guanadine substructure search problem

Hi , I have following guanadine smiles query [NH]C(N)N, it picks up most of the guanadine containing molecules however it will not be able to find N=C1Nc2ccccc2N1, this is puzzline!!!!!. I tried MolSearch method, and tried this in IJC. Can you confirm this and tell me why?

Thanks

Dong

Hi Dong,

 

I think that this substructure will not be a good guanidine substructure.

A double bond is definitely missing: http://en.wikipedia.org/wiki/Guanidine

Furthermore, in the mentioned target molecule, the C-N bonds are in fact aromatic (regarding the default, general aromatization method).

 

So probably it makes sense to use "single or aromatic" bond types there.

How about this SMARTS:

[#7][#6]([#7])=N

(I also attach in png and mrv format below.)

 

Best regards,

Szabolcs

 

Hi Szabolcs, yes, I did miss the = in my guanadine query. You are right,  the correct smarts should be N=[#6]([#7])[#7], this query would retrieve N=C1Nc2ccccc2N1

Thanks

Dong