PMID-sentid	Pub_year	Sent_text		comp_official_name	comp_offsetprotein_name	organism	prot_offset
30962341-4	2019	The EC50 of GRL-001-15 against an HIV-1 variant that was highly resistant to multiple PIs, including darunavir (DRV) (HIV-1DRV R P30), was 0.17 nM, and that of GRL-003-15 was 3.3 nM, while DRV was much less active, with an EC50 of 216 nM.	Darunavir	101-110	nuclear receptor subfamily 3 group C member 1	Homo sapiens	12-15	
33330753-1	2019	We designed, synthesized, and identified two novel nonpeptidic HIV-1 protease inhibitors (PIs), GRL- 037 and GRL-044, containing P2-tetrahydropyrano-tetrahydrofuran (Tp-THF), P1-benzene and P1-methoxybenzene, respectively, and P2"-isopropyl-aminobenzothiazole (Ip-Abt), based on the structure of the prototypic PI, darunavir (DRV).	Darunavir	315-324	nuclear receptor subfamily 3 group C member 1	Homo sapiens	96-99	
33330753-1	2019	We designed, synthesized, and identified two novel nonpeptidic HIV-1 protease inhibitors (PIs), GRL- 037 and GRL-044, containing P2-tetrahydropyrano-tetrahydrofuran (Tp-THF), P1-benzene and P1-methoxybenzene, respectively, and P2"-isopropyl-aminobenzothiazole (Ip-Abt), based on the structure of the prototypic PI, darunavir (DRV).	Darunavir	326-329	nuclear receptor subfamily 3 group C member 1	Homo sapiens	96-99	
28947797-5	2017	Crystallographic analysis demonstrated that the Crwn-THF moiety of GRL-09510 forms strong hydrogen-bond-interactions with HIV-1 protease (PR) active-site amino acids and is bulkier with a larger contact surface, making greater van der Waals contacts with PR than the bis-THF moiety of darunavir.	Darunavir	285-294	nuclear receptor subfamily 3 group C member 1	Homo sapiens	67-70	
25691652-7	2015	Molecular modeling demonstrated that the tricyclic ring and methoxybenzene of GRL-0739 have a larger surface and make greater van der Waals contacts with protease than in the case of darunavir.	Darunavir	183-192	nuclear receptor subfamily 3 group C member 1	Homo sapiens	78-81	
26010498-2	2015	GRL-5010A and GRL-4410A were designed to introduce hydrogen bond interactions with the flexible flaps of the PR by incorporating gem-difluorines and alkoxy, respectively, at the C4 position of the bis-THF of darunavir.	Darunavir	208-217	nuclear receptor subfamily 3 group C member 1	Homo sapiens	0-3	
26010498-2	2015	GRL-5010A and GRL-4410A were designed to introduce hydrogen bond interactions with the flexible flaps of the PR by incorporating gem-difluorines and alkoxy, respectively, at the C4 position of the bis-THF of darunavir.	Darunavir	208-217	nuclear receptor subfamily 3 group C member 1	Homo sapiens	14-17	
26010498-4	2015	GRL-5010A and GRL-4410A show inhibition constants of 4.3 +- 7.0 and 1.7 +- 1.8 nM, respectively, for PR20, compared to the binding affinity of 41 +- 1 nM measured for darunavir.	Darunavir	167-176	nuclear receptor subfamily 3 group C member 1	Homo sapiens	0-3	
26010498-4	2015	GRL-5010A and GRL-4410A show inhibition constants of 4.3 +- 7.0 and 1.7 +- 1.8 nM, respectively, for PR20, compared to the binding affinity of 41 +- 1 nM measured for darunavir.	Darunavir	167-176	nuclear receptor subfamily 3 group C member 1	Homo sapiens	14-17	
27620483-6	2016	Analysis of the crystal structure of HIV-1 protease in complex with GRL-10413 demonstrated that the modified P1 moiety of GRL-10413 has a greater hydrophobic surface area and makes greater van der Waals contacts with active site amino acids of protease than in the case of darunavir.	Darunavir	273-282	nuclear receptor subfamily 3 group C member 1	Homo sapiens	68-71	
27620483-6	2016	Analysis of the crystal structure of HIV-1 protease in complex with GRL-10413 demonstrated that the modified P1 moiety of GRL-10413 has a greater hydrophobic surface area and makes greater van der Waals contacts with active site amino acids of protease than in the case of darunavir.	Darunavir	273-282	nuclear receptor subfamily 3 group C member 1	Homo sapiens	122-125	
24080647-4	2013	Moreover, they were active against darunavir (DRV)-resistant variants (EC50 in 0.03 to 0.034 muM range for GRL-04810 and 0.026 to 0.043 muM for GRL-05010), while DRV had EC50s between 0.02 and 0.174 muM.	Darunavir	35-44	nuclear receptor subfamily 3 group C member 1	Homo sapiens	107-110	
24080647-4	2013	Moreover, they were active against darunavir (DRV)-resistant variants (EC50 in 0.03 to 0.034 muM range for GRL-04810 and 0.026 to 0.043 muM for GRL-05010), while DRV had EC50s between 0.02 and 0.174 muM.	Darunavir	35-44	nuclear receptor subfamily 3 group C member 1	Homo sapiens	144-147	
20439612-10	2010	Analysis of the protein-ligand X-ray structures of GRL-216 revealed that the macrocycle occupied a greater volume of the binding cavity of protease and formed greater van der Waals interactions with V82 and I84 than darunavir.	Darunavir	216-225	nuclear receptor subfamily 3 group C member 1	Homo sapiens	51-54