compound 61 [PMID: 36221183]   Click here for help

GtoPdb Ligand ID: 12224

Compound class: Synthetic organic
Comment: This compound is a dual inhibitor of the deubiquitinating enzymes OTUB1 and USP8 [1]. It was developed for anti-tumour potential.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 72.64
Molecular weight 426.83
XLogP 4.02
No. Lipinski's rules broken 0
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Canonical SMILES CN1CC[C@H](C1)Oc1ccc(c(c1Cl)c1nc2c(o1)C(=O)c1c(C2=O)cccc1)F
Isomeric SMILES O=C1c2c(oc(c3c(F)ccc(O[C@@H]4CCN(C)C4)c3Cl)n2)C(=O)c2c1cccc2
InChI InChI=1S/C22H16ClFN2O4/c1-26-9-8-11(10-26)29-15-7-6-14(24)16(17(15)23)22-25-18-19(27)12-4-2-3-5-13(12)20(28)21(18)30-22/h2-7,11H,8-10H2,1H3/t11-/m1/s1
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
OTU deubiquitinase, ubiquitin aldehyde binding 1 Hs Inhibitor Inhibition 9.8 pIC50 - 1
pIC50 9.8 (IC50 1.7x10-10 M) [1]
ubiquitin specific peptidase 8 Hs Inhibitor Inhibition 9.6 pIC50 - 1
pIC50 9.6 (IC50 2.8x10-10 M) [1]
ubiquitin specific peptidase 1 Hs Inhibitor Inhibition 5.9 pIC50 - 1
pIC50 5.9 (IC50 1.37x10-6 M) [1]