Compound Detail

CHEMBL2017977

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Nc1ncc(-c2cc(N3CCOCC3)nc(N3CCOCC3)n2)c(C(F)(F)F)n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2017977
Phase	Preclinical
Structure Type	MOL
InChI Key	FLZJMDDNGUIYDW-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

411.4

MW (Da)

1.21

ALogP

HBA

HBD

102.5

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C17H20F3N7O2
MW	411.39
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	-1.53

Activity Summary

IC50 12 meas. best 7.85

EC50 2 meas. best 7.16

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	7.85	7.825	14.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	7.82	7.82	15.0	1
Unchecked CHEMBL612545	EC50	7.16	7.16	70.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL5169092	IC50	6.9	6.895	127.0	2
Unchecked CHEMBL612545	IC50	6.86	6.7967	139.0	3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3608198	IC50	6.72	6.72	191.0	1
A2780 CHEMBL614004	EC50	6.35	6.35	450.0	1
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	5.68	5.5033	2065.0	3

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	25506.18	ng.hr.mL-1	Rattus norvegicus
CL	11.0	mL.min-1.kg-1	Rattus norvegicus
CL	9.0	mL.min-1.g-1	Rattus norvegicus
CL	9.0	mL.min-1.g-1	Homo sapiens
F	83.0	%	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	14.0	nM	7.85	Inhibition of PI3Kalpha using 1-alpha-phosphatidylinositol as substrate by ATP d...	24900266
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	15.0	nM	7.82	Biochemical Assays for PI3Kalpha, PI3Kbeta: The luminescence-based ATP detection...	-
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	16.0	nM	7.8	Biochemical Assays for PI3Kalpha, PI3Kbeta: The luminescence-based ATP detection...	-
Unchecked	EC50	=	70.0	nM	7.16	Inhibition of PI3K-mediated AKT Ser473 phosphorylation in human A2780 cells afte...	24900266
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	127.0	nM	6.9	AlphaScreen (Amplified Luminescent Proximity Homogeneous Assay, ALPHA, Perkin El...	-
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	130.0	nM	6.89	Inhibition of PI3Kalpha in rat Rat1 cells assessed as reduction in phosphorylati...	35500094
Unchecked	IC50	=	139.0	nM	6.86	AlphaScreen (Amplified Luminescent Proximity Homogeneous Assay, ALPHA, Perkin El...	-
Unchecked	IC50	=	156.0	nM	6.81	AlphaScreen (Amplified Luminescent Proximity Homogeneous Assay, ALPHA, Perkin El...	-
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	191.0	nM	6.72	Inhibition of PI3Kbeta in rat Rat1 cells assessed as reduction in phosphorylatio...	35500094
Unchecked	IC50	=	191.0	nM	6.72	Inhibition of PI3Kdelta in rat Rat1 cells assessed as reduction in phosphorylati...	35500094
A2780	EC50	=	450.0	nM	6.35	Antiproliferative activity against human A2780 cells after 3 days by CellTiter-G...	24900266
Serine/threonine-protein kinase mTOR	IC50	=	2065.0	nM	5.68	Displacement of Alexa Fluor labelled Tracer-314 from human N-terminal GST-tagged...	35500094
Serine/threonine-protein kinase mTOR	IC50	=	2350.0	nM	5.63	Biochemical Assay for mTOR: TR-FRET assays for protein kinases uses a long-lifet...	-
Serine/threonine-protein kinase mTOR	IC50	=	6309.0	nM	5.2	Binding affinity to human N-terminal GST-tagged mTOR assessed as phosphorylated ...	35500094

Literature References

PubMed	DOI	Target Context	# Activities
24900266	10.1021/ml200156t	Rattus norvegicus	4
24900266	10.1021/ml200156t	Liver microsomes	2
35500094	10.1021/acs.jmedchem.2c00267	Serine/threonine-protein kinase mTOR	2
35500094	10.1021/acs.jmedchem.2c00267	Tubulin	2
24900266	10.1021/ml200156t	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
24900266	10.1021/ml200156t	A2780	1
24900266	10.1021/ml200156t	Unchecked	1
24900266	10.1021/ml200156t	No relevant target	1
35500094	10.1021/acs.jmedchem.2c00267	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
35500094	10.1021/acs.jmedchem.2c00267	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	1
35500094	10.1021/acs.jmedchem.2c00267	Unchecked	1

Data from ChEMBL 36 via Core Engine