Archive for March, 2011

Improvement in Aqueous Solubility in Small Molecule Drug Discovery Programs by Disruption of Molecular Planarity and Symmetry – Journal of Medicinal Chemistry (ACS Publications)

March 4, 2011

Nice review. I think this is a good approach for increasing solubility, but I do not compeltely agree with the authors’ hypothesis that the improved solubility comes mainly from crystal lattice disruption. I believe that in a lot of examples mentioned by the authors that the structural modifications result in improved interactions with water, perhaps through H-bonding. These type of effects are not seen by LogP since the non-aqueous phase (octanol) can H-bond as well.  Looking as polar surface area and/or LogPhexane would probably show this more clearly.

 

Improvement in Aqueous Solubility in Small Molecule Drug Discovery Programs by Disruption of Molecular Planarity and Symmetry – Journal of Medicinal Chemistry (ACS Publications)

via Improvement in Aqueous Solubility in Small Molecule Drug Discovery Programs by Disruption of Molecular Planarity and Symmetry – Journal of Medicinal Chemistry (ACS Publications).