Compound Detail

CHEMBL201307

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COc1cc2c(Nc3ncc(CC(=O)Nc4cccc(F)c4)s3)ncnc2cc1OCCCN1CCC(CO)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL201307
Phase	Preclinical
Structure Type	MOL
InChI Key	QNJAKUMXJFWQOG-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

580.7

MW (Da)

4.63

ALogP

HBA

HBD

121.7

PSA (Å²)

0.21

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 15 meas. best 8.7

Ki 1 meas. best 8.3

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
SW-620 CHEMBL612262	IC50	8.7	8.5	2.0	2
SW-620 CHEMBL612262	Ki	8.3	8.3	5.0	1
Aurora kinase B CHEMBL2185	IC50	8.15	8.15	7.0	2
Unchecked CHEMBL612545	IC50	8.15	8.15	7.0	1
Epidermal growth factor receptor CHEMBL203	IC50	6.1	6.1	800.0	2
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.0	6.0	1000.0	1
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	5.52	5.52	3000.0	1
Focal adhesion kinase 1 CHEMBL2695	IC50	5.4	5.4	4000.0	1
Fibroblast growth factor receptor CHEMBL2095217	IC50	5.1	5.1	8000.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	4.89	4.89	13000.0	1
Tyrosine-protein kinase CSK CHEMBL2634	IC50	4.68	4.68	21000.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	4.6	4.6	25000.0	1
Cyclin-dependent kinase 2 CHEMBL301	IC50	4.21	4.21	62000.0	1

Parameter	Value	Units	Species
CL	16.6	mL.min-1.kg-1	Rattus norvegicus
Fu	0.024	-	Rattus norvegicus
T1/2	5.0	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
SW-620	IC50	=	2.0	nM	8.7	Reduction in the phospho-histone H3 positive cells in mice bearing human colorec...	16451062
SW-620	IC50	=	5.0	nM	8.3	Inhibition of phosphorylation of histone H3 in human SW620 cells	16451062
SW-620	Ki	=	5.0	nM	8.3	inhibition of histone-H3 phosphorylation following 24 hr incubation in SW620 tum...	17373783
Unchecked	IC50	=	7.0	nM	8.15	Inhibition of Aurora B-INCENP complex activity	16451062
Aurora kinase B	IC50	=	7.0	nM	8.15	Inhibition of aurora B kinase	19320489
Aurora kinase B	IC50	=	7.0	nM	8.15	Inhibition of Aurora B kinase	16783341
Epidermal growth factor receptor	IC50	=	800.0	nM	6.1	Inhibitory activity against EGFR	16451062
Epidermal growth factor receptor	IC50	=	800.0	nM	6.1	Inhibition of EGFR kinase	16783341
Vascular endothelial growth factor receptor 2	IC50	=	1000.0	nM	6.0	Inhibitory activity against KDR	16451062
Proto-oncogene tyrosine-protein kinase Src	IC50	=	3000.0	nM	5.52	Inhibitory activity against SRC	16451062
Focal adhesion kinase 1	IC50	=	4000.0	nM	5.4	Inhibitory activity against FAK	16451062
Fibroblast growth factor receptor	IC50	=	8000.0	nM	5.1	Inhibitory activity against FGFR	16451062
Insulin-like growth factor 1 receptor	IC50	=	13000.0	nM	4.89	Inhibitory activity against IGFR	16451062
Tyrosine-protein kinase CSK	IC50	=	21000.0	nM	4.68	Inhibitory activity against CSK	16451062
Tyrosine-protein kinase JAK3	IC50	=	25000.0	nM	4.6	Inhibitory activity against JAK3	16451062
Cyclin-dependent kinase 2	IC50	=	62000.0	nM	4.21	Inhibitory activity against CDK2	16451062

PubMed	DOI	Target Context	# Activities
16451062	10.1021/jm050786h	Rattus norvegicus	4
-	10.6019/CHEMBL3301361	No relevant target	2
16451062	10.1021/jm050786h	SW-620	2
16451062	10.1021/jm050786h	No relevant target	2
16451062	10.1021/jm050786h	Fibroblast growth factor receptor	1
17373783	10.1021/jm061335f	ADMET	1
17373783	10.1021/jm061335f	No relevant target	1
16451062	10.1021/jm050786h	Proto-oncogene tyrosine-protein kinase Src	1
16451062	10.1021/jm050786h	cAMP-dependent protein kinase (PKA)	1
16451062	10.1021/jm050786h	Mitogen-activated protein kinase 14	1
16451062	10.1021/jm050786h	Vascular endothelial growth factor receptor 2	1
16451062	10.1021/jm050786h	Mitogen-activated protein kinase 8	1
16451062	10.1021/jm050786h	Tyrosine-protein kinase JAK3	1
16451062	10.1021/jm050786h	Insulin-like growth factor 1 receptor	1
16451062	10.1021/jm050786h	Aurora kinase A	1
16451062	10.1021/jm050786h	Focal adhesion kinase 1	1
16451062	10.1021/jm050786h	Epidermal growth factor receptor	1
16451062	10.1021/jm050786h	Tyrosine-protein kinase CSK	1
16451062	10.1021/jm050786h	Cyclin-dependent kinase 2	1
16451062	10.1021/jm050786h	Voltage-gated inwardly rectifying potassium channel KCNH2	1

Data from ChEMBL 36 via Core Engine