SAR and X-ray structures of enantiopure 1,2-cis-(1R,2S)-cyclopentyldiamine and cyclohexyldiamine derivatives as inhibitors of coagulation Factor Xa. Qiao, J. X.; Chang, C.; Cheney, D. L.; Morin, P. E.; Wang, G. Z.; King, S. R.; Wang, T. C.; Rendina, A. R.; Luettgen, J. M.; Knabb, R. M.; Wexler, R. R.; and Lam, P. Y. S. Bioorg.~Med.~Chem.~Lett., 17(16):4419--4427, 2007.
SAR and X-ray structures of enantiopure 1,2-cis-(1R,2S)-cyclopentyldiamine and cyclohexyldiamine derivatives as inhibitors of coagulation Factor Xa [link]Paper  doi  abstract   bibtex   
In the search of Factor Xa (FXa) inhibitors structurally different from the pyrazole-based series, we identified a viable series of enantiopure cis-(1R,2S)-cycloalkyldiamine derivatives as potent and selective inhibitors of FXa. Among them, cyclohexyldiamide 7 and cyclopentyldiamide 9 were the most potent neutral compounds, and had good anticoagulant activity comparable to the pyrazole-based analogs. Crystal structures of 7-FXa and 9-FXa illustrate binding similarities and differences between the five- and the six-membered core systems, and provide rationales for the observed SAR of P1 and linker moieties.
@article{Qiao:2007ab,
	Abstract = {In the search of Factor Xa (FXa) inhibitors structurally different from the pyrazole-based series, we identified a viable series of enantiopure cis-(1R,2S)-cycloalkyldiamine derivatives as potent and selective inhibitors of FXa. Among them, cyclohexyldiamide 7 and cyclopentyldiamide 9 were the most potent neutral compounds, and had good anticoagulant activity comparable to the pyrazole-based analogs. Crystal structures of 7-FXa and 9-FXa illustrate binding similarities and differences between the five- and the six-membered core systems, and provide rationales for the observed SAR of P1 and linker moieties.},
	Author = {Qiao, Jennifer X. and Chang, Chong-Hwan and Cheney, Daniel L. and Morin, Paul E. and Wang, Gren Z. and King, Sarah R. and Wang, Tammy C. and Rendina, Alan R. and Luettgen, Joseph M. and Knabb, Robert M. and Wexler, Ruth R. and Lam, Patrick Y. S.},
	Date-Added = {2007-12-11 17:01:03 -0500},
	Date-Modified = {2009-02-26 09:19:37 -0500},
	Doi = {10.1016/j.bmcl.2007.06.029},
	Journal = {Bioorg.~Med.~Chem.~Lett.},
	Keywords = {sar; sali; Factor Xa inhibitors; X-ray structure},
	Local-Url = {file://localhost/Users/rguha/Documents/articles/qiao-fxa-2.pdf},
	Number = {16},
	Pages = {4419--4427},
	Title = {{SAR} and {X}-ray structures of enantiopure {1,2-cis-(1R,2S)-cyclopentyldiamine} and cyclohexyldiamine derivatives as inhibitors of coagulation {Factor Xa}},
	Ty = {JOUR},
	Url = {http://www.sciencedirect.com/science/article/B6TF9-4NXXM9J-C/2/4cd145ebf490c934b5664040281e6046},
	Volume = {17},
	Year = {2007},
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	Bdsk-Url-1 = {http://www.sciencedirect.com/science/article/B6TF9-4NXXM9J-C/2/4cd145ebf490c934b5664040281e6046},
	Bdsk-Url-2 = {http://dx.doi.org/10.1016/j.bmcl.2007.06.029}}
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