canonicalSmiles is wrong

[takayuk...@schrodinger.com]

Hi, 

thank you for the great software.

I found canonicalSmiles() gave me wrong SMILES.

I ran the function for two different look but the same two MOL data.

It gave me different (@ and @@) smiles. Thank you.

Taka

[ord...@omegachem.com]

I observed problems with SMILES / Can SMILES with Ketcher as well.On my side, I ususally generate Mol File from Ketcher and generate SMILES / Can SMILES with OpenBabel

David 

[Yuriy Puzanov]

Hello, Taka!

    Thank you very much for using Indigo!

As about you question I see that molfiles in your example are slightly different:
the first has no chiral flag (0) while in the second this flag is set (1), so the first structure is
interpreted as racemic mixture and the second is interpreted as corresponding enantiomer.
And this is the reason of different SMILES in these cases.

Best Regards!
Yuriy