The Multilevel Neighbourhoods of Atoms (MNA) descriptors represent a molecule as a set of character strings. An example of MNA descriptors is given below for Paracetamol:



























An important feature of the MNA descriptors is that they are constructed directly using the structural formula rather than a prescribed list of structural fragments. Yet another feature of these descriptors consists in that they retain the integrity of structural fragments in the sense that for each MNA descriptor the researcher can draw the corresponding structural fragment provided some skill.

The 2D structural formulae of compounds were chosen as the basis for description of chemical structure because this is the only information available in the early stage of research. The MNA descriptors are based on the molecular structure representation, which includes the hydrogens according to the valences and partial charges of other atoms and does not specify the types of bonds.

The MNA descriptors are generated as recursively defined sequence:

where Di is the previous-level MNA descriptor for –th immediate neighbour’s of the atom A.

The mark of atom may include not only the atomic type but also any additional information about the atom. In particular, if the atom is not included into the ring, it is marked by “-”. The neighbour descriptors D1D2Di are arranged in unique manner, e.g., in lexicographic order. Iterative process of MNA descriptors generation can be continued covering first, second, etc. neighbourhoods of each atom.

The molecular structure is represented by the set of unique MNA descriptors of the 1st and 2nd levels. Since MNA descriptors do not represent the stereochemical peculiarities of a molecule, the substances whose structures differ only stereochemically, are formally considered as equivalent.

The MNA descriptors (for prediction of activity spectra or for adding substances to SAR Base) are generated only if structure corresponds to the following criteria:



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