Compound Detail

CHEMBL2332840

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O=C(Nc1ccc(Oc2ncnc3[nH]ncc23)cc1)Nc1ccc(Cl)c(C(F)(F)F)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2332840
Phase	Preclinical
Structure Type	MOL
InChI Key	NZCHGHMPHKCWLR-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

448.8

MW (Da)

5.46

ALogP

HBA

HBD

104.8

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H12ClF3N6O2
MW	448.79
Aromatic Rings	4
Heavy Atoms	31
NP-Likeness	-1.93

Activity Summary

IC50 19 meas. best 9.0

Kd 1 meas. best 8.37

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	9.0	8.2371	1.0	7
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	8.37	8.37	4.3	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	7.92	6.785	12.0	2
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	IC50	7.14	7.14	72.0	1
Platelet-derived growth factor receptor alpha CHEMBL2007	IC50	6.65	6.65	223.0	1
Platelet-derived growth factor receptor beta CHEMBL1913	IC50	6.39	6.39	408.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	6.29	6.29	507.0	1
Fibroblast growth factor receptor 2 CHEMBL4142	IC50	5.74	5.74	1805.0	1
Vascular endothelial growth factor receptor 2 CHEMBL2331049	IC50	5.65	5.65	2250.0	1
TT CHEMBL2366083	IC50	5.47	5.47	3420.0	1
MDA-MB-468 CHEMBL614335	IC50	5.17	5.17	6680.0	1
MKN-45 CHEMBL614354	IC50	5.08	5.08	8230.0	1
Jurkat CHEMBL397	IC50	5.06	5.06	8720.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	318817.4	ng.hr.mL-1	Rattus norvegicus
Cmax	33690.59	nM	Rattus norvegicus
F	66.7	%	Rattus norvegicus
T1/2	12.6	hr	Rattus norvegicus

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 in human MV4-11 cells assessed as inhibition of Erk1/2 phosph...	23362959
Receptor-type tyrosine-protein kinase FLT3	IC50	=	3.0	nM	8.52	Inhibition of FLT3 in human MV4-11 cells assessed as inhibition of STAT5 phospho...	23362959
Receptor-type tyrosine-protein kinase FLT3	IC50	=	3.0	nM	8.52	Inhibition of FLT3 phosphorylation in human MV4-11 cells after 20 hrs by Western...	23362959
Receptor-type tyrosine-protein kinase FLT3	IC50	=	4.0	nM	8.4	Inhibition of FLT3-ITD mutant in human MV4-11 cells assessed as decrease in cell...	23362959
Receptor-type tyrosine-protein kinase FLT3	IC50	=	4.0	nM	8.4	Inhibition of Flt3 (unknown origin) using poly(Glu:Tyr) as substrate by ELISA-ba...	-
Receptor-type tyrosine-protein kinase FLT3	Kd	=	4.3	nM	8.37	Binding affinity to FLT3-ITD mutant (unknown origin)	23362959
Vascular endothelial growth factor receptor 2	IC50	=	12.0	nM	7.92	Inhibition of VEGFR2 (unknown origin)	23362959
Receptor-type tyrosine-protein kinase FLT3	IC50	=	39.0	nM	7.41	Inhibition of FLT3 (unknown origin)	23362959
Receptor-type tyrosine-protein kinase FLT3	IC50	=	39.0	nM	7.41	Inhibition of recombinant human N-terminal GST-tagged FLT3 (564 to end residues)...	27535613
RAF proto-oncogene serine/threonine-protein kinase	IC50	=	72.0	nM	7.14	Inhibition of c-RAF (unknown origin)	23362959
Platelet-derived growth factor receptor alpha	IC50	=	223.0	nM	6.65	Inhibition of PDGFRalpha (unknown origin)	23362959
Platelet-derived growth factor receptor beta	IC50	=	408.0	nM	6.39	Inhibition of PDGFRbeta (unknown origin)	23362959
Mast/stem cell growth factor receptor Kit	IC50	=	507.0	nM	6.29	Inhibition of c-Kit (unknown origin)	23362959
Fibroblast growth factor receptor 2	IC50	=	1805.0	nM	5.74	Inhibition of FGFR2 (unknown origin)	23362959
Vascular endothelial growth factor receptor 2	IC50	=	2250.0	nM	5.65	Inhibition of VEGFR2 in transgenic zebrafish embryo assessed as inhibition of in...	23362959
Vascular endothelial growth factor receptor 2	IC50	=	2250.0	nM	5.65	Inhibition of VEGFR2 (unknown origin) using poly(Glu:Tyr) as substrate by ELISA-...	-
TT	IC50	=	3420.0	nM	5.47	Cytotoxicity against human TT cells assessed as growth inhibition after 72 hrs b...	23362959
MDA-MB-468	IC50	=	6680.0	nM	5.17	Cytotoxicity against human MDA-MB-468 cells assessed as growth inhibition after ...	23362959
MKN-45	IC50	=	8230.0	nM	5.08	Cytotoxicity against human MKN45 cells assessed as growth inhibition after 72 hr...	23362959
Jurkat	IC50	=	8720.0	nM	5.06	Cytotoxicity against human Jurkat cells assessed as growth inhibition after 72 h...	23362959

Literature References

PubMed	DOI	Target Context	# Activities
23362959	10.1021/jm301537p	MV4-11	16
23362959	10.1021/jm301537p	Receptor-type tyrosine-protein kinase FLT3	7
23362959	10.1021/jm301537p	Rattus norvegicus	4
23362959	10.1021/jm301537p	Vascular endothelial growth factor receptor 2	4
23362959	10.1021/jm301537p	Unchecked	2
23362959	10.1021/jm301537p	Mus musculus	2
23362959	10.1021/jm301537p	NON-PROTEIN TARGET	1
23362959	10.1021/jm301537p	SK-OV-3	1
23362959	10.1021/jm301537p	U-266	1
23362959	10.1021/jm301537p	DU-145	1
23362959	10.1021/jm301537p	LoVo	1
23362959	10.1021/jm301537p	KARPAS-299	1
23362959	10.1021/jm301537p	U-937	1
23362959	10.1021/jm301537p	Raji	1
23362959	10.1021/jm301537p	A549	1
23362959	10.1021/jm301537p	SMMC-7721	1
23362959	10.1021/jm301537p	Bel-7402	1
23362959	10.1021/jm301537p	TT	1
23362959	10.1021/jm301537p	MCF7	1
27535613	10.1021/acs.jmedchem.6b00604	Receptor-type tyrosine-protein kinase FLT3	1

Data from ChEMBL 36 via Core Engine