compound 25 [PMID: 35439007]   Click here for help

GtoPdb Ligand ID: 11971

Compound class: Synthetic organic
Comment: This compound inhibits the N7-methyltransferase RNA capping activity of SARS-CoV-2 nsp14 [1]. It is a dinucleoside mimetic of S-adenosyl-l-methionine (SAM; a.k.a. S-adenosyl methionine) that is the methyl donor for the reaction catalysed by nsp14. Compound 25 is selective for nsp14 compared to human RNA N7-MTase (RNMT: O43148).
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 11
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 198.09
Molecular weight 489.14
XLogP -0.18
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES CCN(S(=O)(=O)c1ccc(c(c1)C#N)OC)C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
Isomeric SMILES O[C@@H]1[C@H](O)[C@@H](CN(CC)S(=O)(=O)c2ccc(OC)c(C#N)c2)O[C@H]1n1cnc2c1ncnc2N
InChI InChI=1S/C20H23N7O6S/c1-3-26(34(30,31)12-4-5-13(32-2)11(6-12)7-21)8-14-16(28)17(29)20(33-14)27-10-25-15-18(22)23-9-24-19(15)27/h4-6,9-10,14,16-17,20,28-29H,3,8H2,1-2H3,(H2,22,23,24)/t14-,16-,17-,20-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Database Links Click here for help
GtoPdb PubChem SID 464244112
Search Google for chemical match using the InChIKey ZHVNWPYRBLBLOS-WVSUBDOOSA-N
Search Google for chemicals with the same backbone ZHVNWPYRBLBLOS
UniChem Compound Search for chemical match using the InChIKey ZHVNWPYRBLBLOS-WVSUBDOOSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZHVNWPYRBLBLOS-WVSUBDOOSA-N