Document Detail


Simplified molecular input-line entry system and International Chemical Identifier in the QSAR analysis of styrylquinoline derivatives as HIV-1 integrase inhibitors.
MedLine Citation:
PMID:  21352501     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The simplified molecular input-line entry system (SMILES) and IUPAC International Chemical Identifier (InChI) were examined as representations of the molecular structure for quantitative structure - activity relationships (QSAR), which can be used to predict inhibitory activity of styrylquinoline derivatives against the human immune deficiency virus type 1 (HIV-1). Optimal SMILES-based descriptors give a best model with n= 26, r(2) =0.6330, q(2) =0.5812, s=0.502, F=41 (training set) n= 10, r(2) =0.7493, r(2) (pred) =0.6235, R(m) (2) =0.537, s=0.541, F=24 (validation set). Optimal InChI-based descriptors give a best model with n= 26, r(2) =0.8673, q(2) =0.8456, s=0.302, F=157 (training set); n= 10, r(2) =0.8562, r(2) (pred) =0.7715, R(m) (2) =0.819, s=0.329, F=48 (validation set). Thus, the InChI-based model is preferable. The described SMILES-based and InChI-based approaches have been checked with five random splits into the training and test sets.
Authors:
A P Toropova; A A Toropov; E Benfenati; G Gini
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2011-2-26
Journal Detail:
Title:  Chemical biology & drug design     Volume:  -     ISSN:  1747-0285     ISO Abbreviation:  -     Publication Date:  2011 Feb 
Date Detail:
Created Date:  2011-2-28     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101262549     Medline TA:  Chem Biol Drug Des     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Copyright Information:
Copyright © 2011 John Wiley & Sons A/S.
Affiliation:
Istituto di Ricerche Farmacologiche Mario Negri, Via La Masa 19, 20156, Milano, Italy Department of Electronics and Information, Politecnico di Milano, piazza Leonardo da Vinci 32, 20133 Milano, Italy.
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