Compound Detail

CHEMBL1789941

RUXOLITINIB

💊 Approved Drug

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💊 Approved Drug

N#CC[C@H](C1CCCC1)n1cc(-c2ncnc3[nH]ccc23)cn1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1789941
Name	RUXOLITINIB
Phase	Approved
Structure Type	MOL
InChI Key	HFNKQEVNSGCOJV-OAHLLOKOSA-N
Therapeutic	✓ Yes

Known Names

INC-424 INC424 INCB-018424 INCB-18424 INCB018424 Jakavi Ruxolitinib Ruxolitinib, s- S-ruxolitinib

152

Targets

379

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

306.4

MW (Da)

3.47

ALogP

HBA

HBD

83.2

PSA (Å²)

0.80

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	2011
Availability	Prescription
Chirality	Single Enantiomer

Routes of Administration

Oral Topical

Flags

Black Box Warning Natural Product First in Class Chemical Probe

USAN Stem	-tinib
USAN Year	2009

Extended Properties

Molecular Formula	C17H18N6
MW	306.37
Aromatic Rings	3
Heavy Atoms	23
NP-Likeness	-0.90

Indications

Eczema Neoplasms Neoplasms Dermatitis, Atopic Graft vs Host Disease Graft vs Host Disease Lymphohistiocytosis, Hemophagocytic Macrophage Activation Syndrome Myeloproliferative Disorders Pancreatic Neoplasms Polycythemia Vera Primary Myelofibrosis Primary Myelofibrosis Prurigo Severe Acute Respiratory Syndrome Severe Acute Respiratory Syndrome Thrombocythemia, Essential Vitiligo Alopecia Areata Anemia

ATC Classification

D11AH09

ruxolitinib

Level 1: DERMATOLOGICALS

Level 2: OTHER DERMATOLOGICAL PREPARATIONS

L01EJ01

ruxolitinib

Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS

Level 2: ANTINEOPLASTIC AGENTS

Activity Summary

Kd 181 meas. best 10.44

IC50 175 meas. best 10.44

Ki 14 meas. best 10.05

EC50 9 meas. best 8.0

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosine-protein kinase JAK2 CHEMBL2971	IC50	10.44	8.4323	0.0	53
Tyrosine-protein kinase JAK2 CHEMBL2971	Kd	10.44	8.8475	0.0	4
Tyrosine-protein kinase JAK1 CHEMBL2835	IC50	10.05	8.4972	0.1	36
Tyrosine-protein kinase JAK1 CHEMBL2835	Ki	10.05	9.8167	0.1	3
Tyrosine-protein kinase JAK2 CHEMBL2971	Ki	10.0	9.8733	0.1	3
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	IC50	9.4	8.0472	0.4	18
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	Ki	9.3	9.29	0.5	4
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	Kd	9.05	7.9533	0.9	3
Tyrosine-protein kinase JAK3 CHEMBL2148	IC50	8.7	6.8836	2.0	25
Tyrosine-protein kinase JAK3 CHEMBL2148	Kd	8.7	8.135	2.0	2
Tyrosine-protein kinase JAK3 CHEMBL2148	Ki	8.49	8.49	3.2	3
Tyrosine-protein kinase JAK1 CHEMBL2835	Kd	8.47	8.095	3.4	2
Non-receptor tyrosine-protein kinase TYK2 CHEMBL3553	EC50	8.0	8.0	10.0	1
Tyrosine-protein kinase JAK2 CHEMBL2971	EC50	7.92	7.0867	12.0	3
Histone deacetylase 6 CHEMBL1865	IC50	7.82	7.82	15.0	1
JAK3/JAK1 CHEMBL3038491	IC50	7.75	6.816	18.0	5
Tyrosine-protein kinase JAK1 CHEMBL2835	EC50	7.62	7.62	24.0	2
JAK2/JAK1 CHEMBL3038492	IC50	7.51	7.51	31.0	1
Mitogen-activated protein kinase kinase kinase 2 CHEMBL5914	Kd	7.39	7.39	41.0	1
Calcium/calmodulin-dependent protein kinase type II subunit alpha CHEMBL4147	Kd	7.34	7.34	46.0	1
Rho-associated protein kinase 2 CHEMBL2973	Kd	7.28	6.255	52.0	2
Rho-associated protein kinase 1 CHEMBL3231	Kd	7.22	6.655	60.0	2
JAK1/TYK2 CHEMBL3301391	IC50	7.19	6.95	65.0	4
Serine/threonine-protein kinase DCLK1 CHEMBL5683	Kd	7.17	7.17	68.0	1
Death-associated protein kinase 1 CHEMBL2558	Kd	7.14	7.14	72.0	1
Leucine-rich repeat serine/threonine-protein kinase 2 CHEMBL1075104	Kd	7.05	6.795	90.0	2
Death-associated protein kinase 3 CHEMBL2468	Kd	7.05	7.05	89.0	1
Calcium/calmodulin-dependent protein kinase type II subunit delta CHEMBL2801	Kd	7.05	6.78	90.0	2
Death-associated protein kinase 2 CHEMBL3123	Kd	7.01	7.01	97.0	1
Calcium/calmodulin-dependent protein kinase type II subunit gamma CHEMBL3829	Kd	7.0	6.795	100.0	2
AP2-associated protein kinase 1 CHEMBL3830	IC50	7.0	7.0	100.0	1
Cyclin-G-associated kinase CHEMBL4355	Kd	7.0	5.875	99.0	2
Unchecked CHEMBL612545	IC50	7.0	7.0	100.0	1
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	Kd	6.92	5.995	120.0	2
AP2-associated protein kinase 1 CHEMBL3830	Kd	6.92	5.97	120.0	3
Cyclin-G-associated kinase CHEMBL4355	IC50	6.92	6.92	120.0	1
Calcium/calmodulin-dependent protein kinase type 1D CHEMBL5073	Kd	6.92	6.92	120.0	1
BaF3 CHEMBL614524	IC50	6.9	6.9	126.0	1
Serine/threonine-protein kinase PLK1 CHEMBL3024	Kd	6.89	6.41	130.0	2
Ribosomal protein S6 kinase alpha-5 CHEMBL4237	Kd	6.85	6.85	140.0	1
Ribosomal protein S6 kinase alpha-2 CHEMBL3906	Kd	6.82	6.82	150.0	1
Ribosomal protein S6 kinase alpha-6 CHEMBL4924	Kd	6.82	6.335	150.0	2
Mitogen-activated protein kinase kinase kinase 3 CHEMBL5970	Kd	6.82	6.82	150.0	1
Tyrosine-protein kinase JAK2 CHEMBL1649049	EC50	6.73	6.73	186.0	1
Proto-oncogene tyrosine-protein kinase receptor Ret CHEMBL2041	Kd	6.72	6.284	190.0	5
Serine/threonine-protein kinase ULK2 CHEMBL5435	Kd	6.72	6.72	190.0	1
Calcium/calmodulin-dependent protein kinase type IV CHEMBL2494	Kd	6.71	6.71	196.0	1
Uncharacterized protein FLJ45252 CHEMBL4105933	Kd	6.71	6.71	196.0	1
Serine/threonine-protein kinase PLK4 CHEMBL3788	Kd	6.7	6.7	200.0	1
Human immunodeficiency virus 2 CHEMBL380	EC50	6.7	6.7	200.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	315.9	-	Chlorocebus sabaeus
CL	17.0	mL.min-1.g-1	Homo sapiens
CL	40.0	mL.min-1.g-1	Homo sapiens
CL	40.0	mL.min-1.g-1	Homo sapiens
Ka	9.558	10'5/Ms	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosine-protein kinase JAK2	Kd	=	0.036	nM	10.44	Binding constant for JAK2(JH1domain-catalytic) kinase domain	22037378
Tyrosine-protein kinase JAK2	IC50	=	0.036	nM	10.44	Inhibition of JAK2 (unknown origin)	37057760
Tyrosine-protein kinase JAK2	IC50	=	0.036	nM	10.44	Inhibition of JAK2 (unknown origin)	37989057
Tyrosine-protein kinase JAK2	IC50	=	0.056	nM	10.25	Inhibition of human JAK2 using poly[Glu:Tyr] as substrate in presence of [gamma-...	28953386
Tyrosine-protein kinase JAK2	IC50	=	0.056	nM	10.25	Inhibition of human JAK2 using poly[Glu:Tyr] (4:1) as substrate in presence of [...	29945795
Tyrosine-protein kinase JAK1	Ki	=	0.09	nM	10.05	Inhibition of purified JAK1 incubated for 30 mins	23061660
Tyrosine-protein kinase JAK1	IC50	=	0.09	nM	10.05	Inhibition of JAK1 (unknown origin)	37057760
Tyrosine-protein kinase JAK1	IC50	=	0.09	nM	10.05	Inhibition of JAK1 (unknown origin)	37989057
Tyrosine-protein kinase JAK2	Ki	=	0.1	nM	10.0	Inhibition of human JAK2 (828-1132) expressed in baculovirus-infected Sf9 cells ...	23668484
Tyrosine-protein kinase JAK2	Ki	=	0.1	nM	10.0	Inhibition of JAK2 kinase domain using N-terminal 5-carboxyfluorescein-tagged Va...	22698084
Tyrosine-protein kinase JAK2	IC50	=	0.12	nM	9.92	Inhibition of JAK2 (unknown origin)	26927423
Tyrosine-protein kinase JAK1	Ki	=	0.2	nM	9.7	Inhibition of human JAK1 (837-1142) expressed in baculovirus-infected Sf9 cells ...	23668484
Tyrosine-protein kinase JAK1	Ki	=	0.2	nM	9.7	Inhibition of JAK1 kinase domain using N-terminal 5-carboxyfluorescein-tagged Va...	22698084
Tyrosine-protein kinase JAK2	IC50	=	0.2	nM	9.7	Inhibition of human recombinant JAK2	25369270
Tyrosine-protein kinase JAK2	Ki	=	0.24	nM	9.62	Inhibition of purified JAK2 incubated for 30 mins	23061660
Non-receptor tyrosine-protein kinase TYK2	IC50	=	0.4	nM	9.4	Inhibition of TYK2 (unknown origin)	37057760
Non-receptor tyrosine-protein kinase TYK2	IC50	=	0.4	nM	9.4	Inhibition of TYK2 (unknown origin)	24461299
Tyrosine-protein kinase JAK2	IC50	=	0.4	nM	9.4	Inhibition of human JAK2 by radiometric assay	33570945
Tyrosine-protein kinase JAK1	IC50	=	0.43	nM	9.37	Inhibition of JAK1 (unknown origin)	26927423
Non-receptor tyrosine-protein kinase TYK2	Ki	=	0.5	nM	9.3	Inhibition of TYK2 kinase domain using N-terminal 5-carboxyfluorescein-tagged Va...	22698084

Literature References

PubMed	DOI	Target Context	# Activities
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
30901208	10.1021/acs.jmedchem.8b01597	HEL	9
26254279	10.18632/oncotarget.4214	Janus Kinase (JAK)	9
33570945	10.1021/acs.jmedchem.0c01952	Tyrosine-protein kinase JAK2	8
22037378	10.1038/nbt.1990	Mast/stem cell growth factor receptor Kit	8
30901208	10.1021/acs.jmedchem.8b01597	K562	7
22037378	10.1038/nbt.1990	Receptor-type tyrosine-protein kinase FLT3	7
30981578	10.1016/j.bmcl.2019.04.011	Tyrosine-protein kinase JAK2	6
25101911	10.1021/jm501177w	HepG2	6
-	10.6019/CHEMBL4495565	SARS-CoV-2	6
31476112	10.15252/emmm.201809930	Tyrosine-protein kinase JAK2	5
23668484	10.1021/jm400266t	Unchecked	5
33586434	10.1021/acs.jmedchem.0c02111	MDA-MB-231	5
29191878	10.1126/science.aan4368	Unchecked	5
-	10.6019/CHEMBL5303304	HEK-293T	4
27555284	10.1016/j.bmc.2016.08.008	Tyrosine-protein kinase JAK2	4
38843875	10.1021/acs.jmedchem.4c00197	Unchecked	4
33586434	10.1021/acs.jmedchem.0c02111	4T1	4

Data from ChEMBL 36 via Core Engine