Compound Detail

CHEMBL460472

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COc1ccc2c(Oc3ccc(NC(=O)c4c(C)n(CC(C)(C)O)n(-c5ccccc5)c4=O)nc3)ccnc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL460472
Phase	Preclinical
Structure Type	MOL
InChI Key	GLBZSOQDAOLMGC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

539.6

MW (Da)

4.71

ALogP

HBA

HBD

120.5

PSA (Å²)

0.29

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C30H29N5O5
MW	539.59
Aromatic Rings	5
Heavy Atoms	40
NP-Likeness	-0.92

Activity Summary

IC50 47 meas. best 8.7

Ki 12 meas. best 9.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Hepatocyte growth factor receptor CHEMBL3717	Ki	9.3	8.7914	0.5	7
Unchecked CHEMBL612545	Ki	8.96	8.96	1.1	1
Hepatocyte growth factor receptor CHEMBL5585	Ki	8.7	8.7	2.0	1
Hepatocyte growth factor receptor CHEMBL3717	IC50	8.7	7.785	2.0	4
Unchecked CHEMBL612545	IC50	8.1	7.19	8.0	3
Macrophage-stimulating protein receptor CHEMBL2689	IC50	8.0	8.0	10.0	1
Tyrosine-protein kinase ITK/TSK CHEMBL2959	IC50	7.21	7.21	62.0	1
Hepatocyte growth factor receptor CHEMBL5585	IC50	6.92	6.92	120.0	1
Tyrosine-protein kinase CSK CHEMBL2634	IC50	6.78	6.78	165.0	1
Macrophage colony-stimulating factor 1 receptor CHEMBL1844	IC50	6.62	6.62	238.0	1
Tyrosine-protein kinase Fgr CHEMBL4454	IC50	6.48	6.48	328.0	1
Cytoplasmic tyrosine-protein kinase BMX CHEMBL3834	IC50	6.44	6.44	363.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	6.41	6.41	391.0	1
Tyrosine-protein kinase Lyn CHEMBL3905	IC50	6.3	6.3	506.0	1
Tyrosine-protein kinase Blk CHEMBL2250	IC50	6.29	6.29	519.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.16	6.08	690.0	2
Tyrosine-protein kinase Fes/Fps CHEMBL5455	IC50	6.15	6.15	706.0	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	6.14	6.07	730.0	2
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	IC50	6.0	6.0	1000.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	6.0	6.0	1000.0	1
Insulin receptor CHEMBL1981	IC50	6.0	6.0	1000.0	1
Angiopoietin-1 receptor CHEMBL4128	IC50	6.0	6.0	1000.0	1
Aurora kinase A CHEMBL4722	IC50	6.0	6.0	1000.0	1
Tyrosine-protein kinase BTK CHEMBL5251	IC50	6.0	6.0	1000.0	1
Aurora kinase B CHEMBL2185	IC50	6.0	6.0	1000.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	6.0	6.0	1000.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	IC50	6.0	6.0	1000.0	1
Insulin-like growth factor 1 receptor CHEMBL1957	Ki	5.67	5.67	2150.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	Ki	5.61	5.5	2430.0	2
Mast/stem cell growth factor receptor Kit CHEMBL1936	IC50	5.0	5.0	10000.0	1
RAC-alpha serine/threonine-protein kinase CHEMBL4282	IC50	5.0	5.0	10000.0	1
Ribosomal protein S6 kinase beta-1 CHEMBL4501	IC50	4.6	4.6	25000.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	4.6	4.6	25000.0	1
Serine/threonine-protein kinase pim-1 CHEMBL2147	IC50	4.6	4.6	25000.0	1
RAC-beta serine/threonine-protein kinase CHEMBL2431	IC50	4.6	4.6	25000.0	1
Serine/threonine-protein kinase pim-2 CHEMBL4523	IC50	4.6	4.6	25000.0	1
Fibroblast growth factor receptor 1 CHEMBL3650	IC50	4.6	4.6	25000.0	1
Tyrosine-protein kinase JAK1 CHEMBL2835	IC50	4.6	4.6	25000.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	4.6	4.6	25000.0	1
Ribosomal protein S6 kinase alpha-5 CHEMBL4237	IC50	4.0	4.0	100000.0	1
Mitogen-activated protein kinase 14 CHEMBL260	IC50	4.0	4.0	100000.0	1
Mitogen-activated protein kinase 9 CHEMBL4179	IC50	4.0	4.0	100000.0	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	IC50	4.0	4.0	100000.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	4.0	4.0	100000.0	1
Mitogen-activated protein kinase 3 CHEMBL3385	IC50	4.0	4.0	100000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	2.667	mL.min-1.kg-1	Mus musculus
CL	12.17	mL.min-1.kg-1	Rattus norvegicus
CL	5.667	mL.min-1.kg-1	Canis lupus familiaris
CL	1.667	mL.min-1.kg-1	Macaca fascicularis
CL	5.0	mL.min-1.g-1	Mus musculus
CL	62.0	mL.min-1.g-1	Rattus norvegicus
CL	8.0	mL.min-1.g-1	Canis lupus familiaris
CL	8.0	mL.min-1.g-1	Macaca fascicularis
CL	18.0	mL.min-1.g-1	Homo sapiens
F	100.0	%	Mus musculus
F	100.0	%	Rattus norvegicus
F	100.0	%	Canis lupus familiaris
F	78.0	%	Macaca fascicularis
T1/2	1.3	hr	Mus musculus
T1/2	1.0	hr	Rattus norvegicus
T1/2	2.8	hr	Canis lupus familiaris
T1/2	5.7	hr	Macaca fascicularis
T1/2	2.0	hr	Mus musculus
T1/2	2.0	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Hepatocyte growth factor receptor	Ki	=	0.5	nM	9.3	Inhibition c-Met H1094R mutant by HTRF assay	18553959
Hepatocyte growth factor receptor	Ki	=	1.0	nM	9.0	Inhibition of c-Met by HTRF assay	22320327
Unchecked	Ki	=	1.1	nM	8.96	Inhibition c-Met V10921 mutant	18553959
Hepatocyte growth factor receptor	Ki	=	1.2	nM	8.92	Inhibition of human c-Met by HTRF assay	18553959
Hepatocyte growth factor receptor	Ki	=	1.2	nM	8.92	Inhibition of c-Met (unknown origin)	26717201
Hepatocyte growth factor receptor	IC50	=	2.0	nM	8.7	Inhibition of MET (unknown origin)	37262349
Hepatocyte growth factor receptor	Ki	=	2.0	nM	8.7	Inhibition of mouse c-Met by HTRF assay	18553959
Hepatocyte growth factor receptor	Ki	=	2.2	nM	8.66	Inhibition c-Met D1228H mutant by HTRF assay	18553959
Hepatocyte growth factor receptor	Ki	=	4.1	nM	8.39	Inhibition c-Met M1250T mutant by HTRF assay	18553959
Hepatocyte growth factor receptor	Ki	=	4.5	nM	8.35	Inhibition c-Met Y1230H mutant by HTRF assay	18553959
Unchecked	IC50	=	8.0	nM	8.1	Inhibition of RON	18553959
Macrophage-stimulating protein receptor	IC50	=	10.0	nM	8.0	Inhibition of RON by HTRF assay	22320327
Hepatocyte growth factor receptor	IC50	=	10.0	nM	8.0	Inhibition of c-Met by HTRF assay	22320327
Hepatocyte growth factor receptor	IC50	=	60.0	nM	7.22	Inhibition of HGF-mediated c-Met phosphorylation in human PC3 cells	18553959
Hepatocyte growth factor receptor	IC50	=	60.1	nM	7.22	Inhibition of HGF-mediated c-Met autophosphorylation in human PC3 cells after 10...	22320327
Tyrosine-protein kinase ITK/TSK	IC50	=	62.0	nM	7.21	Inhibition of ITK	18553959
Unchecked	IC50	=	120.0	nM	6.92	Inhibition of PDGF	18553959
Hepatocyte growth factor receptor	IC50	=	120.0	nM	6.92	Inhibition of HGF-mediated c-Met phosphorylation in mouse CT26 cells	18553959
Tyrosine-protein kinase CSK	IC50	=	165.0	nM	6.78	Inhibition of CSK	18553959
Macrophage colony-stimulating factor 1 receptor	IC50	=	238.0	nM	6.62	Inhibition of CFMS	18553959

Literature References

PubMed	DOI	Target Context	# Activities
18553959	10.1021/jm800401t	Hepatocyte growth factor receptor	8
18553959	10.1021/jm800401t	Mus musculus	8
18553959	10.1021/jm800401t	Rattus norvegicus	5
18553959	10.1021/jm800401t	Unchecked	4
18553959	10.1021/jm800401t	Canis familiaris	4
18553959	10.1021/jm800401t	Cynomolgus monkey	4
18553959	10.1021/jm800401t	ADMET	3
22320327	10.1021/jm201331s	Hepatocyte growth factor receptor	3
18553959	10.1021/jm800401t	Caco-2	2
18553959	10.1021/jm800401t	NON-PROTEIN TARGET	2
22320327	10.1021/jm201331s	Unchecked	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
22320327	10.1021/jm201331s	Vascular endothelial growth factor receptor 2	2
22320327	10.1021/jm201331s	Insulin-like growth factor 1 receptor	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
18553959	10.1021/jm800401t	NIH3T3	2
18553959	10.1021/jm800401t	Liver microsomes	2
18553959	10.1021/jm800401t	Vascular endothelial growth factor receptor 2	2
18553959	10.1021/jm800401t	Tyrosine-protein kinase Blk	1
18553959	10.1021/jm800401t	Tyrosine-protein kinase Fes/Fps	1

Data from ChEMBL 36 via Core Engine