Name
Title | ||
|---|---|---|
Modeling steric and electronic effects in 3D- and 4D-QSAR schemes: predicting benzoic pK(a) values and steroid CBG binding affinities. |
Abstract | ||
|---|---|---|
We conducted a systematic study of the performance of the 3D- and 4D-QSAR schemes in modeling steric and electronic effects. In particular, we compared the CoMFA and Hopfinger's 4D-QSAR schemes, which apply completely different concepts for the generation of the molecular data used for modeling QSAR. Hence, we attempted to predict the pK(a) values of (o-, m-, and p-)benzoic acids which were divided into three subseries in order to simulate different levels of steric and electronic control. The steroids binding to CBG were used as a benchmark series where biological activity is limited by shape factors. Although individual models differ depending upon the individual scheme, generally, both CoMFA and 4D-QSAR appeared to provide comparable results, irrespective of the differences in the coding schemes used for the description. Moreover, a new 4D-QSAR scheme involving a self-organizing neural network was designed. Generally, the SOM scheme that we designed performs comparably to the grid scheme; however, it provides better results for the charge type descriptors, and the robust neuron architecture allows for the decrease of the influence of the molecular superimposition mode. |
Year | DOI | Venue |
|---|---|---|
2003 | 10.1021/ci034118l | JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES |
Keywords | Field | DocType |
binding affinity | Quantitative structure–activity relationship,Electronic effect,Computational chemistry,Chemistry,Steric effects,Steroid,Artificial neural network,Affinities | Journal |
Volume | Issue | ISSN |
43 | 6 | 0095-2338 |
Citations | PageRank | References |
3 | 0.50 | 4 |
Authors | ||
2 | ||
Name | Order | Citations | PageRank |
|---|---|---|---|
| Jaroslaw Polanski | 1 | 52 | 8.90 |
| Andrzej Bak | 2 | 12 | 3.44 |