WebMolCS: A Web-Based Interface for Visualizing Molecules in Three-Dimensional Chemical Spaces

J Chem Inf Model. 2017 Apr 24;57(4):643-649. doi: 10.1021/acs.jcim.6b00690. Epub 2017 Mar 30.

Abstract

The concept of chemical space provides a convenient framework to analyze large collections of molecules by placing them in property spaces where distances represent similarities. Here we report webMolCS, a new type of web-based interface visualizing up to 5000 user-defined molecules in six different three-dimensional (3D) chemical spaces obtained by principal component analysis or similarity mapping of multidimensional property spaces describing composition (MQN: 42D molecular quantum numbers, SMIfp: 34D SMILES fingerprint), shapes and pharmacophores (APfp: 20D atom pair fingerprint, Xfp: 55D category extended atom pair fingerprint), and substructures (Sfp: 1024D binary substructure fingerprint, ECfp4:1024D extended connectivity fingerprint). Each molecule is shown as a sphere, and its structure appears on mouse over. The sphere is color-coded by similarity to the first compound in the list, by the list rank, or by a user-defined value, which reveals the relationship between any property encoded by these values and structural similarities. WebMolCS is freely available at www.gdb.unibe.ch .

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Internet*
  • Models, Molecular*
  • Molecular Conformation
  • User-Computer Interface*