Compound Detail

CHEMBL4289017

PF-03814735

Phase I

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Phase I

CC(=O)NCC(=O)N1[C@@H]2CC[C@H]1c1ccc(Nc3ncc(C(F)(F)F)c(NC4CCC4)n3)cc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4289017
Name	PF-03814735
Phase	Phase I
Structure Type	MOL
InChI Key	RYYNGWLOYLRZLK-RBUKOAKNSA-N

Known Names

PF 03814735 PF 3814735 Pf-03814735 PF-3814735

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

474.5

MW (Da)

4.06

ALogP

HBA

HBD

99.2

PSA (Å²)

0.58

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Extended Properties

Molecular Formula	C23H25F3N6O2
MW	474.49
Aromatic Rings	2
Heavy Atoms	34
NP-Likeness	-0.97

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Serine/threonine-protein kinase Aurora-A inhibitor	INHIBITOR	Aurora kinase A	✓	✓
Serine/threonine-protein kinase Aurora-B inhibitor	INHIBITOR	Aurora kinase B	✓	✓

Indications

Neoplasms

Activity Summary

Kd 87 meas. best 8.1

IC50 8 meas. best 9.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Aurora kinase A CHEMBL4722	IC50	9.1	8.6333	0.8	3
Aurora kinase B CHEMBL2185	IC50	8.3	7.965	5.0	4
Bone morphogenetic protein receptor type-2 CHEMBL5467	Kd	8.1	8.1	8.0	1
MAP/microtubule affinity-regulating kinase 4 CHEMBL5754	Kd	8.05	8.05	9.0	1
AP2-associated protein kinase 1 CHEMBL3830	Kd	8.05	8.05	9.0	1
Uncharacterized protein FLJ45252 CHEMBL4105933	Kd	8.0	8.0	10.0	1
Serine/threonine-protein kinase SIK2 CHEMBL5699	Kd	7.96	7.96	11.0	1
Aurora kinase A CHEMBL4722	Kd	7.85	7.85	14.0	1
BMP-2-inducible protein kinase CHEMBL4522	Kd	7.82	7.82	15.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	7.77	7.77	17.0	1
Serine/threonine-protein kinase ULK3 CHEMBL5047	Kd	7.72	7.72	19.0	1
Serine/threonine-protein kinase 24 CHEMBL5082	Kd	7.72	7.72	19.0	1
Aurora kinase B CHEMBL2185	Kd	7.7	7.7	20.0	1
NUAK family SNF1-like kinase 2 CHEMBL5698	Kd	7.62	7.62	24.0	1
Serine/threonine-protein kinase ULK1 CHEMBL6006	Kd	7.55	7.55	28.0	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	7.43	7.43	37.0	1
Mitogen-activated protein kinase kinase kinase 11 CHEMBL2708	Kd	7.3	7.3	50.0	1
Focal adhesion kinase 1 CHEMBL2695	Kd	7.24	7.24	58.0	1
Serine/threonine-protein kinase TBK1 CHEMBL5408	Kd	7.11	7.11	78.0	1
Wee1-like protein kinase CHEMBL5491	Kd	7.1	6.45	78.7	2
Tyrosine-protein kinase Fer CHEMBL3982	Kd	6.99	6.99	103.0	1
Myosin light chain kinase CHEMBL4627	Kd	6.96	6.96	109.0	1
Unchecked CHEMBL612545	Kd	6.94	6.155	114.0	2
Wee1-like protein kinase 2 CHEMBL5095	Kd	6.89	6.89	128.0	1
Ribosomal protein S6 kinase alpha-4 CHEMBL3125	Kd	6.81	6.81	156.0	1
Mitogen-activated protein kinase kinase kinase 2 CHEMBL5914	Kd	6.79	6.79	164.0	1
Mitogen-activated protein kinase kinase kinase 3 CHEMBL5970	Kd	6.61	6.61	246.0	1
High affinity nerve growth factor receptor CHEMBL2815	Kd	6.58	6.58	263.0	1
Trypanosoma brucei CHEMBL612849	IC50	6.58	6.58	260.0	1
Protein-tyrosine kinase 2-beta CHEMBL5469	Kd	6.57	6.57	267.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Kd	6.56	6.56	277.0	1
Ribosomal protein S6 kinase alpha-6 CHEMBL4924	Kd	6.55	6.55	282.0	1
Serine/threonine-protein kinase 10 CHEMBL3981	Kd	6.51	6.51	309.0	1
5'-AMP-activated protein kinase catalytic subunit alpha-1 CHEMBL4045	Kd	6.46	6.46	350.0	1
MAP/microtubule affinity-regulating kinase 3 CHEMBL5600	Kd	6.44	6.44	364.0	1
Non-receptor tyrosine-protein kinase TNK1 CHEMBL5334	Kd	6.43	6.43	369.0	1
Serine/threonine-protein kinase LATS1 CHEMBL6167	Kd	6.39	6.39	406.0	1
Serine/threonine-protein kinase Chk1 CHEMBL4630	Kd	6.38	6.38	417.0	1
Cyclin-dependent kinase 5 CHEMBL4036	Kd	6.32	6.32	475.0	1
Serine/threonine-protein kinase MARK2 CHEMBL3831	Kd	6.24	6.24	580.0	1
Tyrosine-protein kinase SYK CHEMBL2599	Kd	6.17	6.17	681.0	1
STE20-like serine/threonine-protein kinase CHEMBL4202	Kd	6.16	6.16	687.0	1
TRAF2 and NCK-interacting protein kinase CHEMBL4527	Kd	6.13	6.13	746.0	1
Mitogen-activated protein kinase kinase kinase kinase 3 CHEMBL5432	Kd	6.12	6.12	766.0	1
Inhibitor of nuclear factor kappa-B kinase subunit epsilon CHEMBL3529	Kd	6.1	6.1	796.0	1
Serine/threonine-protein kinase D3 CHEMBL2595	Kd	6.08	6.08	822.0	1
Serine/threonine-protein kinase 4 CHEMBL4598	Kd	6.08	6.08	828.0	1
Mitogen-activated protein kinase kinase kinase kinase 5 CHEMBL4852	Kd	6.05	6.05	897.0	1
Serine/threonine-protein kinase D2 CHEMBL4900	Kd	6.03	6.03	928.0	1
Hepatocyte growth factor receptor CHEMBL3717	Kd	5.98	5.98	1044.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Aurora kinase A	IC50	=	0.8	nM	9.1	Inhibition of full-length His-tagged recombinant aurora A (unknown origin) expre...	28918096
Aurora kinase A	IC50	=	0.8	nM	9.1	Inhibition of recombinant full-length His-tagged Aurora A (unknown origin) expre...	30502115
Aurora kinase B	IC50	=	5.0	nM	8.3	Inhibition of recombinant full-length His-tagged Aurora B (unknown origin) expre...	30502115
Aurora kinase B	IC50	=	5.0	nM	8.3	Inhibition of full-length His-tagged recombinant aurora B (unknown origin) expre...	28918096
Bone morphogenetic protein receptor type-2	Kd	=	8.0	nM	8.1	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
MAP/microtubule affinity-regulating kinase 4	Kd	=	9.0	nM	8.05	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
AP2-associated protein kinase 1	Kd	=	9.0	nM	8.05	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Uncharacterized protein FLJ45252	Kd	=	10.0	nM	8.0	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase SIK2	Kd	=	11.0	nM	7.96	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Aurora kinase B	IC50	=	11.0	nM	7.96	Inhibition of aurora B in human MDA-MB-231 cells assessed as reduction in enzyme...	28918096
Aurora kinase A	Kd	=	14.0	nM	7.85	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
BMP-2-inducible protein kinase	Kd	=	15.0	nM	7.82	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Proto-oncogene tyrosine-protein kinase receptor Ret	Kd	=	17.0	nM	7.77	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase ULK3	Kd	=	19.0	nM	7.72	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase 24	Kd	=	19.0	nM	7.72	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Aurora kinase A	IC50	=	20.0	nM	7.7	Inhibition of aurora A in human MDA-MB-231 cells assessed as reduction in enzyme...	28918096
Aurora kinase B	Kd	=	20.0	nM	7.7	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
NUAK family SNF1-like kinase 2	Kd	=	24.0	nM	7.62	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Serine/threonine-protein kinase ULK1	Kd	=	28.0	nM	7.55	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878
Receptor-type tyrosine-protein kinase FLT3	Kd	=	37.0	nM	7.43	Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ...	29191878

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5724801	Fibroblast	320
-	10.6019/CHEMBL5724801	U2OS	320
-	10.6019/CHEMBL5724801	HEK-293T	320
-	10.6019/CHEMBL5674860	Colon cancer organoid	12
-	10.6019/CHEMBL5724558	Colon cancer organoid	12
-	10.6019/CHEMBL5058564	HEK-293T	8
-	10.6019/CHEMBL5724696	U2OS	8
-	10.6019/CHEMBL5303304	U2OS	8
-	10.6019/CHEMBL5303304	HEK-293T	8
-	10.6019/CHEMBL5058564	U2OS	7
-	10.6019/CHEMBL5058564	Fibroblast	7
-	10.6019/CHEMBL5303304	Fibroblast	7
-	10.6019/CHEMBL5608141	Colon cancer organoid	6
-	10.1158/2159-8290.CD-23-0050	Colon cancer organoid	5
29191878	10.1126/science.aan4368	Unchecked	4
27519462	10.1016/j.bmc.2016.07.069	Trypanosoma brucei	3
28918096	10.1016/j.ejmech.2017.08.045	Aurora kinase B	3
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
28918096	10.1016/j.ejmech.2017.08.045	Aurora kinase A	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2

Data from ChEMBL 36 via Core Engine