Abstract
Simplified molecular input line entry system (SMILES) has been utilized in constructing quantitative structure-property relationships (QSPR) for octanol/water partition coefficient of vitamins and organic compounds of different classes by optimal descriptors. Statistical characteristics of the best model (vitamins) are the following: n = 17, R2 = 0.9841, s = 0.634, F = 931 (training set); n = 7, R2 = 0.9928, s = 0.773, F = 690 (test set). Using this approach for modeling octanol/water partition coefficient for a set of organic compounds gives a model that is statistically characterized by n = 69, R2 = 0.9872, s = 0.156, F = 5184 (training set) and n = 70, R2 = 0.9841, s = 0.179, F = 4195 (test set).
| Original language | English |
|---|---|
| Pages (from-to) | 714-740 |
| Number of pages | 27 |
| Journal | European Journal of Medicinal Chemistry |
| Volume | 43 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - Apr 2008 |
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Keywords
- Octanol/water partition coefficient
- QSPR
- SMILES
- Vitamins
ASJC Scopus subject areas
- Molecular Medicine
- Organic Chemistry
- Drug Discovery
- Pharmaceutical Science
Cite this
QSPR modeling of octanol/water partition coefficient for vitamins by optimal descriptors calculated with SMILES. / Toropov, A. A.; Toropova, A. P.; Raska, I.
In: European Journal of Medicinal Chemistry, Vol. 43, No. 4, 04.2008, p. 714-740.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - QSPR modeling of octanol/water partition coefficient for vitamins by optimal descriptors calculated with SMILES
AU - Toropov, A. A.
AU - Toropova, A. P.
AU - Raska, I.
PY - 2008/4
Y1 - 2008/4
N2 - Simplified molecular input line entry system (SMILES) has been utilized in constructing quantitative structure-property relationships (QSPR) for octanol/water partition coefficient of vitamins and organic compounds of different classes by optimal descriptors. Statistical characteristics of the best model (vitamins) are the following: n = 17, R2 = 0.9841, s = 0.634, F = 931 (training set); n = 7, R2 = 0.9928, s = 0.773, F = 690 (test set). Using this approach for modeling octanol/water partition coefficient for a set of organic compounds gives a model that is statistically characterized by n = 69, R2 = 0.9872, s = 0.156, F = 5184 (training set) and n = 70, R2 = 0.9841, s = 0.179, F = 4195 (test set).
AB - Simplified molecular input line entry system (SMILES) has been utilized in constructing quantitative structure-property relationships (QSPR) for octanol/water partition coefficient of vitamins and organic compounds of different classes by optimal descriptors. Statistical characteristics of the best model (vitamins) are the following: n = 17, R2 = 0.9841, s = 0.634, F = 931 (training set); n = 7, R2 = 0.9928, s = 0.773, F = 690 (test set). Using this approach for modeling octanol/water partition coefficient for a set of organic compounds gives a model that is statistically characterized by n = 69, R2 = 0.9872, s = 0.156, F = 5184 (training set) and n = 70, R2 = 0.9841, s = 0.179, F = 4195 (test set).
KW - Octanol/water partition coefficient
KW - QSPR
KW - SMILES
KW - Vitamins
UR - http://www.scopus.com/inward/record.url?scp=41249089633&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=41249089633&partnerID=8YFLogxK
U2 - 10.1016/j.ejmech.2007.05.007
DO - 10.1016/j.ejmech.2007.05.007
M3 - Article
C2 - 17629592
AN - SCOPUS:41249089633
VL - 43
SP - 714
EP - 740
JO - European Journal of Medicinal Chemistry
JF - European Journal of Medicinal Chemistry
SN - 0223-5234
IS - 4
ER -