This manual gives you a walk-through on how to use the Tautomer Generation Plugin:
Tautomers are organic compounds that are interconvertible by tautomerization.Tautomerization results in the formal migration of a hydrogen atom or proton, accompanied by a switch of a single bond and an adjacent double bond. Usually the catalysts of these reactions are acids or bases. In solution there is an equilibrium state between the tautomeric forms. Some types of tautomers: ketone-enol, amid-imidic acid, lactam-lactim, enamine-imine tautomeric forms.
The Tautomer Generation Plugin is able to calculate tautomers based on many user-defined options.To have more information on tautomers and our tautomer generation method, see the tautomerization reference page.
The following general options can be set in the Tautomers Options window.
Canonicalization: calculates a unique tautomer form for the input structure by default.
All tautomers: combinatorially generates all possible tautomers. If any deuterium or tritium is involved in the tautomerization, isotopes are not removed; rational tautomer generation mode can be activated.
The old generic tautomer generation has been removed from the plugin interface. However, it is still available from cxcalc, Chemical Terms and from the API. In future releases it will only be available from the API as a functionality.
The tautomerization scope defines a scope for the selected tautomerization method. The available scope is:
If the 'Dominant tautomer distribution' or the 'Major tautomer' method is selected, the 'Normal tautomer generation' button is disabled because it is added and applied to the chosen method by default.
You can read more about our tautomerization method here.
Fig. 1 General Options panel in the Tautomers Options window
The following advanced (calculation- and display-related) options can be set in the Tautomers Options window:
Fig. 2 Advanced Options panel in the Tautomers Option window
On tautomer generation options
The number of generated tautomers strongly depends on the chosen options.
On retrieved tautomers
Tautomer Generator Plugin does not consider the three dimensional structure of molecules during tautomer generation. Symmetric structures are filtered out from the generated set.
An an example we calculated the different tautomers for 4-amino-6-ethoxypyrimidin-2-ol:
You can try our Tautomer Generator for free on this demo page.