SY110   Click here for help

GtoPdb Ligand ID: 12654

Synonyms: compound 3w [PMID: 36928316] | SY-110
PDB Ligand
Compound class: Synthetic organic
Comment: SY110 is a coronavirus 3CL proteinase (Mpro) inhibitor, that was developed for antiviral potential against SARS-CoV-2 [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 15
Topological polar surface area 151.26
Molecular weight 536.59
XLogP 1.11
No. Lipinski's rules broken 2
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Canonical SMILES COC[C@H](C(=O)N[C@H](CC1=CC=CC=C1)C(=O)C(=O)NCC2=NC=CS2)NC(=O)C3CCCC(C3)(F)F
Isomeric SMILES COC[C@@H](NC(=O)C1CCCC(F)(F)C1)C(=O)N[C@H](CC2=CC=CC=C2)C(=O)C(=O)NCC3=NC=CS3
InChI InChI=1S/C25H30F2N4O5S/c1-36-15-19(31-22(33)17-8-5-9-25(26,27)13-17)23(34)30-18(12-16-6-3-2-4-7-16)21(32)24(35)29-14-20-28-10-11-37-20/h2-4,6-7,10-11,17-19H,5,8-9,12-15H2,1H3,(H,29,35)(H,30,34)(H,31,33)/t17?,18-,19-/m1/s1
Bioactivity Comments
SY110 demonstrates enhanced (in vitro) antiviral potency against SARS-CoV-2 variants of concern (B.1.1.7/Alpha, B.1.351/Beta, BA.2/BA.5/Omicron sublineages), SARS-CoV-1 and MERS-CoV, compared to nirmatrelvir.
Selectivity at other protein targets
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CoV 3C-like (main) protease SARS-CoV-2 Inhibitor Inhibition 7.8 pIC50 - 1
pIC50 7.8 (IC50 1.44x10-8 M) [1]