ClogP software

Leo, A.J. (1986) CLOGP-3.42 Medchem. Software, Medicinal Chemistry Project, Pomona College, Claremont, CA. 

Next, we used an in-house library design software (see details in Chapter 15) to enumerate the virtual libraries and then calculated various physical properties. Products were removed from consideration if MW is > 300, number of rotatable bonds > 3, and ClogP > 3. For solubility, two in-house model calculations were applied as filters turbidimetric >10 mg/mL and thermodynamic solubility >100 xM. The resulting cherry-picked library was then reviewed by NMR spectroscopists to remove compounds with possible artifacts, likely to be insoluble, or likely to be false positive. These included some conjugated systems and compounds with likelihood of indistinct NMR spectra. 

Measured log Ps and CLOGP values are from BioByte software KOWWIN values were calculated from version 1.5 ACD values calculated using ver. beta 0.9 ALOGP,... 

II. Product Summaries BioByte provides a variety of software solutions to the drug discovery scientist that range from a chemically-oriented database system to a unified driver for ClogP/CMRprograms. 

BioByte product offerings are diverse, easy to learn, yet powerful software packages for researchers, academics, and students. BioLoom, their next generation ClogP package, calculates hydrophobic and molecular refractivity parameters, but now is linked to their database which includes over 60,000 measured log P values, as well as 14,000 pKa s. A demo version is available for download. 

The SRC program KOWWIN uses an atom/fragment contribution method to predict log Kow. This is a reductionist method (the fragment coefficients were derived by multiple regression from a development set of reliably measured log Kow values). The other main software tool, ClogP for Windows (Leo, 1993) is a constructionist method (the fragment coefficients are evaluated from the simplest examples in which they occur). Both methods have a high level of accuracy and are widely accepted as the best tools available. 

Hydrophobicity was quantified by the logarithm of the 1-octanol-water partition coefficient (log KoW) values. The hydrophobicity values were measured or estimated by the ClogP (ver 3.55) software (BIOBYTE Corp., Claremont, CA, USA). The acceptor superdelocalizabilities were determined as a sum of the ratios between the squared eigenvectors (coefficients) of the i-th atomic... 

Table 13.1 Molecular weight (MW) and lipophIIIcity (clogP) of sets of ligands taken from the COBRA compound collection [9], Average, maximum and minimum values, and standard deviations (a) are given. Properties were calculated with the software suite ChemOffice (CambridgeSoft Corp., Cambridge MA).

The software version of the Leo-Hansch fragmental method is known as Calculated LOOP (CLOGP) [Chou and Jurs, 1979]. 

---