Descriptors hydrogen bonding

Winiwarter, S., Ax, F., Lennemas, H., Hallberg, A., Pettersson, C., Karlen, A. Hydrogen bonding descriptors in the prediction of human in vivo intestinal permeability. J. Mol. Graph. Model. 2003, 21, 273-287... 

Abraham, M. H. Martins, F. Mitchell, R. C., Algorithms for skin permeability using hydrogen bond descriptors The problems of steroids, J. Pharm. Pharmacol. 49, 858-865 (1997). 

Winiwarter S, Ax F, Lennernas H, Hallberg A, Pettersson C and Karlen A (2003) Hydrogen Bonding Descriptors in the Prediction of Human In Vivo Intestinal Permeability. J Mol Graph Model 21 pp 273-287. 

Osterberg and Norinder [35] analyzed the improvement in the prediction of drug transport processes by the combination of the hydrogen-bonding descriptors and calculated log P. Two data sets were used. The calculated static PSA and the experimental log BB values for 70 compounds (data set 1) were taken from the work of Clark. The calculated dynamic PSA and the experimental log... 

Hydrogen bonding descriptors the counts of hydrogen bond acceptors (HAG) or donors (HDO) the number of polar atoms, Pjt [34] the polar surface area in (PSA) and normalized to the total surface area (%PSA) ... 

Combination of several descriptors believed to be important for oral absorption have been used in various multivariate analysis studies [26]. The general trend is that a combination of size/shape and a hydrogen bond descriptor, sometimes in combination with log D, has good predictive value. At present such models do not account for the biological function of the membrane, such as P-gp-mediated efflux. 

Bohm, M., Klebe, G. Development of New Hydrogen-bond Descriptors and their Application to Comparative Molecular Field Analyses. J. Med. Chem. 2002, 45, 1585-1597. 

Tab. 4.2 Hydrogen bonding descriptors for the selected compounds. (Reprinted from Tab. 4 of ref. 25 with permission from Wiley-VCH)...

Several papers have also been published in which a correlation has been sought between permeation across Caco-2 cells and physicochemical properties of the compounds. The review article by Ekins et al. (2000) discusses several studies to predict Caco-2 cell permeation. Correlations have been found with polar surface area, hydrogen bond descriptors, VolSurf, and other parameters. Van de Waterbeemd et al. (2001a) also discuss models for predicting oral absorption of compounds, including the use of Caco-2 cell lines. This paper also provides much useful information on the optimization of pharmacokinetic parameters in drug development. 

Hydrogen bonding descriptors, in particular, the ability of an atom in a given environment to be a donor Hd) and acceptor Ha) of a hydrogen bond characterized by the Abraham s constants. " ... 

It is a hydrogen-bonding descriptor based on solvent-accessible area of hydrogen-bond donor atoms and corresponding partial charges proposed as variant of FHDCA index [Katritzky et al, 1996b] ... 

The other most popular hydrogen-bonding descriptors are listed below. Reviews on the subject of hydrogen-bonding are [Hadzi etal, 1990 Dearden and Ghafourian, 1999]. 

Iha and Ihd parameters - hydrogen-bonding descriptors aromaticity indices resonance indices... 

Molecular descriptors are usually classified into several classes by a mixed taxonomy based on different points of view. For example, descriptors are often distinguished by their physico-chemical meaning such as - electronic descriptors, - steric descriptors, lipophilicity descriptors, -> hydrogen-bonding descriptors, - shape descriptors, charge descriptors, - electric polarization descriptors, - reactivity descriptors, moreover, on the basis of the specific mathematical tool used for the calculation of the molecular descriptors, - autocorrelation descriptors, -> eigenvalue-based descriptors, -> determinant-based descriptors, - Wiener-type indices, - Schultz-type indices can be distinguished. 

Raevski H-bond indices hydrogen-bonding descriptors... 

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