Compound Detail

CHEMBL4102855

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Nc1ncc(-c2nc(N3CCOCC3)nc(N3CCOCC3)n2)c(C(F)(F)F)n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4102855
Phase	Preclinical
Structure Type	MOL
InChI Key	IFPHRQQBRZZIOQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

412.4

MW (Da)

0.60

ALogP

HBA

HBD

115.4

PSA (Å²)

0.77

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C16H19F3N8O2
MW	412.38
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	-1.18

Activity Summary

Kd 8 meas. best 8.92

IC50 4 meas. best 7.14

Ki 2 meas. best 8.09

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	Kd	8.92	8.92	1.2	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	Kd	8.46	8.46	3.5	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	Kd	8.46	8.46	3.5	1
PI3-kinase p110-alpha/p85-alpha CHEMBL2111367	Ki	8.09	8.09	8.1	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	Kd	7.96	7.96	11.0	1
Serine/threonine-protein kinase mTOR CHEMBL2842	Kd	7.21	7.21	61.0	1
SK-OV-3 CHEMBL614925	IC50	7.14	7.14	73.0	1
Unchecked CHEMBL612545	IC50	7.07	7.07	85.0	1
Phosphatidylinositol 3-kinase catalytic subunit type 3 CHEMBL1075165	Kd	6.89	6.89	130.0	1
Serine/threonine-protein kinase mTOR CHEMBL2842	Ki	6.69	6.69	203.0	1
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	6.51	6.51	312.0	1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta CHEMBL5554	Kd	6.27	6.27	540.0	1
A2058 CHEMBL613503	IC50	5.79	5.79	1636.0	1
Phosphatidylinositol 4-kinase beta CHEMBL3268	Kd	4.57	4.57	27000.0	1

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	Kd	=	1.2	nM	8.92	Binding affinity to human PI3Kalpha (R108 to N1068 residues) expressed in mammal...	28829592
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	Kd	=	3.5	nM	8.46	Binding affinity to human PI3Kbeta (P118 to S1070 residues) expressed in mammali...	28829592
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	Kd	=	3.5	nM	8.46	Binding affinity to human PI3Kdelta (R108 to Q1044 residues) expressed in mammal...	28829592
PI3-kinase p110-alpha/p85-alpha	Ki	=	8.1	nM	8.09	Inhibition of human N-terminal His6-tagged PI3K p110alpha/p85alpha expressed in ...	28829592
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	Kd	=	11.0	nM	7.96	Binding affinity to human PI3Kgamma (S144 to A1102 residues) expressed in mammal...	28829592
Serine/threonine-protein kinase mTOR	Kd	=	61.0	nM	7.21	Binding affinity to human mTOR (L1382 to W2549 residues) expressed in mammalian ...	28829592
SK-OV-3	IC50	=	73.0	nM	7.14	Antiproliferative activity against human SKOV3 cells after 48 hrs by sulforhodam...	28829592
Unchecked	IC50	=	85.0	nM	7.07	Inhibition of PI3K in human A2058 cells assessed as reduction in phosphorylation...	28829592
Phosphatidylinositol 3-kinase catalytic subunit type 3	Kd	=	130.0	nM	6.89	Binding affinity to human VPS34 (S282 to H879 residues) expressed in mammalian e...	28829592
Serine/threonine-protein kinase mTOR	Ki	=	203.0	nM	6.69	Inhibition of human C-terminal GST-tagged mTOR (1360 to 2549 residues) expressed...	28829592
Serine/threonine-protein kinase mTOR	IC50	=	312.0	nM	6.51	Inhibition of mTOR in human A2058 cells assessed as reduction in phosphorylation...	28829592
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	Kd	=	540.0	nM	6.27	Binding affinity to human PI3KC2beta (M1 to L1634 residues) expressed in mammali...	28829592
A2058	IC50	=	1636.0	nM	5.79	Antiproliferative activity against human A2058 cells after 48 hrs by sulforhodam...	28829592
Phosphatidylinositol 4-kinase beta	Kd	=	27000.0	nM	4.57	Binding affinity to human PI4KCbeta (M1 to M828 residues) expressed in mammalian...	28829592

Literature References

PubMed	DOI	Target Context	# Activities
28829592	10.1021/acs.jmedchem.7b00930	Unchecked	3
28829592	10.1021/acs.jmedchem.7b00930	Serine/threonine-protein kinase mTOR	3
28829592	10.1021/acs.jmedchem.7b00930	No relevant target	2
28829592	10.1021/acs.jmedchem.7b00930	SK-OV-3	1
28829592	10.1021/acs.jmedchem.7b00930	A2058	1
28829592	10.1021/acs.jmedchem.7b00930	PI3-kinase p110-alpha/p85-alpha	1
28829592	10.1021/acs.jmedchem.7b00930	DNA-dependent protein kinase catalytic subunit	1
28829592	10.1021/acs.jmedchem.7b00930	Phosphatidylinositol 4-kinase beta	1
28829592	10.1021/acs.jmedchem.7b00930	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	1
28829592	10.1021/acs.jmedchem.7b00930	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	1
28829592	10.1021/acs.jmedchem.7b00930	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	1
28829592	10.1021/acs.jmedchem.7b00930	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	1
28829592	10.1021/acs.jmedchem.7b00930	Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	1
28829592	10.1021/acs.jmedchem.7b00930	Phosphatidylinositol 3-kinase catalytic subunit type 3	1

Data from ChEMBL 36 via Core Engine