Compound Detail

CHEMBL1765602

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Nc1ccc(-c2ccc3ncc4ccc(=O)n(-c5cccc(C(F)(F)F)c5)c4c3c2)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1765602
Phase	Preclinical
Structure Type	MOL
InChI Key	GUXXEUUYCAYESJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

432.4

MW (Da)

5.20

ALogP

HBA

HBD

73.8

PSA (Å²)

0.39

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H15F3N4O
MW	432.41
Aromatic Rings	5
Heavy Atoms	32
NP-Likeness	-0.85

Activity Summary

EC50 18 meas. best 9.6

IC50 15 meas. best 9.6

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	9.6	9.14	0.2	2
mTORC1 CHEMBL4296661	EC50	9.6	9.6	0.2	1
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	9.6	9.6	0.2	1
Serine/threonine-protein kinase mTOR CHEMBL1255165	EC50	9.6	9.6	0.2	1
DNA-dependent protein kinase catalytic subunit CHEMBL3142	IC50	9.3	9.3	0.5	1
PI3-kinase p110-alpha/p85-alpha CHEMBL2111367	IC50	8.33	8.33	4.7	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	EC50	8.33	7.515	4.7	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	EC50	8.25	8.25	5.7	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	8.25	8.25	5.7	1
Plasmodium falciparum CHEMBL364	IC50	8.1	8.1	8.0	1
Phosphatidylinositol 3-kinase catalytic subunit type 3 CHEMBL1075165	IC50	8.07	8.07	8.6	1
Phosphatidylinositol 3-kinase catalytic subunit type 3 CHEMBL1075165	EC50	8.07	8.005	8.6	2
Unchecked CHEMBL612545	EC50	8.07	7.035	8.6	2
Enterovirus A71 CHEMBL612436	IC50	8.0	8.0	10.0	1
PI3-kinase p110-delta/p85-alpha CHEMBL2111432	IC50	7.76	7.76	17.5	1
Phosphatidylinositol 4-kinase beta CHEMBL3268	EC50	7.74	7.74	18.3	1
Phosphatidylinositol 4-kinase beta CHEMBL3268	IC50	7.74	7.74	18.3	1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta CHEMBL5554	IC50	7.61	7.61	24.5	1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta CHEMBL5554	EC50	7.61	7.61	24.5	1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit alpha CHEMBL1075102	IC50	7.55	7.55	28.1	1
Serine-protein kinase ATM CHEMBL3797	EC50	7.55	7.55	28.0	1
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit alpha CHEMBL1075102	EC50	7.55	7.55	28.1	1
Serine/threonine-protein kinase ATR CHEMBL5024	EC50	7.46	7.46	35.0	1
DNA-dependent protein kinase catalytic subunit CHEMBL3142	EC50	6.93	6.93	118.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	EC50	6.75	6.6333	180.0	3
MAP kinase-interacting serine/threonine-protein kinase 2 CHEMBL4204	IC50	6.21	6.21	620.0	1
Trypanosoma brucei CHEMBL612849	IC50	6.0	6.0	1000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	850.0	ng.hr.mL-1	Mus musculus
AUC	4311.0	ng.hr.mL-1	Mus musculus
CL	19.6	mL.min-1.kg-1	Mus musculus
Cmax	3561.43	nM	Mus musculus
Cmax	9176.48	nM	Mus musculus
F	51.0	%	Mus musculus
T1/2	0.72	hr	Mus musculus
T1/2	0.195	hr	Mus musculus
Tmax	0.25	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
mTORC1	EC50	=	0.25	nM	9.6	Inhibition of mTORC1 in human HCT116 cells assessed as reduction in T389 phospho...	29211480
Unchecked	IC50	=	0.25	nM	9.6	Inhibition of mTORC1 (unknown origin) expressed in HEK293T cells using 4EBP1 as ...	35247756
Serine/threonine-protein kinase mTOR	IC50	=	0.25	nM	9.6	Inhibition of mTOR (unknown origin)	30077608
Serine/threonine-protein kinase mTOR	EC50	=	0.25	nM	9.6	Inhibition of mTOR in p53-deficient MEF assessed as phosphorylation of S6K1 at T...	21322566
DNA-dependent protein kinase catalytic subunit	IC50	=	0.5	nM	9.3	Inhibition of DNA-PK	21322566
Unchecked	IC50	=	2.1	nM	8.68	Inhibition of human mTOR complex 1 after 30 mins by FRET assay	21322566
PI3-kinase p110-alpha/p85-alpha	IC50	=	4.68	nM	8.33	Inhibition of P110 alpha/p85alpha	21322566
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	EC50	=	4.68	nM	8.33	Inhibition of PI3K alpha (unknown origin) by drug competition for substrate bind...	28719179
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	5.67	nM	8.25	Inhibition of P110gamma	21322566
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	EC50	=	5.67	nM	8.25	Inhibition of PI3K gamma (unknown origin) by drug competition for substrate bind...	28719179
Plasmodium falciparum	IC50	=	8.0	nM	8.1	Gametocytocidal activity against Plasmodium falciparum after 72 hrs by Alamar Bl...	27156776
Unchecked	EC50	=	8.58	nM	8.07	Inhibition of Class 3 phosphatidylinositol 3-kinase (unknown origin) by drug com...	28719179
Phosphatidylinositol 3-kinase catalytic subunit type 3	EC50	=	8.58	nM	8.07	Inhibition of human VPS34 assessed as reduction in PIP3 product complex formatio...	28719179
Phosphatidylinositol 3-kinase catalytic subunit type 3	IC50	=	8.58	nM	8.07	Inhibition of hVPS34	21322566
Enterovirus A71	IC50	=	10.0	nM	8.0	Antiviral activity against Enterovirus A71 infected in human RD cells assessed a...	31082764
Phosphatidylinositol 3-kinase catalytic subunit type 3	EC50	=	11.5	nM	7.94	Inhibition of human VPS34 assessed as reduction in PIP3 product complex formatio...	28719179
PI3-kinase p110-delta/p85-alpha	IC50	=	17.5	nM	7.76	Inhibition of P110delta/P85alpha	21322566
Phosphatidylinositol 4-kinase beta	EC50	=	18.3	nM	7.74	Inhibition of PI4KB (unknown origin) by drug competition for substrate binding b...	28719179
Phosphatidylinositol 4-kinase beta	IC50	=	18.3	nM	7.74	Inhibition of PI4K beta	21322566
Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta	IC50	=	24.5	nM	7.61	Inhibition of PI3K-C2beta	21322566

Literature References

PubMed	DOI	Target Context	# Activities
21322566	10.1021/jm101520v	Mus musculus	11
21322566	10.1021/jm101520v	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10
28719179	10.1021/acs.biochem.7b00413	Unchecked	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
27519462	10.1016/j.bmc.2016.07.069	Trypanosoma brucei	3
28719179	10.1021/acs.biochem.7b00413	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	3
21322566	10.1021/jm101520v	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	2
29211480	10.1021/acs.jmedchem.7b01019	mTORC1	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
32911078	10.1016/j.bmcl.2020.127517	Serine-protein kinase ATM	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
21322566	10.1021/jm101520v	Unchecked	2
21322566	10.1021/jm101520v	Serine/threonine-protein kinase mTOR	2
28719179	10.1021/acs.biochem.7b00413	Phosphatidylinositol 3-kinase catalytic subunit type 3	2
21322566	10.1021/jm101520v	Phosphatidylinositol 4-kinase beta	2
21322566	10.1021/jm101520v	PI3-kinase p110-alpha/p85-alpha	1
21322566	10.1021/jm101520v	Phosphatidylinositol 3-kinase catalytic subunit type 3	1
21322566	10.1021/jm101520v	DNA-dependent protein kinase catalytic subunit	1
21322566	10.1021/jm101520v	Casein kinase I isoform epsilon	1
21322566	10.1021/jm101520v	Macrophage colony-stimulating factor 1 receptor	1

Data from ChEMBL 36 via Core Engine