QSPR analysis of the partitioning of vaporous chemicals in a water-gas phase system and the water solubility of liquid and solid chemicals on the basis of fragment and physicochemical similarity and hybot descriptors.

Abstract:

:QSPR analyses of the solubility in water of 558 vapors, 786 liquids and 2045 solid organic neutral chemicals and drugs are presented. Simultaneous consideration of H-bond acceptor and donor factors leads to a good description of the solubility of vapors and liquids. A volume-related term was found to have an essential negative contribution to the solubility of liquids. Consideration of polarizability, H-bond acceptor and donor factors and indicators for a few functional groups, as well as the experimental solubility values of structurally nearest neighbors yielded good correlations for liquids. The application of Yalkowsky's "General Solubility Equation" to 1063 solid chemicals and drugs resulted in a correlation of experimental vs calculated log S values with only modest statistical criteria. Two approaches to derive predictive models for solubility of solid chemicals and drugs were tested. The first approach was based on the QSPR for liquids together with indicator variables for different functional groups. Furthermore, a calculation of enthalpies for intermolecular complexes in crystal lattices, based on new H-bond potentials, was carried out for the better consideration of essential solubility- decreasing effects in the solid state, as compared with the liquid state. The second approach was based on a combination of similarity considerations and traditional QSPR. Both approaches lead to high quality predictions with average absolute errors on the level of experimental log S determination.

journal_name

SAR QSAR Environ Res

authors

Raevsky O,Andreeva E,Raevskaja O,Skvortsov V,Schaper K

doi

10.1080/10629360412331319862

keywords:

subject

Has Abstract

pub_date

2005-02-01 00:00:00

pages

191-202

issue

1-2

eissn

1062-936X

issn

1029-046X

journal_volume

16

pub_type

杂志文章
  • QSTR with extended topochemical atom (ETA) indices. 15. Development of predictive models for toxicity of organic chemicals against fathead minnow using second-generation ETA indices.

    abstract::Modern industrialisation has led to the production of millions of toxic chemicals having hazardous effects on the ecosystem. It is impracticable to determine the toxic potential of a large number of chemicals in animal models, making the use of quantitative structure-toxicity relationship (QSTR) models an alternative ...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2011.645872

    authors: Roy K,Das RN

    更新日期:2012-01-01 00:00:00

  • Structure-toxicity relationships for alkanones and alkenones.

    abstract::The relative toxicity (log IGC-1(50)) of 54 selected alkanones, both aliphatic and aromatic, as well as, alkenones and alkynones was evaluated in the static Tetrahymena pyriformis population growth assay. Excess toxicity, an indicator of bioreactivity, was associated only with the alpha-beta unsaturated alkenones and ...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629369508233991

    authors: Schultz TW,Sinks GD,Hunter RS

    更新日期:1995-01-01 00:00:00

  • Partial least squares modelling of the acute toxicity of aliphatic compounds to Tetrahymena pyriformis.

    abstract::The aim of this study was to evaluate a multivariate statistical model, utilising Partial Least Squares (PLS) analysis, for the prediction of the acute toxicity of aliphatic chemicals to the ciliate Tetrahymena pyriformis. A model was developed that was capable of making a prediction regardless the mechanism of toxic ...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936032000101501

    authors: Netzeva TI,Schultz TW,Aptula AO,Cronin MT

    更新日期:2003-08-01 00:00:00

  • Molecular property diagnostic suite (MPDS): Development of disease-specific open source web portals for drug discovery.

    abstract::Molecular property diagnostic suite (MPDS) is a Galaxy-based open source drug discovery and development platform. MPDS web portals are designed for several diseases, such as tuberculosis, diabetes mellitus, and other metabolic disorders, specifically aimed to evaluate and estimate the drug-likeness of a given molecule...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2017.1402819

    authors: Nagamani S,Gaur AS,Tanneeru K,Muneeswaran G,Madugula SS,Consortium M,Druzhilovskiy D,Poroikov VV,Sastry GN

    更新日期:2017-11-01 00:00:00

  • An empirical model for gas phase acidity and basicity estimation.

    abstract::Gas phase acidity and basicity estimation models have been developed for acidic and basic functional groups of amino acid side-chains and also for a number of small organic molecules. The acidic functional groups include aliphatic and aromatic alcohol, and aliphatic and aromatic carboxylic acid, and the basic function...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2013.864997

    authors: You H,Kim GE,Na CH,Lee S,Lee CJ,Cho KH,Akiyama Y,Ishida T,No KT

    更新日期:2014-01-01 00:00:00

  • Synthesis, antifeedant activity against Coleoptera and 3D QSAR study of alpha-asarone derivatives.

    abstract::For the first time, a set of 56 compounds representing structural derivatives of naturally occurring alpha-asarone as an antifeedants against stored product pests Sitophilus granarius L., Trogoderma granarium Ev., and Tribolium confusum Duv., were subjected to the 3D QSAR studies. Three-dimensional quantitative struct...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2013.875061

    authors: Łozowicka B,Kaczyński P,Magdziarz T,Dubis AT

    更新日期:2014-01-01 00:00:00

  • An exploratory study using QICAR models for prediction of adsorption capacity of multi-walled carbon nanotubes for heavy metal ions.

    abstract::The Quantitative Ion Character-Activity Relationship (QICAR) method was used for correlating metal ionic characteristics with the maximum adsorption capacity (qmax) of multi-walled carbon for heavy metals. The experimental values of qmax for 25 heavy metal ions, estimated by the Langmuir isotherm model, were used to c...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2018.1538059

    authors: Salahinejad M,Zolfonoun E

    更新日期:2018-12-01 00:00:00

  • Assessing toxicological data quality: basic principles, existing schemes and current limitations.

    abstract::Existing toxicological data may be used for a variety of purposes such as hazard and risk assessment or toxicity prediction. The potential use of such data is, in part, dependent upon their quality. Consideration of data quality is of key importance with respect to the application of chemicals legislation such as REAC...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2012.664825

    authors: Przybylak KR,Madden JC,Cronin MT,Hewitt M

    更新日期:2012-07-01 00:00:00

  • Decision trees versus support vector machine for classification of androgen receptor ligands.

    abstract::With the current concern of limiting experimental assays, increased interest now focuses on in silico models able to predict toxicity of chemicals. Endocrine disruptors cover a large number of environmental and industrial chemicals which may affect the functions of natural hormones in humans and wildlife. Structure-ac...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360701843441

    authors: Panaye A,Doucet JP,Devillers J,Marchand-Geneste N,Porcher JM

    更新日期:2008-01-01 00:00:00

  • Database organization and searching with E-State indices.

    abstract::The electrotopological state (E-State) and its extension, the atom-type E-State, is presented as a representation of atom and molecular fragment structure useful for chemical database organization and management. An approach to database organization, using substituted esters and benzene derivatives as examples, reveal...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360108035371

    authors: Kier LB,Hall LH

    更新日期:2001-01-01 00:00:00

  • QSAR modelling of larvicidal phytocompounds against Aedes aegypti using index of ideality of correlation.

    abstract::Aedes aegypti is the primary vector of several infectious viruses that cause yellow, dengue, chikungunya, and Zika fevers. Recently, plant-derived products have been tested as safe and eco-friendly larvicides against Ae. aegypti. The present study aimed to improve QSAR models for 62 larvicidal phytocompounds against A...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2020.1806922

    authors: Javidfar M,Ahmadi S

    更新日期:2020-10-01 00:00:00

  • Study of local anesthetic activity of some derivatives of 3-amino-benzo-[d]-isothiazole.

    abstract::On the basis of computer prediction of biological activity by PASS and toxicity by DEREK, the most prospective 18 alkylaminoacyl derivatives of 3-amino-benzo-[d]-isothiazole were selected. Their local anesthetic action was assessed using an in vitro preparation of the isolated peroneal nerve of the frog. The local ane...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360310001624051

    authors: Geronikaki A,Vicini P,Theophilidis G,Lagunin A,Poroikov V,Dearden JC

    更新日期:2003-10-01 00:00:00

  • Antibacterial activity and QSAR of chalcones against biofilm-producing bacteria isolated from marine waters.

    abstract::Biofouling in the marine environment is a major problem. In this study, three marine organisms, namely Bacillus flexus (LD1), Pseudomonas fluorescens (MD3) and Vibrio natriegens (MD6), were isolated from biofilms formed on polymer and metal surfaces immersed in ocean water. Phylogenetic analysis of these three organis...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629361003771009

    authors: Sivakumar PM,Prabhawathi V,Doble M

    更新日期:2010-04-01 00:00:00

  • QSAR analysis for 6-arylpyrazine-2-carboxamides as Trypanosoma brucei inhibitors.

    abstract::Human African trypanosomiasis (HAT) is prevalent in African countries, covering 37 countries, mostly sub-Saharan. A limited number of drugs are available to cure this neglected disease. In the present work, quantitative structure-activity (toxicity) relationships (QSA(T)R) analysis has been performed for a dataset of ...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2017.1292407

    authors: Masand VH,El-Sayed NN,Mahajan DT,Rastija V

    更新日期:2017-02-01 00:00:00

  • Pharmacological repositioning of Achyranthes aspera as an antidepressant using pharmacoinformatic tools PASS and PharmaExpert: a case study with wet lab validation.

    abstract::Traditional knowledge guides the use of plants for restricted therapeutic indications, but their pharmacological actions may be found beyond their ethnic therapeutic indications employing emerging computational tools. In this context, the present study was envisaged to explore the novel pharmacological effect of Achyr...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2017.1408683

    authors: Goel RK,Gawande DY,Lagunin AA,Poroikov VV

    更新日期:2018-01-01 00:00:00

  • Bayesian analysis and inference from QSAR predictive model results.

    abstract::QSAR models have been under development for decades but acceptance and utilization of model results have been slow, in part, because there is no widely accepted metric for assessing their reliability. We reapply a method commonly used in quantitative epidemiology and medical decision-making for evaluating the results ...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360290002280

    authors: McDowell RM,Jaworska JS

    更新日期:2002-03-01 00:00:00

  • Can the Internet help to meet the challenges in ADME and e-ADME?

    abstract::The high-throughput screening (HTS) of large proprietary compound collections and combinatorial libraries has put an increased pressure on getting pharmacokinetic and drug metabolism data as early as possible. Properties related to absorption, distribution, metabolism and excretion (ADME) can be estimated by a range o...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360290014269

    authors: Van de Waterbeemd H,De Groot M

    更新日期:2002-05-01 00:00:00

  • A descriptor of amino acids: SVRG and its application to peptide quantitative structure-activity relationship.

    abstract::In this work, a descriptor, SVRG (principal component scores vector of radial distribution function descriptors and geometrical descriptors), was derived from principal component analysis (PCA) of a matrix of two structural variables of coded amino acids, including radial distribution function index (RDF) and geometri...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2011.604099

    authors: Tong J,Che T,Li Y,Wang P,Xu X,Chen Y

    更新日期:2011-07-01 00:00:00

  • Strategic selection of chemicals for testing. Part I. Functionalities and performance of basic selection methods.

    abstract::To develop quantitative structure-activity relationships (QSAR) models capable of predicting adverse effects for large chemical inventories and diverse structures, an interactive approach is presented that includes testing of strategically selected chemicals to expand the scope of a preliminary model to cover a target...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360902723996

    authors: Aladjov H,Todorov M,Schmieder P,Serafimova R,Mekenyan O,Veith G

    更新日期:2009-01-01 00:00:00

  • Molecular simulation of polycyclic aromatic hydrocarbon sorption to black carbon.

    abstract::Strong sorption of hydrophobic organic contaminants to soot or black carbon (BC) is an important environmental process limiting the bioremediation potential of contaminated soils and sediments. Reliable methods to predict BC sorption coefficients for organic contaminants are therefore required. A computer simulation b...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360902949336

    authors: Haftka JJ,Parsons JR,Govers HA

    更新日期:2009-01-01 00:00:00

  • Domain of EPI suite biotransformation models.

    abstract::Knowledge of the interpolative region or applicability domain (AD) of structure-activity relationships is believed to improve predictive accuracy. The present work was undertaken to characterize the AD of EPI Suite biotransformation models and evaluate the performance of selected AD assessment methods. AD methods were...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2010.501816

    authors: Boethling RS,Costanza J

    更新日期:2010-07-01 00:00:00

  • Pharmacophore modelling, atom-based 3D-QSAR generation and virtual screening of molecules projected for mPGES-1 inhibitory activity.

    abstract::COX-2 inhibitors exhibit anticancer effects in various cancer models but due to the adverse side effects associated with these inhibitors, targeting molecules downstream of COX-2 (such as mPGES-1) has been suggested. Even after calls for mPGES-1 inhibitor design, to date there are only a few published inhibitors targe...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2016.1273971

    authors: Misra S,Saini M,Ojha H,Sharma D,Sharma K

    更新日期:2017-01-01 00:00:00

  • Drug discovery studies on quinoline-based derivatives as potential antimalarial agents.

    abstract::Molecular modelling studies were performed to identify the essential structural requirements of quinoline-based derivatives for improving their antimalarial activity. The developed CoMFA, CoMSIA and HQSAR models for a training set comprising 37 derivatives showed good statistical significance in terms of internal cros...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2013.875484

    authors: Sharma R,Patil S,Maurya P

    更新日期:2014-01-01 00:00:00

  • Predicting the biodegradation products of perfluorinated chemicals using CATABOL.

    abstract::Perfluorinated chemicals (PFCs) form a special category of organofluorine compounds with particularly useful and unique properties. Their large use over the past decades increased the interest in the study of their environmental fate. Fluorocarbons may have direct or indirect environmental impact through the products ...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936032000169688

    authors: Dimitrov S,Kamenska V,Walker JD,Windle W,Purdy R,Lewis M,Mekenyan O

    更新日期:2004-02-01 00:00:00

  • Variable selection using pair-correlation method. Environmental applications.

    abstract::Pair-correlation method (PCM) has been developed for selecting between two, correlated descriptor variables. PCM utilizes systematic information present in the scatter of QSAR applications. The data are suitably ordered in a 2 x 2 contingency table. Statistical tests are used to discriminate between the descriptor var...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360290023368

    authors: Héberger K,Rajkó R

    更新日期:2002-07-01 00:00:00

  • Rational design of InhA inhibitors in the class of diphenyl ether derivatives as potential anti-tubercular agents using molecular dynamics simulations.

    abstract::A series of diphenyl ether derivatives were developed and showed promising potency for inhibiting InhA, an essential enoyl acyl carrier protein reductase involved in mycolic acid biosynthesis, leading to the lysis of Mycobacterium tuberculosis. To understand the structural basis of diphenyl ether derivatives for desig...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/1062936X.2014.898690

    authors: Kamsri P,Koohatammakun N,Srisupan A,Meewong P,Punkvang A,Saparpakorn P,Hannongbua S,Wolschann P,Prueksaaroon S,Leartsakulpanich U,Pungpo P

    更新日期:2014-01-01 00:00:00

  • Creation of predictive models of aquatic toxicity of environmental pollutants with different mechanisms of action on the basis of molecular similarity and HYBOT descriptors.

    abstract::Over half of known industrial pollutants have minimal toxic effect, in line with the concept of "baseline toxicity"; such toxicity usually correlates well with lipophilicity. The remainder require additional descriptors in order to model their toxicity by the QSAR approach. Hence, it has not been possible, to date, to...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360412331297498

    authors: Raevsky OA,Dearden JC

    更新日期:2004-10-01 00:00:00

  • Collection and preparation of molecular databases for virtual screening.

    abstract::Drug discovery and development research is undergoing a paradigm shift from a linear and sequential nature of the various steps involved in the drug discovery process of the past to the more parallel approach of the present, due to a lack of sufficient correlation between activities estimated by in vitro and in vivo a...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360600884462

    authors: Saxena AK,Prathipati P

    更新日期:2006-08-01 00:00:00

  • QSAR modelling of water quality indices of alkylphenol pollutants.

    abstract::The aim of this study was to determine the degradability of 26 Alkylphenols (APs) by Chemical Oxygen Demand (COD) and/or 5-day Biochemical Oxygen Demand (BOD(5)), and to describe these data from Quantitative Structure-activity Relationships (QSARs). Statistical analysis techniques, such as Multiple Linear Regression (...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360701698761

    authors: Kim JH,Gramatica P,Kim MG,Kim D,Tratnyek PG

    更新日期:2007-10-01 00:00:00

  • Quantitative structure-toxicity relationships using TOPS-MODE. 2. Neurotoxicity of a non-congeneric series of solvents.

    abstract::Neurotoxicities of a series of solvents in rats and mice have been modeled by means of the TOPS-MODE approach. Two quantitative structure-toxicity relationship (QSTR) models were obtained explaining more than 80% of the variance in the experimental values of neurotoxicity of 45 solvents. Only one compound was detected...

    journal_title:SAR and QSAR in environmental research

    pub_type: 杂志文章

    doi:10.1080/10629360108035384

    authors: Estrada E,Molina E,Uriarte E

    更新日期:2001-01-01 00:00:00