bofutrelvir   Click here for help

GtoPdb Ligand ID: 11070

Synonyms: compound 11a [PMID: 32321856] | DC-402234 | DC402234 | FB-2001 | FB2001
PDB Ligand
Compound class: Synthetic organic
Comment: Compound 11a is an inhibitor of SARS-CoV-2 main protease (Mpro) [1]. It interacts with Cys145 of Mpro and it inhibits both protease activity and SARS-CoV-2 infectivity in vitro. Given its low in vivo toxicity and favourable PK profile, 11a is considered to be a valuable lead candidate. Based on commentary in a review by Zhao et al. (2022) [3], compound 11a appears to be the Mpro inhibitor that is being tested in clinical trials as FB2001 (and which is also known as DC402234). The chemical structure of this compound matches that provided for the INN bofutrelvir.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 4
Rotatable bonds 11
Topological polar surface area 120.16
Molecular weight 452.24
XLogP 3.7
No. Lipinski's rules broken 0
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Canonical SMILES O=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H](NC(=O)c1cc2c([nH]1)cccc2)CC1CCCCC1
Isomeric SMILES O=C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H](NC(=O)c1cc2c([nH]1)cccc2)CC1CCCCC1
InChI InChI=1S/C25H32N4O4/c30-15-19(13-18-10-11-26-23(18)31)27-24(32)21(12-16-6-2-1-3-7-16)29-25(33)22-14-17-8-4-5-9-20(17)28-22/h4-5,8-9,14-16,18-19,21,28H,1-3,6-7,10-13H2,(H,26,31)(H,27,32)(H,29,33)/t18-,19-,21-/m0/s1