A DFT-based QSAR study on inhibition of human dihydrofolate reductase
dc.contributor.author | Karabulut, Sedat | |
dc.contributor.author | Sizochenko, Natalia | |
dc.contributor.author | Leszczynski, Jerzy | |
dc.contributor.buuauthor | Orhan, Adnan | |
dc.contributor.department | Uludağ Üniversitesi/Tıp Fakültesi/Kadın Hastalıkları ve Doğum Anabilim Dalı. | tr_TR |
dc.contributor.orcid | 0000-0002-7558-8166 | tr_TR |
dc.contributor.researcherid | V-5292-2019 | tr_TR |
dc.contributor.scopusid | 56671094200 | tr_TR |
dc.date.accessioned | 2022-11-21T08:48:34Z | |
dc.date.available | 2022-11-21T08:48:34Z | |
dc.date.issued | 2016-09-05 | |
dc.description.abstract | Diaminopyrimidine derivatives are frequently used as inhibitors of human dihydrofolate reductase, for example in treatment of patients whose immune system are affected by human immunodeficiency virus. Forty-seven dicyclic and tricyclic potential inhibitors of human dihydrofolate reductase were analyzed using the quantitative structure-activity analysis supported by DFT-based and DRAGON-based descriptors. The developed model yielded an RMSE deviation of 1.1 a correlation coefficient of 0.81. The prediction set was characterized by R-2 = 0.60 and RMSE = 3.59. Factors responsible for inhibition process were identified and discussed. The resulting model was validated via cross validation and Y-scrambling procedure. From the best model, we found several mass-related descriptors and Sanderson electronegativity-related descriptors that have the best correlations with the investigated inhibitory concentration. These descriptors reflect results from QSAR studies based on characteristics of human dihydrofolate reductase inhibitors. | en_US |
dc.description.sponsorship | National Science Foundation (NSF) - HRD-0833178 | en_US |
dc.description.sponsorship | National Science Foundation: EPSCoR Grant - 362492-190200-01 \NSFEPS- 0903787 | en_US |
dc.identifier.citation | Karabulut, S. vd. (2016). "A DFT-based QSAR study on inhibition of human dihydrofolate reductase". Journal of Molecular Graphics and Modelling, 70, 23-29. | en_US |
dc.identifier.endpage | 29 | tr_TR |
dc.identifier.issn | 1093-3263 | |
dc.identifier.issn | 1873-4243 | |
dc.identifier.pubmed | 27649548 | tr_TR |
dc.identifier.scopus | 2-s2.0-84987861862 | tr_TR |
dc.identifier.startpage | 23 | tr_TR |
dc.identifier.uri | https://doi.org/10.1016/j.jmgm.2016.09.005 | |
dc.identifier.uri | https://www.sciencedirect.com/science/article/pii/S109332631630170X | |
dc.identifier.uri | http://hdl.handle.net/11452/29513 | |
dc.identifier.volume | 70 | tr_TR |
dc.identifier.wos | 000390625700004 | tr_TR |
dc.indexed.pubmed | PubMed | en_US |
dc.indexed.scopus | Scopus | en_US |
dc.indexed.wos | SCIE | en_US |
dc.language.iso | en | en_US |
dc.publisher | Elsevier | en_US |
dc.relation.collaboration | Yurt içi | tr_TR |
dc.relation.collaboration | Yurt dışı | tr_TR |
dc.relation.journal | Journal of Molecular Graphics and Modelling | en_US |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi | tr_TR |
dc.rights | info:eu-repo/semantics/openAccess | en_US |
dc.subject | Biochemistry & molecular biology | en_US |
dc.subject | Computer science | en_US |
dc.subject | Crystallography | en_US |
dc.subject | Mathematical & computational biology | en_US |
dc.subject | Dihydrofolate reductase | en_US |
dc.subject | Diaminopyrimidine | en_US |
dc.subject | DFT | en_US |
dc.subject | Descriptors | en_US |
dc.subject | QSAR | en_US |
dc.subject | QSARins | en_US |
dc.subject | Neural-networks | en_US |
dc.subject | Pneumocystis-carinii | en_US |
dc.subject | Potent inhibitors | en_US |
dc.subject | Derivatives | en_US |
dc.subject | Triazines | en_US |
dc.subject | Analogs | en_US |
dc.subject | Complex | en_US |
dc.subject | Future | en_US |
dc.subject | Model | en_US |
dc.subject | Chemical bonds | en_US |
dc.subject | Electronegativity | en_US |
dc.subject | Patient treatment | en_US |
dc.subject | Viruses | en_US |
dc.subject | Computational chemistry | en_US |
dc.subject.emtree | 5 chloro 6 [[(2,5 dimethoxyphenyl)amino]methyl]quinazoline 2,4 diamine | en_US |
dc.subject.emtree | 5 chloro n 6 (2,5 dimethoxybenzyl)quinazoline 2,4,6 triamine | en_US |
dc.subject.emtree | 5 chloro n 6 (3,4,5 trimethoxybenzyl)quinazoline 2,4,6 triamine | en_US |
dc.subject.emtree | 5 ethoxyquinazoline 2,4 diamine | en_US |
dc.subject.emtree | 5 methoxyquinazoline 2,4 diamine | en_US |
dc.subject.emtree | 6 (10H phenothiazin 10 ylmethyl)pteridine 2,4 diamine | en_US |
dc.subject.emtree | 6 (10H phenoxazin 10 ylmethyl)pteridine 2,4 diamine | en_US |
dc.subject.emtree | 6 (2 methoxybenzyl) 5,6,7,8 tetrahydroquinazoline 2,4 diamine | en_US |
dc.subject.emtree | 6 (2 methylbenzyl) 5,6,7,8 tetrahydroquinazoline 2,4 diamine | en_US |
dc.subject.emtree | 6 (3 thienylmethyl) 5,6,7,8 tetrahydroquinazoline 2,4 diamine | en_US |
dc.subject.emtree | 6 (3,4 dichlorobenzyl) 5,6,7,8 tetrahydroquinazoline 2,4 diamine | en_US |
dc.subject.emtree | 6 (5H dibenzo[b,f]azepin 5 ylmethyl)pyrido[2,3 d]pyrimidine 2,4 diamine | en_US |
dc.subject.emtree | 6 (acridin 10(9H) ylmethyl)pteridine 2,4 diamine | en_US |
dc.subject.emtree | 6 ethyl 5,6,7,8 tetrahydroquinazoline 2,4 diamine | en_US |
dc.subject.emtree | 6 tert butyl 5,6,7,8 tetrahydroquinazoline 2,4 diamine | en_US |
dc.subject.emtree | 6 [[(3 chlorophenyl)(methyl)amino]methyl]pyrido[3,2 d]pyrimidine 2,4 diamine | en_US |
dc.subject.emtree | 6 [[(3,4 dichlorophenyl)(methyl)amino]methyl]pyrido[3,2 d]pyrimidine 2,4 diamine | en_US |
dc.subject.emtree | 6 [[(4 chlorophenyl)(methyl)amino]methyl]pyrido[3,2 d]pyrimidine 2,4 diamine | en_US |
dc.subject.emtree | 6 [[methyl(3,4,5 trimethoxyphenyl)amino]methyl]pyrido[3,2 d]pyrimidine 2,4 diamine | en_US |
dc.subject.emtree | 6,7 bis(3,4 dichlorobenzyl)pteridine 2,4 diamine | en_US |
dc.subject.emtree | 9 chlorobenzo[f]quinazoline 1,3 diamine | en_US |
dc.subject.emtree | 9 methoxybenzo[f]quinazoline 1,3 diamine | en_US |
dc.subject.emtree | Dihydrofolate reductase inhibitor | en_US |
dc.subject.emtree | Pyrimidine derivative | en_US |
dc.subject.emtree | Unclassified drug | en_US |
dc.subject.emtree | Unindexed drug | en_US |
dc.subject.emtree | Dihydrofolate reductase | en_US |
dc.subject.emtree | Folic acid antagonist | en_US |
dc.subject.emtree | Article | en_US |
dc.subject.emtree | Chemical structure | en_US |
dc.subject.emtree | Density functional theory | en_US |
dc.subject.emtree | Electrophilicity | en_US |
dc.subject.emtree | Enzyme active site | en_US |
dc.subject.emtree | Enzyme inhibition | en_US |
dc.subject.emtree | Human | en_US |
dc.subject.emtree | Inhibitory concentration | en_US |
dc.subject.emtree | Nucleophilicity | en_US |
dc.subject.emtree | Priority journal | en_US |
dc.subject.emtree | Quantitative structure activity relation | en_US |
dc.subject.emtree | Chemistry | en_US |
dc.subject.emtree | IC50 | en_US |
dc.subject.emtree | Metabolism | en_US |
dc.subject.emtree | Molecular model | en_US |
dc.subject.emtree | Principal component analysis | en_US |
dc.subject.emtree | Quantum theory | en_US |
dc.subject.emtree | Static electricity | en_US |
dc.subject.emtree | Thermodynamics | en_US |
dc.subject.mesh | Folic Acid Antagonists | en_US |
dc.subject.mesh | Humans | en_US |
dc.subject.mesh | Inhibitory concentration 50 | en_US |
dc.subject.mesh | Models, molecular | en_US |
dc.subject.mesh | Principal component analysis | en_US |
dc.subject.mesh | Quantitative structure-activity relationship | en_US |
dc.subject.mesh | Quantum theory | en_US |
dc.subject.mesh | Static electricity | en_US |
dc.subject.mesh | Tetrahydrofolate dehydrogenase | en_US |
dc.subject.mesh | Thermodynamics | en_US |
dc.subject.scopus | Folic Acid Antagonists; Dihydrofolate Reductase; Mycobacterium Tuberculosis | en_US |
dc.subject.wos | Biochemical research methods | en_US |
dc.subject.wos | Biochemistry & molecular biology | en_US |
dc.subject.wos | Computer science, interdisciplinary applications | en_US |
dc.subject.wos | Crystallography | en_US |
dc.subject.wos | Mathematical & computational biology | en_US |
dc.title | A DFT-based QSAR study on inhibition of human dihydrofolate reductase | en_US |
dc.type | Article | |
dc.wos.quartile | Q3 | en_US |
dc.wos.quartile | Q4 (Biochemistry & molecular biology) | en_US |
dc.wos.quartile | Q2 (Mathematical & computational biology) | en_US |