2-Hydroxypyridines to 2-Pyridones

• First set up the following SMARTS definitions in the vector binding file:

CKETO            c=O

CAR                  [c;!$CKETO]

NOXIDE           [n;D3;!+]=O

NPYRID           [n;D2;!H;!+]

AR                     [$CAR,$NOXIDE,$NPYRID]

 

• The following entries in the SMARTS file convert 2-hydroxypyridines (and aza analogs) to the corresponding keto tautomers :

[$NPYRID]1c([O;H])[$AR][$AR][$AR][$AR]1

BND       2       3     2

HYD       1       1

HYD       3      -1