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Compound Detail

CHEMBL379156

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O=C1NC(=O)/C(=C/c2ccc(-c3ccc(F)cc3O)o2)S1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL379156
Phase Preclinical
Structure Type MOL
InChI Key OYYVWNDMOQPMGE-SDQBBNPISA-N
8
Targets
16
Activities
1
Assay Types
7
PK Parameters
20
Publications
0
Known Names

Molecular Properties

305.3
MW (Da)
3.12
ALogP
5
HBA
2
HBD
79.5
PSA (Ų)
0.83
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H8FNO4S
MW 305.29
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -1.20

Activity Summary

IC50 16 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Casein kinase II
CHEMBL2095191
 IC50 7.7 7.7 20.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 7.52 7.51 30.0 4
RAW264.7
CHEMBL612557
 IC50 6.64 6.64 230.0 1
THP-1
CHEMBL614245
 IC50 6.4 5.3367 400.0 3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 6.03 6.03 940.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 4.7 4.7 20000.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 4.7 4.7 20000.0 2
Monocyte
CHEMBL5314323
 IC50 4.28 4.28 53000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 847.0 ng.hr.mL-1 Rattus norvegicus
AUC 4401.0 ng.hr.mL-1 Rattus norvegicus
CL 37.83 mL.min-1.kg-1 Rattus norvegicus
Cmax 1012.15 nM Rattus norvegicus
Cmax 37341.54 nM Rattus norvegicus
T1/2 1.0 hr Rattus norvegicus
T1/2 0.65 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Casein kinase II IC50 = 20.0 nM 7.7 Inhibition of human CK2 16789742
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 30.0 nM 7.52 Inhibition of human PI3Kgamma 16789742
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 30.0 nM 7.52 Inhibition of recombinant human PI3Kgamma by HTRF assay 21925880
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 30.0 nM 7.52 Inhibition of PI3Kgamma (unknown origin) by lipid kinase assay -
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 33.0 nM 7.48 Inhibition of PI3Kgamma (unknown origin) assessed as decrease in fluorescence in... 25050878
RAW264.7 IC50 = 230.0 nM 6.64 Inhibition of C5a-mediated PKB/Akt phosphorylation in mouse Raw264 macrophage 16789742
THP-1 IC50 = 400.0 nM 6.4 Inhibition of MCP1-induced PKB/Akt phosphorylation in THP1 cells 16789742
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 940.0 nM 6.03 Inhibition of human PI3Kalpha 16789742
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 940.0 nM 6.03 Inhibition of PI3Kalpha (unknown origin) by lipid kinase assay -
THP-1 IC50 = 4730.0 nM 5.33 Inhibition of SCF1-induced PKB/Akt phosphorylation in THP1 cells 16789742
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 20000.0 nM 4.7 Inhibition of human PI3Kdelta 16789742
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 20000.0 nM 4.7 Inhibition of human PI3Kbeta 16789742
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 20000.0 nM 4.7 Inhibition of PI3Kbeta (unknown origin) by lipid kinase assay -
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 20000.0 nM 4.7 Inhibition of PI3Kdelta (unknown origin) by lipid kinase assay -
Monocyte IC50 = 53000.0 nM 4.28 Inhibition of MCP1-induced chemotaxis of mouse primary monocytes 16789742
THP-1 IC50 = 53000.0 nM 4.28 Inhibition of MCP1-induced chemotaxis of THP1 cells 16789742

Literature References

PubMed DOI Target Context # Activities
16789742 10.1021/jm0601598 Rattus norvegicus 9
- 10.6019/CHEMBL4808148 Histone deacetylase 6 3
16789742 10.1021/jm0601598 THP-1 3
16789742 10.1021/jm0601598 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 2
16789742 10.1021/jm0601598 Dual specificity mitogen-activated protein kinase kinase 7 2
16789742 10.1021/jm0601598 Casein kinase II 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
16789742 10.1021/jm0601598 Ribosomal protein S6 kinase alpha-2 1
16789742 10.1021/jm0601598 Protein kinase C iota type 1
16789742 10.1021/jm0601598 Serine/threonine-protein kinase D1 1
16789742 10.1021/jm0601598 MAP kinase-activated protein kinase 5 1
16789742 10.1021/jm0601598 Serine/threonine-protein kinase N2 1
16789742 10.1021/jm0601598 Rho-associated protein kinase 2 1
16789742 10.1021/jm0601598 Ribosomal protein S6 kinase alpha-1 1
16789742 10.1021/jm0601598 Mitogen-activated protein kinase 14 1
16789742 10.1021/jm0601598 Mitogen-activated protein kinase 12 1
16789742 10.1021/jm0601598 Serine/threonine-protein kinase Sgk1 1
16789742 10.1021/jm0601598 Tyrosine-protein kinase SYK 1
38157838 10.1016/j.bmc.2023.117561 Unchecked 1
16789742 10.1021/jm0601598 Tyrosine-protein kinase Yes 1

Data from ChEMBL 36 via Core Engine