Name
Abstract | ||
|---|---|---|
The recently proposed MS-WHIM indices, a set of theoretical descriptors containing information about size, shape and electrostatic distribution of a molecule, have been further investigated. The main objectives of this work were: (i) to confirm the descriptive power of MS-WHIM in modelling specific biological interactions, (ii) to analyse the dependence of MS-WHIM on the type of atomic charges used for computing electrostatic potential and (iii) to compare the performances of MS-WHIM with those provided by other global 3D molecular descriptors. The spatial autocorrelation of atomic and molecular surface properties were selected for comparison purposes. WHIM-based and autocorrelation-based vectors were calculated for two molecular sets from the literature, namely a series of 18 HIV-1 reverse transcriptase inhibitors and a set of 36 sulphonamide endothelin inhibitors. PLS was adopted to derive statistical predictive models that were validated by means of cross-validation. The reported results confirmed that MS-WHIM indices are able to provide meaningful statistical correlations with biological activity. MS-WHIM descriptors are sensitive to the type of partial atomic charges applied and improved models were obtained using more accurate charges. Moreover for both the datasets, MS-WHIM results, in terms of fitting and predictive power of PLS models, were superior to those from autocorrelation. Finally, the strengths/weaknesses of global 3D-QSAR descriptors over local CoMFA-like methods, as well as the main differences between WHIM-based and autocorrelation-based vectors, are discussed. |
Year | DOI | Venue |
|---|---|---|
2000 | 10.1023/A:1008142124682 | Journal of computer-aided molecular design |
Keywords | Field | DocType |
Connolly surface,endothelin A,HIV-reverse transcriptase,holistic description,molecular electrostatic potential,PCA,PLS | Molecular descriptor,Spatial analysis,Quantitative structure–activity relationship,Computational chemistry,Chemistry,Autocorrelation,Endothelins | Journal |
Volume | Issue | ISSN |
14 | 3 | 0920-654X |
Citations | PageRank | References |
4 | 0.83 | 2 |
Authors | ||
4 | ||
Name | Order | Citations | PageRank |
|---|---|---|---|
| Emanuela Gancia | 1 | 51 | 6.01 |
| Gianpaolo Bravi | 2 | 90 | 10.77 |
| P Mascagni | 3 | 25 | 3.87 |
| Andrea Zaliani | 4 | 62 | 10.45 |