Comparative molecular similarity

CoMSIA (comparative molecular similarity index analysis) is a recent development from CoMFA and does not suffer from the alignment problem. It has been used to model hERG potassium channel inhibition by drugs [59] and the toxicity of phenylsulfonyl carboxylates [60], organophosphates [61], and polybrominated diphenyl ethers [62], with results comparable to those from CoMFA. 

CoMSIA Comparative molecular similarity index analysis... 

Klebe, G. (1998). Comparative Molecular Similarity Indices CoMSIA In 3D QSAR in Drug Design.., H. Kubinyi, G. Folkers, and Y.C. Martin (eds). Kluwer Academic Publishers, London, UK. 3 87. 

Boehm, M., Stuerzebecher, J., and Klebe, G. Three-dimensional quantitative structure-activity relationship analyses using comparative molecular field analysis and comparative molecular similarity indices analysis to elucidate selectivity differences of inhibitors binding to trypsin, thrombin, and factor Xa. /. Med. Chem. 1999, 42, 458-477. 

CoMSIA comparative molecular similarity indices analysis... 

Bringmann G, Rummey C (2003) 3D QSAR investigations on antimalarial naphthylisoqui-noline alkaloids by comparative molecular similarity indices analysis (CoMSIA), based on different alignment approaches. J Chem Inf Comput Sci 43(1) 304-316... 

CoMFA comparative molecular field analysis, CoMSIA comparative molecular similarity indices analysis... 

The next step was made by Klebe et al. [50]. Two 3D-QSAR methods were applied to get three-dimensional quantitative structure-activity relationships using a training set of 72 inhibitors of the benzamidine type with respect to their binding affinities toward Factor Xa to yield statistically reliable models of good predictive power [51-54] the widely used CoMFA method (for steric and electrostatic properties) and the comparative molecular similarity index analysis (CoMSlA) method (for steric, electrostatic, hydrophobic, hydrogen bond donor, and hydrogen bond acceptor properties). These methods allowed the consideration of various physicochemical properties, and the resulting contribution maps could be intuitively interpreted. 

CoMSlA Comparative molecular similarity indexes analysis... 

Comparative Molecular Similarity Indices Analysis, among the grid-based QSAR techniques, implements the steric, electrostatic, hydrophobic, and hydrogen-bonding - similarity indices utilized in the molecular alignment program SEAL [Klebe et al., 1994a Klebe, 1998 Klebe and Abraham, 1999],... 

A similarity measure between two molecules s and t in any relative orientation to each other, used in CoMSIA (-> comparative molecular similarity analysis) and defined as [Kearsley and Smith, 1990] ... 

Klebe, G. and Abraham, U. (1999). Comparative Molecular Similarity Index Analysis (CoMSIA) to Study Hydrogen-Bonding lYoperties and to Score Combinatorial Libraries. J.ComputAid. Molec.Des., 13,1-10. 

CoMSIA Comparative Molecular Similarity Indices Analysis... 

Desiraju GR, Gopalakrishnan B, Jetti RKR, Nagaraju A, Raveendra D, Sarma JARP, et al. Computer-aided design of selective COX-2 inhibitors Comparative molecular field analysis, comparative molecular similarity indices analyses, and docking studies of some 1,2-diarylimidazole derivatives. J Med Chem 2002 45 4847-57. 

Labrie, P., Maddaford, S.P.. Fortin, S., Rakhit, S., Kotra, L.P., and Gaudreault, R.C. (2006) A comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) of anfhranilamide derivatives fhat are multidrug resistance modulators. Journal of Medicinal Chemistry, 49 (26), 7646-7660. 

Comparative Molecular Similarity Indices Analysis grid-based QSAR techniques > Comparative Molecular Surface Analysis grid-based QSAR techniques > Comparative Receptor Surface Analysis = CoRSA > Comparative Spectral Analysis spectra descriptors... 

Doytchinova, LA. and Flower, D.R. (2002) A comparative molecular similarity index analysis (CoMSIA) study identifies an HLA-A2 binding supermotif./. Comput. Aid. Mol. Des., 16,535—544. 

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