CoV 3CLpro PROTAC 1   Click here for help

GtoPdb Ligand ID: 13632

Synonyms: PROTAC 1 [PMID: 38352832]
Compound class: Synthetic organic
Comment: This is a PROTAC degrader that targets viral proteases, in particular the 3CL proteases (3CL-pro; Mpro) of coronaviruses and similar proteases from other viruses, by incorporation of the broad-spectrum antiviral compound GC-376 [1]. A pomalidomide ligand is used to recruit cereblon (CRBN) E3 ligase, to promote proteasomal degradation of the target protein.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 17
Hydrogen bond donors 4
Rotatable bonds 19
Topological polar surface area 206.87
Molecular weight 884.99
XLogP 1.66
No. Lipinski's rules broken 3

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
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Canonical SMILES CC(C)C[C@@H](C(=O)NC(/C=C/C(=O)N1CCN(CC1)CC2CCN(CC2)C3=CC4=C(C=C3F)C(=O)N(C5CCC(=O)NC5=O)C4=O)C[C@@H]6CCNC6=O)NC(=O)OCC7=CC=CC=C7
Isomeric SMILES CC(C)C[C@H](NC(=O)OCC1=CC=CC=C1)C(=O)NC(C[C@@H]2CCNC2=O)/C=C/C(=O)N3CCN(CC4CCN(CC4)C5=CC6=C(C=C5F)C(=O)N(C7CCC(=O)NC7=O)C6=O)CC3
InChI InChI=1S/C46H57FN8O9/c1-28(2)22-36(50-46(63)64-27-30-6-4-3-5-7-30)42(59)49-32(23-31-12-15-48-41(31)58)8-11-40(57)54-20-18-52(19-21-54)26-29-13-16-53(17-14-29)38-25-34-33(24-35(38)47)44(61)55(45(34)62)37-9-10-39(56)51-43(37)60/h3-8,11,24-25,28-29,31-32,36-37H,9-10,12-23,26-27H2,1-2H3,(H,48,58)(H,49,59)(H,50,63)(H,51,56,60)/b11-8+/t31-,32?,36-,37?/m0/s1
InChI Key OZVSHTNTPRENCA-RXXOHZBUSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
benzyl N-[(1S)-1-{[(3E)-5-[4-({1-[2-(2,6-dioxopiperidin-3-yl)-6-fluoro-1,3-dioxo-2,3-dihydro-1H-isoindol-5-yl]piperidin-4-yl}methyl)piperazin-1-yl]-5-oxo-1-[(3S)-2-oxopyrrolidin-3-yl]pent-3-en-2-yl]carbamoyl}-3-methylbutyl]carbamate
Synonyms Click here for help
PROTAC 1 [PMID: 38352832]
Database Links Click here for help
GtoPdb PubChem SID 504705451
PubChem CID 172431613
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UniChem Connectivity Search for chemical match using the InChIKey OZVSHTNTPRENCA-RXXOHZBUSA-N