Compound Detail

CHEMBL475251

R-406

🧪 Phase II

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🧪 Phase II

COc1cc(Nc2ncc(F)c(Nc3ccc4c(n3)NC(=O)C(C)(C)O4)n2)cc(OC)c1OC

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL475251
Name	R-406
Phase	Phase II
Structure Type	MOL
InChI Key	NHHQJBCNYHBUSI-UHFFFAOYSA-N

Known Names

R-406 R940406 Tamatinib

274

Targets

468

Activities

Assay Types

PK Parameters

Publications

Known Names

Mechanisms

Molecular Properties

470.5

MW (Da)

3.63

ALogP

HBA

HBD

128.8

PSA (Å²)

0.47

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Extended Properties

Molecular Formula	C22H23FN6O5
MW	470.46
Aromatic Rings	3
Heavy Atoms	34
NP-Likeness	-0.63

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Tyrosine-protein kinase SYK inhibitor	INHIBITOR	Tyrosine-protein kinase SYK	✓	✓

Activity Summary

Kd 342 meas. best 9.43

Ki 81 meas. best 8.4

EC50 23 meas. best 8.0

IC50 22 meas. best 8.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	9.43	8.9211	0.4	9
Serine/threonine-protein kinase 16 CHEMBL3938	Kd	8.77	7.895	1.7	2
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	8.66	8.272	2.2	5
Mast/stem cell growth factor receptor Kit CHEMBL1936	Kd	8.6	8.0325	2.5	8
Platelet-derived growth factor receptor beta CHEMBL1913	Kd	8.48	8.48	3.3	1
eIF-2-alpha kinase GCN2 CHEMBL5358	Kd	8.48	8.48	3.3	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Kd	8.46	8.46	3.5	1
Mitogen-activated protein kinase kinase kinase 10 CHEMBL2873	Kd	8.42	8.42	3.8	1
Mitogen-activated protein kinase kinase kinase 10 CHEMBL2873	Ki	8.4	8.4	4.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Kd	8.38	7.57	4.2	2
Mitogen-activated protein kinase kinase kinase 9 CHEMBL2872	Kd	8.37	8.37	4.3	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	8.3	8.15	5.0	2
Serine/threonine-protein kinase PLK3 CHEMBL4897	Kd	8.29	8.29	5.1	1
Tyrosine-protein kinase SYK CHEMBL2599	IC50	8.26	7.18	5.5	12
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	8.22	8.22	6.0	1
Tyrosine-protein kinase Blk CHEMBL2250	Ki	8.2	8.2	6.3	1
Tyrosine-protein kinase SYK CHEMBL2599	Ki	8.2	7.86	6.3	2
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Ki	8.2	8.2	6.3	1
Serine/threonine-protein kinase Nek6 CHEMBL4309	Kd	8.2	8.2	6.3	2
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	Ki	8.2	8.2	6.3	1
Serine/threonine-protein kinase ULK3 CHEMBL5047	Kd	8.15	7.36	7.1	2
3-phosphoinositide-dependent protein kinase 1 CHEMBL2534	Ki	8.1	8.1	7.9	1
Cell division cycle 7-related protein kinase CHEMBL5443	Ki	8.1	8.1	7.9	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Kd	8.08	8.08	8.4	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	Kd	8.04	8.04	9.1	1
Serine/threonine-protein kinase 17B CHEMBL3980	Kd	8.04	8.04	9.2	1
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	Kd	8.03	7.205	9.3	2
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	Kd	8.01	7.1	9.7	2
Mitogen-activated protein kinase; ERK1/ERK2 CHEMBL1907606	EC50	8.0	8.0	10.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	EC50	8.0	8.0	10.0	1
Mitogen-activated protein kinase 8 CHEMBL2276	EC50	8.0	8.0	10.0	1
Tyrosine-protein kinase SYK CHEMBL2599	EC50	8.0	7.2146	10.0	13
Mitogen-activated protein kinase 10 CHEMBL2637	Ki	8.0	8.0	10.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	8.0	7.76	10.0	2
Interleukin-1 receptor-associated kinase 1 CHEMBL3357	Ki	8.0	8.0	10.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Ki	8.0	8.0	10.0	1
Mitogen-activated protein kinase 9 CHEMBL4179	EC50	8.0	8.0	10.0	1
Unchecked CHEMBL612545	EC50	8.0	8.0	10.0	1
Mitogen-activated protein kinase kinase kinase 11 CHEMBL2708	Kd	7.96	7.82	11.0	3
Serine/threonine-protein kinase Nek7 CHEMBL4849	Kd	7.96	7.96	11.0	2
Interleukin-1 receptor-associated kinase 3 CHEMBL5081	Kd	7.96	7.665	11.0	2
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Ki	7.9	7.9	12.6	1
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	7.9	7.9	12.6	1
Tyrosine-protein kinase Fer CHEMBL3982	Ki	7.9	7.9	12.6	1
Tyrosine-protein kinase FRK CHEMBL4223	Ki	7.9	7.9	12.6	1
Death-associated protein kinase 3 CHEMBL2468	Kd	7.89	7.89	13.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	EC50	7.89	7.89	13.0	1
Inhibitor of nuclear factor kappa-B kinase subunit epsilon CHEMBL3529	Kd	7.89	7.32	13.0	2
Serine/threonine-protein kinase Nek5 CHEMBL5044	Kd	7.89	7.89	13.0	2
Casein kinase II subunit alpha' CHEMBL4070	Kd	7.85	7.42	14.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.37	nM	9.43	Binding constant for FLT3(D835Y) kinase domain	22037378
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.54	nM	9.27	Binding constant for FLT3(ITD) kinase domain	22037378
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.65	nM	9.19	Binding constant for FLT3(D835H) kinase domain	22037378
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.68	nM	9.17	Binding constant for FLT3(K663Q) kinase domain	22037378
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.71	nM	9.15	Binding constant for FLT3 kinase domain	22037378
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.71	nM	9.15	Binding affinity to human FLT3	24044867
Receptor-type tyrosine-protein kinase FLT3	Kd	=	1.5	nM	8.82	Binding constant for FLT3(N841I) kinase domain	22037378
Serine/threonine-protein kinase 16	Kd	=	1.7	nM	8.77	Binding constant for STK16 kinase domain	22037378
Proto-oncogene tyrosine-protein kinase receptor Ret	Kd	=	2.2	nM	8.66	Binding constant for RET(V804L) kinase domain	22037378
Mast/stem cell growth factor receptor Kit	Kd	=	2.5	nM	8.6	Binding constant for KIT(D816V) kinase domain	22037378
Proto-oncogene tyrosine-protein kinase receptor Ret	Kd	=	3.1	nM	8.51	Binding constant for RET(V804M) kinase domain	22037378
eIF-2-alpha kinase GCN2	Kd	=	3.3	nM	8.48	Binding constant for GCN2(Kin.Dom.2,S808G) kinase domain	22037378
Platelet-derived growth factor receptor beta	Kd	=	3.3	nM	8.48	Binding constant for PDGFRB kinase domain	22037378
Mast/stem cell growth factor receptor Kit	Kd	=	3.5	nM	8.46	Binding constant for KIT(A829P) kinase domain	22037378
Tyrosine-protein kinase JAK2	Kd	=	3.5	nM	8.46	Binding constant for JAK2(JH1domain-catalytic) kinase domain	22037378
Mitogen-activated protein kinase kinase kinase 10	Kd	=	3.8	nM	8.42	Binding constant for MLK2 kinase domain	22037378
Mitogen-activated protein kinase kinase kinase 10	Ki	=	3.981	nM	8.4	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Proto-oncogene tyrosine-protein kinase receptor Ret	Kd	=	4.1	nM	8.39	Binding constant for RET(M918T) kinase domain	22037378
Proto-oncogene tyrosine-protein kinase receptor Ret	Kd	=	4.1	nM	8.39	Binding constant for RET kinase domain	22037378
Serine/threonine-protein kinase PLK4	Kd	=	4.2	nM	8.38	Binding constant for PLK4 kinase domain	22037378

Literature References

PubMed	DOI	Target Context	# Activities
22037378	10.1038/nbt.1990	Tyrosine-protein kinase ABL1	15
22037378	10.1038/nbt.1990	Epidermal growth factor receptor	12
22257213	10.1021/jm201271b	Tyrosine-protein kinase SYK	11
22037378	10.1038/nbt.1990	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7
22037378	10.1038/nbt.1990	Proto-oncogene tyrosine-protein kinase receptor Ret	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
29191878	10.1126/science.aan4368	Unchecked	4
24779514	10.1021/jm500228a	Tyrosine-protein kinase SYK	4
24726806	10.1016/j.bmcl.2014.03.075	Tyrosine-protein kinase SYK	3
22257213	10.1021/jm201271b	Mus musculus	3
-	10.6019/CHEMBL3885741	Aurora kinase A	3
22037378	10.1038/nbt.1990	Hepatocyte growth factor receptor	3
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-1	2
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-6	2
22037378	10.1038/nbt.1990	Leucine-rich repeat serine/threonine-protein kinase 2	2
22037378	10.1038/nbt.1990	Serine/threonine-protein kinase B-raf	2
22037378	10.1038/nbt.1990	Non-receptor tyrosine-protein kinase TYK2	2
22037378	10.1038/nbt.1990	Ribosomal protein S6 kinase alpha-5	2

Data from ChEMBL 36 via Core Engine