PMID-sentid	Pub_year	Sent_text		comp_official_name	comp_offsetprotein_name	organism	prot_offset
19560931-1	2009	A group of 4-carboxyl quinoline derivatives possessing a methylsulfonyl COX-2 pharmacophore at the para position of the C-2 phenyl ring were designed and synthesized as selective COX-2 inhibitors.	methylsulfonyl	57-71	mitochondrially encoded cytochrome c oxidase II	Homo sapiens	72-77	
29031075-4	2017	In vitro and in vivo assays for data profiling the new candidates revealed the significant improvement in the potency and selectivity against COX-2 of 6-methoxytetrahydrocarbazole 4 (IC50 = 0.97 mumol) to verify the effect of ring extension in comparison to indomethacin (IC50 = 2.63 mumol), and 6-methylsulfonyltetrahydrocarbazole 10a (IC50 = 0.28 mumol) to verify the effect of ring extension and introduction of methylsulfonyl group.	methylsulfonyl	298-312	mitochondrially encoded cytochrome c oxidase II	Homo sapiens	142-147	
19560931-1	2009	A group of 4-carboxyl quinoline derivatives possessing a methylsulfonyl COX-2 pharmacophore at the para position of the C-2 phenyl ring were designed and synthesized as selective COX-2 inhibitors.	methylsulfonyl	57-71	mitochondrially encoded cytochrome c oxidase II	Homo sapiens	179-184	
15051057-1	2004	Several 2,3-diaryl pyrazines and quinoxalines with 4-sulfamoyl (SO(2)NH(2))/methylsulfonyl (SO(2)Me)-phenyl pharmacophores have been synthesized and evaluated for the cyclooxygenase (COX-1/COX-2) inhibitory activity.	methylsulfonyl	76-90	mitochondrially encoded cytochrome c oxidase II	Homo sapiens	189-194	
10328307-2	1999	Recently in the synthesis of selective COX-2 inhibitors we have discovered that the sulfonamide moiety is a suitable replacement for the methylsulfonyl moiety yielding compounds with activity both in vitro and in vivo.	methylsulfonyl	137-151	mitochondrially encoded cytochrome c oxidase II	Homo sapiens	39-44