CoV nsp16 inhibitor 2a [PMID: 34257831]   Click here for help

GtoPdb Ligand ID: 13634

Compound class: Synthetic organic
Comment: This small molecule behaves as an inhibitor of the methyltransferase (MTase) activity of coronavirus non-structural protein 16 (nsp16) [1]. This enzyme is essential for coronavirus viral replication and life cycle, and is considered as a promising target for antiviral drug development. Inhibitor 2a also inhibits the other CoV MTase, nsp14.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 178.63
Molecular weight 417.44
XLogP -1.11
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES C1=CC(=CC(=C1)CSC[C@@H]2[C@H]([C@H]([C@H](N3C=NC4=C3N=CN=C4N)O2)O)O)C(=O)O
Isomeric SMILES NC1=C2N=CN(C2=NC=N1)[C@H]3[C@@H]([C@@H]([C@H](O3)CSCC=4C=C(C(=O)O)C=CC4)O)O
InChI InChI=1S/C18H19N5O5S/c19-15-12-16(21-7-20-15)23(8-22-12)17-14(25)13(24)11(28-17)6-29-5-9-2-1-3-10(4-9)18(26)27/h1-4,7-8,11,13-14,17,24-25H,5-6H2,(H,26,27)(H2,19,20,21)/t11-,13-,14-,17-/m1/s1
InChI Key FRBGIZZDIAVFAN-LSCFUAHRSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
3-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methylsulfanylmethyl]benzoic acid
Database Links Click here for help
BindingDB Ligand 50576430
ChEMBL Ligand CHEMBL4874278
GtoPdb PubChem SID 504705453
PubChem CID 164628824
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UniChem Connectivity Search for chemical match using the InChIKey FRBGIZZDIAVFAN-LSCFUAHRSA-N