QSAR, Docking Study of Isatin Analogues as Anti-bacterial Agents for Design New Compounds
Journal of Pharmaceutical Research International · pp. 1–24 · Published 16 Nov 2019
10.9734/jpri/2019/v31i530314Abstract
Computational chemistry is unique method in drug discovery which reduce cost. In this study 86 molecules containing isatin core were subjected to quantitative structure-activity relationship analysis and docking study to find the structure requirements for ligand binding. The structures were sketched and optimized in Hyperchem. The structural invariants used in this study were those obtained from whole molecular structures: by both hyperchem and dragon software (16 types of descriptors). Four chemometrics methods including MLR, FA-MLR, PCR and GA-PLS were employed to make connection between structural parameters and anticancer effects. MLR analysis explained the positive effect of the number of urea derivatives, thio urea, amide, thioamide, hydrazone, thiocarbohydrazone, nBnz with the halogen substitution on 5 position of isatin ring on the antimicrobial activity. It also shows nArCN, nPyridines have negative effects on the antimicrobial activity of studied compound. The FA-MLR describes the effect of 3D-MORSE and Galvez Topological charge descriptors and on antimicrobial activity of the studied compounds. The quality of PCRA equation is better than those derived from FA-MLR. A comparison between the different statistical methods employed revealed that GA-PLS represented superior results and it could explain and predict 73% and 68% of variances in the –LogMIC data, respectively. Comparison between QSAR and docking analysis revealed that by decreasing in number of ring and lipophilicity (also Logp) for design of new compounds can have better activity. Substitutions such as urea, thiourea, thiocarbohydrazone, benzhydrazide as on isatin ring, can cause better interaction with receptor.
References (15)
- 1 VMD: Visual molecular dynamics [DOI]
- 2 Handbook of Molecular Descriptors [DOI]
- 3 Mechanism of Triclosan Inhibition of Bacterial Fatty Acid Synthesis [DOI]
- 4 Genetic algorithms in chemometrics and chemistry: a review [DOI]
- 5 Synthesis and antibacterial screening of hydrazones, Schiff and Mannich bases of isatin derivatives [DOI]
- 6 Structure/Response Correlations and Similarity/Diversity Analysis by GETAWAY Descriptors. 2. Application of the Novel 3D Molecular Descriptors to QSAR/QSPR Studies [DOI]
- 7 Chem-Bioinformatics and QSAR: A Review of QSAR Lacking Positive Hydrophobic Terms [DOI]
- 8 Comparative QSAR: Toward a Deeper Understanding of Chemicobiological Interactions [DOI]
- 9 Microwave‐Assisted Synthesis, Characterization, Antimicrobial and Antioxidant Activity of Some New Isatin Derivatives [DOI]
- 10 Superpendentic Index: A Novel Topological Descriptor for Predicting Biological Activity [DOI]
- 11 A Comparative Docking Studies of Dichloroacetate Analogues on Four Isozymes of Pyruvate Dehydrogenase Kinase in Humans [DOI]
- 12 A Novel Subshape Molecular Descriptor [DOI]
- 13 QSAR Study of p56lck Protein Tyrosine Kinase Inhibitory Activity of Flavonoid Derivatives Using MLR and GA-PLS [DOI]
- 14 Neighborhood Behavior. Fuzzy Molecular Descriptors and their Influence on the Relationship between Structural Similarity and Property Similarity [DOI]
- 15 Multivariate prediction for QSAR [DOI]
Cited by 2
Wanhong Zhu, Shuangkou Chen, Yu Wang · Chemistry & Biodiversity · 2024
Showing 1 of 2 known citations — external sources report more than can currently be individually listed.
Related research
- QSAR Study of Series of HEPT (1-[(2-hydroxyethoxy) methyl]-6-(phenylthio)thyio)thymine) Derivatives Using Genetic Function Approximation as Anti-HIV-1 Agents — shares topic coverage
- In silico Screening of Potential Drug Candidate against Chain a of Coronavirus Binding Protein from Major Nigella Bioactive Compounds — shares topic coverage
- A Quantitative Structure-activity Relationship (QSAR) Study of the Anti-tuberculosis Activity of Some Quinolones — shares topic coverage
- Prediction of the Inhibitory Concentration of Hydroxamic Acids by DFT-QSAR Models on Histone Deacetylase 1 — shares topic coverage
- QSAR Study of 3-Phenylamino-1,4-naphtoquinones Anti-cancer Activities — shares topic coverage
Article metrics
Real usage data collected on this platform.
11
Page views
0
PDF downloads
9
Outbound clicks
2
Citations
Views over time
Views by country
Approximate, from request IP at view time — not citizenship or institution. Countries with fewer than 5 views are grouped as "Other".
Traffic sources
Referring site, by host.
Views and downloads exclude known bots/crawlers. Citations combines this platform's own DOI-resolved index with each external source's own reported total — see Cited by above for individually listed citing works. Last refreshed 0 seconds ago.