Compound Detail

CHEMBL4075720

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CN1CCN(Cc2ccc(NC(=O)c3n[nH]cc3Nc3ncnc4sccc34)cc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4075720
Phase	Preclinical
Structure Type	MOL
InChI Key	UDVJBRYBBSVDDS-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

448.6

MW (Da)

3.16

ALogP

HBA

HBD

102.1

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C22H24N8OS
MW	448.56
Aromatic Rings	4
Heavy Atoms	32
NP-Likeness	-2.22

Activity Summary

IC50 29 meas. best 9.36

Kd 3 meas. best 9.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	9.64	8.8933	0.2	3
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	9.36	8.6478	0.4	9
Cyclin-dependent kinase 4/cyclin D1 CHEMBL1907601	IC50	8.48	8.48	3.3	1
Cyclin-dependent kinase 6 CHEMBL2508	IC50	8.48	8.48	3.3	1
CDK6/cyclin D1 CHEMBL2111455	IC50	8.37	8.37	4.2	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	IC50	8.35	8.35	4.5	1
CDK2/Cyclin A1 CHEMBL3038470	IC50	8.23	8.23	5.8	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	8.04	8.04	9.1	1
MV4-11 CHEMBL613835	IC50	7.8	7.76	16.0	2
Vascular endothelial growth factor receptor 1 CHEMBL1868	IC50	7.7	7.7	19.8	2
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	7.46	7.46	35.1	2
MOLM-13 CHEMBL3706572	IC50	7.43	7.43	37.0	1
CDK9/Cyclin K CHEMBL3038475	IC50	7.41	7.41	38.9	1
ALK tyrosine kinase receptor CHEMBL4247	IC50	7.03	7.03	94.1	1
CDK1/Cyclin E CHEMBL3038468	IC50	7.02	7.02	96.0	1
MOLT-4 CHEMBL614177	IC50	5.67	5.67	2115.0	1
Jurkat CHEMBL397	IC50	5.34	5.34	4595.0	1
K562 CHEMBL385	IC50	4.93	4.93	11620.0	1
HL-60 CHEMBL383	IC50	4.57	4.57	26690.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	13.58	mL.min-1.g-1	Homo sapiens
T1/2	0.85	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Receptor-type tyrosine-protein kinase FLT3	Kd	=	0.23	nM	9.64	Binding affinity to human FLT3 ITD/D835V double mutant expressed in bacterial ex...	29894944
Receptor-type tyrosine-protein kinase FLT3	IC50	=	0.438	nM	9.36	Inhibition of human FLT3 using EAIYAAPFAKKK as substrate preincubated for 20 min...	29357250
Receptor-type tyrosine-protein kinase FLT3	IC50	=	0.54	nM	9.27	Inhibition of human FLT3 D835Y mutant by Hotspot assay	29894944
Receptor-type tyrosine-protein kinase FLT3	IC50	=	0.6	nM	9.22	Inhibition of human FLT3 by Hotspot assay	29894944
Receptor-type tyrosine-protein kinase FLT3	IC50	=	1.23	nM	8.91	Inhibition of human FLT3 F594_R595insR mutant by Hotspot assay	29894944
Receptor-type tyrosine-protein kinase FLT3	Kd	=	1.3	nM	8.89	Binding affinity to human FLT3 ITD/F691L double mutant expressed in bacterial ex...	29894944
Receptor-type tyrosine-protein kinase FLT3	IC50	=	1.85	nM	8.73	Inhibition of human FLT3 ITD-W51 mutant by Hotspot assay	29894944
Receptor-type tyrosine-protein kinase FLT3	IC50	=	2.67	nM	8.57	Inhibition of human FLT3 R595_E596 mutant by Hotspot assay	29894944
Cyclin-dependent kinase 4/cyclin D1	IC50	=	3.33	nM	8.48	Inhibition of human CDK4/Cyclin D1 using RB protein as substrate preincubated fo...	29357250
Cyclin-dependent kinase 6	IC50	=	3.33	nM	8.48	Inhibition of CDK6 (unknown origin) by Hotspot assay	29894944
CDK6/cyclin D1	IC50	=	4.24	nM	8.37	Inhibition of human CDK6/Cyclin D1 using RB protein as substrate preincubated fo...	29357250
Vascular endothelial growth factor receptor 3	IC50	=	4.5	nM	8.35	Inhibition of human FLT4 by Hotspot assay	29894944
CDK2/Cyclin A1	IC50	=	5.85	nM	8.23	Inhibition of human CDK2/Cyclin A1 using histone H1 as substrate preincubated fo...	29357250
Receptor-type tyrosine-protein kinase FLT3	Kd	=	7.01	nM	8.15	Binding affinity to human FLT3 D835Y mutant (Q580 to Y969 residues) expressed in...	29894944
Receptor-type tyrosine-protein kinase FLT3	IC50	=	7.35	nM	8.13	Inhibition of human FLT3 F594_R595insREY mutant by Hotspot assay	29894944
Cyclin-dependent kinase 2	IC50	=	9.1	nM	8.04	Inhibition of CDK2 (unknown origin) by Hotspot assay	29894944
Receptor-type tyrosine-protein kinase FLT3	IC50	=	13.22	nM	7.88	Inhibition of human FLT3 Y591-V592 mutant by Hotspot assay	29894944
MV4-11	IC50	=	16.0	nM	7.8	Growth inhibition of human MV4-11 cells harboring FLT3-ITD after 72 hrs by Cell-...	29894944
Receptor-type tyrosine-protein kinase FLT3	IC50	=	17.54	nM	7.76	Inhibition of human FLT3 ITD-NPOS mutant by Hotspot assay	29894944
MV4-11	IC50	=	19.0	nM	7.72	Growth inhibition of human MV4-11 cells after 72 hrs by CellTiter-Glo assay	29357250

Literature References

PubMed	DOI	Target Context	# Activities
29894944	10.1016/j.ejmech.2018.06.010	Receptor-type tyrosine-protein kinase FLT3	12
29894944	10.1016/j.ejmech.2018.06.010	ADMET	3
29894944	10.1016/j.ejmech.2018.06.010	Cyclin-dependent kinase 6	2
29894944	10.1016/j.ejmech.2018.06.010	Cyclin-dependent kinase 2	2
29357250	10.1021/acs.jmedchem.7b01261	CDK6/cyclin D1	1
29894944	10.1016/j.ejmech.2018.06.010	Jurkat	1
29894944	10.1016/j.ejmech.2018.06.010	MV4-11	1
29357250	10.1021/acs.jmedchem.7b01261	Receptor-type tyrosine-protein kinase FLT3	1
29357250	10.1021/acs.jmedchem.7b01261	CDK2/Cyclin A1	1
29357250	10.1021/acs.jmedchem.7b01261	MV4-11	1
29357250	10.1021/acs.jmedchem.7b01261	Cyclin-dependent kinase 4/cyclin D1	1
29357250	10.1021/acs.jmedchem.7b01261	MGC-803	1
29357250	10.1021/acs.jmedchem.7b01261	Vascular endothelial growth factor receptor 1	1
29357250	10.1021/acs.jmedchem.7b01261	Vascular endothelial growth factor receptor 2	1
29357250	10.1021/acs.jmedchem.7b01261	ALK tyrosine kinase receptor	1
29357250	10.1021/acs.jmedchem.7b01261	CDK1/Cyclin E	1
29357250	10.1021/acs.jmedchem.7b01261	RS4-11	1
29357250	10.1021/acs.jmedchem.7b01261	MCF7	1
29357250	10.1021/acs.jmedchem.7b01261	HCT-116	1
29357250	10.1021/acs.jmedchem.7b01261	NCI-H82	1

Data from ChEMBL 36 via Core Engine