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Toolbox: Fragment Model to Prediction the Hydrogen...
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Title:
Fragment Model to Prediction the Hydrogen Bond Acceptor Strength
Potential use:
Fragment Model to Prediction the Hydrogen Bond Acceptor Strength
Novelty and background:
The hydrogen bond donor strength B is needed in property estimations using Abraham type LSER equations. So far, there are only few opportunities to estimate B from molecular structure. With regard to fragment models, the only publicly available literature model suffers from a rather limited reliability. Alternatively, there is only a commercial software model, however, even this model does not provide sufficiently accurate estimations. The presented model contributes to overcome this issue.
Description of tool:
The model consists of 147 parameters. The 34 fragments reflect known acceptor bond donor groups. 113 correction factors are applied to reflect the effects of aromatic, olefinic, and hetero atom attachments, sec/tert-positions of certain groups, multiple halogens, intra-molecular hydrogen bonds, effects of ring atoms or ring substituents, interaction of groups close to each other, and certain complex structures. The data set for the acceptor capacity B consists of 3113 chemicals with B less then 4.52. There is a rather large number of hetero-atoms and complex compounds, necessary to overcome the shortcomings of the more simple training sets of the existing model.
The tool is ready for use. It is implemented in the software system ChemProp together with an automated check for the applicability domain in terms of the chemical space. It will be published soon.
Current state:
ready to use
References:
  1. Schüürmann G, Ebert R-U, Kühne R 2006. Prediction of physicochemical properties of organic compounds from 2D molecular structure - Fragment methods vs. LFER models. Chimia. 60: 691-698.
Responsible scientists:
Gerrit Schüürmann, UFZ, gerrit.schuurmann@ufz.de
Related to deliverable:
D.2.1.4, D2.1.18
Attachments:
Toolbox_UFZ_HBond_Fragment_AcceptorB.doc