Compound Detail

CHEMBL3416026

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NC(=O)c1nnc(N[C@@H]2CCCC[C@@H]2N)nc1Nc1cccc2cc[nH]c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3416026
Phase	Preclinical
Structure Type	MOL
InChI Key	FPQNRXITKTZFMF-NWDGAFQWSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

366.4

MW (Da)

1.88

ALogP

HBA

HBD

147.6

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	C18H22N8O
MW	366.43
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-0.80

Activity Summary

IC50 19 meas. best 9.1

Kd 14 meas. best 9.19

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase SYK CHEMBL2599	Kd	9.19	9.19	0.6	1
Tyrosine-protein kinase SYK CHEMBL2599	IC50	9.1	7.3744	0.8	9
Serine/threonine-protein kinase PAK 5 CHEMBL4524	Kd	7.92	7.92	12.0	1
Serine/threonine-protein kinase PAK 4 CHEMBL4482	Kd	7.77	7.77	17.0	1
OCI-Ly10 CHEMBL4483285	IC50	7.6	7.6	25.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Kd	7.28	7.28	53.0	1
Tyrosine-protein kinase ZAP-70 CHEMBL2803	Kd	7.19	7.19	65.0	1
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	Kd	7.17	7.17	67.0	1
Tyrosine-protein kinase receptor UFO CHEMBL4895	Kd	7.15	7.15	71.0	1
Unchecked CHEMBL612545	IC50	6.98	6.98	105.0	1
Serine/threonine-protein kinase PAK 6 CHEMBL4311	Kd	6.96	6.96	110.0	1
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	Kd	6.92	6.92	120.0	1
Mitogen-activated protein kinase kinase kinase 2 CHEMBL5914	Kd	6.85	6.85	140.0	1
Unchecked CHEMBL612545	Kd	6.82	6.82	150.0	1
Tyrosine-protein kinase Mer CHEMBL5331	Kd	6.82	6.82	150.0	1
Rattus norvegicus CHEMBL376	IC50	6.72	6.72	189.0	1
Mitotic checkpoint serine/threonine-protein kinase BUB1 CHEMBL1772932	Kd	6.62	6.62	240.0	1
Tyrosine-protein kinase ZAP-70 CHEMBL2803	IC50	6.6	6.1	251.0	2
TMD8 CHEMBL4296503	IC50	6.55	6.55	281.0	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Kd	6.42	6.42	380.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.3	4.8133	5000.0	3
ADMET CHEMBL612558	IC50	5.04	5.04	9020.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	11.0	mL.min-1.kg-1	Canis lupus familiaris
CL	31.0	mL.min-1.kg-1	Rattus norvegicus
CL	31.0	mL.min-1.kg-1	Rattus norvegicus
F	54.0	%	Canis lupus familiaris
F	60.0	%	Rattus norvegicus
F	60.0	%	Rattus norvegicus
MRT	8.4	hr	Canis lupus familiaris
MRT	8.7	hr	Rattus norvegicus
MRT	8.7	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase SYK	Kd	=	0.64	nM	9.19	Competitive binding affinity to human SYK	25633741
Tyrosine-protein kinase SYK	IC50	=	0.8	nM	9.1	Inhibition of human SYK using 5-Fluo-Ahx-GAPDYENLQELNKK-Amid as substrate in pre...	28851503
Serine/threonine-protein kinase PAK 5	Kd	=	12.0	nM	7.92	Competitive binding affinity to human PAK7	25633741
Tyrosine-protein kinase SYK	IC50	=	14.0	nM	7.85	Inhibition of SYK in human Ramos cells assessed as reduction in anti IgM-induced...	28851503
Serine/threonine-protein kinase PAK 4	Kd	=	17.0	nM	7.77	Competitive binding affinity to human PAK4	25633741
Tyrosine-protein kinase SYK	IC50	=	23.0	nM	7.64	Chip Based Microfluidic Mobility Shift Assay: All assays were performed in 384 w...	-
OCI-Ly10	IC50	=	25.0	nM	7.6	Antiproliferative activity against human OCI-Ly10 cells assessed as inhibition o...	28851503
Tyrosine-protein kinase SYK	IC50	=	35.0	nM	7.46	Inhibition of Syk (unknown origin) using 5-Fluo-Ahx-GAPDYENLQELNKK-Amide as subs...	26320624
Tyrosine-protein kinase SYK	IC50	=	35.0	nM	7.46	Inhibition of Syk (unknown origin) using 5-Fluo-Ahx-GAPDYENLQELNKK-Amide as subs...	25633741
Tyrosine-protein kinase JAK2	Kd	=	53.0	nM	7.28	Competitive binding affinity to human JAK2	25633741
Tyrosine-protein kinase ZAP-70	Kd	=	65.0	nM	7.19	Competitive binding affinity to human ZAP70	25633741
Interleukin-1 receptor-associated kinase 1	Kd	=	67.0	nM	7.17	Competitive binding affinity to human IRAK1	25633741
Tyrosine-protein kinase receptor UFO	Kd	=	71.0	nM	7.15	Competitive binding affinity to human AXL	25633741
Tyrosine-protein kinase SYK	IC50	=	99.0	nM	7.0	Inhibition of Syk in anti-igM stimulated human Ramos B cells assessed as phospho...	25633741
Tyrosine-protein kinase SYK	IC50	=	99.0	nM	7.0	Inhibition of Syk in anti-igM stimulated human Ramos B cells assessed as phospho...	26320624
Unchecked	IC50	=	105.0	nM	6.98	Antiproliferative activity against human HBL1 cells assessed as inhibition of ce...	28851503
Serine/threonine-protein kinase PAK 6	Kd	=	110.0	nM	6.96	Competitive binding affinity to human PAK6	25633741
Proto-oncogene tyrosine-protein kinase ROS	Kd	=	120.0	nM	6.92	Competitive binding affinity to human ROS1	25633741
Mitogen-activated protein kinase kinase kinase 2	Kd	=	140.0	nM	6.85	Competitive binding affinity to human MAP3K2	25633741
Tyrosine-protein kinase Mer	Kd	=	150.0	nM	6.82	Competitive binding affinity to human MERTK	25633741

Literature References

PubMed	DOI	Target Context	# Activities
25633741	10.1021/jm5018863	Rattus norvegicus	20
25633741	10.1021/jm5018863	Unchecked	15
25633741	10.1021/jm5018863	Blood	12
25633741	10.1021/jm5018863	Canis familiaris	11
26320624	10.1016/j.bmcl.2015.08.037	Rattus norvegicus	6
25633741	10.1021/jm5018863	ADMET	6
25633741	10.1021/jm5018863	Tyrosine-protein kinase SYK	4
25633741	10.1021/jm5018863	Voltage-gated inwardly rectifying potassium channel KCNH2	4
26320624	10.1016/j.bmcl.2015.08.037	Tyrosine-protein kinase SYK	3
25633741	10.1021/jm5018863	Tyrosine-protein kinase ZAP-70	3
28851503	10.1016/j.ejmech.2017.08.009	Tyrosine-protein kinase SYK	2
26320624	10.1016/j.bmcl.2015.08.037	Nucleic Acid	2
26320624	10.1016/j.bmcl.2015.08.037	Voltage-gated inwardly rectifying potassium channel KCNH2	2
25633741	10.1021/jm5018863	Tyrosine-protein kinase receptor UFO	1
25633741	10.1021/jm5018863	Interleukin-1 receptor-associated kinase 1	1
25633741	10.1021/jm5018863	Tyrosine-protein kinase JAK2	1
25633741	10.1021/jm5018863	Proto-oncogene tyrosine-protein kinase ROS	1
25633741	10.1021/jm5018863	Mitogen-activated protein kinase kinase kinase 2	1
25633741	10.1021/jm5018863	Tyrosine-protein kinase Mer	1
25633741	10.1021/jm5018863	Serine/threonine-protein kinase PAK 4	1

Data from ChEMBL 36 via Core Engine