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Compound Detail

CHEMBL266753

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COC(CC(C)C)c1ccc2cc(-c3ccc(CC(Cc4ccc(C(F)(F)P(=O)(O)O)cc4)(c4ccccc4)n4nnc5ccccc54)cc3)cc(P(=O)(O)O)c2n1

Basic Information

ChEMBL ID CHEMBL266753
Phase Preclinical
Structure Type MOL
InChI Key USHZWXCUJLENMD-UHFFFAOYSA-N
3
Targets
19
Activities
1
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

826.8
MW (Da)
8.64
ALogP
7
HBA
4
HBD
167.9
PSA (Ų)
0.08
QED
2
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C43H42F2N4O7P2
MW 826.77
Aromatic Rings 7
Heavy Atoms 58
NP-Likeness -0.36

Activity Summary

IC50 19 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
IC50 8.3 7.067 5.0 10
Tyrosine-protein phosphatase non-receptor type 2
CHEMBL3807
IC50 7.44 6.85 36.0 5
Receptor-type tyrosine-protein phosphatase C
CHEMBL3243
IC50 4.5 4.35 32000.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 5.0 nM 8.3 Inhibition of flag-tagged PTP1B (1 to 321 residues) (unknown origin) expressed i... 27353889
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 5.0 nM 8.3 Inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) was determin... 15013020
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 7.0 nM 8.15 Inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) was determin... 15013020
Tyrosine-protein phosphatase non-receptor type 2 IC50 = 36.0 nM 7.44 Inhibitory activity against T cell protein tyrosine phosphatase 15013020
Tyrosine-protein phosphatase non-receptor type 2 IC50 = 36.0 nM 7.44 Inhibition of TCPTP (unknown origin) by UV/Vis spectrophotometry 27353889
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 39.0 nM 7.41 Inhibition of PTP1B (unknown origin) 26230724
Tyrosine-protein phosphatase non-receptor type 2 IC50 = 41.0 nM 7.39 Inhibitory activity against T cell protein tyrosine phosphatase 15013020
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 58.0 nM 7.24 Inhibitory activity against Protein tyrosine phosphatase 1B (PTP1B) over-express... 15013020
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 100.0 nM 7.0 Inhibitory activity against Protein tyrosine phosphatase 1B (PTP1B) over-express... 15013020
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 200.0 nM 6.7 Inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) was determin... 15013020
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 280.0 nM 6.55 Inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) was determin... 15013020
Tyrosine-protein phosphatase non-receptor type 2 IC50 = 930.0 nM 6.03 Inhibitory activity against T cell protein tyrosine phosphatase 15013020
Tyrosine-protein phosphatase non-receptor type 2 IC50 = 1130.0 nM 5.95 Inhibitory activity against T cell protein tyrosine phosphatase 15013020
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 1790.0 nM 5.75 Inhibitory activity against Protein tyrosine phosphatase 1B (PTP1B) over-express... 15013020
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 5340.0 nM 5.27 Inhibitory activity against Protein tyrosine phosphatase 1B (PTP1B) over-express... 15013020
Receptor-type tyrosine-protein phosphatase C IC50 = 32000.0 nM 4.5 Inhibitory activity against CD45 protein-tyrosine phosphatase 15013020
Receptor-type tyrosine-protein phosphatase C IC50 = 50000.0 nM 4.3 Inhibitory activity against CD45 protein-tyrosine phosphatase 15013020
Receptor-type tyrosine-protein phosphatase C IC50 = 50000.0 nM 4.3 Inhibitory activity against CD45 protein-tyrosine phosphatase 15013020
Receptor-type tyrosine-protein phosphatase C IC50 = 50000.0 nM 4.3 Inhibitory activity against CD45 protein-tyrosine phosphatase 15013020

Literature References

PubMed DOI Target Context # Activities
15013020 10.1016/j.bmcl.2003.11.076 Tyrosine-protein phosphatase non-receptor type 1 8
15013020 10.1016/j.bmcl.2003.11.076 Receptor-type tyrosine-protein phosphatase C 4
15013020 10.1016/j.bmcl.2003.11.076 Tyrosine-protein phosphatase non-receptor type 2 4
26230724 10.1021/acs.jmedchem.5b00586 Tyrosine-protein phosphatase non-receptor type 1 1
27353889 10.1016/j.bmc.2016.06.035 Tyrosine-protein phosphatase non-receptor type 1 1
27353889 10.1016/j.bmc.2016.06.035 Tyrosine-protein phosphatase non-receptor type 2 1
27353889 10.1016/j.bmc.2016.06.035 Unchecked 1

Data from ChEMBL 36 via Core Engine