Compound Detail

CHEMBL1287853

FEDRATINIB

💊 Approved Drug

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💊 Approved Drug

Cc1cnc(Nc2ccc(OCCN3CCCC3)cc2)nc1Nc1cccc(S(=O)(=O)NC(C)(C)C)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1287853
Name	FEDRATINIB
Phase	Approved
Structure Type	MOL
InChI Key	JOOXLOJCABQBSG-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Fedratinib Sar-302503 SAR302503 TG-101348 TG101348

300

Targets

492

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

524.7

MW (Da)

4.82

ALogP

HBA

HBD

108.5

PSA (Å²)

0.35

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2019
Availability	Prescription
Chirality	Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product

USAN Stem	-tinib
USAN Year	2013

Extended Properties

Molecular Formula	C27H36N6O3S
MW	524.69
Aromatic Rings	3
Heavy Atoms	37
NP-Likeness	-1.71

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Tyrosine-protein kinase receptor FLT3 inhibitor	INHIBITOR	Receptor-type tyrosine-protein kinase FLT3	✓	✓
Tyrosine-protein kinase JAK2 inhibitor	INHIBITOR	Tyrosine-protein kinase JAK2	✓	✓

Indications

Neoplasms Primary Myelofibrosis Primary Myelofibrosis Leukemia, Neutrophilic, Chronic Myelodysplastic Syndromes Myeloproliferative Disorders Kidney Diseases Liver Diseases

ATC Classification

L01EJ02

fedratinib

Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS

Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

Kd 367 meas. best 8.96

IC50 121 meas. best 9.12

Ki 3 meas. best 6.98

EC50 1 meas. best 7.1

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	9.12	7.636	0.8	42
Cyclin-G-associated kinase CHEMBL4355	IC50	9.0	9.0	1.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	Kd	8.96	8.665	1.1	2
Cyclin-G-associated kinase CHEMBL4355	Kd	8.96	8.15	1.1	2
Death-associated protein kinase 3 CHEMBL2468	Kd	8.92	8.92	1.2	1
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	Kd	8.31	7.6863	4.9	8
Janus Kinase (JAK) CHEMBL2363062	IC50	8.22	8.22	6.0	1
Serine/threonine-protein kinase 16 CHEMBL3938	Kd	8.18	7.215	6.6	2
Receptor-type tyrosine-protein kinase FLT3 CHEMBL1974	IC50	7.98	6.7027	10.4	11
Tyrosine-protein kinase JAK1 CHEMBL2835	IC50	7.91	7.5629	12.3	7
Serine/threonine-protein kinase DCLK3 CHEMBL6123	Kd	7.89	7.89	13.0	1
Death-associated protein kinase 1 CHEMBL2558	Kd	7.8	7.8	16.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	IC50	7.77	6.505	17.0	10
Tyrosine-protein kinase JAK1 CHEMBL2835	Kd	7.75	6.68	18.0	3
Mitogen-activated protein kinase kinase kinase 19 CHEMBL6191	Kd	7.72	7.72	19.0	1
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	Kd	7.68	6.8967	21.0	3
SARS-CoV-2 CHEMBL4303835	IC50	7.62	7.62	24.0	2
Death-associated protein kinase 2 CHEMBL3123	Kd	7.54	7.54	29.0	1
AP2-associated protein kinase 1 CHEMBL3830	IC50	7.5	7.5	32.0	1
BMP-2-inducible protein kinase CHEMBL4522	Kd	7.5	6.895	32.0	2
NUAK family SNF1-like kinase 1 CHEMBL5784	Kd	7.47	7.47	34.0	1
AP2-associated protein kinase 1 CHEMBL3830	Kd	7.46	6.955	35.0	2
Tyrosine-protein kinase Fyn CHEMBL1841	Kd	7.42	7.42	38.0	1
Serine/threonine-protein kinase SIK1 CHEMBL6082	Kd	7.41	7.41	39.0	1
Tyrosine-protein kinase ABL1 CHEMBL1862	Kd	7.4	6.9127	40.0	15
Focal adhesion kinase 1 CHEMBL2695	Kd	7.38	7.07	42.0	2
Platelet-derived growth factor receptor beta CHEMBL1913	Kd	7.35	7.35	45.0	1
Serine/threonine-protein kinase 17B CHEMBL3980	Kd	7.35	7.35	45.0	1
Mast/stem cell growth factor receptor Kit CHEMBL1936	Kd	7.34	6.6588	46.0	8
NUAK family SNF1-like kinase 2 CHEMBL5698	Kd	7.31	7.31	49.0	1
MV4-11 CHEMBL613835	IC50	7.24	7.24	57.0	1
Activated CDC42 kinase 1 CHEMBL4599	Kd	7.19	6.52	64.0	2
Mitogen-activated protein kinase 7 CHEMBL5332	Kd	7.18	6.53	66.0	2
Phosphatidylinositol 4-phosphate 5-kinase type-1 alpha CHEMBL5969	Kd	7.18	7.18	66.0	1
MOLM-13 CHEMBL3706572	IC50	7.16	7.16	69.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	7.15	6.748	71.0	5
Tyrosine-protein kinase Lck CHEMBL258	Kd	7.14	7.14	72.0	1
Tyrosine-protein kinase JAK3 CHEMBL2148	Kd	7.13	7.1	74.0	2
Proto-oncogene tyrosine-protein kinase Src CHEMBL267	Kd	7.12	7.12	75.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	7.1	7.1	79.0	1
Serine/threonine-protein kinase ULK2 CHEMBL5435	Kd	7.1	7.1	79.0	1
Tyrosine-protein kinase Fgr CHEMBL4454	Kd	7.09	7.09	82.0	1
Serine/threonine-protein kinase TBK1 CHEMBL5408	Kd	7.04	6.345	92.0	2
Serine/threonine-protein kinase RIO3 CHEMBL5659	Kd	7.04	7.0267	91.0	3
Serine/threonine-protein kinase PLK4 CHEMBL3788	Kd	7.02	6.365	96.0	2
Serine/threonine-protein kinase SIK2 CHEMBL5699	Kd	7.01	6.505	98.0	2
Serine/threonine-protein kinase PknB CHEMBL1908385	Kd	7.0	7.0	100.0	1
eIF-2-alpha kinase GCN2 CHEMBL5358	Kd	7.0	7.0	100.0	1
SRSF protein kinase 2 CHEMBL5668	Kd	7.0	7.0	100.0	1
Serine/threonine-protein kinase RIO1 CHEMBL5975	Kd	7.0	7.0	100.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	2825.0	ng.hr.mL-1	Mus musculus
AUC	14500.0	ng.hr.mL-1	Mus musculus
CL	976.1	mL.min-1.kg-1	Mus musculus
CL	3566.0	mL.min-1.kg-1	Mus musculus
Cmax	8437.36	nM	Mus musculus
Cmax	18578.59	nM	Mus musculus
Cmax	1850.62	nM	Homo sapiens
F	102.0	%	Mus musculus
T1/2	0.09333	hr	Mus musculus
T1/2	5.45	hr	Mus musculus
T1/2	2.88	hr	Mus musculus
Tmax	0.08	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase JAK2	IC50	=	0.75	nM	9.12	Inhibition of human JAK2 by radiometric assay	33570945
Cyclin-G-associated kinase	IC50	=	1.0	nM	9.0	Inhibition of GAK (unknown origin)	33539089
Cyclin-G-associated kinase	Kd	=	1.1	nM	8.96	Binding constant for GAK kinase domain	22037378
Tyrosine-protein kinase JAK2	Kd	=	1.1	nM	8.96	Binding constant for JAK2(JH1domain-catalytic) kinase domain	22037378
Death-associated protein kinase 3	Kd	=	1.2	nM	8.92	Binding constant for DAPK3 kinase domain	22037378
Tyrosine-protein kinase JAK2	IC50	=	2.89	nM	8.54	Kinase Assay: JAK2 and JAK2 [V617F] Kinase Assay: In 5× Kinase Buffer A, JAK2 or...	-
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of JAK2 (unknown origin)	28280261
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of human recombinant JAK2 by TR-FRET assay	21106455
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of GST tagged JAK2 (unknown origin) expressed in insect cells	19295546
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of JAK2 (unknown origin)	38852338
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of JAK2 (unknown origin) incubated for 30 mins in presence of ATP by ...	37683364
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of JAK2 V617F mutant (unknown origin)	37793326
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of JAK2 (unknown origin)	37057760
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of JAK2 (unknown origin)	33356242
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of human JAK2	29870256
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of JAK2 (unknown origin)	-
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of JAK2 V617F mutant (unknown origin)	35749986
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of JAK2 (unknown origin)	32120325
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of wild-type JAK2 (unknown origin)	35749986
Tyrosine-protein kinase JAK2	IC50	=	3.0	nM	8.52	Inhibition of JAK 2 (unknown origin)	33539089

Literature References

PubMed	DOI	Target Context	# Activities
26254279	10.18632/oncotarget.4214	Tyrosine-protein kinase JAK2	19
37796543	10.1021/acs.jmedchem.3c01242	ADMET	18
22037378	10.1038/nbt.1990	Tyrosine-protein kinase ABL1	15
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	Proto-oncogene tyrosine-protein kinase receptor Ret	9
26254279	10.18632/oncotarget.4214	Receptor-type tyrosine-protein kinase FLT3	9
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
38843875	10.1021/acs.jmedchem.4c00197	Unchecked	7
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7
32911308	10.1016/j.ejmech.2020.112667	Homo sapiens	5
29191878	10.1126/science.aan4368	Unchecked	4
37796543	10.1021/acs.jmedchem.3c01242	Tyrosine-protein kinase JAK1	4
33691794	10.1186/s13148-021-01037-1	A549	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
37796543	10.1021/acs.jmedchem.3c01242	Unchecked	4
37796543	10.1021/acs.jmedchem.3c01242	Bromodomain-containing protein 4	4
22037378	10.1038/nbt.1990	Proto-oncogene tyrosine-protein kinase receptor Ret	4
37796543	10.1021/acs.jmedchem.3c01242	MDA-MB-231	3
19295546	10.1038/leu.2009.50	Unchecked	3

Data from ChEMBL 36 via Core Engine