Compound Detail

CHEMBL538346

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Cl.Oc1cccc(-c2nc(N3CCOCC3)c3oc4ncccc4c3n2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL538346
Phase	Preclinical
Structure Type	MOL
InChI Key	XSQMYBFFYPTMFE-UHFFFAOYSA-N
Parent Compound	CHEMBL573339
Active Moiety	CHEMBL573339

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

348.4

MW (Da)

2.98

ALogP

HBA

HBD

84.5

PSA (Å²)

0.60

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H17ClN4O3
MW	384.82
Aromatic Rings	4
Heavy Atoms	26
NP-Likeness	-1.09

Activity Summary

IC50 13 meas. best 8.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	8.52	8.52	3.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL2498	IC50	8.44	8.44	3.6	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	8.44	8.44	3.6	1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta CHEMBL5554	IC50	8.0	8.0	10.0	2
MCF7 CHEMBL387	IC50	6.89	6.82	130.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	6.6	6.6	250.0	2
A-375 CHEMBL613859	IC50	6.48	6.48	330.0	1
A549 CHEMBL392	IC50	6.27	6.27	540.0	1
HeLa CHEMBL399	IC50	6.27	6.27	540.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	4.1	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	3.0	nM	8.52	Inhibition of GST-tagged human p110-beta expressed in SF9/Baculovirus system by ...	17601739
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	3.0	nM	8.52	Inhibition of p110beta	17339109
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	3.6	nM	8.44	Inhibition of GST-tagged bovine p110-alpha expressed in SF9/Baculovirus system b...	17601739
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	3.6	nM	8.44	Inhibition of p110alpha by SPA assay	17339109
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	IC50	=	10.0	nM	8.0	Inhibition of glu-tagged PI3K C2-beta expressed in SF9/Baculovirus system by SPA	17601739
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	IC50	=	10.0	nM	8.0	Inhibition of PI3Kc2beta	17339109
MCF7	IC50	=	130.0	nM	6.89	Antiproliferative activity against adriamycin-resistant MCF7 cells	17339109
MCF7	IC50	=	180.0	nM	6.75	Antiproliferative activity against human MCF7 cells	17339109
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	250.0	nM	6.6	Inhibition of His-tagged human p110gamma expressed in SF9/Baculovirus system by ...	17601739
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	250.0	nM	6.6	Inhibition of p110gamma	17339109
A-375	IC50	=	330.0	nM	6.48	Antiproliferative activity against A375 cells	17339109
HeLa	IC50	=	540.0	nM	6.27	Antiproliferative activity against human HeLa cells	17339109
A549	IC50	=	540.0	nM	6.27	Antiproliferative activity against human A549 cells	17339109

Literature References

PubMed	DOI	Target Context	# Activities
17339109	10.1016/j.bmcl.2007.02.032	MCF7	2
17339109	10.1016/j.bmcl.2007.02.032	HeLa	2
17339109	10.1016/j.bmcl.2007.02.032	Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	1
17339109	10.1016/j.bmcl.2007.02.032	Mus musculus	1
17339109	10.1016/j.bmcl.2007.02.032	A549	1
17339109	10.1016/j.bmcl.2007.02.032	Cyclin-dependent kinase 2/cyclin E	1
17339109	10.1016/j.bmcl.2007.02.032	Protein kinase C alpha type	1
17339109	10.1016/j.bmcl.2007.02.032	cAMP-dependent protein kinase (PKA)	1
17339109	10.1016/j.bmcl.2007.02.032	Vascular endothelial growth factor receptor 2	1
17601739	10.1016/j.bmc.2007.05.070	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
17339109	10.1016/j.bmcl.2007.02.032	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
17339109	10.1016/j.bmcl.2007.02.032	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	1
17339109	10.1016/j.bmcl.2007.02.032	A-375	1
17339109	10.1016/j.bmcl.2007.02.032	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
17601739	10.1016/j.bmc.2007.05.070	Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	1
17601739	10.1016/j.bmc.2007.05.070	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
17601739	10.1016/j.bmc.2007.05.070	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	1

Data from ChEMBL 36 via Core Engine