Compound Detail

CHEMBL450786

PHA-665752

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Cc1[nH]c(/C=C2\C(=O)Nc3ccc(S(=O)(=O)Cc4c(Cl)cccc4Cl)cc32)c(C)c1C(=O)N1CCC[C@@H]1CN1CCCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL450786
Name	PHA-665752
Phase	Preclinical
Structure Type	MOL
InChI Key	OYONTEXKYJZFHA-SSHUPFPWSA-N

274

Targets

579

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

641.6

MW (Da)

6.11

ALogP

HBA

HBD

102.6

PSA (Å²)

0.30

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C32H34Cl2N4O4S
MW	641.62
Aromatic Rings	3
Heavy Atoms	43
NP-Likeness	-1.20

Activity Summary

IC50 395 meas. best 8.05

Kd 180 meas. best 9.57

EC50 4 meas. best 7.38

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Hepatocyte growth factor receptor CHEMBL3717	Kd	9.57	9.28	0.3	3
Hepatocyte growth factor receptor CHEMBL3717	IC50	8.05	6.8117	9.0	12
SRSF protein kinase 1 CHEMBL4375	Kd	7.39	7.39	41.0	1
Hepatocyte growth factor receptor CHEMBL3717	EC50	7.38	7.38	42.0	1
Serine/threonine-protein kinase TAO3 CHEMBL5701	Kd	7.37	7.37	43.0	1
BMP-2-inducible protein kinase CHEMBL4522	Kd	7.33	7.33	47.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	7.24	6.5643	58.0	7
Rhodopsin kinase GRK7 CHEMBL1075133	Kd	7.21	7.21	61.0	1
Homeodomain-interacting protein kinase 3 CHEMBL4577	Kd	7.2	7.2	63.0	1
Calcium/calmodulin-dependent protein kinase kinase 1 CHEMBL5256	Kd	7.19	7.19	64.0	1
Macrophage-stimulating protein receptor CHEMBL2689	IC50	7.17	7.17	68.0	2
Epithelial discoidin domain-containing receptor 1 CHEMBL5319	Kd	7.16	7.16	70.0	1
Calcium/calmodulin-dependent protein kinase kinase 2 CHEMBL5284	Kd	7.14	7.14	73.0	1
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	7.11	7.11	78.0	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Kd	7.1	7.1	79.0	1
Homeodomain-interacting protein kinase 1 CHEMBL5427	Kd	7.03	7.03	93.0	1
Homeodomain-interacting protein kinase 4 CHEMBL1075167	IC50	7.0	7.0	100.0	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	IC50	7.0	7.0	100.0	1
Homeodomain-interacting protein kinase 3 CHEMBL4577	IC50	7.0	7.0	100.0	1
Homeodomain-interacting protein kinase 1 CHEMBL5427	IC50	7.0	7.0	100.0	1
Tyrosine-protein kinase receptor UFO CHEMBL4895	Kd	6.96	6.96	110.0	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	Kd	6.92	6.92	120.0	1
SNU-5 CHEMBL614934	IC50	6.91	6.91	123.8	1
Cyclin-dependent kinase 7 CHEMBL3055	Kd	6.89	6.89	130.0	1
Mitogen-activated protein kinase kinase kinase kinase 1 CHEMBL5749	Kd	6.82	6.82	150.0	1
LB2241-RCC CHEMBL2366330	IC50	6.8	6.8	157.0	1
Vascular endothelial growth factor receptor 2 CHEMBL279	IC50	6.7	6.38	200.0	2
Misshapen-like kinase 1 CHEMBL5518	Kd	6.6	6.6	250.0	1
Phosphatidylinositol 4-phosphate 5-kinase type-1 alpha CHEMBL5969	Kd	6.55	6.55	280.0	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Kd	6.55	6.55	280.0	1
Serine/threonine-protein kinase 10 CHEMBL3981	Kd	6.54	6.54	290.0	1
Aurora kinase C CHEMBL3935	Kd	6.52	6.52	300.0	1
5'-AMP-activated protein kinase catalytic subunit alpha-1 CHEMBL4045	Kd	6.51	6.51	310.0	1
TRAF2 and NCK-interacting protein kinase CHEMBL4527	Kd	6.51	6.51	310.0	1
Tyrosine-protein kinase Lck CHEMBL258	Kd	6.5	6.5	320.0	1
High affinity nerve growth factor receptor CHEMBL2815	Kd	6.5	6.5	320.0	1
AP2-associated protein kinase 1 CHEMBL3830	Kd	6.5	6.5	320.0	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Kd	6.46	6.46	350.0	1
KINGS-1 CHEMBL2366229	IC50	6.45	6.45	359.1	1
Cyclin-dependent kinase 4 CHEMBL331	Kd	6.42	6.01	380.0	2
Serine/threonine-protein kinase RIO3 CHEMBL5659	Kd	6.41	6.4067	390.0	3
Serine/threonine-protein kinase ICK CHEMBL1163126	Kd	6.4	6.4	400.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Kd	6.39	6.39	410.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	Kd	6.39	6.39	410.0	1
G protein-coupled receptor kinase 4 CHEMBL5861	Kd	6.38	6.38	420.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Kd	6.37	6.37	430.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	6.34	6.2575	460.0	4
Serine/threonine-protein kinase TAO1 CHEMBL5261	Kd	6.34	6.34	460.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Kd	6.33	6.33	470.0	1
Serine/threonine-protein kinase RIO1 CHEMBL5975	Kd	6.33	6.33	470.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Hepatocyte growth factor receptor	Kd	=	0.27	nM	9.57	Binding constant for MET kinase domain	22037378
Hepatocyte growth factor receptor	Kd	=	0.64	nM	9.19	Binding constant for MET(M1250T) kinase domain	22037378
Hepatocyte growth factor receptor	Kd	=	0.83	nM	9.08	Binding constant for MET(Y1235D) kinase domain	22037378
Hepatocyte growth factor receptor	IC50	=	9.0	nM	8.05	Inhibition of c-Met	18077425
Hepatocyte growth factor receptor	IC50	=	9.0	nM	8.05	Inhibition of human recombinant c-MET kinase expressed in A549 cells assessed as...	21812414
Hepatocyte growth factor receptor	IC50	=	9.0	nM	8.05	Inhibition of human recombinant c-MET kinase in GTL-16 cells assessed as inhibit...	21812414
Hepatocyte growth factor receptor	IC50	=	9.0	nM	8.05	Inhibition of c-Met (unknown origin)	26717201
Hepatocyte growth factor receptor	IC50	=	9.0	nM	8.05	Inhibition of MET (unknown origin)	23468529
Hepatocyte growth factor receptor	IC50	=	38.0	nM	7.42	Inhibition of c-Met	19211249
Hepatocyte growth factor receptor	IC50	=	38.0	nM	7.42	Inhibition of GST-tagged c-Met expressed in Sf9 cells	19854051
SRSF protein kinase 1	Kd	=	41.0	nM	7.39	Binding constant for SRPK1 kinase domain	22037378
Hepatocyte growth factor receptor	EC50	=	42.0	nM	7.38	Inhibition of c-Met by cellular assay	18077425
Serine/threonine-protein kinase TAO3	Kd	=	43.0	nM	7.37	Binding constant for TAOK3 kinase domain	22037378
BMP-2-inducible protein kinase	Kd	=	47.0	nM	7.33	Binding constant for BIKE kinase domain	22037378
Receptor-type tyrosine-protein kinase FLT3	Kd	=	58.0	nM	7.24	Binding constant for FLT3(ITD) kinase domain	22037378
Rhodopsin kinase GRK7	Kd	=	61.0	nM	7.21	Binding constant for GRK7 kinase domain	22037378
Homeodomain-interacting protein kinase 3	Kd	=	63.0	nM	7.2	Binding constant for HIPK3 kinase domain	22037378
Calcium/calmodulin-dependent protein kinase kinase 1	Kd	=	64.0	nM	7.19	Binding constant for CAMKK1 kinase domain	22037378
Macrophage-stimulating protein receptor	IC50	=	68.0	nM	7.17	Inhibition of Ron	18077425
Macrophage-stimulating protein receptor	IC50	=	68.0	nM	7.17	Inhibition of RON (unknown origin)	23468529

Literature References

PubMed	DOI	Target Context	# Activities
18077425	10.1073/pnas.0707498104	NON-PROTEIN TARGET	226
22037378	10.1038/nbt.1990	Tyrosine-protein kinase ABL1	15
18077425	10.1073/pnas.0707498104	COLO	14
22037378	10.1038/nbt.1990	Epidermal growth factor receptor	12
22037378	10.1038/nbt.1990	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10
26254279	10.18632/oncotarget.4214	Hepatocyte growth factor receptor	8
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7
18077425	10.1073/pnas.0707498104	Unchecked	7
18077425	10.1073/pnas.0707498104	HeLa	6
27563407	10.1021/acsmedchemlett.6b00223	HCC827	6
20485427	10.1038/nature09107	Plasmodium falciparum	4
36701569	10.1021/acs.jmedchem.2c01731	Cyclin-dependent kinase 2	4
22037378	10.1038/nbt.1990	Proto-oncogene tyrosine-protein kinase receptor Ret	4
-	10.6019/CHEMBL5096127	Schistosoma mansoni	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
27563407	10.1021/acsmedchemlett.6b00223	ADMET	3
22037378	10.1038/nbt.1990	Hepatocyte growth factor receptor	3
18077425	10.1073/pnas.0707498104	Hepatocyte growth factor receptor	3
27563407	10.1021/acsmedchemlett.6b00223	Hepatocyte growth factor receptor	3

Data from ChEMBL 36 via Core Engine