Journal ArticleDOI
The use of characteristic volumes to measure cavity terms in reversed phase liquid chromatography
Michael H. Abraham,J. C. McGowan +1 more
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TLDR
In this paper, it was shown that the use of the McGowans characteristic volume, Vx, is equivalent to using Leahy's computer-calculated intrinsic volumes, V1, for the cavity term mV/100, for 209 gaseous, liquid, and solid solutes.Abstract:
In the correlation of reversed-phase liquid chromatography capacity factors through the equation,
$$\log k' = log k'_0 + mV/100 + s\pi _2^* + b\beta _2 + a\alpha _2 $$
the use of McGowans characteristic volume, Vx, which can be trivially calculated, is entirely equivalent to the use of Leahy's computer-calculated intrinsic volumes, V1, for the cavity term mV/100. It is shown that for 209 gaseous, liquid, and solid solutes, the two sets of volumes are related through the equation,
$$V_1 = 0.597 + 0.6823 V_x $$
with a standard deviation of only 1.24cm3 mol−1, and a correlation coefficient of 0.9988.read more
Citations
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Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
TL;DR: Experimental and computational approaches to estimate solubility and permeability in discovery and development settings are described in this article, where the rule of 5 is used to predict poor absorption or permeability when there are more than 5 H-bond donors, 10 Hbond acceptors, and the calculated Log P (CLogP) is greater than 5 (or MlogP > 415).
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Scales of solute hydrogen-bonding: their construction and application to physicochemical and biochemical processes
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Hydrogen bonding. 32. An analysis of water-octanol and water-alkane partitioning and the Δlog p parameter of seiler
TL;DR: A general linear solvation energy equation has been used to analyze published partition coefficients in the systems water-octanol, water-hexadecane), water-alkane, and water-cyclohexane and shows that solute hydrogen-bond basicity, dipolarity/polarizability and size are significant factors that influence the delta log P parameter.
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Matrix metalloproteinases (MMPs): Chemical–biological functions and (Q)SARs
Rajeshwar P. Verma,Corwin Hansch +1 more
TL;DR: An attempt has been made to explore the in-depth knowledge from the classification of this enzyme to the clinical trials of their inhibitors, and QSAR results on the inhibition of various compound series against MMP-1 reveal a number of interesting points.
Journal ArticleDOI
Fast Calculation of van der Waals Volume as a Sum of Atomic and Bond Contributions and Its Application to Drug Compounds
TL;DR: A new method for calculating van der Waals volume has been developed, based on Bondi radii, and the results show that the van Der Waals volumes calculated from VABC are equivalent to the computer-calculated van derWaals volumes for organic compounds.
References
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Journal ArticleDOI
Solubility Properties in Polymers and Biological Media 5: An Analysis of the Physicochemical Properties Which Influence Octanol–Water Partition Coefficients of Aliphatic and Aromatic Solutes
R. W. Taft,Michael H. Abraham,George R. Famini,Ruth M. Doherty,José-Luis M. Abboud,Mortimer J. Kamlet +5 more
TL;DR: A set of "ground rules" (modifications of the input parameters) are described which allow the inclusion of both aliphatic and aromatic solutes in the same correlation equation.
Journal ArticleDOI
Intrinsic molecular volume as a measure of the cavity term in linear solvation energy relationships: octanol−water partition coefficients and aqueous solubilities
TL;DR: A new, calculated value of the van der Waals or intrinsic molecular volume VI is shown to be at least as effective as molar volume, V, as a measure of the cavity term in linear solvation energy relationships for octanol-water partition coefficients and aqueous solubilities.
Journal ArticleDOI
Solubility properties in polymers and biological media 4. correlation of octanol water partition coefficients with solvatochromic parameters
Journal ArticleDOI
Linear solvation energy relationships. A comparison of molar volume and intrinsic molecular volume as measures of the cavity term in reversed phase liquid chromatography
TL;DR: In this article, an equation of the form: logk' = (logk')_0 + mV/100 + s π*, β, and α are the solvatochromic parameters that measure solute dipolarity/polarizability and hydrogen bond acceptor basicity, respectively.
Journal ArticleDOI
Molecular volumes and structural chemistry
TL;DR: A list of atomic parachors is given and with its aid, parachors and molecular volumes of all kinds of molecules may be estimated as discussed by the authors, and examples are given to show how parachor values are likely to prove helpful in the study of ions in aqueous solutions.