Compound Detail

CHEMBL1084546

PF-00562271

Phase I

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Phase I

CN(c1ncccc1CNc1nc(Nc2ccc3c(c2)CC(=O)N3)ncc1C(F)(F)F)S(C)(=O)=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1084546
Name	PF-00562271
Phase	Phase I
Structure Type	MOL
InChI Key	MZDKLVOWGIOKTN-UHFFFAOYSA-N

Known Names

PF 00562271-26 PF 562271 Pf-00562271 Pf-562271 besilate

691

Targets

845

Activities

Assay Types

PK Parameters

Publications

Known Names

Mechanisms

Molecular Properties

507.5

MW (Da)

3.14

ALogP

HBA

HBD

129.2

PSA (Å²)

0.44

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Extended Properties

Molecular Formula	C21H20F3N7O3S
MW	507.50
Aromatic Rings	3
Heavy Atoms	35
NP-Likeness	-1.59

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Focal adhesion kinase 1 inhibitor	INHIBITOR	Focal adhesion kinase 1	✓	✓

Activity Summary

IC50 685 meas. best 9.0

Ki 106 meas. best 9.2

Kd 54 meas. best 9.12

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Focal adhesion kinase 1 CHEMBL2695	Ki	9.2	8.615	0.6	2
Unchecked CHEMBL612545	Kd	9.12	6.81	0.8	3
Focal adhesion kinase 1 CHEMBL2695	IC50	9.0	8.84	1.0	9
Focal adhesion kinase 1 CHEMBL2695	Kd	9.0	9.0	1.0	1
Protein kinase C theta type CHEMBL3920	Kd	9.0	9.0	1.0	1
Protein-tyrosine kinase 2-beta CHEMBL5469	IC50	8.85	8.074	1.4	5
Unchecked CHEMBL612545	IC50	8.82	6.945	1.5	2
Protein-tyrosine kinase 2-beta CHEMBL5469	Ki	8.5	7.66	3.2	2
Protein-tyrosine kinase 2-beta CHEMBL5469	Kd	8.24	7.67	5.7	2
Serine/threonine-protein kinase 26 CHEMBL5941	Kd	7.92	7.92	12.0	1
Proto-oncogene tyrosine-protein kinase ROS CHEMBL5568	Ki	7.9	7.9	12.6	1
Cyclin-dependent kinase 5 CHEMBL4036	Ki	7.8	7.8	15.8	1
Cyclin-dependent kinase 7 CHEMBL3055	Ki	7.7	7.7	19.9	1
Tyrosine-protein kinase FRK CHEMBL4223	Ki	7.4	7.4	39.8	1
BDNF/NT-3 growth factors receptor CHEMBL4898	Ki	7.4	7.4	39.8	1
MAP/microtubule affinity-regulating kinase 4 CHEMBL5754	Ki	7.3	7.3	50.1	1
Aurora kinase B CHEMBL2185	Ki	7.2	7.2	63.1	1
Cyclin-dependent kinase 1 CHEMBL308	Ki	7.2	7.2	63.1	1
Cyclin-dependent kinase 9 CHEMBL3116	Ki	7.2	7.2	63.1	1
Mitogen-activated protein kinase 1 CHEMBL4040	Ki	7.2	7.2	63.1	1
Dual specificity protein kinase CLK4 CHEMBL4203	Ki	7.2	7.2	63.1	1
Glycogen synthase kinase-3 alpha CHEMBL2850	Ki	7.1	7.1	79.4	1
Tyrosine-protein kinase ITK/TSK CHEMBL2959	Ki	7.1	7.1	79.4	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Ki	7.1	7.1	79.4	1
Cyclin-dependent kinase 2 CHEMBL301	Ki	7.1	7.1	79.4	1
Maternal embryonic leucine zipper kinase CHEMBL4578	Ki	7.1	7.1	79.4	1
Cyclin-dependent kinase 17 CHEMBL5790	Kd	7.05	7.05	89.0	1
Glycogen synthase kinase-3 beta CHEMBL262	Ki	7.0	7.0	100.0	1
Tyrosine-protein kinase Lyn CHEMBL3905	Ki	7.0	7.0	100.0	1
Megakaryocyte-associated tyrosine-protein kinase CHEMBL4175	Ki	7.0	7.0	100.0	1
Dual specificity protein kinase CLK2 CHEMBL4225	Ki	6.9	6.9	125.9	1
Aurora kinase A CHEMBL4722	Ki	6.9	6.9	125.9	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Ki	6.9	6.9	125.9	1
Serine/threonine-protein kinase 16 CHEMBL3938	Kd	6.86	6.86	138.0	1
MAP/microtubule affinity-regulating kinase 4 CHEMBL5754	Kd	6.85	6.85	140.0	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	Ki	6.8	6.8	158.5	1
cAMP-dependent protein kinase catalytic subunit alpha CHEMBL4101	Ki	6.8	6.8	158.5	1
Mitogen-activated protein kinase kinase kinase 10 CHEMBL2873	Ki	6.7	6.7	199.5	1
ALK tyrosine kinase receptor CHEMBL4247	Ki	6.7	6.7	199.5	1
Serine/threonine-protein kinase PAK 4 CHEMBL4482	Ki	6.7	6.7	199.5	1
Homeodomain-interacting protein kinase 2 CHEMBL4576	Ki	6.7	6.7	199.5	1
Tyrosine-protein kinase receptor UFO CHEMBL4895	Ki	6.7	6.7	199.5	1
Serine/threonine-protein kinase TAO1 CHEMBL5261	Ki	6.7	6.7	199.5	1
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	Ki	6.7	6.7	199.5	1
Serine/threonine-protein kinase SIK2 CHEMBL5699	Ki	6.7	6.7	199.5	1
Mitogen-activated protein kinase kinase kinase kinase 4 CHEMBL6166	Kd	6.64	6.64	230.0	1
Vascular endothelial growth factor receptor 3 CHEMBL1955	Ki	6.6	6.6	251.2	1
Mitogen-activated protein kinase 10 CHEMBL2637	Ki	6.6	6.6	251.2	1
Macrophage-stimulating protein receptor CHEMBL2689	Ki	6.6	6.6	251.2	1
Hepatocyte growth factor receptor CHEMBL3717	Ki	6.6	6.6	251.2	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.1967	hr	Homo sapiens
T1/2	0.02333	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Focal adhesion kinase 1	Ki	=	0.631	nM	9.2	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Unchecked	Kd	=	0.76	nM	9.12	Binding affinity to human recombinant FAK P410G mutant (amino acids 410-689) exp...	33497606
Protein kinase C theta type	Kd	=	1.0	nM	9.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Focal adhesion kinase 1	Kd	=	1.0	nM	9.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Focal adhesion kinase 1	IC50	=	1.0	nM	9.0	Inhibition of PTK2 (unknown origin)	23937569
Protein-tyrosine kinase 2-beta	IC50	=	1.4	nM	8.85	Inhibition of pyk2 (unknown origin)	33058670
Unchecked	IC50	=	1.5	nM	8.82	Inhibition of recombinant N-terminal His-tagged FAK (unknown origin) (410 to 689...	32784087
Focal adhesion kinase 1	IC50	=	1.5	nM	8.82	Inhibition of FAK	20218623
Focal adhesion kinase 1	IC50	=	1.5	nM	8.82	Inhibition of recombinant FAK (410 to 689 residues) (unknown origin) using Poly ...	31129452
Focal adhesion kinase 1	IC50	=	1.5	nM	8.82	Competitive binding affinity to FAK kinase domain (410 to 689) (unknown origin) ...	23973211
Focal adhesion kinase 1	IC50	=	1.5	nM	8.82	Reversible/competitive inhibition of NH2-terminal His6-tagged FAK kinase domain ...	27876318
Focal adhesion kinase 1	IC50	=	1.5	nM	8.82	Reversible inhibition of NH2-terminal 6His-tagged FAK catalytic domain (410 to 6...	28412530
Focal adhesion kinase 1	IC50	=	1.5	nM	8.82	Inhibition of FAK (unknown origin) using Poly(Glu,Tyr) and ATP as substrate meas...	34214842
Focal adhesion kinase 1	IC50	=	1.5	nM	8.82	Inhibition of purified-activated FAK kinase domain (amino acids 410-689) (unknow...	33497606
Focal adhesion kinase 1	IC50	=	1.5	nM	8.82	Inhibition of FAK (unknown origin) (410 to 689 residues) assessed as reduction i...	33058670
Protein-tyrosine kinase 2-beta	Ki	=	3.162	nM	8.5	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-
Protein-tyrosine kinase 2-beta	Kd	=	5.7	nM	8.24	Binding affinity to human recombinant PYK2 (amino acids 420-691) expressed in Es...	33497606
Focal adhesion kinase 1	Ki	=	9.3	nM	8.03	Inhibition of full-length FAK (unknown origin) with N-terminal NanoLuc-fusion ex...	33497606
Serine/threonine-protein kinase 26	Kd	=	12.0	nM	7.92	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Proto-oncogene tyrosine-protein kinase ROS	Ki	=	12.59	nM	7.9	PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na...	-

Literature References

PubMed	DOI	Target Context	# Activities
33497606	10.1016/j.chembiol.2021.01.003	Unchecked	28
34324343	10.1021/acs.jmedchem.1c00459	MDA-MB-231	18
33497606	10.1016/j.chembiol.2021.01.003	Protein-tyrosine kinase 2-beta	8
34324343	10.1021/acs.jmedchem.1c00459	HCT-116	7
33497606	10.1016/j.chembiol.2021.01.003	Focal adhesion kinase 1	5
29191878	10.1126/science.aan4368	Unchecked	4
34214842	10.1016/j.ejmech.2021.113670	SMMC-7721	3
27876318	10.1016/j.bmcl.2016.10.092	NON-PROTEIN TARGET	2
34214842	10.1016/j.ejmech.2021.113670	ADMET	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
34324343	10.1021/acs.jmedchem.1c00459	Mitogen-activated protein kinase; ERK1/ERK2	2
34324343	10.1021/acs.jmedchem.1c00459	Unchecked	2
22409598	10.1021/jm300065h	Cytochrome P450 3A4	2
-	10.6019/CHEMBL1201861	EKVX	1
-	10.6019/CHEMBL1201861	EM-2	1
-	10.6019/CHEMBL1201861	ES1	1
-	10.6019/CHEMBL1201861	EHEB	1
-	10.6019/CHEMBL1201861	DU-145	1
-	10.6019/CHEMBL1201861	Daudi	1
-	10.6019/CHEMBL1201861	DV-90	1

Data from ChEMBL 36 via Core Engine