Quacpac TK 1.8.0

New features

  • Passing true to OETautomerOptions::SetRankTautomers was dramatically improved to provide a low-energy, medicinally-relevant “reasonable” tautomeric form that is suitable for depiction for chemists. Significant improvements were made to the “reasonable” tautomer algorithm that effect the aliphatic and non-aromatic resonance portions of tautomers.

    • Made conversion of carboxylates to diols and nitros to di-hydroxy amines very unfavorable.

    • Made generation of unnecessary, non-dative, formal charges unfavorable.

    • Improved accounting for exocyclic bonds adjacent to aromatic rings.

    • Set priority for aliphatic double bond position that could be arbitrary in prior versions.

  • OEGetReasonableProtomer added to provide a convenient “best practices” function to generate a most chemically reasonable tautomerization and ionization state for a molecule. The function yields a low-energy medicinally relevant protomer suitable for depiction for chemists.

  • The C++ Quacpac TK library, oequacpac, now links against the oeamber library. Please update build scripts accordingly to account for the new dependency.

  • OETautomersLargestZoneSize now overloaded with a more convenient function that does not require constructing a OETautomerOptions object to explore the maximum zone size considered for tautomerization of a molecule.

Minor bug fixes

  • OESetNeutralpHModel consistency has been improved by forcing the molecule to use the OpenEye aromaticity model before applying pH rules (pattern matching) to molecules from heterogeneous source or file formats.

  • OECharges::Default constant is now the exact same value as OECharges::MMFF94. Previously, it was a different numerical value, making comparison un-necessarily difficult. Note, the default charging model is still the same.

Known bugs

  • OEGetReasonableProtomer title warting is not working correctly. All titles will be output “_1”. This will be fixed for the next release, 2015.Feb.

Documentation fixes

  • The tautomers theory chapter has been made more specific to the toolkit.