walrycin B   Click here for help

GtoPdb Ligand ID: 11256

Compound class: Synthetic organic
Comment: Walrycin B is an antibacterial that has activity against Gram-positive bacteria (including Bacillus subtilis and Staphylococcus aureus), by inhibiting WalR, a response regulator that is essential for bacterial viability [1].

SARS-CoV-2: In an HTS screening programme walrycin B was found to inhibit the 3CL protease (Mpro) of SARS-CoV-2 [2]. This inhibition translated to an antiviral effect with an EC50 of 3.6 μM.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 2
Topological polar surface area 82.67
Molecular weight 337.08
XLogP 4.08
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Cn1nc(nc2c1nc(=O)n(c2=O)C)c1ccc(cc1)C(F)(F)F
Isomeric SMILES Cn1nc(nc2c1nc(=O)n(c2=O)C)c1ccc(cc1)C(F)(F)F
InChI InChI=1S/C14H10F3N5O2/c1-21-12(23)9-11(19-13(21)24)22(2)20-10(18-9)7-3-5-8(6-4-7)14(15,16)17/h3-6H,1-2H3
InChI Key XRVMPTWWKLKLPB-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo
Other databases
BindingDB Ligand 50438912
CAS Registry No. 878419-78-4 (source: PubChem)
ChEMBL Ligand CHEMBL1096283
GtoPdb PubChem SID 434122316
PubChem CID 3164070
Search Google for chemical match using the InChIKey XRVMPTWWKLKLPB-UHFFFAOYSA-N
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UniChem Compound Search for chemical match using the InChIKey XRVMPTWWKLKLPB-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey XRVMPTWWKLKLPB-UHFFFAOYSA-N