Tautomerize fails to produce a single canonical tautomer

I am running Standardizer 5.3.8.  When I input more than one tautomer of a compound and use the Tautomerize function, the output is not always a single canonical tautomer.  Shouldn't the Tautomerize function produce one and only one canonical tautomer for each molecule? 

Here is the first example: Four tautomers of a pyrazolopyrimidinone are input;  three tautomers give the same canonical tautomer, but the fourth gives a different result.

Two tautomers of losartan give different results after using Tautomerize in the Standardizer:

Hi,

These bugs were fixed.  The fixed  version  "5.4" will be available in a couple of day.

Jozsi 

Here is a third example.

Hi Jozsi,

Thank you for your quick response.  I am looking forward to the new release (5.4) of the Standardizer and hope that these problems will be resolved.

Tim

Jozsi,

The imidazole case was posted after you responded.  Just want to make sure the new release will solve all of these problems.

How long has this software been in production?  It seems like these flaws are with reasonably common structures

Can you give us a better time frame on the release? 

Does this mean we have to upgrade the whole cartridge again?  That was quite a lot of effort.

Brock.

Hi,

Yes, the new release will solve all of these problems.

For the rest of your questions I quote one of my collegaue:

"We understand that upgrading can be inconvenient. Tautomerism is a
complex problem of chemistry, and we do our best to provide a
reliable and high performance tautomer prediction tool. However, it
happens sometimes, that we find cases that are not handled properly.
By the nature of the problem, we cannot guarantee a perfect
prediction, but we extend our test base continuously, run tests
every night, and fix issues immediately."

 

Jozsi

 

Yes -- I was being harsh.  I guess I was surprised by the relative common cases not working (e.g. imidazole).  I am trying to get a handle on how "mature" this software is.

The big question for us is when is the release date for this version?

Can we get a beta and try it out?  

The other big question is when is the next release date (after this one) -- should we just wait?

 

You were right, not harsh :)

You can get a release candidate in this week. We will be pleased if you give quick feedback before the actual release.

Hi,

Yes, I  agree. The "big question" part is right.

Jozsi