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Compound Detail

CHEMBL2322228

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O=c1cc(N2CCOCC2)oc2c(-c3ccc4c(c3)OCCO4)csc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2322228
Phase Preclinical
Structure Type MOL
InChI Key BYTKNUOMWLJVNQ-UHFFFAOYSA-N
13
Targets
33
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

371.4
MW (Da)
3.13
ALogP
7
HBA
0
HBD
61.1
PSA (Ų)
0.69
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 C19H17NO5S
MW 371.41
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.73

Activity Summary

IC50 33 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
DNA-dependent protein kinase catalytic subunit
CHEMBL3142
 IC50 8.05 8.05 9.0 1
Unchecked
CHEMBL612545
 IC50 8.05 7.76 9.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 7.52 7.48 30.0 5
Serine/threonine-protein kinase pim-1
CHEMBL2147
 IC50 7.37 7.37 43.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 6.8 6.616 158.0 5
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 6.67 6.67 214.0 2
Phosphatidylinositol 3-kinase regulatory subunit beta
CHEMBL4437
 IC50 6.67 6.67 214.0 1
Bromodomain-containing protein 4
CHEMBL1163125
 IC50 6.62 6.3886 241.0 7
Serine/threonine-protein kinase mTOR
CHEMBL2842
 IC50 6.55 6.545 280.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.05 5.765 900.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 6.02 6.02 960.0 3
PC-3
CHEMBL390
 IC50 5.8 5.8 1600.0 1
BT-474
CHEMBL614529
 IC50 5.42 5.42 3800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
DNA-dependent protein kinase catalytic subunit IC50 = 9.0 nM 8.05 Inhibition of DNA-PK (unknown origin) 27559828
Unchecked IC50 = 9.0 nM 8.05 Inhibition of DNA-PK (unknown origin) 23410005
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 30.0 nM 7.52 Inhibition of PI3Kalpha (unknown origin) 38183777
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 34.0 nM 7.47 Inhibition of PI3K p110alpha (unknown origin) 23410005
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 34.0 nM 7.47 Inhibition of PI3Kalpha (unknown origin) 27559828
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 34.0 nM 7.47 Inhibition of PI3Kalpha (unknown origin) using PIP2 as substrate measured after ... 38183777
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 34.0 nM 7.47 Inhibition Assay: Several TP Scaffold compounds were tested for inhibition activ... -
Unchecked IC50 = 34.0 nM 7.47 in vitro kinase inhibition assay: Inhibitory activity can be determined routinel... -
Serine/threonine-protein kinase pim-1 IC50 = 43.0 nM 7.37 Inhibition of PIM1 (unknown origin) 23410005
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 158.0 nM 6.8 Inhibition of PI3Kgamma (unknown origin) 27559828
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 158.0 nM 6.8 in vitro kinase inhibition assay: Inhibitory activity can be determined routinel... -
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 158.0 nM 6.8 Inhibition Assay: Several TP Scaffold compounds were tested for inhibition activ... -
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 158.0 nM 6.8 Inhibition of PI3Kgamma (unknown origin) 38183777
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 214.0 nM 6.67 Inhibition of PI3K p110beta (unknown origin) 23410005
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 214.0 nM 6.67 Inhibition Assay: Several TP Scaffold compounds were tested for inhibition activ... -
Phosphatidylinositol 3-kinase regulatory subunit beta IC50 = 214.0 nM 6.67 in vitro kinase inhibition assay: Inhibitory activity can be determined routinel... -
Bromodomain-containing protein 4 IC50 = 241.0 nM 6.62 Inhibition of BRD4 (unknown origin) by TR-FRET assay 38183777
Bromodomain-containing protein 4 IC50 = 241.0 nM 6.62 in vitro kinase inhibition assay: Inhibitory activity can be determined routinel... -
Bromodomain-containing protein 4 IC50 = 241.0 nM 6.62 Inhibition Assay: Several TP Scaffold compounds were tested for inhibition activ... -
Bromodomain-containing protein 4 IC50 = 241.0 nM 6.62 Inhibition of BRD4 (unknown origin) by alpha-screen assay 38183777

Literature References

PubMed DOI Target Context # Activities
23410005 10.1021/jm301522m Unchecked 5
38183777 10.1016/j.ejmech.2023.116109 Bromodomain-containing protein 4 3
23410005 10.1021/jm301522m MCF7 2
23410005 10.1021/jm301522m NON-PROTEIN TARGET 2
38183777 10.1016/j.ejmech.2023.116109 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
38183777 10.1016/j.ejmech.2023.116109 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
23410005 10.1021/jm301522m Serine/threonine-protein kinase pim-1 1
27559828 10.1021/acs.jmedchem.6b00438 DNA-dependent protein kinase catalytic subunit 1
27559828 10.1021/acs.jmedchem.6b00438 Serine/threonine-protein kinase mTOR 1
27559828 10.1021/acs.jmedchem.6b00438 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
27559828 10.1021/acs.jmedchem.6b00438 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
23410005 10.1021/jm301522m Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
23410005 10.1021/jm301522m Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
23410005 10.1021/jm301522m Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
23410005 10.1021/jm301522m Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
23410005 10.1021/jm301522m Serine/threonine-protein kinase mTOR 1
23410005 10.1021/jm301522m PC-3 1
23410005 10.1021/jm301522m BT-474 1

Data from ChEMBL 36 via Core Engine