GRL0617
- Product Name
- GRL0617
- CAS No.
- 1093070-16-6
- Chemical Name
- GRL0617
- Synonyms
- RL 0617;GRL0617 ,S6845;GRL-0617 (GRL0617;GRL0617, 10 mM in DMSO;5-Amino-2-methyl-N-(1R-naphthalen-1-yl-ethyl)benzamide;5-Amino-2-Methyl-N-[(1r)-1-Naphthalen-1-Ylethyl]benzamide;(R)-5-Amino-2-methyl-N-(1-(naphthalen-1-yl)ethyl)benzamide;Benzamide, 5-amino-2-methyl-N-[(1R)-1-(1-naphthalenyl)ethyl]-;GRL 0617,competitive noncovalent inhibitor,Inhibitor,GRL0617,Deubiquitinase,SARS coronavirus,inhibit,GRL-0617,DUBs,SARS-CoV
- CBNumber
- CB43085996
- Molecular Formula
- C20H20N2O
- Formula Weight
- 304.39
- MOL File
- 1093070-16-6.mol
GRL0617 Property
- Boiling point:
- 514.9±50.0 °C(Predicted)
- Density
- 1.168±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- Soluble in DMSO (>30 mg/mL) and ethanol (15 mg/mL)
- form
- solid
- pka
- 14.26±0.46(Predicted)
- color
- Beige
- optical activity
- [α]/D -72.0 to -82.0°, c =0.5 in chloroform-d
- Stability:
- Stable for 1 year as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
- InChI
- 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
- InChIKey
- UVERBUNNCOKGNZ-CQSZACIVSA-N
- SMILES
- C(N[C@@H](C1=C2C(C=CC=C2)=CC=C1)C)(=O)C1=CC(N)=CC=C1C
Safety
- WGK Germany
- WGK 3
- Storage Class
- 11 - Combustible Solids
N-Bromosuccinimide Price
- Product number
- SML2961
- Product name
- GRL-0617
- Purity
- ≥98% (HPLC)
- Packaging
- 5 mg
- Price
- $118
- Updated
- 2026/03/19
- Product number
- SML2961
- Product name
- GRL-0617
- Purity
- ≥98% (HPLC)
- Packaging
- 25 mg
- Price
- $473
- Updated
- 2026/03/19
- Product number
- CS-0063568
- Product name
- GRL0617
- Purity
- 99.78%
- Packaging
- 50mg
- Price
- $2000
- Updated
- 2021/12/16
- Product number
- CCH0000212
- Product name
- 5-AMINO-2-METHYL-N-(1R-NAPHTHALEN-1-YL-ETHYL)-BENZAMIDE
- Purity
- 95.00%
- Packaging
- 100MG
- Price
- $2252.25
- Updated
- 2021/12/16
- Product number
- CS-0063568
- Product name
- GRL0617
- Purity
- 99.78%
- Packaging
- 100mg
- Price
- $3000
- Updated
- 2021/12/16
GRL0617 Chemical Properties,Usage,Production
Description
GRL-0617 (1093070-16-6) is a potent (IC50= 600 nM) noncovalent inhibitor of severe acute respiratory syndrome-coronavirus papain-like protease (SARS-CoV PLpro). GRL-0617 inhibited SARS-CoV viral replication in Vero E6 cells with no cytotoxicity (EC50= 15 μM).Inactive against human DUB-like proteases HAUSP, USP18, UCH-L1, UCH-L3, and PLP2
Chemical Properties
Appearance: Solid, beige. Boiling point: 514.9 ± 50.0°C (predicted). Density: 1.168 ± 0.06 g/cm (predicted). Solubility: Soluble in DMSO (>30 mg/mL) and ethanol (15 mg/mL). Optical rotation: [α]/D -72.0 to -82.0°, c = 0.5 in chloroform-d.
Uses
GRL0617 is a selective and competitive noncovalent inhibitor of severe acute respiratory syndrome (SARS-CoV) papain-like protease (PLpro), with an IC50 of 0.6 μM and a Ki value of 0.49 μM. GRL0617 also inhibits SARS-CoV with an EC50 of 14.5 μM. GRL0617 can be used for the research of severe acute respiratory syndrome[1].
Definition
ChEBI: 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.
storage
Store at -20°C
References
[1] GAO X, CUI S. Crystal structure of the SARS-CoV-2 PLpro with GRL0617[C]. 2020: 0. DOI:10.2210/PDB7CMD/PDB.
[2] LUKAS KERTI Vladimir F. Design of inhibitors of SARS-CoV-2 papain-like protease deriving from GRL0617: Structure–activity relationships[J]. Bioorganic & Medicinal Chemistry, 2024, 113: Article 117909. DOI:10.1016/j.bmc.2024.117909.
[3] PRIYASHI RAO. Identifying structural–functional analogue of GRL0617, the only well-established inhibitor for papain-like protease (PLpro) of SARS-CoV2 from the pool of fungal metabolites using docking and molecular dynamics simulation[J]. Molecular Diversity, 2021, 26 1: 309-329. DOI:10.1007/s11030-021-10220-8.
[4] KIIRA RATIA. A noncovalent class of papain-like protease/deubiquitinase inhibitors blocks SARS virus replication.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2008: 16119-16124. DOI:10.1073/pnas.0805240105.
GRL0617 Preparation Products And Raw materials
Raw materials
Preparation Products
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