matching non-chiral carbons

Is there a way to search for non-chiral functional groups?


For example, find these

Code:

[H:4][N,C:2][C:1]=[O:3]

provided that the atom with map 2 is not chiral.

Yes, you can use recursive SMARTS for this purpose.


Example:

Code:

[O:3]=[C:1]-[N,C;!$([C@H](*)(*)*):2][H:4]

This query will match both

Code:

CC(O)([CH:1]=[O:3])[H:4]

and

Code:

CN(O)([CH:1]=[O:3])[H:4]

but will not match

Code:

C[C@](O)([CH:1]=[O:3])[H:4]

and

Code:

C[C@@](O)([CH:1]=[O:3])[H:4]