , P. , Miana , P. and Argese , E. 1996 . Modeling and prediction by using WHIM descriptors in QSAR studies: submitochondrial particles (SMP) as toxicity biosensors of chlorophenols. Part 4. . Chemosphere , 33 : 71 – 79 .
  • Todeschini , R. and Gramatica , P. 1997 . 3D-modelling and prediction by WHIM descriptors. Part 5. Theory development and chemical meaning of WHIM descriptors. . Quant. Struct.-Act. Relat. , 16 : 113 – 119 .
  • Todeschini , R. and Gramatica , P. 1997 . 3D-modelling and prediction by WHIM descriptors. Part 6. Application of WHIM descriptors in QSAR studies. . Quant. Struct. Act. Relat. , 16 : 120 – 125 .
  • Chiorboli , C. , Gramatica , P. , Piazza , R. , Pino , A. and Todeschini , R. 1997 . 3D-modelling and prediction by WHIM descriptors. Part 7. Physico-chemical properties of haloaromatics: comparison between WHIM and topological descriptors. . SAR QSAR Environ. Res. , 7 ( 1–4 ) : 133 – 150 .
  • Todeschini , R. , Vighi , M. , Finizio , A. and Gramatica , P. 1997 . 3D-modelling and prediction by WHIM descriptors. Part 8. Toxicity and physico-chemical properties of environmental priority chemicals by 2D-TI and 3D-WHIM descriptors. . SAR QSAR Environ. Res. , 7 ( 1–4 ) : 173 – 193 .
  • Todeschini , R. , Moro , G. , Boggia , R. , Bonati , L. , Cosentino , U. , Lasagni , M. and Pitea , D. 1997 . Modeling and prediction of molecular properties. Theory of Grid-Weighted Holistic Invariant Molecular (G-WHIM) descriptors. . Chemom. Intell. Lab. Systems , 36 : 65 – 73 .
  • Todeschini , R. 1997 . Data correlation, number of significant principal components and shape of molecules: the K correlation index. . Anal. Chim. Acta , 348 : 419 – 430 .
  • Todeschini , R. , Cazar , R. and Collina , E. 1992 . The chemical meaning of topological indices. . Chemom. Intell. Lab. Systems , 15 : 51 – 59 .
  • 1995 . HyperChem/Chemplus , Sausalito, , CA, USA : Rel. 4.0 and Rel. 1.0 for Windows, Autodesk. Inc. .
  • Todeschini , R. 1996 . WHIM-3D/QSAR – Software for the calculation of WHIM descriptors , Milan, , Italy : rel. 2.1 for Windows, Talete srl .
  • Leardi , R. , Boggia , R. and Terrile , M. 1992 . Genetic algorithms as a strategy for feature selection. . J. Chemometrics , 6 : 267 – 281 .
  • Todeschini , R. 1997 . Moby Digs – Software for Variable Subset Selection by Genetic Algorithm , Milan, , Italy : rel. 1.0 for Windows, Talete srl .
  • Todeschini , R. , Gramatica , P. and Navas , N. 3D-modelling and prediction by WHIM descriptors. Part 9. Chromatographic relative retention time and physico-chemical properties of PolyChlorinated Biphenyls (PCB). . Chemom. Intell. Lab. Systems , in press
  • Mullin , M. D. , Pochini , C. M. , McCrindle , S. , Romkes , M. , Safe , S. and Safe , L. 1984 . High-resolution PCB analysis: synthesis and chromatographic properties of all 209 PCB congeners. . Environ. Sci. Technol. , 18 : 468 – 476 .
  • Govers , H. A. J. and de Voogt , P. 1995 . Gas chromatographic derivation of the solubility parameters of Polychlorinated Biphenyls with the inclusion of cis-trans and optical isomerism and orientational disorder. . SAR QSAR Environ. Res. , 3 : 315 – 324 .
  • Hasan , M. N. and Jurs , P. C. 1988 . Computer-assisted prediction of gas chromatographic retention times of Polychlorinated Biphenyls. . Anal. Chem. , 60 : 978 – 982 .
  • Robbat , A. Jr. , Xyrafas , G. and Marshall , D. 1988 . Prediction of gas chromatographic retention characteristic of Polychlorinated Biphenyls. . Anal. Chem. , 60 : 982 – 985 .
  • Devillers , J. 1988 . A simple method for the prediction of the GLC retention times of all the 209 PCB congeners. . Fres. Z. Anal. Chem. , 332 : 61 – 62 .
  • Sulea , T. , Kurunczi , L. and Simon , Z. 1995 . Dioxin-type activity for polyhalogenated arylic derivatives. A QSAR model based on MTD-mehod. . SAR QSAR Environ. Res. , 3 : 37 – 61 .
  • Free , S. M. and Wilson , J. W. 1964 . A mathematical contribution to structure-activity studies. . J. Med. Chem. , 7 : 395 – 402 .
  • Bonati , L. , Fraschini , E. , Lasagni , M. , Palma Modoni , E. and Pitea , D. 1995 . A hypothesis on the mechanism of PCDD biological activity based on molecular electrostatic potential modeling. Part 2. . Teochem. , 340 : 83 – 95 .
  • Moro , G. , Bonati , L. , Lasagni , M. , Cosentino , U. , Pieta , D. and Todeschini , R. Molecular descriptors derived from 3D-distributions of molecular scalar fields (G-WHIM descriptors): quantitative structure-activity relationships of polychlorodibenzo-p-dioxins. in progress. .
  • Hermann , R. B. 1972 . Theory of hydrophobic bonding. II. The correlation of hydrocarbons solubility in water with solvent cavity surface area. . J. Phys. Chem. , 76 : 2754 – 2759 .
  • Pearlman , R. S. 1986 . “ Molecular surface area and volume: their calculations and use in predicting solubilities and free energies of dissolution ” . In Partition coefficient determination and estimation , Edited by: Dunn , W. J. , Block , J. H. and Pearlman , R. S. 3 – 10 . New York, , USA : Pergamon Press .
  • 1996 . Thesis in Environmental Sciences of S. Colombo , Italy : University of Milan .
  • 1997 . Thesis in Environmental Sciences of V. Consonni , Italy : University of Milan .
  • 1997 . Thesis in Environmental Sciences of G. Triacchini , Italy : University of Milan .
  • 1996 . Thesis in Environmental Sciences of V. Merli , Italy : University of Milan .
  • 1996 . Thesis in Chemistry of M. Tagliabue , Italy : University of Milan .

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