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Compound Detail

CHEMBL210858

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COC(=O)CC1CC(c2ccc(O)cc2)=NO1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL210858
Phase Preclinical
Structure Type MOL
InChI Key AIXMJTYHQHQJLU-UHFFFAOYSA-N
6
Targets
19
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

235.2
MW (Da)
1.45
ALogP
5
HBA
1
HBD
68.1
PSA (Ų)
0.80
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C12H13NO4
MW 235.24
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.13

Activity Summary

IC50 11 meas. best 6.01
Ki 7 meas. best 7.55
Kd 1 meas. best 4.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 7.55 7.55 28.2 1
Sigma non-opioid intracellular receptor 1
CHEMBL3602
 Ki 6.99 6.99 102.3 1
Histone deacetylase 6
CHEMBL1865
 IC50 6.01 6.01 985.7 1
Macrophage migration inhibitory factor
CHEMBL2085
 IC50 5.16 4.5113 7000.0 8
Macrophage migration inhibitory factor
CHEMBL1926491
 IC50 4.96 4.96 11000.0 1
Macrophage migration inhibitory factor
CHEMBL2085
 Ki 4.68 4.488 21000.0 5
Macrophage migration inhibitory factor
CHEMBL2085
 Kd 4.33 4.33 47000.0 1
Macrophage migration inhibitory factor
CHEMBL4524037
 IC50 4.17 4.17 68000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 28.2 nM 7.55 Displacement of [3H]-DTG from sigma 2 receptor in rat liver membrane by competit... -
Sigma non-opioid intracellular receptor 1 Ki = 102.3 nM 6.99 Displacement of [3H]-(+)-pentazocine from sigma 1 receptor in rat brain by compe... -
Histone deacetylase 6 IC50 = 985.7 nM 6.01 Determination of IC50 values for inhibition of enzymatic assay of human HDAC6 wi... -
Macrophage migration inhibitory factor IC50 = 7000.0 nM 5.16 Inhibition of recombinant MIF (unknown origin) tautomerase activity using dopach... 29812929
Macrophage migration inhibitory factor IC50 = 11000.0 nM 4.96 Inhibition of MIF tautomerase activity 16682188
Macrophage migration inhibitory factor IC50 = 11000.0 nM 4.96 Enzyme Assay: MIF tautomerase activity was measured by UV-Visible recording spec... -
Macrophage migration inhibitory factor IC50 = 18200.0 nM 4.74 Inhibition of recombinant human MIF (Pro2 to Ala115 residues) expressed in Esche... 29812929
Macrophage migration inhibitory factor Ki = 21000.0 nM 4.68 Inhibition Assay: Data obtained for the Example compounds, obtained using the me... -
Macrophage migration inhibitory factor Ki = 21000.0 nM 4.68 Inhibition of Tautomerase Activity of Human MIF: Inhibition of the tautomerase a... -
Macrophage migration inhibitory factor IC50 = 25000.0 nM 4.6 Inhibition of spontaneous secretion/release/recognition of MIF from freshly isol... 19592246
Macrophage migration inhibitory factor Ki = 43500.0 nM 4.36 Inhibition of MIF tautomerase (unknown origin) using 4-HPP as substrate preincub... 34758374
Macrophage migration inhibitory factor Ki = 44000.0 nM 4.36 Inhibition of C-terminal His-tagged recombinant human MIF tautomerase activity e... 31767137
Macrophage migration inhibitory factor Ki = 44000.0 nM 4.36 Inhibition of C-terminal His-tagged recombinant human MIF expressed in Escherich... 32940040
Macrophage migration inhibitory factor Kd = 47000.0 nM 4.33 Displacement of 4'-(7-Hydroxy-2-oxo-2H-chromen-3-yl)-[1,1'-biphenyl]-4-carboxyli... 32940040
Macrophage migration inhibitory factor IC50 = 64000.0 nM 4.19 Inhibition of C-terminal His-tagged recombinant human MIF tautomerase activity e... 31767137
Macrophage migration inhibitory factor IC50 = 65300.0 nM 4.18 Inhibition of MIF tautomerase (unknown origin) using 4-HPP as substrate preincub... 34758374
Macrophage migration inhibitory factor IC50 = 68000.0 nM 4.17 Inhibition of recombinant rat MIF expressed in Escherichia coli BL21 (DE3) asses... 21168764
Macrophage migration inhibitory factor IC50 = 69000.0 nM 4.16 Inhibition of dopachrome tautomerase activity of MIF in human THP1 cells 19592246
Macrophage migration inhibitory factor IC50 = 79000.0 nM 4.1 Inhibition of recombinant His-tagged MIF tautomerase activity (unknown origin) u... 29428527

Literature References

PubMed DOI Target Context # Activities
19592246 10.1016/j.bmcl.2009.06.052 Macrophage migration inhibitory factor 6
21277206 10.1016/j.bmcl.2010.12.127 PBMC 6
21168764 10.1016/j.chembiol.2010.10.011 Macrophage migration inhibitory factor 4
34758374 10.1016/j.bmcl.2021.128445 Macrophage migration inhibitory factor 4
- 10.6019/CHEMBL4808148 Histone deacetylase 6 4
21277206 10.1016/j.bmcl.2010.12.127 Macrophage migration inhibitory factor 4
32940040 10.1021/acs.jmedchem.0c01160 Macrophage migration inhibitory factor 3
31767137 10.1016/j.ejmech.2019.111849 Macrophage migration inhibitory factor 3
- 10.1039/C5MD00079C Unchecked 2
29812929 10.1021/acs.jmedchem.8b00589 Macrophage migration inhibitory factor 2
- 10.1039/C5MD00079C Sigma non-opioid intracellular receptor 1 1
29526099 10.1021/acs.jmedchem.7b01312 DU-145 1
29428527 10.1016/j.bmc.2017.12.032 Macrophage migration inhibitory factor 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
32940040 10.1021/acs.jmedchem.0c01160 A549 1
31767137 10.1016/j.ejmech.2019.111849 A549 1
22088307 10.1016/j.bmc.2011.10.056 Macrophage migration inhibitory factor 1
37352470 10.1021/acs.jmedchem.3c00397 Macrophage migration inhibitory factor 1
21168764 10.1016/j.chembiol.2010.10.011 Antioxidant response element 1
16682188 10.1016/j.bmcl.2006.04.038 Macrophage migration inhibitory factor 1

Data from ChEMBL 36 via Core Engine