GC-376Product ingredient for GC-376 free acid
- Name
- GC-376
- Drug Entry
- GC-376 free acid
GC-376 is a 3C-like protease (3CLpro or Mpro) inhibitor that stops the cleavage and activation of functional viral proteins required for replication and transcription in host cells1. The compound is known as a direct acting antiviral (DAA) for coronaviruses, and was initially developed using structure-guided design to combat MERS-Cov infections1,2. In addition, GC-376 displays potent activity against various coronaviruses such as feline, ferret, and mink Mpro coronavirus3,4,1,5. A prodrug of GC-373, GC-376 has recently been used to test inhibition of SARS-Cov-2 Mpro in vitro, and results show potent inhibition of this target1. These results suggest that GC-376, and its metabolites may have therapeutic potential for Covid-19.
- Accession Number
- DBSALT003023
- Structure
Structure for GC-376 (DBSALT003023)
- Synonyms
- Not Available
- External IDs
- GC-376
- UNII
- H1NMJ5XDG5
- CAS Number
- 1416992-39-6
- Weight
- Average: 507.53
Monoisotopic: 507.16513039 - Chemical Formula
- C21H30N3NaO8S
- InChI Key
- BSPJDKCMFIPBAW-JPBGFCRCSA-M
- InChI
- InChI=1S/C21H31N3O8S.Na/c1-13(2)10-16(24-21(28)32-12-14-6-4-3-5-7-14)19(26)23-17(20(27)33(29,30)31)11-15-8-9-22-18(15)25;/h3-7,13,15-17,20,27H,8-12H2,1-2H3,(H,22,25)(H,23,26)(H,24,28)(H,29,30,31);/q;+1/p-1/t15?,16-,17-,20?;/m0./s1
- IUPAC Name
- sodium (2S)-2-[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanamido]-1-hydroxy-3-(2-oxopyrrolidin-3-yl)propane-1-sulfonate
- SMILES
- [Na+].CC(C)C[C@H](NC(=O)OCC1=CC=CC=C1)C(=O)N[C@@H](CC1CCNC1=O)C(O)S([O-])(=O)=O
- External Links
- ChemSpider
- 29396096
- ChEMBL
- CHEMBL2315036
- Predicted Properties
Property Value Source Water Solubility 1.13 mg/mL ALOGPS logP 0.96 ALOGPS logP -0.55 Chemaxon logS -2.6 ALOGPS pKa (Strongest Acidic) -0.88 Chemaxon pKa (Strongest Basic) -1.5 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 173.96 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 116.28 m3·mol-1 Chemaxon Polarizability 48.54 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon