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Compound Detail

CHEMBL444092

MICROCYSTIN-LR
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C=C1C(=O)N[C@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(=O)O)[C@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](/C=C/C(C)=C/[C@H](C)[C@H](Cc2ccccc2)OC)[C@H](C)C(=O)N[C@@H](C(=O)O)CCC(=O)N1C

Basic Information

ChEMBL ID CHEMBL444092
Name MICROCYSTIN-LR
Phase Preclinical
Structure Type MOL
InChI Key ZYZCGGRZINLQBL-GWRQVWKTSA-N
11
Targets
35
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

995.2
MW (Da)
0.83
ALogP
11
HBA
11
HBD
340.6
PSA (Ų)
0.04
QED
3
Ro5 Violations
15
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C49H74N10O12
MW 995.19
Aromatic Rings 1
Heavy Atoms 71
NP-Likeness 0.92

Activity Summary

IC50 34 meas. best 11.0
EC50 1 meas. best 4.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit
CHEMBL4438
IC50 11.0 8.863 0.0 10
Unchecked
CHEMBL612545
IC50 10.4 9.0555 0.0 11
Serine/threonine-protein phosphatase 2A 55 kDa regulatory subunit B alpha isoform
CHEMBL4284
IC50 10.19 10.19 0.1 1
Serine-threonine protein phosphatase 2A regulatory subunit
CHEMBL2669
IC50 10.0 9.26 0.1 2
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
IC50 10.0 9.465 0.1 2
Serine/threonine-protein phosphatase 2A 56 kDa regulatory subunit alpha isoform
CHEMBL4763
IC50 10.0 10.0 0.1 1
Serine/threonine-protein phosphatase 5
CHEMBL3425389
IC50 9.0 9.0 1.0 2
Tissue factor pathway inhibitor 2
CHEMBL6066240
IC50 9.0 9.0 1.0 1
Neuropeptide Y receptor type 4
CHEMBL4877
IC50 8.77 8.77 1.7 1
Protein phosphatase 1A
CHEMBL2437
IC50 8.52 8.52 3.0 1
HCT-116
CHEMBL394
EC50 4.46 4.46 35000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit IC50 = 0.01 nM 11.0 Inhibition of Serine/threonine protein phosphatase 1 (PP1) mutants by natural to... 11881984
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit IC50 = 0.02 nM 10.7 Inhibition of Serine/threonine protein phosphatase 1 (PP1) mutants by natural to... 11881984
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit IC50 = 0.02 nM 10.7 Inhibition of Serine/threonine protein phosphatase 1 (PP1) mutants by natural to... 11881984
Unchecked IC50 = 0.04 nM 10.4 Inhibition of PP2A (unknown origin) phosphatase domain using phosphohistone as s... 37054560
Unchecked IC50 = 0.04 nM 10.4 Inhibition of PP2A (unknown origin) 39136241
Serine/threonine-protein phosphatase 2A 55 kDa regulatory subunit B alpha isoform IC50 = 0.065 nM 10.19 Observed inhibition activity of the compounds against protein phosphatases 2A (P... 9379439
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 0.1 nM 10.0 Tested for inhibition against purified catalytic subunit of protein phosphatase-... -
Unchecked IC50 = 0.1 nM 10.0 Inhibition of rabbit skeletal muscle PP2A using [3H]-phosphohistone as substrate 34156850
Serine/threonine-protein phosphatase 2A 56 kDa regulatory subunit alpha isoform IC50 = 0.1 nM 10.0 Tested for inhibition of purified catalytic subunit of protein phosphatase-2A fr... -
Serine-threonine protein phosphatase 2A regulatory subunit IC50 = 0.1 nM 10.0 Exogenous inhibition concentration of Serine/threonine protein phosphatase 2A (P... 11881984
Unchecked IC50 = 0.1 nM 10.0 Exogenous inhibition of Serine/threonine protein phosphatase 1 (PP1) 11881984
Unchecked IC50 = 0.15 nM 9.82 Inhibition of porcine testis PP4 34156850
Unchecked IC50 = 0.15 nM 9.82 Inhibition of PP4 (unknown origin) phosphatase domain using phosphohistone as su... 37054560
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit IC50 = 0.56 nM 9.25 Inhibition of Serine/threonine protein phosphatase 1 (PP1) mutants by natural to... 11881984
Serine/threonine-protein phosphatase PP1-gamma catalytic subunit IC50 = 0.8 nM 9.1 Inhibition of Serine/threonine protein phosphatase 1 (PP1) mutants by natural to... 11881984
Serine/threonine-protein phosphatase 5 IC50 = 1.0 nM 9.0 Inhibition of PP5 (unknown origin) 34156850
Tissue factor pathway inhibitor 2 IC50 = 1.0 nM 9.0 Inhibition of PP5 (unknown origin) 39136241
Serine/threonine-protein phosphatase 5 IC50 = 1.0 nM 9.0 Inhibition of PPP5C (unknown origin) phosphatase domain 37054560
Unchecked IC50 = 1.0 nM 9.0 Inhibition of PP6 (unknown origin) phosphatase domain 37054560
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 1.17 nM 8.93 Observed inhibition activity of the compounds against protein phosphatases 1 (PP... 9379439

Literature References

PubMed DOI Target Context # Activities
11881984 10.1021/jm010066k Serine/threonine-protein phosphatase PP1-gamma catalytic subunit 10
37054560 10.1016/j.ejmech.2023.115350 Unchecked 5
- 10.1016/S0960-894X(00)80388-1 Unchecked 5
- 10.1016/S0960-894X(00)80281-4 Mus musculus 4
34156850 10.1021/acs.jmedchem.1c00631 Unchecked 4
11881984 10.1021/jm010066k Unchecked 4
14611854 10.1016/s0960-894x(03)00589-4 Protein phosphatase 1A 2
19705870 10.1021/jm900502e No relevant target 2
19705870 10.1021/jm900502e Hepatocyte 2
11881984 10.1021/jm010066k Serine-threonine protein phosphatase 2A regulatory subunit 1
- 10.1016/0960-894X(96)00378-2 Unchecked 1
- 10.1016/S0960-894X(00)80281-4 Tyrosine-protein phosphatase non-receptor type 1 1
- 10.1016/S0960-894X(00)80281-4 Serine/threonine-protein phosphatase 2A 56 kDa regulatory subunit alpha isoform 1
9379439 10.1021/jm960873x Tyrosine-protein phosphatase non-receptor type 1 1
19705870 10.1021/jm900502e NIH3T3 1
20553011 10.1021/tx1000865 Hepatotoxicity 1
39136241 10.1021/acs.jmedchem.4c01304 Tissue factor pathway inhibitor 2 1
22608922 10.1016/j.bmc.2012.04.046 Unchecked 1
15737679 10.1016/j.taap.2004.08.012 Solute carrier organic anion transporter family member 1B1 1
9379439 10.1021/jm960873x Serine/threonine-protein phosphatase 2A 55 kDa regulatory subunit B alpha isoform 1

Data from ChEMBL 36 via Core Engine