Compound Detail

CHEMBL2441342

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Cn1cc(-c2ccc3c(c2F)CCN3C(=O)Cc2cccc(C(F)(F)F)n2)c2c(N)ncnc21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2441342
Phase	Preclinical
Structure Type	MOL
InChI Key	QAEKSWBVYBVLNO-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

470.4

MW (Da)

3.90

ALogP

HBA

HBD

89.9

PSA (Å²)

0.46

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H18F4N6O
MW	470.43
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.12

Activity Summary

IC50 12 meas. best 10.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
L929 CHEMBL612267	IC50	10.0	10.0	0.1	1
Eukaryotic translation initiation factor 2-alpha kinase 3 CHEMBL6030	IC50	9.3	9.3	0.5	1
MEF CHEMBL614342	IC50	8.4	8.4	4.0	1
Eukaryotic translation initiation factor 2-alpha kinase 1 CHEMBL6029	IC50	7.43	7.43	37.0	1
Receptor-interacting serine/threonine-protein kinase 1 CHEMBL5464	IC50	7.16	7.16	69.0	1
Interferon-induced, double-stranded RNA-activated protein kinase CHEMBL5785	IC50	6.45	6.45	359.0	1
eIF-2-alpha kinase GCN2 CHEMBL5358	IC50	6.11	6.11	776.0	1
Cytochrome P450 2C8 CHEMBL3721	IC50	5.23	5.23	5830.0	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.13	5.085	7400.0	2
Cytochrome P450 2C9 CHEMBL3397	IC50	4.72	4.72	19200.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	4.62	4.62	23700.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	8.9	mL.min-1.kg-1	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
L929	IC50	=	0.1	nM	10.0	Anti-neprotic activity in mouse L929 cells assessed as reduction in TNF-induced ...	31622096
Eukaryotic translation initiation factor 2-alpha kinase 3	IC50	=	0.5	nM	9.3	Inhibition of GST-tagged PERK cytoplasmic domain (536 to 1116) (unknown origin) ...	24900593
MEF	IC50	=	4.0	nM	8.4	Anti-neprotic activity in mouse MEF cells assessed as reduction in TNF-induced n...	31622096
Eukaryotic translation initiation factor 2-alpha kinase 1	IC50	=	37.0	nM	7.43	Inhibition of HRI (unknown origin) assessed as EIF2AK1 phosphorylation	24900593
Receptor-interacting serine/threonine-protein kinase 1	IC50	=	69.0	nM	7.16	Inhibition of recombinant human GST-tagged RIPK1 (1 to 479 residues) incubated f...	31622096
Interferon-induced, double-stranded RNA-activated protein kinase	IC50	=	359.0	nM	6.45	Inhibition of PKR (unknown origin) assessed as EIF2AK2 phosphorylation	24900593
eIF-2-alpha kinase GCN2	IC50	=	776.0	nM	6.11	Inhibition of GCN2 (unknown origin) assessed as EIF2AK4 phosphorylation	24900593
Cytochrome P450 2C8	IC50	=	5830.0	nM	5.23	Inhibition of CYP2C8 in human liver microsomes using paclitaxel as substrate aft...	24900593
Cytochrome P450 3A4	IC50	=	7400.0	nM	5.13	Inhibition of CYP3A4 in human liver microsomes using nifedipine as substrate aft...	24900593
Cytochrome P450 3A4	IC50	=	9090.0	nM	5.04	Inhibition of CYP3A4 in human liver microsomes using midazolam as substrate afte...	24900593
Cytochrome P450 2C9	IC50	=	19200.0	nM	4.72	Inhibition of CYP2C9 in human liver microsomes using diclofenac as substrate aft...	24900593
Cytochrome P450 2D6	IC50	=	23700.0	nM	4.62	Inhibition of CYP2D6 in human liver microsomes using bufuralol as substrate afte...	24900593

Literature References

PubMed	DOI	Target Context	# Activities
24900593	10.1021/ml400228e	Unchecked	3
24900593	10.1021/ml400228e	Cytochrome P450 3A4	2
24900593	10.1021/ml400228e	Eukaryotic translation initiation factor 2-alpha kinase 3	2
24900593	10.1021/ml400228e	eIF-2-alpha kinase GCN2	1
24900593	10.1021/ml400228e	Interferon-induced, double-stranded RNA-activated protein kinase	1
24900593	10.1021/ml400228e	Eukaryotic translation initiation factor 2-alpha kinase 1	1
24900593	10.1021/ml400228e	Cytochrome P450 2C8	1
24900593	10.1021/ml400228e	Cytochrome P450 2D6	1
24900593	10.1021/ml400228e	Cytochrome P450 2C19	1
24900593	10.1021/ml400228e	Cytochrome P450 2C9	1
24900593	10.1021/ml400228e	Cytochrome P450 1A2	1
24900593	10.1021/ml400228e	Rattus norvegicus	1
31622096	10.1021/acs.jmedchem.9b01317	Receptor-interacting serine/threonine-protein kinase 1	1
31622096	10.1021/acs.jmedchem.9b01317	L929	1
31622096	10.1021/acs.jmedchem.9b01317	MEF	1
31622096	10.1021/acs.jmedchem.9b01317	Mus musculus	1

Data from ChEMBL 36 via Core Engine