Chemical Similarity Searching
TL;DR: The concept of similarity searching is introduced, differentiating it from the more common substructure searching, and the current generation of fragment-based measures that are used for searching chemical structure databases are discussed.
read more
Abstract: This paper reviews the use of similarity searching in chemical databases. It begins by introducing the concept of similarity searching, differentiating it from the more common substructure searching, and then discusses the current generation of fragment-based measures that are used for searching chemical structure databases. The next sections focus upon two of the principal characteristics of a similarity measure: the coefficient that is used to quantify the degree of structural resemblance between pairs of molecules and the structural representations that are used to characterize molecules that are being compared in a similarity calculation. New types of similarity measure are then compared with current approaches, and examples are given of several applications that are related to similarity searching.
read more
Chat with Paper
AI Agents for this Paper
Find similar papers on Google Scholar, PubMed and Arxiv
Write a critical review of this paper
Analyze citations of this paper to find unaddressed research gaps
Citations
Anticancer thiopyrano[2,3-d][1,3]thiazol-2-ones with norbornane moiety. Synthesis, cytotoxicity, physico-chemical properties, and computational studies.
Roman Lesyk,Borys Zimenkovsky,Dmytro Atamanyuk,Dmytro Atamanyuk,Frank Jensen,Katarzyna Kieć-Kononowicz,Andrzej Gzella +6 more
TL;DR: The lipophilicity of the compounds was studied by RP-TLC and found to correlate well with calculated logP values, and high correlations with some of the antitubulin agents were showed.
103
Exploration of Ultralarge Compound Collections for Drug Discovery
TL;DR: In this paper , the authors present examples of chemical libraries and spaces and the means used to construct them, and discuss new technologies for searching huge libraries and for searching combinatorially in chemical space.
103
In silico prediction of cytochrome P450 2D6 and 3A4 inhibition using Gaussian kernel weighted k-nearest neighbor and extended connectivity fingerprints, including structural fragment analysis of inhibitors versus noninhibitors.
TL;DR: Two in silico Gaussian kernel weighted k-nearest neighbor models based on extended connectivity fingerprints that classify CYP2D6 and CYP3A4 inhibition and noninhibitors are presented.
102
Network Neighbors of Drug Targets Contribute to Drug Side-Effect Similarity
TL;DR: This study investigated the proportion of side-effect similarities that is due to targets that are close in the network compared to shared drug targets and gained novel insight into the molecular mechanisms of side effects associated with several drug targets.
References
Hierarchical Grouping to Optimize an Objective Function
TL;DR: In this paper, a procedure for forming hierarchical groups of mutually exclusive subsets, each of which has members that are maximally similar with respect to specified characteristics, is suggested for use in large-scale (n > 100) studies when a precise optimal solution for a specified number of groups is not practical.
19.8K
Features of Similarity
TL;DR: The metric and dimensional assumptions that underlie the geometric representation of similarity are questioned on both theoretical and empirical grounds and a set of qualitative assumptions are shown to imply the contrast model, which expresses the similarity between objects as a linear combination of the measures of their common and distinctive features.
Development and validation of a genetic algorithm for flexible docking.
TL;DR: GOLD (Genetic Optimisation for Ligand Docking) is an automated ligand docking program that uses a genetic algorithm to explore the full range of ligand conformational flexibility with partial flexibility of the protein, and satisfies the fundamental requirement that the ligand must displace loosely bound water on binding.
6.5K
Comparative molecular field analysis (CoMFA). 1. Effect of shape on binding of steroids to carrier proteins.
TL;DR: The main features of the CoMFA approach, exemplified by analyses of the affinities of 21 varied steroids to corticosteroid and testosterone-binding globulins, and a number of advances in the methodology of molecular graphics are described.
3.8K
A Fast Flexible Docking Method using an Incremental Construction Algorithm
TL;DR: This work presents an automatic method for docking organic ligands into protein binding sites that combines an appropriate model of the physico-chemical properties of the docked molecules with efficient methods for sampling the conformational space of the ligand.
2.8K