| Identification | Back Directory | [Name]
5-Amino-2-methyl-N-(1R-naphthalen-1-yl-ethyl)benzamide | [CAS]
1093070-16-6 | [Synonyms]
GRL-0617
(GRL0617
5-Amino-2-methyl-N-(1R-naphthalen-1-yl-ethyl)benzamide
Benzamide, 5-amino-2-methyl-N-[(1R)-1-(1-naphthalenyl)ethyl]- | [Molecular Formula]
C20H20N2O | [MDL Number]
MFCD12547683 | [MOL File]
1093070-16-6.mol | [Molecular Weight]
304.39 |
| Chemical Properties | Back Directory | [Boiling point ]
514.9±50.0 °C(Predicted) | [density ]
1.168±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,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 Rotation]
[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 |
| Hazard Information | Back Directory | [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)????Ratia?et al. (2008),?A noncovalent class of papain-like protease/deubiquitinase inhibitors blocks SARS virus replication;?Proc. Natl. Acad. Sci. USA,?105?16119 |
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