New QSPR equations for prediction of aqueous solubility for military compounds.
The development of a new quantitative structure-property relationship (QSPR) model to predict aqueous solubility (S(w)) accurately for compounds of military interest is presented. The ability of the new model to predict solubility is assessed and compared to available experimental data. A large set of structurally diverse organic compounds was used in this analysis. SiRMS methodology was employed to develop PLS models based on 135 training compounds and predictive accuracy was tested for 155 compounds selected for that purpose. The use of descriptors calculated only from the 2D level of representation of molecular structure produces a well-fitted and robust QSPR model (R(2)=0.90; Q(2)=0.87). Predictive ability for the model produced in this study on external test set (R(test)(2)=0.81) is comparable to the predictive ability of EPI Suite 4.0. Consensus solubility predictions using SiRMS and EPI models for 25 compounds of military interest (not included into the training set) have been completed.
Muratov
Eugene N
EN
Laboratory of Theoretical Chemistry, Department of Molecular Structure, A.V. Bogatsky Physical-Chemical Institute National Academy of Sciences of Ukraine, Lustdorfskaya Doroga 86, Odessa 65080, Ukraine.
Kuz'min
Victor E
VE
Artemenko
Anatoly G
AG
Kovdienko
Nikolay A
NA
Gorb
Leonid
L
Hill
Frances
F
Leszczynski
Jerzy
J
D001392:Azocines / Q000737:chemistry; D004784:Environmental Monitoring / Q000379:methods*; D053834:Explosive Agents / Q000737:chemistry*; D008956:Models, Chemical; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry; D010078:Oxazines / Q000737:chemistry; D021281:Quantitative Structure-Activity Relationship; D011804:Quinolines / Q000737:chemistry; D012995:Solubility
C528758:7-hydroxy-(8-oxazine-2-one)-quinoline; D001392:Azocines; D053834:Explosive Agents; D009574:Nitro Compounds; D010078:Oxazines; D011804:Quinolines; C007950:octogen