From owner-chemistry@ccl.net Wed Apr 25 12:05:00 2007
From: "Carsten Wittekindt wittekindt(~)cosmologic.de" <owner-chemistry{=}server.ccl.net>
To: CCL
Subject: CCL: Is there any hydrophobic group comparable with Bromine atom
Message-Id: <-34135-070425112428-2093-pzYVOMTxrbtVkkD1ukl2+g{=}server.ccl.net>
X-Original-From: Carsten Wittekindt <wittekindt^^cosmologic.de>
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Date: Wed, 25 Apr 2007 16:54:50 +0200
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Sent to CCL by: Carsten Wittekindt [wittekindt#%#cosmologic.de]

Hi Thomas
COSMOsim is able to find isosteric compounds to a given target. 
This method do not compare atoms or fragments but properties.
The method in brief:
1) Calculation of the charge on the surface of the compounds (sigma surface) 
using the conductor-like screening model COSMO as implemented eg. in 
TURBOMOLE.
2) projection of the sigma surface into a 1D sigma profile
3) comparision of the sigma profiles between the target and a list of 
compounds.


Regarding your question of groups similar to bromine I performed a quick 
search on methylbromine,1-brompropane and bromobenzene.
Amoung others, I found some quite interesting grups which might replace 
bromine, like:
isothiocyanat,
isocyanat
cumulated dienes 
terminal alkines,
methylchlorosilane (not a good idea for aquaus phase)

The lipophilicity can be predicted by COSMOtherm by calculating the partition 
coefficient between water and 1-octanol.

If you want to know more about the methods you are welcome to visit our 
webpage:
www.cosmologic.de

All the best
Carsten


> Sent to CCL by: "Thomas  Joseph" [alabarae]-[yahoo.com]
> is there any hydrophobic group comparable with Bromine atom.
> Is there any website, which gives you the details and order of hydrophilic > 
and hydrophobic atoms/groups

-- 
Dr. Carsten Wittekindt
COSMOlogic GmbH & Co. KG		Phone	+49-2171-363667
Burscheider Str. 515 				Fax	+49-2171-73168-9
D-51381 Leverkusen				Email	wittekindt|cosmologic.de
Germany						Web	http://www.cosmologic.de