The E-State as the Basis for Molecular Structure Space Definition and Structure Similarity
- 4 April 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Chemical Information and Computer Sciences
- Vol. 40 (3) , 784-791
- https://doi.org/10.1021/ci990140w
Abstract
The electrotopological state (E-state) is presented as a representation of molecular structure useful for definition of a space for chemical structures. This E-state representation provides the basis for chemical database management. The E-state formalism is presented along with its extension to the atom-type E-state. An approach to database organization, using polychlorobiphenyls (PCBs) as examples, reveals the descriptive power of the E-state paradigm. A well-organized chemical database, as described here, may be searched to find structures similar to a target structure with the expectation that such structures may exhibit properties similar to the target. Searches using the atom-type E-state indices are demonstrated with two example drug molecules.Keywords
This publication has 4 references indexed in Scilit:
- Modeling the toxicity of amide herbicides using the electrotopological stateEnvironmental Toxicology and Chemistry, 1999
- A simple model for the chromatographic retentions of polyhalogenated biphenylsAnalytical Chemistry, 1993
- On the determinant of the adjacency-plus-distance matrix as the topological index for characterizing alkanesJournal of Chemical Information and Computer Sciences, 1991
- Electronegativity. I. Orbital Electronegativity of Neutral AtomsJournal of the American Chemical Society, 1962