Complex Chirality Issues in IUPAC Nomenclature

[ShayPHX]

Hello,
I'm writing to provide feedback regarding an issue I've encountered with the OPSIN tool. I've observed that a specific class of structures consistently fails to convert to SMILES.
These errors appear to be related to the presence of complex stereochemical information in the IUPAC names (for example, (1R,3R)-3-methoxycyclobutoxy).
I've tested these same IUPAC names in ChemDraw, and they convert to SMILES correctly there, suggesting the IUPAC names themselves are valid.
Would it be possible to optimize OPSIN's handling of these complex stereochemistry cases to prevent such conversion errors?
Thank you for your time and consideration.
The IUPAC names that failed to convert in OPSIN are listed below:

2,3-difluoro-4-((R)-1-(5-((1R,3R)-3-methoxycyclobutoxy)pyridin-2-yl)propoxy)-N-((4-((1-methylpiperidin-4-yl)oxy)piperidin-1-yl)sulfonyl)benzamide
N-((4-(2-(dimethylamino)ethoxy)phenyl)sulfonyl)-4-((R)-1-(5-((1R,3R)-3-methoxycyclobutoxy)pyridin-2-yl)propoxy)-3-(trifluoromethyl)benzamide
4-((R)-1-(5-((1R,3R)-3-methoxycyclobutoxy)pyridin-2-yl)propoxy)-N-((4-((1-methylpiperidin-4-yl)oxy)piperidin-1-yl)sulfonyl)-3-(trifluoromethyl)benzamide
2,3-difluoro-4-((R)-1-(5-((1R,3R)-3-(difluoromethoxy)cyclobutoxy)pyridin-2-yl)propoxy)-N-((4-methylpiperazin-1-yl)sulfonyl)benzamide
4-((R)-1-(5-((1R,3R)-3-methoxycyclobutoxy)pyridin-2-yl)propoxy)-N-((4-methylpiperazin-1-yl)sulfonyl)-3-(trifluoromethyl)benzamide
2,3-difluoro-N-((4-cyclopropylpiperazin-1-yl)sulfonyl)-4-((R)-1-(5-((1R,3R)-3-methoxycyclobutoxy)pyridin-2-yl)propoxy)benzamide
2,3-difluoro-4-((R)-1-(5-((1R,3R)-3-methoxycyclobutoxy)pyridin-2-yl)propoxy)-N-((4-methylpiperazin-1-yl)sulfonyl)benzamide
N-((4-ethylpiperazin-1-yl)sulfonyl)-4-((R)-1-(5-((1R,3R)-3-methoxycyclobutoxy)pyridin-2-yl)propoxy)-3-(trifluoromethyl)benzamide
2,3-difluoro-4-((R)-1-(4-((1R,3R)-3-methoxycyclobutoxy)pyridin-2-yl)propoxy)-N-((4-methylpiperazin-1-yl)sulfonyl)benzamide
2,3-difluoro-4-((R)-1-(4-((1R,3R)-3-methoxycyclobutoxy)pyridin-2-yl)propoxy)-N-((4-((1-methylpiperidin-4-yl)oxy)piperidin-1-yl)sulfonyl)benzamide
2,3-difluoro-N-((4-ethylpiperazin-1-yl)sulfonyl)-4-((R)-1-(5-((1R,3R)-3-methoxycyclobutoxy)pyridin-2-yl)propoxy)benzamide

result from chemdraw

IUPAC with Complex Chirality

IUPAC without Complex Chirality

[dan2097]

These are indeed valid IUPAC names, although pedantically I think the 1R,3R on the cyclobutane is preferably written 1r,3r as these stereocenters are pseudo-assymetric.

This is a long standing limitation in OPSIN; I'm not sure when I will have the time to address it. The issue is specifically being able to assign configurations to pseudo-assymetric centres. Related issues:
#23
#231