GRL-0496 is a potent clopyridine-derived SARS-CoV 3CLpro inhibitor (antagonist) with IC50 of 30 nM. GRL-0496 showed the best SARS-CoV antiviral effect with EC50 of 6.9 μM.

Physicochemical Properties

Molecular Formula	C14H9CLN2O2
Molecular Weight	272.686462163925
Exact Mass	272.035
CAS #	1087243-14-8
PubChem CID	25110701
Appearance	Light yellow to green yellow solid powder
LogP	2.8
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Heavy Atom Count	19
Complexity	339
Defined Atom Stereocenter Count	0
SMILES	ClC1=CN=CC(=C1)OC(C1=CC=CC2=C1C=CN2)=O
InChi Key	BOSZJNSICHFHMA-UHFFFAOYSA-N
InChi Code	InChI=1S/C14H9ClN2O2/c15-9-6-10(8-16-7-9)19-14(18)12-2-1-3-13-11(12)4-5-17-13/h1-8,17H
Chemical Name	(5-chloropyridin-3-yl) 1H-indole-4-carboxylate
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

Targets	IC50: 30 nM (SARS-CoV 3CLpro)[1]
ln Vitro	GRL-0496 exhibits the highest antiviral activity against SARS-CoV, with an EC EC50 of 6.9 μM[1].
References	[1]. Design, synthesis and antiviral efficacy of a series of potent chloropyridyl ester-derived SARS-CoV 3CLpro inhibitors. Bioorg Med Chem Lett. 2008 Oct 15;18(20):5684-8.
Additional Infomation	(5-Chloropyridin-3-yl) 1H-indole-4-carboxylate is an indolyl carboxylic acid. It has a role as an anticoronaviral agent.

Solubility Data

Solubility (In Vitro)

DMSO : 100 mg/mL (366.72 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (9.17 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 25.0 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 2: ≥ 2.5 mg/mL (9.17 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 25.0 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 3: ≥ 2.5 mg/mL (9.17 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 25.0 mg/mL clear DMSO stock solution to 900 μL of 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	3.6672 mL	18.3358 mL	36.6717 mL
	5 mM	0.7334 mL	3.6672 mL	7.3343 mL
	10 mM	0.3667 mL	1.8336 mL	3.6672 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.