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Literature DB >> 9139115

MS-WHIM, new 3D theoretical descriptors derived from molecular surface properties: a comparative 3D QSAR study in a series of steroids.

G Bravi¹, E Gancia, P Mascagni, M Pegna, R Todeschini, A Zaliani.

Abstract

The recently proposed WHIM (Weighted Holistic Invariant Molecular) approach [Todeschini, R., Lasagni, M. and Marengo, E., J. Chemometrics, 8 (1994) 263] has been applied to molecular surfaces to derive new 3D theoretical descriptors, called MS-WHIM. To test their reliability, a 3D QSAR study has been performed on a series of steroids, comparing the MS-WHIM description to both the original WHIM indices and CoMFA fields. The analysis of the statistical models obtained shows that MS-WHIM descriptors provide meaningful quantitative structure-activity correlations. Thus, the results obtained agree well with those achieved using CoMFA fields. The concise number of indices, the ease of their calculation and their invariance to the coordinate system make MS-WHIM an attractive tool for 3D QSAR studies.

Entities: Chemical

Mesh：

Substances：
Steroids
Transcortin

Year: 1997 PMID： 9139115 DOI： 10.1023/a:1008079512289

Source DB: PubMed Journal: J Comput Aided Mol Des ISSN： 0920-654X Impact factor: 3.686

8 in total

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Journal: J Am Chem Soc Date: 1988-08-01 Impact factor: 15.419

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Journal: J Comput Aided Mol Des Date: 1994-12 Impact factor: 3.686

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Authors: A C Good; S J Peterson; W G Richards
Journal: J Med Chem Date: 1993-10-01 Impact factor: 7.446

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Authors: A N Jain; K Koile; D Chapman
Journal: J Med Chem Date: 1994-07-22 Impact factor: 7.446

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Authors: D T Manallack; D D Ellis; D J Livingstone
Journal: J Med Chem Date: 1994-10-28 Impact factor: 7.446

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Journal: Proc Natl Acad Sci U S A Date: 1982-06 Impact factor: 11.205

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Authors: J F Dunn; B C Nisula; D Rodbard
Journal: J Clin Endocrinol Metab Date: 1981-07 Impact factor: 5.958

8. Structure-activity relationships from molecular similarity matrices.

Authors: A C Good; S S So; W G Richards
Journal: J Med Chem Date: 1993-02-19 Impact factor: 7.446

8 in total

12 in total

1. Global 3D-QSAR methods: MS-WHIM and autocorrelation.

Authors: E Gancia; G Bravi; P Mascagni; A Zaliani
Journal: J Comput Aided Mol Des Date: 2000-03 Impact factor: 3.686

2. Evaluation of a novel molecular vibration-based descriptor (EVA) for QSAR studies: 2. Model validation using a benchmark steroid dataset.

Authors: D B Turner; P Willett; A M Ferguson; T W Heritage
Journal: J Comput Aided Mol Des Date: 1999-05 Impact factor: 3.686

10. Ligand intramolecular motions in ligand-protein interaction: ALPHA, a novel dynamic descriptor and a QSAR study with extended steroid benchmark dataset.

Authors: Kari Tuppurainen; Marja Viisas; Mikael Peräkylä; Reino Laatikainen
Journal: J Comput Aided Mol Des Date: 2004-03 Impact factor: 3.686

MS-WHIM, new 3D theoretical descriptors derived from molecular surface properties: a comparative 3D QSAR study in a series of steroids.

1. Comparative molecular field analysis (CoMFA). 1. Effect of shape on binding of steroids to carrier proteins.

2. Different approaches toward an automatic structural alignment of drug molecules: applications to sterol mimics, thrombin and thermolysin inhibitors.

3. QSAR's from similarity matrices. Technique validation and application in the comparison of different similarity evaluation methods.

4. Compass: predicting biological activities from molecular surface properties. Performance comparisons on a steroid benchmark.

5. Analysis of linear and nonlinear QSAR data using neural networks.

6. Electrostatic potential molecular surfaces.

7. Transport of steroid hormones: binding of 21 endogenous steroids to both testosterone-binding globulin and corticosteroid-binding globulin in human plasma.

8. Structure-activity relationships from molecular similarity matrices.

1. Global 3D-QSAR methods: MS-WHIM and autocorrelation.

2. Evaluation of a novel molecular vibration-based descriptor (EVA) for QSAR studies: 2. Model validation using a benchmark steroid dataset.

3. Substructure and whole molecule approaches for calculating log P.

4. Internally defined distances in 3D-quantitative structure-activity relationships.

Review 5. Computational methods in drug discovery.

6. Use of electron-electron repulsion energy as a molecular descriptor in QSAR and QSPR studies.

7. Meta-heuristics on quantitative structure-activity relationships: study on polychlorinated biphenyls.

Review 8. Recent advances in fragment-based QSAR and multi-dimensional QSAR methods.

9. Modeling the excitation wavelengths (lambda(ex)) of boronic acids.

10. Ligand intramolecular motions in ligand-protein interaction: ALPHA, a novel dynamic descriptor and a QSAR study with extended steroid benchmark dataset.