one in ten thousand

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

walkerma — Fri, 04 Mar 2011 14:14:52 +0000

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 LogP_hexane 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).

The Catalytic Asymmetric Knoevenagel Condensation – Lee – 2011 – Angewandte Chemie International Edition – Wiley Online Library

walkerma — Fri, 11 Feb 2011 14:14:21 +0000

Interesting paper and no doubt useful chemistry…. However, can this really be considered an “asymmetric Knoevenagel condenseation” or is this simply a regular Knoevenagel condesation in the presence of a resolving agent?

The Catalytic Asymmetric Knoevenagel Condensation – Lee – 2011 – Angewandte Chemie International Edition – Wiley Online Library

via The Catalytic Asymmetric Knoevenagel Condensation – Lee – 2011 – Angewandte Chemie International Edition – Wiley Online Library.

Synthetic ozonide drug candidate OZ439 offers new hope for a single-dose cure of uncomplicated malaria — PNAS

walkerma — Tue, 08 Feb 2011 13:00:41 +0000

Synthetic ozonide drug candidate OZ439 offers new hope for a single-dose cure of uncomplicated malaria — PNAS

via Synthetic ozonide drug candidate OZ439 offers new hope for a single-dose cure of uncomplicated malaria — PNAS.

Oxytocin promotes human ethnocentrism — PNAS

walkerma — Fri, 14 Jan 2011 13:52:05 +0000

I have mentioned Oxytocin previously and that it was being studied for its effects on social behavior. The earlier studies suggested that Oxytocin might have a beneficial effect in treating conditions such as Autism. This latest PNAS paper is interesting since it suggests that Oxytocin may play a role in group behavior, in this case ethnocentrism. Fortunately, according to the investigators oxytocin appears to enhance the positive aspects of ethnocentrism, ie. “intergroup bias”, versus the negative aspects “out-group derogation”.

Oxytocin promotes human ethnocentrism — PNAS.

ScienceDirect – Tetrahedron : Isolation of optically active nevirapine, a dipyridodiazepinone metabolite from the seeds of Cleome viscosa

walkerma — Mon, 13 Dec 2010 18:05:48 +0000

This is a little hard to believe, but according to the authors they have found a plant which produces nevirapine (albeit the wrong enantiomer) as an endpgenous metabolite.

via ScienceDirect – Tetrahedron : Isolation of optically active nevirapine, a dipyridodiazepinone metabolite from the seeds of Cleome viscosa.

Another Intersting Structure….This Ones for Real

walkerma — Thu, 04 Feb 2010 18:48:08 +0000

The macrocycle shown below was recently published in Tetrahedron Letters (Volume 51, Issue 10, 10 March 2010, Pages 1361-1363 ) and this time they have a single crystal X-ray structure to back it up. Despite what you might think at first, the ring is closed in very good yield (44-93%) since it exploits the preferred amide-confromation of the secondary aryl benzoic acid amide. This might make an interesting template for drug design.

Intersting structure???

walkerma — Mon, 12 Oct 2009 12:35:30 +0000

Kim et al. (Bioorg. Med. Chem Lett. ) assign the structure below to a novel neolignan piperkadsin C. Hmmm??? This can’t be right.

Name Reactions Misnamed?

walkerma — Tue, 01 Sep 2009 16:05:56 +0000

I am not an english major, but shouldn’t it be ‘Named Reactions’ (with a ‘d’) instead of ‘Name Reactions‘. To me a ‘name reaction’ is what you do in response to hearing a name. Like if someone yelled ‘Hey Shlomo’, Shlomo might turn around to see who called out his name

11-13-2008 A Must Read

walkerma — Thu, 13 Nov 2008 12:17:06 +0000

Chapter 1, Pain induced by blunt force trauma (hammers, anvils, car doors, etc…)

Chapter 2, Oral pain (tooth aches, tongue bites…)

Chapter 3, Pain of the foot (stubbed toes, excessive walking…)

Chapter 4, Miscellaneous (heartache…)

September 10, 2008

walkerma — Fri, 10 Oct 2008 12:22:47 +0000

I came across an interesting site that provides useful information for anyone interested in computer aided drug design. BindingMoad.org is a database derived from the PDB, but includes only high resolution protein structures with bound ligands. Other information such as binding data is also included.