QSARs on Bactericidal Activity of 3-carboxy-4-quinolones

2008 ◽  
Vol 59 (2) ◽  
pp. 185-194 ◽  
Author(s):  
Laszlo Tarko ◽  
Lucia Pintilie ◽  
Catalina Negut ◽  
Corneliu Oniscu ◽  
Miron Teodor Caproiu
Keyword(s):  
Escherichia Coli ◽  
Bactericidal Activity ◽  
Molecular Shape ◽  
Quantitative Structure Activity Relationship ◽  
Quantitative Structure ◽  
Specific Criterion ◽  
Structure Activity ◽  
Dependent Property ◽  
Chemical Groups ◽  
Derivatives Of

This paper presents results of three QSAR (Quantitative Structure Activity Relationship) studies realized with the PRECLAV computer program. The database we used contains initially 100 derivatives of 3-carboxy-4-quinolone. The dependent property is bactericidal activity against Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa. A specific criterion identifies the outlier molecules in the calibration set. Two molecules are identified as �possible outliers for lead hopping�. After the elimination of outliers, we obtained: N = 77 / 86 / 84, s = 0.2904 / 0.3583 / 0.2993, r2 = 0.8850 / 0.7943 / 0.8645, F = 91.1 / 37.6 / 82.9 and r2CV = 0.8415 / 0.7337 / 0.8415. The bactericidal activity against the three studied bacteria was favored by the presence of saturated C substituted (hetero)cycles, by the presence of certain groups (-F, unconjugated -NH/-NH2) and by a non-balanced molecular shape. The bactericidal activity was disfavored by the presence of certain chemical groups (-NO2, -C6H4, -CO-) and of the triazole cycle. The lipophilic/hydrophilic feature of quinolones has little impact upon bactericidal activity.

scholarly journals Molecular Shape Descriptors. 2. Quantitative Structure-Activity Relationships Based Upon Three-Dimensional Molecular Shape Descriptor

1985 ◽  
Vol 40 (11) ◽  
pp. 1114-1120
Author(s):  
loan Motoc ◽  
Garland R. Marshall
Keyword(s):  
Enzyme Inhibitor ◽  
Three Dimensional ◽  
Shape Descriptor ◽  
Molecular Shape ◽  
Quantitative Structure Activity Relationship ◽  
Quantitative Structure ◽  
E Coli ◽  
Interactional Pattern ◽  
Structure Activity ◽  
Quantitative Structure Activity Relationships

A methodology to incorporate the three-dimensional molecular shape descriptor (3 D-MSD) into a quantitative structure-activity relationship is discussed in detail. The 3 D-MSD is calculated and correlated with Kiapp values for a set of 2,4-diamino-5-benzylpyrimidines which inhibit E. coli DHFR. The correlation (n = 22, r = 0.95, s = 0.214, F = 55.10) indicates that the polarization interaction dominates the enzyme-inhibitor interactional pattern.

scholarly journals Modeling the activity of 2-phenylnaphthalene inhibitors using self-training artificial neural networks

2010 ◽  
Vol 8 (4) ◽  
pp. 877-885 ◽  
Author(s):  
Zahra Garkani-Nejad ◽  
Naser Jalili-Jahani
Keyword(s):  
Neural Network ◽  
Cross Validation ◽  
Quantitative Structure Activity Relationship ◽  
Multiple Linear Regressions ◽  
Quantitative Structure ◽  
Data Set ◽  
Structure Activity ◽  
Artificial Neural ◽  
Derivatives Of ◽  
Linear Regressions

AbstractThe present study investigates the quantitative structure-activity relationship (QSAR) of 2-phenylnaphthalene ligands on an estrogen receptor (ERα). A data set comprising 70 derivatives of 2-phenylnaphthalene is used. The most suitable parameters, classified as topological, geometric and electronic are selected using a combination of genetic algorithm and multiple linear regression (GA-MLR) methods. Then, selected descriptors are used as inputs for a self-training artificial neural network (STANN). Analysis of the results suggests that the STANN model shows superior results compared to the multiple linear regressions (MLR) by accounting for 91.0% of the variances of the antiseptic potency of the 2-phenylnaphthalene derivatives. The accuracy of the 8-4-1 STANN model is illustrated using leave-multiple-out (LMO) cross-validation and Y-randomization techniques.

scholarly journals Topological index Nclass as a factor determining the antibacterial activity of quinolones against Escherichia coli

2019 ◽  
Vol 11 (17) ◽  
pp. 2255-2262 ◽  
Author(s):  
Beatriz Suay-García ◽  
Pedro Alemán-López ◽  
José I Bueso-Bordils ◽  
Antonio Falcó ◽  
María T Pérez-Gracia ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Topological Index ◽  
Molecular Size ◽  
Quantitative Structure Activity Relationship ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Quantitative Structure ◽  
Linear Discriminant ◽  
Structure Activity ◽  
New Antibiotics

Aim: Due to antibiotic resistance and the lack of investment in antimicrobial R&D, quantitative structure–activity relationship (SAR) methods appear as an ideal approach for the discovery of new antibiotics. Result & methodology: Molecular topology and linear discriminant analysis were used to construct a model to predict activity against Escherichia coli. This model establishes new SARs, of which, molecular size and complexity ( Nclass), stand out for their discriminant power. This model was used for the virtual screening of the Index Merck database, with results showing a high success rate as well as a moderate restriction. Conclusion: The model efficiently finds new active compounds. The topological index Nclass can act as a filter in other quantitative structure–activity relationship models predicting activity against E. coli.

Synthesis and quantitative structure–activity relationship (QSAR) study of C7-oxime ester derivatives of obacunone as insecticidal agents

RSC Advances ◽  
2015 ◽  
Vol 5 (40) ◽  
pp. 31700-31707 ◽  
Author(s):  
Xiang Yu ◽  
Danfeng Shi ◽  
Xiaoyan Zhi ◽  
Qin Li ◽  
Xiaojun Yao ◽  
...  
Keyword(s):  
Insecticidal Activity ◽  
Qsar Model ◽  
Quantitative Structure Activity Relationship ◽  
Structure Activity Relationship ◽  
Positive Control ◽  
Activity Relationship ◽  
Quantitative Structure ◽  
Qsar Study ◽  
Structure Activity ◽  
Derivatives Of

Some compounds exhibited more promising insecticidal activity than toosendanin (a positive control). QSAR model suggested that five descriptors (RDF100v, RDF105u, Dm, Mor15m and R1u) were likely to affect the insecticidal activity of these compounds.

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