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Compound Detail

CHEMBL390320

ISOSCOPOLETIN
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COc1cc2oc(=O)ccc2cc1O

Basic Information

ChEMBL ID CHEMBL390320
Name ISOSCOPOLETIN
Phase Preclinical
Structure Type MOL
InChI Key SYTYLPHCLSSCOJ-UHFFFAOYSA-N
9
Targets
13
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

192.2
MW (Da)
1.51
ALogP
4
HBA
1
HBD
59.7
PSA (Ų)
0.70
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C10H8O4
MW 192.17
Aromatic Rings 2
Heavy Atoms 14
NP-Likeness 1.04

Activity Summary

IC50 7 meas. best 4.82
Ki 6 meas. best 5.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 12
CHEMBL3242
Ki 5.38 5.38 4140.0 1
Carbonic anhydrase 13
CHEMBL3912
Ki 5.28 5.28 5270.0 1
Carbonic anhydrase 9
CHEMBL3594
Ki 5.13 5.13 7370.0 1
Carbonic anhydrase 1
CHEMBL261
Ki 4.85 4.85 14000.0 1
Polyunsaturated fatty acid lipoxygenase ALOX15
CHEMBL4358
IC50 4.82 4.82 15100.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
Ki 4.8 4.8 15870.0 1
Carbonic anhydrase 7
CHEMBL2326
Ki 4.62 4.62 23800.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
IC50 4.29 4.29 51480.0 1
Aldo-keto reductase family 1 member B1
CHEMBL1900
IC50 4.25 4.25 56200.0 1
Neutrophil
CHEMBL613710
IC50 4.11 4.11 77520.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
15387675 10.1021/np040129c Unchecked 7
20805028 10.1016/j.bmcl.2010.08.038 Unchecked 3
33218896 10.1016/j.bmc.2020.115851 Induced myeloid leukemia cell differentiation protein Mcl-1 2
31682126 10.1021/acs.jnatprod.9b00735 PANC-1 2
29254897 10.1016/j.bmc.2017.12.011 Tyrosinase 2
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
23517722 10.1016/j.bmc.2013.02.017 Unchecked 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 2 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 12 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 13 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 9 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 1 1
22892213 10.1016/j.bmc.2012.07.021 Carbonic anhydrase 7 1
17378609 10.1021/np0605539 Polyunsaturated fatty acid 5-lipoxygenase 1
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
20805028 10.1016/j.bmcl.2010.08.038 Sorbitol dehydrogenase 1
20805028 10.1016/j.bmcl.2010.08.038 Aldo-keto reductase family 1 member B1 1
17822293 10.1021/np070186g Neutrophil 1
17316915 10.1016/j.ejmech.2006.12.023 Xanthine dehydrogenase/oxidase 1
17378609 10.1021/np0605539 Prostaglandin G/H synthase 2 1

Data from ChEMBL 36 via Core Engine