Re: [Rdkit-discuss] Two functional groups in a single SMARTS pattern

[Wim D. <wim...@gm...>]

Dear Andreas,
the issue is with your aldehyde/ketone smarts. it looks for an explicit
aldehyde H that is not there. When the input smi is NCC(=O)C the
substructure matches.

An alternative smarts you can use that will match aldehyde but not esters
and amides:
[#7H2].[#6][C;!$(C-O);!$(C-N)](=[O])

best wishes
wim

On Thu, Aug 24, 2023, 2:09 PM Andreas Luttens <and...@gm...>
wrote:

> Dear community,
>
> I'm looking for a way to identify molecules that have two functional
> groups, for instance a primary amine and a ketone.
>
> How can I construct a single SMARTS pattern that encompasses two
> functional groups?
>
> I've tried the following pattern:
> [#7H2].[#6][#6](=[O])[#6,#1]
>
> This should ideally hit compounds that have both a primary amine and a
> ketone/aldehyde. For instance, the molecule:
> mol = Chem.MolFromSmiles("NCC(=O)")
>
> However, I get no matches using this SMARTS pattern. Is there anyway to
> enforce the identification with a single pattern?
>
> Thanks in advance!
>
> Best regards,
> Andreas
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