imocitrelvir   Click here for help

GtoPdb Ligand ID: 13223

Synonyms: AG-7404 | AG7404 | compound 1 [PMID: 23499651]
Compound class: Synthetic organic
Comment: AG-7404 was designed as an antiviral that targets the active domain of the picornaviral 3C (main) protease (or Mpro) [2]. Its chemical structure is a match for the INN imocitrelvir in proposed INN list 130 (Feb. 2024).
Based on sequence homology with the active domains of the Mpros from coronaviruses SARS-CoV-1 and -2, AG-7404 was tested as an inhibitor of these enzymes and for antiviral activity against both SARS-CoVs [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 14
Topological polar surface area 155.5
Molecular weight 523.54
XLogP 0.87
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES C#CC[C@@H](C(=O)N[C@H](/C=C/C(=O)OCC)C[C@@H]1CCNC1=O)N2C=CC=C(C2=O)NC(=O)C3=NOC(=C3)C
Isomeric SMILES CCOC(=O)/C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](CC#C)N2C=CC=C(C2=O)NC(=O)C3=NOC(=C3)C
InChI InChI=1S/C26H29N5O7/c1-4-7-21(31-13-6-8-19(26(31)36)29-24(34)20-14-16(3)38-30-20)25(35)28-18(9-10-22(32)37-5-2)15-17-11-12-27-23(17)33/h1,6,8-10,13-14,17-18,21H,5,7,11-12,15H2,2-3H3,(H,27,33)(H,28,35)(H,29,34)/b10-9+/t17-,18+,21-/m0/s1
InChI Key QCUZOJBYWQPLIN-BNMFZAHFSA-N