HTTP/2 301 server: nginx date: Thu, 29 Jan 2026 01:34:22 GMT content-type: text/html content-length: 162 location: https://walkerma.wordpress.com/feed/ x-ac: 4.bom _dca MISS alt-svc: h3=":443"; ma=86400 strict-transport-security: max-age=31536000 server-timing: a8c-cdn, dc;desc=bom, cache;desc=MISS;dur=310.0 HTTP/2 200 server: nginx date: Thu, 29 Jan 2026 01:34:22 GMT content-type: application/rss+xml; charset=UTF-8 vary: Accept-Encoding x-hacker: Want root? Visit join.a8c.com/hacker and mention this header. host-header: WordPress.com vary: accept, content-type last-modified: Mon, 15 Dec 2025 16:01:47 GMT x-nc: HIT dca 56 content-encoding: gzip x-ac: 4.bom _dca BYPASS alt-svc: h3=":443"; ma=86400 strict-transport-security: max-age=31536000 server-timing: a8c-cdn, dc;desc=bom, cache;desc=BYPASS;dur=305.0 https://walkerma.wordpress.com A medicinal chemist searching for that needle in a haystack Fri, 04 Mar 2011 14:14:52 +0000 en hourly 1 https://wordpress.com/ 797048 https://s0.wp.com/i/buttonw-com.png https://walkerma.wordpress.com https://walkerma.wordpress.com/2011/03/04/improvement-in-aqueous-solubility-in-small-molecule-drug-discovery-programs-by-disruption-of-molecular-planarity-and-symmetry-journal-of-medicinal-chemistry-acs-publications/ https://walkerma.wordpress.com/2011/03/04/improvement-in-aqueous-solubility-in-small-molecule-drug-discovery-programs-by-disruption-of-molecular-planarity-and-symmetry-journal-of-medicinal-chemistry-acs-publications/#respond Fri, 04 Mar 2011 14:14:52 +0000 https://walkerma.wordpress.com/?p=200 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).

]]> https://walkerma.wordpress.com/2011/03/04/improvement-in-aqueous-solubility-in-small-molecule-drug-discovery-programs-by-disruption-of-molecular-planarity-and-symmetry-journal-of-medicinal-chemistry-acs-publications/feed/ 0 200 walkerma https://walkerma.wordpress.com/2011/02/11/the-catalytic-asymmetric-knoevenagel-condensation-lee-2011-angewandte-chemie-international-edition-wiley-online-library/ https://walkerma.wordpress.com/2011/02/11/the-catalytic-asymmetric-knoevenagel-condensation-lee-2011-angewandte-chemie-international-edition-wiley-online-library/#respond Fri, 11 Feb 2011 14:14:21 +0000 https://walkerma.wordpress.com/?p=198 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.

]]> https://walkerma.wordpress.com/2011/02/11/the-catalytic-asymmetric-knoevenagel-condensation-lee-2011-angewandte-chemie-international-edition-wiley-online-library/feed/ 0 198 walkerma https://walkerma.wordpress.com/2011/02/08/synthetic-ozonide-drug-candidate-oz439-offers-new-hope-for-a-single-dose-cure-of-uncomplicated-malaria-%e2%80%94-pnas/ https://walkerma.wordpress.com/2011/02/08/synthetic-ozonide-drug-candidate-oz439-offers-new-hope-for-a-single-dose-cure-of-uncomplicated-malaria-%e2%80%94-pnas/#respond Tue, 08 Feb 2011 13:00:41 +0000 https://walkerma.wordpress.com/?p=196 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.

]]> https://walkerma.wordpress.com/2011/02/08/synthetic-ozonide-drug-candidate-oz439-offers-new-hope-for-a-single-dose-cure-of-uncomplicated-malaria-%e2%80%94-pnas/feed/ 0 196 walkerma https://walkerma.wordpress.com/2011/01/14/oxytocin-promotes-human-ethnocentrism-%e2%80%94-pnas/ https://walkerma.wordpress.com/2011/01/14/oxytocin-promotes-human-ethnocentrism-%e2%80%94-pnas/#respond Fri, 14 Jan 2011 13:52:05 +0000 https://walkerma.wordpress.com/?p=194 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.

]]> https://walkerma.wordpress.com/2011/01/14/oxytocin-promotes-human-ethnocentrism-%e2%80%94-pnas/feed/ 0 194 walkerma https://walkerma.wordpress.com/2010/12/13/sciencedirect-tetrahedron-isolation-of-optically-active-nevirapine-a-dipyridodiazepinone-metabolite-from-the-seeds-of-cleome-viscosa/ https://walkerma.wordpress.com/2010/12/13/sciencedirect-tetrahedron-isolation-of-optically-active-nevirapine-a-dipyridodiazepinone-metabolite-from-the-seeds-of-cleome-viscosa/#respond Mon, 13 Dec 2010 18:05:48 +0000 https://walkerma.wordpress.com/?p=192 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.

]]> https://walkerma.wordpress.com/2010/12/13/sciencedirect-tetrahedron-isolation-of-optically-active-nevirapine-a-dipyridodiazepinone-metabolite-from-the-seeds-of-cleome-viscosa/feed/ 0 192 walkerma https://walkerma.wordpress.com/2010/02/04/another-intersting-structure-this-ones-for-real/ https://walkerma.wordpress.com/2010/02/04/another-intersting-structure-this-ones-for-real/#respond Thu, 04 Feb 2010 18:48:08 +0000 https://walkerma.wordpress.com/?p=186 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.

]]> https://walkerma.wordpress.com/2010/02/04/another-intersting-structure-this-ones-for-real/feed/ 0 186 walkerma structure https://walkerma.wordpress.com/2009/10/12/intersting-structure/ https://walkerma.wordpress.com/2009/10/12/intersting-structure/#respond Mon, 12 Oct 2009 12:35:30 +0000 https://walkerma.wordpress.com/?p=182 Kim et al. (Bioorg. Med. Chem Lett. ) assign the structure below to a novel neolignan piperkadsin C.  Hmmm??? This can’t be right.

 

]]> https://walkerma.wordpress.com/2009/10/12/intersting-structure/feed/ 0 182 walkerma piperkadsin C https://walkerma.wordpress.com/2009/09/01/name-reactions-misnamed/ https://walkerma.wordpress.com/2009/09/01/name-reactions-misnamed/#respond Tue, 01 Sep 2009 16:05:56 +0000 https://walkerma.wordpress.com/?p=179 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

]]> https://walkerma.wordpress.com/2009/09/01/name-reactions-misnamed/feed/ 0 179 walkerma https://walkerma.wordpress.com/2008/11/13/11-13-2008-a-must-read/ https://walkerma.wordpress.com/2008/11/13/11-13-2008-a-must-read/#respond Thu, 13 Nov 2008 12:17:06 +0000 https://walkerma.wordpress.com/?p=175 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…)

]]> https://walkerma.wordpress.com/2008/11/13/11-13-2008-a-must-read/feed/ 0 175 walkerma cover-large https://walkerma.wordpress.com/2008/10/10/september-10-2008/ https://walkerma.wordpress.com/2008/10/10/september-10-2008/#respond Fri, 10 Oct 2008 12:22:47 +0000 https://walkerma.wordpress.com/?p=172 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.

]]> https://walkerma.wordpress.com/2008/10/10/september-10-2008/feed/ 0 172 walkerma