Cis/Trans conformations generated for amide bonds with cxcal

Dear ChemAxon team,

First of all, thank you very much for your great tools!

I need to generate conformers for several molecules. I use the following command, with cxcalc 6.3.1:

cxcalc conformers -m 50 -f mol2 mymolecule.mol2 > myconformers.mol2

It happens that a large part of the amide bond generated this way are in the cis configuration instead of the most favourable trans configuration. In the same generated conformers for one single molecule, it is possible to find a mixture of cis and trans amide bonds.

 

One example where random cis/trans conformers are generated is the ligand of the PDB entry 3B2W:

COc1nc(Nc2ccc(cc2)N2CCNCC2)ncc1C(=O)Nc1cc(ccc1C)C(=O)Nc1cccc(c1F)C(F)(F)F

I get the same results whether I start the calculations from the mol2 file or from a SMILES. In the case of the above example, the 2 to 4 first conformers are correct. The rest contain cis amide bonds.

 

Is there a way to control this? Is it possible to get only trans amide bonds?

Thank you very much for your help.

 

Best regards,

Vincent

 

Hi,

We've started to investigate the issue and will reply you soon.

Regards, Domi

Dear Vincent,

 

Amide dihedral can not be constrained. Cxcalc output is not ordered by energy (this is actually a bug). If you invoke conformer generation from msketch (Calculations - Conformation - Conformers) the contents of the result window is; this moves the  favorable to the beginning of the list.

You might use "cxcalc dihedral" to implement filtering of generated conformers.

 

Regards,

Gabor

Dear Gabor,

Thank you for your reply. I will use "cxcalc dihedral" to filter the conformers.

Do you have an idea when the bug of cxcalc, relative to the non-ordered list of conformers, generated will be corrected? 

 

Have a nice day,

Vincent

Dear Vincent,

I have moved the topic to the 'Structure based predictions: Calculator Plugins & Chemical Terms' forum, my colleagues will answer your question soon.

Best regards,

Zsuzsa

Dear Vincent,

 

Sorry, we did not scheduled the fix of this bug yet.

 

regards,

Gabor