GC-373
This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Name
- GC-373
- Accession Number
- DB15797
- Description
GC-373 is a peptide aldehyde which is metabolized from the bisulfide adduct, GC-376 free acid1,2. It is an inhibitor of Mpro (otherwise known as 3CLpro), a viral encoded protease that cleaves and activates functional proteins involved in viral replication and transcription2. GC-373 has been shown to inhibit the Mpro target in various coronavirus strains, including feline, mink, and ferret Mpro 3. Along with its prodrug, GC-376, GC-373 was recently investigated in vitro in cell culture against SARS-Cov-2 Mpro 2. The results showed potent inhibition of the target, suggesting that GC-373 holds therapeutic potential for Covid-192.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for GC-373 (DB15797)
- Weight
- Average: 403.479
Monoisotopic: 403.210721046 - Chemical Formula
- C21H29N3O5
- Synonyms
- Not Available
- External IDs
- GC-373
- GC373
Pharmacology
- Indication
- Not Available
- Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More- Pharmacodynamics
- Not Available
- Mechanism of action
Target Actions Organism UReplicase polyprotein 1ab inhibitorSARS-CoV-2 UReplicase polyprotein 1a inhibitorSARS-CoV-2 UReplicase polyprotein 1ab inhibitorFeline coronavirus (strain FIPV WSU-79/1146) AReplicase polyprotein 1ab inhibitorMiddle East respiratory syndrome-related coronavirus (isolate United Kingdom/H123990006/2012) AReplicase polyprotein 1a inhibitorMiddle East respiratory syndrome-related coronavirus (isolate United Kingdom/H123990006/2012) - Absorption
- Not Available
- Volume of distribution
- Not Available
- Protein binding
- Not Available
- Metabolism
- Not Available
- Route of elimination
- Not Available
- Half-life
- Not Available
- Clearance
- Not Available
- Adverse Effects
Learn about our commercial Adverse Effects data.
Learn More- Toxicity
- Not Available
- Affected organisms
- Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Products
Categories
- Drug Categories
- Classification
- Not classified
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- QYENXTYKACLCGO-FQECFTEESA-N
- InChI
- InChI=1S/C21H29N3O5/c1-14(2)10-18(24-21(28)29-13-15-6-4-3-5-7-15)20(27)23-17(12-25)11-16-8-9-22-19(16)26/h3-7,12,14,16-18H,8-11,13H2,1-2H3,(H,22,26)(H,23,27)(H,24,28)/t16?,17-,18-/m0/s1
- IUPAC Name
- benzyl N-[(1S)-3-methyl-1-{[(2S)-1-oxo-3-(2-oxopyrrolidin-3-yl)propan-2-yl]carbamoyl}butyl]carbamate
- SMILES
- CC(C)C[[email protected]](NC(=O)OCC1=CC=CC=C1)C(=O)N[[email protected]@H](CC1CCNC1=O)C=O
References
- General References
- Kim Y, Shivanna V, Narayanan S, Prior AM, Weerasekara S, Hua DH, Kankanamalage AC, Groutas WC, Chang KO: Broad-spectrum inhibitors against 3C-like proteases of feline coronaviruses and feline caliciviruses. J Virol. 2015 May;89(9):4942-50. doi: 10.1128/JVI.03688-14. Epub 2015 Feb 18. [PubMed:25694593]
- Vuong W, Khan MB, Fischer C, Arutyunova E, Lamer T, Shields J, Saffran HA, McKay RT, van Belkum MJ, Joyce MA, Young HS, Tyrrell DL, Vederas JC, Lemieux MJ: Feline coronavirus drug inhibits the main protease of SARS-CoV-2 and blocks virus replication. Nat Commun. 2020 Aug 27;11(1):4282. doi: 10.1038/s41467-020-18096-2. [PubMed:32855413]
- Perera KD, Galasiti Kankanamalage AC, Rathnayake AD, Honeyfield A, Groutas W, Chang KO, Kim Y: Protease inhibitors broadly effective against feline, ferret and mink coronaviruses. Antiviral Res. 2018 Dec;160:79-86. doi: 10.1016/j.antiviral.2018.10.015. Epub 2018 Oct 19. [PubMed:30342822]
- External Links
- ChemSpider
- 26617691
- ChEMBL
- CHEMBL1821850
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0386 mg/mL ALOGPS logP 1.04 ALOGPS logP 1.28 ChemAxon logS -4 ALOGPS pKa (Strongest Acidic) 12.68 ChemAxon pKa (Strongest Basic) -1.6 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 4 ChemAxon Hydrogen Donor Count 3 ChemAxon Polar Surface Area 113.6 Å2 ChemAxon Rotatable Bond Count 11 ChemAxon Refractivity 106.58 m3·mol-1 ChemAxon Polarizability 42.97 Å3 ChemAxon Number of Rings 2 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Not Available
Targets
- Kind
- Protein
- Organism
- SARS-CoV-2
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Replicase polyprotein 1ab Multifunctional protein involved in the transcription and replication of viral RNAs. Contains the proteinases responsible for the cleavages of the polyprotein.
- Specific Function
- Atp binding
- Gene Name
- rep
- Uniprot ID
- P0DTD1
- Uniprot Name
- Replicase polyprotein 1ab
- Molecular Weight
- 794051.285 Da
- Kind
- Protein
- Organism
- SARS-CoV-2
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Replicase polyprotein 1a Multifunctional protein involved in the transcription and replication of viral RNAs. Contains the proteinases responsible for the cleavages of the polyprotein.
- Specific Function
- Cysteine-type endopeptidase activity
- Gene Name
- Not Available
- Uniprot ID
- P0DTC1
- Uniprot Name
- Replicase polyprotein 1a
- Molecular Weight
- 489984.88 Da
- Kind
- Protein
- Organism
- Feline coronavirus (strain FIPV WSU-79/1146)
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- The replicase polyprotein of coronaviruses is a multifunctional protein: it contains the activities necessary for the transcription of negative stranded RNA, leader RNA, subgenomic mRNAs and progeny virion RNA as well as proteinases responsible for the cleavage of the polyprotein into functional products.
- Specific Function
- Atp binding
- Gene Name
- rep
- Uniprot ID
- Q98VG9
- Uniprot Name
- Replicase polyprotein 1ab
- Molecular Weight
- 751190.21 Da
- Kind
- Protein
- Organism
- Middle East respiratory syndrome-related coronavirus (isolate United Kingdom/H123990006/2012)
- Pharmacological action
- Yes
- Actions
- Inhibitor
- General Function
- The replicase polyprotein of coronaviruses is a multifunctional protein: it contains the activities necessary for the transcription of negative stranded RNA, leader RNA, subgenomic mRNAs and progeny virion RNA as well as proteinases responsible for the cleavage of the polyprotein into functional products.
- Specific Function
- Atp binding
- Gene Name
- rep
- Uniprot ID
- K9N7C7
- Uniprot Name
- Replicase polyprotein 1ab
- Molecular Weight
- 789556.615 Da
- Kind
- Protein
- Organism
- Middle East respiratory syndrome-related coronavirus (isolate United Kingdom/H123990006/2012)
- Pharmacological action
- Yes
- Actions
- Inhibitor
- General Function
- The replicase polyprotein of coronaviruses is a multifunctional protein: it contains the activities necessary for the transcription of negative stranded RNA, leader RNA, subgenomic mRNAs and progeny virion RNA as well as proteinases responsible for the cleavage of the polyprotein into functional products.
- Specific Function
- Cysteine-type endopeptidase activity
- Gene Name
- Not Available
- Uniprot ID
- K9N638
- Uniprot Name
- Replicase polyprotein 1a
- Molecular Weight
- 486054.32 Da
Drug created on September 03, 2020 09:38 / Updated on September 03, 2020 14:54
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