Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL280487

OKADAIC ACID
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
C=C1[C@@H](O)[C@@H]2O[C@]3(CC[C@H](/C=C/[C@@H](C)[C@@H]4CC(C)=C[C@@]5(O[C@H](C[C@@](C)(O)C(=O)O)CC[C@H]5O)O4)O3)CC[C@H]2O[C@@H]1[C@@H](O)C[C@H](C)[C@H]1O[C@@]2(CCCCO2)CC[C@H]1C

Basic Information

ChEMBL ID CHEMBL280487
Name OKADAIC ACID
Phase Preclinical
Structure Type MOL
InChI Key QNDVLZJODHBUFM-WFXQOWMNSA-N
13
Targets
30
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

805.0
MW (Da)
5.21
ALogP
12
HBA
5
HBD
182.8
PSA (Ų)
0.18
QED
3
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C44H68O13
MW 805.02
Aromatic Rings 0
Heavy Atoms 57
NP-Likeness 1.82

Activity Summary

IC50 28 meas. best 10.15
EC50 2 meas. best 7.06

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein phosphatase 2A 56 kDa regulatory subunit alpha isoform
CHEMBL4763
IC50 10.15 10.15 0.1 1
Unchecked
CHEMBL612545
IC50 10.0 9.046 0.1 5
Serine-threonine protein phosphatase 2A regulatory subunit
CHEMBL2669
IC50 9.35 9.0875 0.5 4
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
IC50 8.91 7.6225 1.2 4
Tissue factor pathway inhibitor 2
CHEMBL6066240
IC50 8.46 8.46 3.5 1
Serine/threonine-protein phosphatase 2A catalytic subunit alpha isoform
CHEMBL4703
IC50 8.15 8.15 7.0 1
Neuropeptide Y receptor type 4
CHEMBL4877
IC50 8.0 8.0 10.0 1
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit
CHEMBL4438
IC50 7.7 7.0786 20.0 7
P388
CHEMBL389
EC50 7.06 7.05 87.0 2
Protein phosphatase 1B
CHEMBL2845
IC50 6.9 6.9 126.0 1
HepG2
CHEMBL395
IC50 6.27 6.27 540.0 1
HCT-116
CHEMBL394
IC50 6.17 6.17 670.0 1
N2a
CHEMBL614062
IC50 6.07 6.07 850.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein phosphatase 2A 56 kDa regulatory subunit alpha isoform IC50 = 0.07 nM 10.15 Tested for inhibition of purified catalytic subunit of protein phosphatase-2A fr... -
Unchecked IC50 = 0.1 nM 10.0 Inhibition of PP2A (unknown origin) 39136241
Unchecked IC50 = 0.2 nM 9.7 Exogenous inhibition concentration of Serine/threonine protein phosphatase 4 (PP... 11881984
Unchecked IC50 = 0.2 nM 9.7 Inhibitory activity against serine/threonine protein phosphatase 2 (PP2A) 14695814
Serine-threonine protein phosphatase 2A regulatory subunit IC50 = 0.45 nM 9.35 Observed inhibition activity against protein phosphatase 2A (PP2A) 9379439
Serine-threonine protein phosphatase 2A regulatory subunit IC50 = 1.0 nM 9.0 Inhibition activity against protein phosphatase 2A (PP2A), activity taken from l... 9379439
Serine-threonine protein phosphatase 2A regulatory subunit IC50 = 1.0 nM 9.0 Concentration required to inhibit the action of protein phosphatase 2A 11814804
Serine-threonine protein phosphatase 2A regulatory subunit IC50 = 1.0 nM 9.0 Exogenous inhibition concentration of Serine/threonine protein phosphatase 2A (P... 11881984
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 1.24 nM 8.91 Observed inhibition activity against protein phosphatase 1 (PP1) 9379439
Unchecked IC50 = 3.0 nM 8.52 Exogenous inhibition of Serine/threonine protein phosphatase 1 (PP1) 11881984
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 3.4 nM 8.47 Tested for inhibition against purified catalytic subunit of protein phosphatase-... -
Tissue factor pathway inhibitor 2 IC50 = 3.5 nM 8.46 Inhibition of PP5 (unknown origin) 39136241
Serine/threonine-protein phosphatase 2A catalytic subunit alpha isoform IC50 = 7.0 nM 8.15 Inhibitory concentration against Protein phosphatase 2A (25 nM) isolated from bo... 11266161
Neuropeptide Y receptor type 4 IC50 = 10.0 nM 8.0 Inhibition of PP1 (unknown origin) 39136241
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit IC50 = 20.0 nM 7.7 Inhibitory activity against serine/threonine protein phosphatase 1(PP1) 14695814
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit IC50 = 28.0 nM 7.55 Inhibition of Serine/threonine protein phosphatase 1 (PP1) mutant type D220V by ... 11881984
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit IC50 = 45.0 nM 7.35 Inhibition of Serine/threonine protein phosphatase 1 (PP1) mutants by natural to... 11881984
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit IC50 = 48.0 nM 7.32 Inhibition of Serine/threonine protein phosphatase 1 (PP1) mutant type E275R by ... 11881984
Unchecked IC50 = 49.0 nM 7.31 Inhibitory activity against PSPTase 11262093
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 60.0 nM 7.22 Inhibitory concentration against Protein phosphatase 1 was determined 11814804

Literature References

PubMed DOI Target Context # Activities
11881984 10.1021/jm010066k Serine/threonine-protein phosphatase PP1-gamma catalytic subunit 14
9871698 10.1016/s0960-894x(98)00152-8 Rattus norvegicus 12
11881984 10.1021/jm010066k Unchecked 5
20863709 10.1016/j.bmc.2010.08.043 P388 3
9379439 10.1021/jm960873x Serine-threonine protein phosphatase 2A regulatory subunit 2
9379439 10.1021/jm960873x Tyrosine-protein phosphatase non-receptor type 1 2
22608922 10.1016/j.bmc.2012.04.046 Unchecked 2
7623052 10.1021/np50119a021 ADMET 2
- 10.1016/S0960-894X(00)80281-4 Mus musculus 2
- 10.1016/S0960-894X(00)80281-4 Serine/threonine-protein phosphatase 2A 56 kDa regulatory subunit alpha isoform 1
7623052 10.1021/np50119a021 L1210 1
10915062 10.1016/s0960-894x(00)00294-8 NON-PROTEIN TARGET 1
39136241 10.1021/acs.jmedchem.4c01304 Tissue factor pathway inhibitor 2 1
14695814 10.1021/jm034189b Serine/threonine-protein phosphatase PP1-gamma catalytic subunit 1
11262093 10.1021/jm0004401 Unchecked 1
11266161 10.1016/s0960-894x(01)00026-9 Protein phosphatase 1B 1
- 10.1016/S0960-894X(00)80281-4 Tyrosine-protein phosphatase non-receptor type 1 1
11881984 10.1021/jm010066k Serine-threonine protein phosphatase 2A regulatory subunit 1
11814804 10.1016/s0960-894x(01)00777-6 Serine-threonine protein phosphatase 2A regulatory subunit 1
11814804 10.1016/s0960-894x(01)00777-6 Tyrosine-protein phosphatase non-receptor type 1 1

Data from ChEMBL 36 via Core Engine