Hologram quantitative structure activity relationship studies on 5-HT6 antagonists

Doddareddy, Munikumar Reddy; Lee, Yeon Joo; Cho, Yong Seo; Choi, Kyung Il; Koh, Hun Yeong; Pae, Ae Nim

doi:10.1016/j.bmc.2004.05.005

Cited by 44 publications

(30 citation statements)

References 24 publications

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“…Predictive 2D QSAR models were constructed using the HQSAR technique, which requires only 2D structures and biological activity values as input [33,34,39,40]. In this method, each molecule in the data set is broken down into several unique structural fragments, which are arranged to form a molecular hologram.…”

Section: D Qsar: Hqsar Modelsmentioning

confidence: 99%

Structural and chemical basis for enhanced affinity and potency for a large series of estrogen receptor ligands: 2D and 3D QSAR studies

Salum

Polikarpov

Andricopulo

2007

Journal of Molecular Graphics and Modelling

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Section: D Qsar: Hqsar Modelsmentioning

confidence: 99%

Structural and chemical basis for enhanced affinity and potency for a large series of estrogen receptor ligands: 2D and 3D QSAR studies

Salum

Polikarpov

Andricopulo

2007

Journal of Molecular Graphics and Modelling

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“…The next approach employed to correlate the biological activity data of the chromone derivatives to structural fragments of molecules was the HQSAR methodology [48]. Molecular hologram is an extended form of the fingerprint encoding of all possible molecular fragments, including linear, branched, cyclic, and overlapping features of the molecules.…”

Section: Different Methods Employed For the Development Of Qsar Modelsmentioning

confidence: 99%

Development of multiple QSAR models for consensus predictions and unified mechanistic interpretations of the free-radical scavenging activities of chromone derivatives

2011

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Antioxidants are important defenders of the human body against nocive free radicals, which are the causative agents of most life-threatening diseases. The immense biomedicinal utility of antioxidants necessitates the development and design of new synthetic antioxidant molecules. The present report deals with the modeling of a series of chromone derivatives, which was done to provide detailed insight into the main structural fragments that impart antioxidant activity to these molecules. Four different quantitative structure-property relationship (QSAR) techniques, namely 3D pharmacophore mapping, comparative molecular similarity indices analysis (CoMSIA 3D-QSAR), hologram QSAR (HQSAR), and group-based QSAR (G-QSAR) techniques, were employed to obtain statistically significant models with encouraging external predictive potentials. Moreover, the visual contribution maps obtained for the different models signify the importance of different structural features in specific regions of the chromone nucleus. Additionally, the G-QSAR models determine the composite influence of pairs of substituent fragments on the overall antioxidant activity profiles of the molecules. Multiple models with different strategies for assessing structure-activity relationships were applied to reach a unified conclusion regarding the antioxidant mechanism and to provide consensus predictions, which are more reliable than values derived from a single model. The structural information obtained from the various QSAR models developed in the present work can thus be effectively utilized to design and predict the activities of new molecules belonging to the class of chromone derivatives.

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“…Several HQSAR models for a variety of standard data sets consisting of ligands of important molecular targets have been generated throughout recent years [20,21,[26][27][28][29][30][31][32][33][34][35][36][37][38][39][40], including cases where the 3D structure of the target protein was not yet available or the molecular target was unknown. It is important to note that besides predicting accurately property values of untested compounds (e.g., potency, affinity), HQSAR models can also provide useful insights into the relationships between structural fragments (micromolecule) and biological activity [25].…”

Section: Hqsar: a Versatile Tool In Drug Designmentioning

confidence: 99%

Fragment-based QSAR: perspectives in drug design

Salum

Andricopulo

2009

Mol Divers

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Drug design is a process driven by innovation and technological breakthroughs involving a combination of advanced experimental and computational methods. A broad variety of medicinal chemistry approaches can be used for the identification of hits, generation of leads, as well as to accelerate the optimization of leads into drug candidates. Quantitative structure-activity relationship (QSAR) methods are among the most important strategies that can be applied for the successful design of small molecule modulators having clinical utility. Hologram QSAR (HQSAR) is a modern 2D fragment-based QSAR method that employs specialized molecular fingerprints. HQSAR can be applied to large data sets of compounds, as well as traditional-size sets, being a versatile tool in drug design. The HQSAR approach has evolved from a classical use in the generation of standard QSAR models for data correlation and prediction into advanced drug design tools for virtual screening and pharmacokinetic property prediction. This paper provides a brief perspective on the evolution and current status of HQSAR, highlighting present challenges and new opportunities in drug design.

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Hologram quantitative structure activity relationship studies on 5-HT6 antagonists

Cited by 44 publications

References 24 publications

Structural and chemical basis for enhanced affinity and potency for a large series of estrogen receptor ligands: 2D and 3D QSAR studies

Structural and chemical basis for enhanced affinity and potency for a large series of estrogen receptor ligands: 2D and 3D QSAR studies

Development of multiple QSAR models for consensus predictions and unified mechanistic interpretations of the free-radical scavenging activities of chromone derivatives

Fragment-based QSAR: perspectives in drug design

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