Compound Detail

CHEMBL3787662

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C=CC(=O)Nc1cccc(Oc2nc(Nc3ccc(N4CCN(C)CC4)cc3)nc3[nH]ccc23)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3787662
Phase	Preclinical
Structure Type	MOL
InChI Key	HAJRCWPFNCVVCY-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

469.6

MW (Da)

4.37

ALogP

HBA

HBD

98.4

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C26H27N7O2
MW	469.55
Aromatic Rings	4
Heavy Atoms	35
NP-Likeness	-1.35

Activity Summary

IC50 13 meas. best 10.44

Ki 1 meas. best 8.7

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	10.44	10.44	0.0	1
Tyrosine-protein kinase BTK CHEMBL5251	IC50	9.24	9.24	0.6	1
Epidermal growth factor receptor CHEMBL203	IC50	9.1	8.75	0.8	2
Epidermal growth factor receptor CHEMBL203	Ki	8.7	8.7	2.0	1
HCC827 CHEMBL4296422	IC50	6.62	6.62	240.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	6.24	6.24	570.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	6.0	6.0	1000.0	1
Tyrosine-protein kinase JAK1 CHEMBL2835	IC50	5.49	5.49	3220.0	1
A549 CHEMBL392	IC50	5.0	5.0	9920.0	1
NCI-H1975 CHEMBL614348	IC50	4.66	4.66	21980.0	1
BEAS-2B CHEMBL4296403	IC50	4.62	4.62	23800.0	1
Unchecked CHEMBL612545	IC50	4.55	4.55	28060.0	1
NCI-H460 CHEMBL396	IC50	4.44	4.44	36020.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase JAK3	IC50	=	0.0366	nM	10.44	Enzymatic Assay: Briefly, specific kinase/substrate pairs along with required co...	-
Tyrosine-protein kinase BTK	IC50	=	0.579	nM	9.24	Enzymatic Assay: Briefly, specific kinase/substrate pairs along with required co...	-
Epidermal growth factor receptor	IC50	=	0.79	nM	9.1	Inhibition of EGF-stimulated wild type EGFR autophosphorylation expressed in hum...	26756222
Epidermal growth factor receptor	Ki	=	2.0	nM	8.7	Reversible binding affinity to human EGFR L858R/ T790M double mutant expressed i...	26756222
Epidermal growth factor receptor	IC50	=	4.0	nM	8.4	Inhibition of EGFR L858R/T790M double mutant autophosphorylation in human NCI-H1...	26756222
HCC827	IC50	=	240.0	nM	6.62	Cytotoxicity against human HCC827 cells harboring EGFR del E746-A750 mutant asse...	34315040
Tyrosine-protein kinase JAK2	IC50	=	570.0	nM	6.24	Enzymatic Assay: Briefly, specific kinase/substrate pairs along with required co...	-
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	1000.0	nM	6.0	Inhibition of dofetilide binding to human ERG	26756222
Tyrosine-protein kinase JAK1	IC50	=	3220.0	nM	5.49	Enzymatic Assay: Briefly, specific kinase/substrate pairs along with required co...	-
A549	IC50	=	9920.0	nM	5.0	Cytotoxicity against human A549 cells harboring wild type EGFR assessed as reduc...	34315040
NCI-H1975	IC50	=	21980.0	nM	4.66	Cytotoxicity against human NCI-H1975 cells harboring EGFR L858R/T790M mutant ass...	34315040
BEAS-2B	IC50	=	23800.0	nM	4.62	Cytotoxicity against human BEAS-2B cells assessed as reduction in cell viability...	34315040
Unchecked	IC50	=	28060.0	nM	4.55	Cytotoxicity against human HBE cells assessed as reduction in cell viability mea...	34315040
NCI-H460	IC50	=	36020.0	nM	4.44	Cytotoxicity against human NCI-H460 cells harboring wild type EGFR assessed as r...	34315040

Literature References

PubMed	DOI	Target Context	# Activities
34315040	10.1016/j.ejmech.2021.113711	Epidermal growth factor receptor	7
26756222	10.1021/acs.jmedchem.5b01633	Epidermal growth factor receptor	6
26756222	10.1021/acs.jmedchem.5b01633	ADMET	2
26756222	10.1021/acs.jmedchem.5b01633	No relevant target	1
26756222	10.1021/acs.jmedchem.5b01633	Liver microsome	1
26756222	10.1021/acs.jmedchem.5b01633	Unchecked	1
26756222	10.1021/acs.jmedchem.5b01633	Voltage-gated inwardly rectifying potassium channel KCNH2	1
34315040	10.1016/j.ejmech.2021.113711	Unchecked	1
34315040	10.1016/j.ejmech.2021.113711	BEAS-2B	1
34315040	10.1016/j.ejmech.2021.113711	NCI-H460	1
34315040	10.1016/j.ejmech.2021.113711	A549	1
34315040	10.1016/j.ejmech.2021.113711	NCI-H1975	1
34315040	10.1016/j.ejmech.2021.113711	HCC827	1

Data from ChEMBL 36 via Core Engine