(Q89654680)

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α-Ketoamides as Broad-Spectrum Inhibitors of Coronavirus and Enterovirus Replication: Structure-Based Design, Synthesis, and Activity Assessment

scientific article published on 24 February 2020

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scholarly article

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7 April 2020

α-Ketoamides as Broad-Spectrum Inhibitors of Coronavirus and Enterovirus Replication: Structure-Based Design, Synthesis, and Activity Assessment (English)

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7 April 2020

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7 April 2020

Rolf Hilgenfeld

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Pieter Leyssen

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7 April 2020

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Eric J Snijder

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7 April 2020

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Yuri Kusov

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7 April 2020

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Kristina Lanko

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7 April 2020

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Daizong Lin

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7 April 2020

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Yong Nian

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7 April 2020

Albrecht von Brunn

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Albrecht von Brunn

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7 April 2020

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Linlin Zhang

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7 April 2020

Qingjun Ma

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7 April 2020

Jiang Wang

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7 April 2020

Adriaan de Wilde

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7 April 2020

publication date

24 February 2020

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7 April 2020

Journal of Medicinal Chemistry

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7 April 2020

Cysteine proteases of positive strand RNA viruses and chymotrypsin-like serine proteases. A distinct protein superfamily with a common structural fold

1 reference

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12 December 2020

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A new virus isolated from the human respiratory tract

1 reference

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Growth of human hepatoma cells lines with differentiated functions in chemically defined medium

1 reference

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12 December 2020

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Genetic analysis of a hydrophobic domain of coxsackie B3 virus protein 2B: a moderate degree of hydrophobicity is required for a cis-acting function in viral RNA synthesis

1 reference

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Mutations within the 5' nontranslated RNA of cell culture-adapted hepatitis A virus which enhance cap-independent translation in cultured African green monkey kidney cells

1 reference

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Solid-phase synthesis of irreversible human rhinovirus 3C protease inhibitors. Part 1: Optimization of tripeptides incorporating N-terminal amides

1 reference

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12 December 2020

based on heuristic

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Clinical features and risk factors of pulmonary oedema after enterovirus-71-related hand, foot, and mouth disease

1 reference

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12 December 2020

based on heuristic

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Structure of coronavirus main proteinase reveals combination of a chymotrypsin fold with an extra alpha-helical domain

1 reference

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12 December 2020

based on heuristic

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Coronavirus main proteinase (3CLpro) structure: basis for design of anti-SARS drugs

1 reference

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12 December 2020

based on heuristic

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The crystal structures of severe acute respiratory syndrome virus main protease and its complex with an inhibitor

1 reference

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12 December 2020

based on heuristic

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Phase II, randomized, double-blind, placebo-controlled studies of ruprintrivir nasal spray 2-percent suspension for prevention and treatment of experimentally induced rhinovirus colds in healthy volunteers

1 reference

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12 December 2020

based on heuristic

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Identification of a new human coronavirus

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

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UCSF Chimera--a visualization system for exploratory research and analysis

1 reference

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12 December 2020

based on heuristic

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Refinement of macromolecular structures by the maximum-likelihood method

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

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Conservation of amino acids in human rhinovirus 3C protease correlates with broad-spectrum antiviral activity of rupintrivir, a novel human rhinovirus 3C protease inhibitor.

1 reference

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12 December 2020

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pH-dependent conformational flexibility of the SARS-CoV main proteinase (M(pro)) dimer: molecular dynamics simulations and multiple X-ray structure analyses

1 reference

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12 December 2020

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Ultrastructure and origin of membrane vesicles associated with the severe acute respiratory syndrome coronavirus replication complex

1 reference

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12 December 2020

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Discovery of (1R,5S)-N-[3-amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]- 3-[2(S)-[[[(1,1-dimethylethyl)amino]carbonyl]amino]-3,3-dimethyl-1-oxobutyl]- 6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2(S)-carboxamide (SCH 503034), a selective, potent, orally bio

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

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Production of authentic SARS-CoV M(pro) with enhanced activity: application as a novel tag-cleavage endopeptidase for protein overproduction

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

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The distribution of inflammation and virus in human enterovirus 71 encephalomyelitis suggests possible viral spread by neural pathways

1 reference

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12 December 2020

based on heuristic

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A structural view of the inactivation of the SARS coronavirus main proteinase by benzotriazole esters

1 reference

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12 December 2020

based on heuristic

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Cocrystal Structures of Primed Side-Extending α-Ketoamide Inhibitors Reveal Novel Calpain-Inhibitor Aromatic Interactions #

1 reference

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12 December 2020

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Structural Basis of Inhibition Specificities of 3C and 3C-like Proteases by Zinc-coordinating and Peptidomimetic Compounds

1 reference

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12 December 2020

based on heuristic

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GBF1, a guanine nucleotide exchange factor for Arf, is crucial for coxsackievirus B3 RNA replication

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

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Molecular replacement with MOLREP

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https://pubmed.ncbi.nlm.nih.gov/32045235

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based on heuristic

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Features and development of Coot

1 reference

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based on heuristic

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Overview of the CCP4 suite and current developments

1 reference

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An introduction to data reduction: space-group determination, scaling and intensity statistics

1 reference

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12 December 2020

based on heuristic

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REFMAC5 for the refinement of macromolecular crystal structures

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

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Enterovirus 71 and Coxsackievirus A16 3C Proteases: Binding to Rupintrivir and Their Substrates and Anti-Hand, Foot, and Mouth Disease Virus Drug Design

1 reference

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12 December 2020

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Peptide aldehyde inhibitors challenge the substrate specificity of the SARS-coronavirus main protease

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12 December 2020

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The SARS-coronavirus-host interactome: identification of cyclophilins as target for pan-coronavirus inhibitors

1 reference

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The differential clinical impact of human coronavirus species in children with cystic fibrosis

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JLigand: a graphical tool for the CCP4 template-restraint library

1 reference

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12 December 2020

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Potent inhibition of norovirus 3CL protease by peptidyl α-ketoamides and α-ketoheterocycles

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

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The Molecular Basis of Drug Resistance against Hepatitis C Virus NS3/4A Protease Inhibitors

1 reference

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12 December 2020

based on heuristic

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Broad-spectrum antivirals against 3C or 3C-like proteases of picornaviruses, noroviruses, and coronaviruses.

1 reference

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12 December 2020

based on heuristic

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Isolation of a novel coronavirus from a man with pneumonia in Saudi Arabia

1 reference

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12 December 2020

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3C Protease of Enterovirus 68: Structure-Based Design of Michael Acceptor Inhibitors and Their Broad-Spectrum Antiviral Effects against Picornaviruses

1 reference

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12 December 2020

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MERS-coronavirus replication induces severe in vitro cytopathology and is strongly inhibited by cyclosporin A or interferon-α treatment

1 reference

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12 December 2020

based on heuristic

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From SARS to MERS: 10 years of research on highly pathogenic human coronaviruses

1 reference

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12 December 2020

based on heuristic

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Design, synthesis, and bioevaluation of viral 3C and 3C-like protease inhibitors

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

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Isolation and characterization of a bat SARS-like coronavirus that uses the ACE2 receptor

1 reference

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12 December 2020

based on heuristic

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In-vitro renal epithelial cell infection reveals a viral kidney tropism as a potential mechanism for acute renal failure during Middle East Respiratory Syndrome (MERS) Coronavirus infection

1 reference

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12 December 2020

based on heuristic

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Hand, foot, and mouth disease in China, 2008-12: an epidemiological study

1 reference

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12 December 2020

based on heuristic

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Human coronavirus NL63 replication is cyclophilin A-dependent and inhibited by non-immunosuppressive cyclosporine A-derivatives including Alisporivir

1 reference

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based on heuristic

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Characterization of human coronavirus OC43 and human coronavirus NL63 infections among hospitalized children <5 years of age.

1 reference

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12 December 2020

based on heuristic

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1 reference

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12 December 2020

based on heuristic

inferred from PubMed ID database lookup

From SARS to MERS: crystallographic studies on coronaviral proteases enable antiviral drug design

1 reference

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12 December 2020

based on heuristic

inferred from PubMed ID database lookup

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1 reference

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12 December 2020

based on heuristic

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Enterovirus d68. A focused review and clinical highlights from the 2014 U.S. Outbreak

1 reference

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12 December 2020

based on heuristic

inferred from PubMed ID database lookup

A novel outbreak enterovirus D68 strain associated with acute flaccid myelitis cases in the USA (2012-14): a retrospective cohort study.

1 reference

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12 December 2020

based on heuristic

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Development and Evaluation of Novel Real-Time Reverse Transcription-PCR Assays with Locked Nucleic Acid Probes Targeting Leader Sequences of Human-Pathogenic Coronaviruses

1 reference

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12 December 2020

based on heuristic

inferred from PubMed ID database lookup

South Korean MERS outbreak spotlights lack of research

1 reference

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12 December 2020

based on heuristic

inferred from PubMed ID database lookup

A G-quadruplex-binding macrodomain within the "SARS-unique domain" is essential for the activity of the SARS-coronavirus replication-transcription complex.

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

A SARS-like cluster of circulating bat coronaviruses shows potential for human emergence

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Potent inhibition of enterovirus D68 and human rhinoviruses by dipeptidyl aldehydes and α-ketoamides.

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Isolation and Characterization of a Novel Bat Coronavirus Closely Related to the Direct Progenitor of Severe Acute Respiratory Syndrome Coronavirus.

1 reference

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12 December 2020

based on heuristic

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Rhinovirus-induced asthma exacerbations and risk populations.

1 reference

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12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Fatal outcome of human coronavirus NL63 infection despite successful viral elimination by IFN-alpha in a patient with newly diagnosed ALL.

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Synthesis and structure-activity relationship of α-keto amides as enterovirus 71 3C protease inhibitors

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

inferred from PubMed ID database lookup

Structure of Main Protease from Human Coronavirus NL63: Insights for Wide Spectrum Anti-Coronavirus Drug Design

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

12 December 2020

based on heuristic

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Reversal of the Progression of Fatal Coronavirus Infection in Cats by a Broad-Spectrum Coronavirus Protease Inhibitor.

1 reference

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12 December 2020

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Discovery of a rich gene pool of bat SARS-related coronaviruses provides new insights into the origin of SARS coronavirus

1 reference

https://pubmed.ncbi.nlm.nih.gov/32045235

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Identifiers

10.1021/ACS.JMEDCHEM.9B01828

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7 April 2020

Dimensions Publication ID

1 reference

Dimensions COVID-19 publications, datasets and clinical trials

10.6084/M9.FIGSHARE.11961063

28 May 2020

1 reference

Europe PubMed Central

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:32045235%20AND%20SRC:MED&resulttype=core&format=json

7 April 2020

1 reference

Europe PubMed Central

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:32045235%20AND%20SRC:MED&resulttype=core&format=json

7 April 2020

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