Compound Detail

CHEMBL324153

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c1cc(-c2cnn3cc(-c4ccc(OCCN5CCOCC5)cc4)cnc23)ccn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL324153
Phase	Preclinical
Structure Type	MOL
InChI Key	OOQJIJYKWXLQNC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

401.5

MW (Da)

3.17

ALogP

HBA

HBD

64.8

PSA (Å²)

0.49

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C23H23N5O2
MW	401.47
Aromatic Rings	4
Heavy Atoms	30
NP-Likeness	-1.60

Activity Summary

IC50 12 meas. best 9.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	9.0	9.0	1.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	7.96	7.605	11.0	2
Vascular endothelial growth factor receptor CHEMBL2095227	IC50	7.51	7.51	31.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	7.3	7.3	50.0	1
MAP kinase-interacting serine/threonine-protein kinase 1 CHEMBL4718	IC50	6.89	6.89	130.0	1
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	6.68	6.68	210.0	1
Ephrin type-A receptor 2 CHEMBL2068	IC50	6.6	6.6	250.0	1
AMP-activated protein kinase, AMPK CHEMBL2096907	IC50	6.55	6.55	280.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	6.52	6.52	300.0	1
Bone morphogenetic protein 4 CHEMBL5350	IC50	5.7	5.7	2000.0	1
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	IC50	5.68	5.68	2100.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Receptor-type tyrosine-protein kinase FLT3	IC50	=	1.0	nM	9.0	Inhibition of FLT3 by Hot Spot filtration binding assay	20932747
Vascular endothelial growth factor receptor 2	IC50	=	11.0	nM	7.96	Inhibition of Vascular endothelial growth factor receptor 2	12443771
Vascular endothelial growth factor receptor	IC50	=	31.0	nM	7.51	Inhibition of VEGF-stimulated mitogenesis in endothelial cells	12443771
Proto-oncogene tyrosine-protein kinase Src	IC50	=	50.0	nM	7.3	Inhibition of c-SRC by Hot Spot filtration binding assay	20932747
Vascular endothelial growth factor receptor 2	IC50	=	56.0	nM	7.25	Inhibition of KDR by Hot Spot filtration binding assay	20932747
MAP kinase-interacting serine/threonine-protein kinase 1	IC50	=	130.0	nM	6.89	Inhibition of MNK1 by Hot Spot filtration binding assay	20932747
Vascular endothelial growth factor receptor 1	IC50	=	210.0	nM	6.68	Inhibition of FLT1 by Hot Spot filtration binding assay	20932747
Ephrin type-A receptor 2	IC50	=	250.0	nM	6.6	Inhibition of EphA2 by Hot Spot filtration binding assay	20932747
AMP-activated protein kinase, AMPK	IC50	=	280.0	nM	6.55	Inhibition of human AMPK alpha-2/beta-1/gamma-1 by Hot Spot filtration binding a...	20932747
Tyrosine-protein kinase Lck	IC50	=	300.0	nM	6.52	Inhibition of LCK by Hot Spot filtration binding assay	20932747
Bone morphogenetic protein 4	IC50	=	2000.0	nM	5.7	Inhibition of BMP4-induced phosphorylation of SMAD 1/5/8 by cytoblot cellular EL...	18621530
Ribosomal protein S6 kinase alpha-1	IC50	=	2100.0	nM	5.68	Inhibition of RSK1 by Hot Spot filtration binding assay	20932747

Literature References

PubMed	DOI	Target Context	# Activities
12443771	10.1016/s0960-894x(02)00827-2	Vascular endothelial growth factor receptor 2	1
12443771	10.1016/s0960-894x(02)00827-2	Vascular endothelial growth factor receptor	1
18621530	10.1016/j.bmcl.2008.06.052	Bone morphogenetic protein 4	1
20932747	10.1016/j.bmcl.2010.09.088	AMP-activated protein kinase, AMPK	1
20932747	10.1016/j.bmcl.2010.09.088	Proto-oncogene tyrosine-protein kinase Src	1
20932747	10.1016/j.bmcl.2010.09.088	Ephrin type-A receptor 2	1
20932747	10.1016/j.bmcl.2010.09.088	Vascular endothelial growth factor receptor 1	1
20932747	10.1016/j.bmcl.2010.09.088	Receptor-type tyrosine-protein kinase FLT3	1
20932747	10.1016/j.bmcl.2010.09.088	Vascular endothelial growth factor receptor 2	1
20932747	10.1016/j.bmcl.2010.09.088	Tyrosine-protein kinase Lck	1
20932747	10.1016/j.bmcl.2010.09.088	MAP kinase-interacting serine/threonine-protein kinase 1	1
20932747	10.1016/j.bmcl.2010.09.088	Ribosomal protein S6 kinase alpha-1	1

Data from ChEMBL 36 via Core Engine