N-[(2S)-1-[[(1S,2S)-1-(1,3-Benzothiazol-2-yl)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methoxy-1H-indole-2-carboxamide
A protease inhibitor.
General information
is a dipeptide-type SARS-CoV 3CL protease inhibitor with anti-SARS-CoV activity in vitro (IC50 <1 μM) (Thanigaimalai et al., 2013). It was shown to form a reversible covalent bond and further polar interactions with the SARS-CoV-2 3C-like protease in vitro, which leads to potent inhibition of the enzyme (EC50 of ca. 4.2 μM). It might act synergistically with remdesivir (Hattori et al., 2021).
N-[(2S)-1-[[(1S,2S)-1-(1,3-Benzothiazol-2-yl)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methoxy-1H-indole-2-carboxamide on PubChem
Synonyms
GRL-2420; GRL-024-20; 5h
![Structure image - N-[(2S)-1-[[(1S,2S)-1-(1,3-Benzothiazol-2-yl)-1-hydroxy-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methoxy-1H-indole-2-carboxamide](/data/images/856.png)
CC(C)C[C@@H](C(=O)N[C@@H](C[C@@H]1CCNC1=O)[C@@H](C2=NC3=CC=CC=C3S2)O)NC(=O)C4=CC5=C(N4)C=CC=C5OC
Supporting references
| Link | Tested on | Impact factor | Notes | Publication date |
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A small molecule compound with an indole moiety inhibits the main protease of SARS-CoV-2 and blocks virus replication
Crystallization Small molecule Enzyme assay In vitro In silico |
in silico; in vitro enzyme asay; in vitro biophysical assay; crystallization; Calu-3 cells, peripheral blood mononuclear cells, and human bronchial/tracheal epithelial cells (cytotoxicity assays); Vero E6 cells; SARS-CoV-2 strain JPN/TY/WK-521 | 12.12 | The compound potently inhibited the SARS-CoV-2 3C-like protease (3CLpro) in vitro with CC50 of >100 μM. The compound’s EC50 value for Vero E6 cells was ca 4.2 μM. It acted synergistically with remdesivir. Based on results acquired using crystallization, mass spectrometry and fluorimetry techniques, it was suggested to form a reversible covalent bond with 3CLpro. |
Jan/28/2021 |
