Skip to content

Tautomer canonicalization bug #31

@driesvr

Description

@driesvr

Hi,

I have noticed some erratic behaviour in the tautomer canonicalization procedure. In this specific example, double bonds jump from one ring to the next, erasing stereocenters as they go.

from rdkit import Chem
from rdkit.Chem.Draw import IPythonConsole, MolsToGridImage
import molvs


#MWE failing molecule
mol = Chem.MolFromSmiles("NC(=O)c1[nH]nc(c1O)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O")

smi_std = molvs.Standardizer()
standardized_tautomer = smi_std.tautomer_parent(mol)
mols = [mol, standardized_tautomer]

MolsToGridImage(mols)

Output attached for reference.
capture

Cheers,

Dries

Metadata

Metadata

Assignees

No one assigned

    Labels

    No labels
    No labels

    Projects

    No projects

    Milestone

    No milestone

    Relationships

    None yet

    Development

    No branches or pull requests

    Issue actions