PF-00835231   Click here for help

GtoPdb Ligand ID: 11250

Synonyms: compound 4 [Hoffman et al., 2020] [2] | PF-0835231
PDB Ligand
Compound class: Synthetic organic
Comment: PF-00835231 was designed to inhibit the 3CL protease (Mpro) of SARS-CoV-1, and has efficacy against a range of 3CLpro from α-, β-, and γ-coronaviruses [1-2]. It is the active metabolite of the more soluble phosphate analogue lufotrelvir (PF-07304814). The pharmaceutical properties make both compounds suitable for intravenous infusion.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 5
Rotatable bonds 13
Topological polar surface area 149.62
Molecular weight 472.23
XLogP 1.06
No. Lipinski's rules broken 1
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Canonical SMILES OCC(=O)[C@@H](NC(=O)[C@@H](NC(=O)c1[nH]c2c(c1)c(OC)ccc2)CC(C)C)C[C@@H]1CCNC1=O
Isomeric SMILES OCC(=O)[C@@H](NC(=O)[C@@H](NC(=O)c1[nH]c2c(c1)c(OC)ccc2)CC(C)C)C[C@@H]1CCNC1=O
InChI InChI=1S/C24H32N4O6/c1-13(2)9-18(23(32)27-17(20(30)12-29)10-14-7-8-25-22(14)31)28-24(33)19-11-15-16(26-19)5-4-6-21(15)34-3/h4-6,11,13-14,17-18,26,29H,7-10,12H2,1-3H3,(H,25,31)(H,27,32)(H,28,33)/t14-,17-,18-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Prodrug lufotrelvir
IUPAC Name Click here for help
Synonyms Click here for help
compound 4 [Hoffman et al., 2020] [2] | PF-0835231
Database Links Click here for help
GtoPdb PubChem SID 434122310
PubChem CID 11561899
Search Google for chemical match using the InChIKey QDIMHKWNHMVDJB-WBAXXEDZSA-N
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UniChem Compound Search for chemical match using the InChIKey QDIMHKWNHMVDJB-WBAXXEDZSA-N
UniChem Connectivity Search for chemical match using the InChIKey QDIMHKWNHMVDJB-WBAXXEDZSA-N