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Compound Detail

CHEMBL8327

DEMETHYL-CANTHARIDIN
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O=C1OC(=O)C2C3CCC(O3)C12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL8327
Name DEMETHYL-CANTHARIDIN
Phase Preclinical
Structure Type MOL
InChI Key JAABVEXCGCXWRR-UHFFFAOYSA-N
26
Targets
69
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

168.2
MW (Da)
-0.14
ALogP
4
HBA
0
HBD
52.6
PSA (Ų)
0.37
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C8H8O4
MW 168.15
Aromatic Rings 0
Heavy Atoms 12
NP-Likeness 1.09

Activity Summary

IC50 67 meas. best 6.43
Ki 2 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 6.7 6.09 200.0 2
Serine-threonine protein phosphatase 2A regulatory subunit
CHEMBL2669
 IC50 6.43 6.02 370.0 4
Unchecked
CHEMBL612545
 IC50 6.43 5.5222 370.0 18
Protein phosphatase 1B
CHEMBL2845
 IC50 6.24 5.74 570.0 3
Tissue factor pathway inhibitor 2
CHEMBL6066240
 IC50 6.01 6.01 970.0 1
Serine/threonine-protein phosphatase 5
CHEMBL3425389
 IC50 6.0 6.0 1000.0 1
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit
CHEMBL4438
 IC50 5.7 5.7 1980.0 1
Serine/threonine-protein phosphatase
CHEMBL1293265
 IC50 5.59 5.55 2567.0 2
Serine/threonine-protein phosphatase PP1-alpha catalytic subunit
CHEMBL2164
 IC50 5.55 5.465 2832.0 2
Plasmodium falciparum
CHEMBL364
 IC50 5.2 4.705 6309.6 4
HeLa
CHEMBL399
 IC50 5.04 4.975 9030.0 2
ADMET
CHEMBL612558
 IC50 5.01 4.79 9810.0 2
MCF7
CHEMBL387
 IC50 4.92 4.92 12130.0 1
A549
CHEMBL392
 IC50 4.92 4.86 12100.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.91 4.6833 12200.0 6
HL-60
CHEMBL383
 IC50 4.8 4.8 15700.0 1
HCT-116
CHEMBL394
 IC50 4.62 4.62 24000.0 2
HepG2
CHEMBL395
 IC50 4.61 4.37 24700.0 2
HT-29
CHEMBL384
 IC50 4.48 4.48 33000.0 2
143B
CHEMBL614508
 IC50 4.37 4.37 43000.0 1
ADDP cell line
CHEMBL614264
 IC50 4.33 4.33 47000.0 1
A2780
CHEMBL614004
 IC50 4.3 4.3 50000.0 1
Serine/threonine-protein phosphatase 2A 65 kDa regulatory subunit A alpha isoform
CHEMBL3557
 IC50 4.16 4.16 70000.0 1
KB 3-1
CHEMBL614590
 IC50 4.16 4.16 69500.0 1
Hepatocyte
CHEMBL613362
 IC50 4.12 4.12 75000.0 1
Jurkat
CHEMBL397
 IC50 4.0 4.0 100000.0 1
RAW264.7
CHEMBL612557
 IC50 4.0 4.0 99130.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 200.0 nM 6.7 Compound was tested for inhibition of protein phosphatase 2A (PP2A) -
Serine-threonine protein phosphatase 2A regulatory subunit IC50 = 370.0 nM 6.43 Inhibition of Serine/threonine protein phosphatase 2A by anhydride modified Cant... 11881984
Unchecked IC50 = 370.0 nM 6.43 Inhibition of bovine brain PP2A assessed as dephosphorylation of substrate using... 33454654
Serine-threonine protein phosphatase 2A regulatory subunit IC50 = 370.0 nM 6.43 Inhibitory activity against partially purified (chicken skeletal muscle) Protein... 10937725
Unchecked IC50 = 400.0 nM 6.4 Inhibition of human PP2A expressed in Escherichia coli BL21 20888768
Unchecked IC50 = 480.0 nM 6.32 Inhibition of human RBC PP2A assessed as reduction in free phosphate ion release... 27517805
Protein phosphatase 1B IC50 = 570.0 nM 6.24 Inhibitory activity against protein phosphatase-1 from rabbit skeletal muscle 15050639
Unchecked IC50 = 960.0 nM 6.02 Inhibitory activity against protein phosphatase 2A from human red blood cells 15050639
Unchecked IC50 = 970.0 nM 6.01 Compound was tested for inhibition of protein phosphatase 2A (PP2A) -
Tissue factor pathway inhibitor 2 IC50 = 970.0 nM 6.01 Inhibition of PP5 (unknown origin) 39136241
Serine/threonine-protein phosphatase 5 IC50 = 1000.0 nM 6.0 Inhibition of PPP5C (unknown origin) phosphatase domain 37054560
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit IC50 = 1980.0 nM 5.7 Inhibition of Serine/threonine protein phosphatase 1 by anhydride modified Canth... 11881984
Unchecked IC50 = 1980.0 nM 5.7 Inhibition of PP1 (unknown origin) 33454654
Unchecked IC50 = 2000.0 nM 5.7 Inhibition of human PP1 expressed in Escherichia coli BL21 20888768
Protein phosphatase 1B IC50 = 1980.0 nM 5.7 Inhibitory activity against recombinant Protein phosphatase 1 10937725
Serine-threonine protein phosphatase 2A regulatory subunit IC50 = 2100.0 nM 5.68 Concentration required to inhibit the action of protein phosphatase 2A 11814804
Unchecked IC50 = 2400.0 nM 5.62 Inhibitory concentration against PP1 was determined 11814804
Serine/threonine-protein phosphatase IC50 = 2567.0 nM 5.59 PUBCHEM_BIOASSAY: Counterscreen for inhibitors of PP1: fluorescence-based bioche... -
Unchecked IC50 = 2600.0 nM 5.58 Inhibition of protein phosphatase-1 (unknown origin) using phosphopeptide (Lys-A... 25466711
Unchecked IC50 = 2700.0 nM 5.57 Inhibition of human red blood cells protein phosphatase 2A assessed as free phos... 20153915

Literature References

PubMed DOI Target Context # Activities
27262599 10.1016/j.bmcl.2016.05.063 MCF7 26
11405643 10.1021/jm000476t Mus musculus 11
37643546 10.1016/j.ejmech.2023.115731 ADMET 11
- 10.1016/S0960-894X(97)00316-8 Unchecked 6
17870547 10.1016/j.bmc.2007.08.028 Unchecked 5
11881984 10.1021/jm010066k Unchecked 5
- 10.1016/S0960-894X(97)10005-1 Unchecked 5
27517805 10.1016/j.ejmech.2016.07.031 NON-PROTEIN TARGET 5
33454654 10.1016/j.bmc.2021.116012 Unchecked 4
26764188 10.1016/j.bmcl.2015.12.099 Danio rerio 3
11814804 10.1016/s0960-894x(01)00777-6 Unchecked 3
22796041 10.1016/j.ejmech.2012.06.010 NON-PROTEIN TARGET 2
20153915 10.1016/j.ejmech.2010.01.004 NON-PROTEIN TARGET 2
21855357 10.1016/j.bmc.2011.01.031 NON-PROTEIN TARGET 2
20153915 10.1016/j.ejmech.2010.01.004 Unchecked 2
17451951 10.1016/j.bmcl.2007.03.093 NON-PROTEIN TARGET 2
20888768 10.1016/j.bmcl.2010.09.004 Plasmodium falciparum 2
19734910 10.1038/nchembio.215 Plasmodium falciparum 2
11881984 10.1021/jm010066k Jurkat 2
11814804 10.1016/s0960-894x(01)00777-6 Serine-threonine protein phosphatase 2A regulatory subunit 2

Data from ChEMBL 36 via Core Engine