CoV Mpro VHL PROTAC 9 [US11518759]   Click here for help

GtoPdb Ligand ID: 12595

Synonyms: example 9 [US11518759]
Compound class: Synthetic organic
Comment: This compound is claimed as a PROTAC that targets coronavirus 3CL protease (Mpro) for degradation, in patent US11518759 [1]. It uses a VHL-based ligand to direct the bound Mpro protein to the E3 ubiquitin ligase complex.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 21
Hydrogen bond donors 4
Rotatable bonds 24
Topological polar surface area 263.43
Molecular weight 1076.54
XLogP 0.45
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CC1=C(C2=CC=C(C=C2)CNC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](C(C)(C)C)NC(=O)COCCOCCN4C=C(CN5C(=O)N=C(NC6=CC7=CN(C)N=C7C=C6Cl)N(CC8=C(C=C(C(=C8)F)F)F)C5=O)N=N4)O)SC=N1
Isomeric SMILES CC1=C(SC=N1)C2=CC=C(C=C2)CNC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](C(C)(C)C)NC(=O)COCCOCCN4C=C(N=N4)CN5C(=O)N=C(N(C5=O)CC6=CC(=C(C=C6F)F)F)NC7=CC8=CN(N=C8C=C7Cl)C)O
InChI InChI=1S/C49H53ClF3N13O8S/c1-27-42(75-26-55-27)29-8-6-28(7-9-29)19-54-44(69)40-16-33(67)24-64(40)45(70)43(49(2,3)4)57-41(68)25-74-13-12-73-11-10-63-22-32(59-61-63)23-66-47(71)58-46(56-39-15-31-20-62(5)60-38(31)17-34(39)50)65(48(66)72)21-30-14-36(52)37(53)18-35(30)51/h6-9,14-15,17-18,20,22,26,33,40,43,67H,10-13,16,19,21,23-25H2,1-5H3,(H,54,69)(H,57,68)(H,56,58,71)/t33-,40+,43-/m1/s1
InChI Key RDBWQVIJCQWJIZ-XREHLNMBSA-N
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Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel