GRL0617 is a selective, competitive, non-covalent/irreversible inhibitor of severe acute respiratory syndrome (SARS-CoV) papin-like protease (PLpro) with IC50 of 0.6 μM and Ki of 0.49 μM. GRL0617 has an inhibitory activity against SARS-CoV with EC50 of 14.5 μM. GRL0617 may be utilized in the research/study of acute respiratory syndrome.

Physicochemical Properties

Molecular Formula	C20H20N2O
Molecular Weight	304.3856
Exact Mass	304.158
CAS #	1093070-16-6
PubChem CID	24941262
Appearance	Light yellow to yellow solid powder
LogP	4.858
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Heavy Atom Count	23
Complexity	410
Defined Atom Stereocenter Count	1
SMILES	CC1=C(C=C(C=C1)N)C(=O)N[C@H](C)C2=CC=CC3=CC=CC=C32
InChi Key	UVERBUNNCOKGNZ-CQSZACIVSA-N
InChi Code	InChI=1S/C20H20N2O/c1-13-10-11-16(21)12-19(13)20(23)22-14(2)17-9-5-7-15-6-3-4-8-18(15)17/h3-12,14H,21H2,1-2H3,(H,22,23)/t14-/m1/s1
Chemical Name	5-amino-2-methyl-N-[(1R)-1-naphthalen-1-ylethyl]benzamide
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	Significant antiviral efficacy against SARS-CoV-infected Vero E6 cells is demonstrated by GRL0617 (0-50 μM; 48 h) [1].
Cell Assay	Cell Viability Assay[1] Cell Types: Vero E6 cells Tested Concentrations: 0, 10, 20, 30, 40 and 50 μM Incubation Duration: 48 hrs (hours) Experimental Results: Displayed significant antiviral activity in SARS-CoV-infected Vero E6 cells Activity, EC50 value is 14.5 μM.
References	[1]. A noncovalent class of papain-like protease/deubiquitinase inhibitors blocks SARS virus replication. Proc Natl Acad Sci U S A. 2008 Oct 21;105(42):16119-24.
Additional Infomation	GRL-0617 is a benzamide resulting from the formal condensation of the carboxy group of 5-amino-2-methylbenzoic acid with the amino group of (1R)-1-(naphthalen-1-yl)ethan-1-amine. It is a potent noncovalent inhibitor (IC50 = 600 nM) of severe acute respiratory syndrome-coronavirus papain-like protease (SARS-CoV PLpro). It has a role as an anticoronaviral agent and a protease inhibitor. It is a member of naphthalenes, a substituted aniline, a member of benzamides and a secondary carboxamide.

Solubility Data

Solubility (In Vitro)

DMSO : ~125 mg/mL (~410.66 mM)

Solubility (In Vivo)

Solubility in Formulation 1: 2.5 mg/mL (8.21 mM) in 5% DMSO + 40% PEG300 + 5% Tween80 + 50% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (6.83 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 3: ≥ 2.08 mg/mL (6.83 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 4: ≥ 2.08 mg/mL (6.83 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.2853 mL	16.4263 mL	32.8526 mL
	5 mM	0.6571 mL	3.2853 mL	6.5705 mL
	10 mM	0.3285 mL	1.6426 mL	3.2853 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.