Document Detail


Comparing the chemical spaces of metabolites and available chemicals: models of metabolite-likeness.
MedLine Citation:
PMID:  17447158     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The chemical space covered by compounds involved in metabolic reactions was compared with that of a random dataset of purchasable compounds by chemoinformatics techniques. The comparison was based on 3D structure, 2D structure, or descriptors of global properties, by means of self-organizing maps, random forests, and classification trees. The overlap between metabolites and non-metabolites was observed to be the least in the space defined by the global descriptors, the most discriminatory features being the number of OH groups, presence of aromatic systems, and molecular weight. Discrimination between the two datasets was achieved with accuracy up to 97%. Models were built to produce a metabolite-likeness parameter. A relationship between metabolite-likeness and ready biodegradability was observed.
Authors:
Sunil Gupta; João Aires-de-Sousa
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2007-02-16
Journal Detail:
Title:  Molecular diversity     Volume:  11     ISSN:  1381-1991     ISO Abbreviation:  Mol. Divers.     Publication Date:  2007 Feb 
Date Detail:
Created Date:  2007-04-20     Completed Date:  2007-08-03     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9516534     Medline TA:  Mol Divers     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  23-36     Citation Subset:  IM    
Affiliation:
REQUIMTE, CQFB, Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, Caparica, Portugal. sunil.gupta@dq.fct.unl.pt
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MeSH Terms
Descriptor/Qualifier:
Biodegradation, Environmental
Computer Simulation*
Databases, Factual
Metabolism*
Models, Chemical*
Molecular Conformation
Organic Chemicals / classification*,  metabolism
Quantitative Structure-Activity Relationship*
Chemical
Reg. No./Substance:
0/Organic Chemicals

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