%0 Journal Article %1 RN128 %A Mella-Raipan, J.A. %A Lagos, C.F. %A Recabarren-Gajardo, G. %A Espinosa-Bustos, C. %A Romero-Parra, J. %A Pessoa-Mahana, H. %A Iturriaga-Vasquez, P. %A Pessoa-Mahana, C.D. %D 2013 %J Molecules %K 3d-qsar, agonists, analogs, analysis, binding, cannabinoid, cb1 comfa derivatives, docking, dqcauchile endocannabinoid human-immunodeficiency-virus-(i) inhibitors, molecular-field pharmacology, protease receptor, series, system, %N 4 %P 3972-4001 %R 10.3390/molecules18043972 %T Design, Synthesis, Binding and Docking-Based 3d-Qsar Studies of 2-Pyridylbenzimidazoles-a New Family of High Affinity Cb1 Cannabinoid Ligands %U /brokenurl#<Go to ISI>://WOS:000318020100024 %V 18 %X A series of novel 2-pyridylbenzimidazole derivatives was rationally designed and synthesized based on our previous studies on benzimidazole 14, a CB1 agonist used as a template for optimization. In the present series, 21 compounds displayed high affinities with K-i values in the nanomolar range. JM-39 (compound 39) was the most active of the series (K-iCB1 = 0.53 nM), while compounds 31 and 44 exhibited similar affinities to WIN 55212-2. CoMFA analysis was performed based on the biological data obtained and resulted in a statistically significant CoMFA model with high predictive value (q(2) = 0.710, r(2) = 0.998, r(pred)(2) = 0.823).

@article{RN128, abstract = {A series of novel 2-pyridylbenzimidazole derivatives was rationally designed and synthesized based on our previous studies on benzimidazole 14, a CB1 agonist used as a template for optimization. In the present series, 21 compounds displayed high affinities with K-i values in the nanomolar range. JM-39 (compound 39) was the most active of the series (K-iCB1 = 0.53 nM), while compounds 31 and 44 exhibited similar affinities to WIN 55212-2. CoMFA analysis was performed based on the biological data obtained and resulted in a statistically significant CoMFA model with high predictive value (q(2) = 0.710, r(2) = 0.998, r(pred)(2) = 0.823).}, added-at = {2019-12-04T03:57:35.000+0100}, author = {Mella-Raipan, J.A. and Lagos, C.F. and Recabarren-Gajardo, G. and Espinosa-Bustos, C. and Romero-Parra, J. and Pessoa-Mahana, H. and Iturriaga-Vasquez, P. and Pessoa-Mahana, C.D.}, biburl = {https://www.bibsonomy.org/bibtex/2f6cc4c9382a4be2558f60f44ea3f0e07/dqcauchile}, doi = {10.3390/molecules18043972}, interhash = {74e8d9a73281b64dc964ba68df330809}, intrahash = {f6cc4c9382a4be2558f60f44ea3f0e07}, issn = {1420-3049}, journal = {Molecules}, keywords = {3d-qsar, agonists, analogs, analysis, binding, cannabinoid, cb1 comfa derivatives, docking, dqcauchile endocannabinoid human-immunodeficiency-virus-(i) inhibitors, molecular-field pharmacology, protease receptor, series, system,}, number = 4, pages = {3972-4001}, timestamp = {2019-12-04T03:58:17.000+0100}, title = {Design, Synthesis, Binding and Docking-Based 3d-Qsar Studies of 2-Pyridylbenzimidazoles-a New Family of High Affinity Cb1 Cannabinoid Ligands}, type = {Journal Article}, url = {/brokenurl#<Go to ISI>://WOS:000318020100024}, volume = 18, year = 2013 }