Chemical Information | |
Antiviral agent ID | DrugRepV_4767 | |
Antiviral agent name | tert-butyl 4-ethyl-4-({[(1S)-3-methyl-1-{[(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl]carbamoyl}butyl]carbamoyl}oxy)piperidine-1-carboxylate | |
IUPAC Name | tert-butyl 4-ethyl-4-({[(1S)-3-methyl-1-{[(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl]carbamoyl}butyl]carbamoyl}oxy)piperidine-1-carboxylate | |
SMILES (isomeric) | CCC1(CCN(CC1)C(=O)OC(C)(C)C)OC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C[C@@H]1CCNC1=O)C=O | |
Molecular Formula | C26H44N4O7 | |
Molecular Weight (g/mol) | 524.659 | |
InChl | InChI=1/C26H44N4O7/c1-7-26(9-12-30(13-10-26)24(35)37-25(4,5)6)36-23(34)29-20(14-17(2)3)22(33)28-19(16-31)15-18-8-11-27-21(18)32/h16-20H,7-15H2,1-6H3,(H,27,32)(H,28,33)(H,29,34)/t18-,19-,20-/s2 | |
Structural Information | |
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Clinical Information | |
Biological Information | |
Secondary Indication | Severe acute respiratory syndrome coronavirus (SARS-CoV) NA NA | |
Secondary Indication (Approaches) | Experimental | |
Secondary Indication (Methods) | In-vitro | |
Secondary Indication (Mode of viral infection) | Adsorption
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Secondary Indication (Viral titer) | 0.01 MOI
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Secondary Indication (Mode of drug delivery) | Culture
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Secondary Indication (Drug concentration) | 5.5 μM
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Secondary Indication (Cell based assay) | FRET protease assay
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Secondary Indication (Change) | Decrease
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Secondary Indication (Type of Inhibition) | IC50 [ 50 % ] | |
Reference | Galasiti Kankanamalage AC, Kim Y, Damalanka VC, Rathnayake AD, Fehr AR, Mehzabeen N, Battaile KP, Lovell S, Lushington GH, Perlman S, Chang KO, Groutas WC..Structure-guided design of potent and permeable inhibitors of MERS coronavirus 3CL protease that utilize a piperidine moiety as a novel design element..Eur J Med Chem. 2018 Apr 25;150:334-346. doi: 10.1016/j.ejmech.2018.03.004. Epub 2018 Mar 6. PubMed PMID:29544147
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Comment | The mechanism of action of the compounds and the structural determinants associated with binding were illuminated using X-ray crystallography.
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