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SMILES output does not retain stereochemistry information

Open AndreiMazol opened this issue 4 years ago • 2 comments

Steps to reproduce:

  1. Convert SMILES O=C(O)[C@@]([H])(N)C string to Mol by executing convert or layout endpoint
  2. Convert resulted Mol string to SMILES (convert endpoint)

Actual result:

  1. Resulted SMILES is O=C(C(C)(N)[H])O instead of O=C(O)[C@@]([H])(N)C
  2. convert & layout endpoints returns different results

Expected result:

  1. Resulted and original SMILEs are equal
  2. Layout & Convert returns the same Mol files

AndreiMazol avatar Feb 02 '21 12:02 AndreiMazol

the molfile is generated correctly into S-isomer. So the issue is related to Ketcher Daylight SMILES saving

AlexanderSavelyev avatar Feb 09 '21 13:02 AlexanderSavelyev

After converting resulted mol file to Extended SMILES the result is O=C(C@(N)[H])O instead of O=C(O)C@@(N)C

AndreiMazol avatar Nov 11 '21 14:11 AndreiMazol