Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL4435170

DEUCRAVACITINIB
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
[2H]C([2H])([2H])NC(=O)c1nnc(NC(=O)C2CC2)cc1Nc1cccc(-c2ncn(C)n2)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4435170
Name DEUCRAVACITINIB
Phase Approved
Structure Type MOL
InChI Key BZZKEPGENYLQSC-FIBGUPNXSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL4596392
Active Moiety CHEMBL4596392

Known Names

Bms-986165 Deucravacitinib Sotyktu
12
Targets
58
Activities
4
Assay Types
28
PK Parameters
20
Publications
3
Known Names
18
Indications
1
Mechanisms

Molecular Properties

422.4
MW (Da)
1.73
ALogP
9
HBA
3
HBD
135.9
PSA (Ų)
0.52
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2022
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

First in Class Chemical Probe
USAN Stem deu-; -tinib
USAN Year 2020

Extended Properties

Molecular Formula C20H22N8O3
MW 425.47
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.33

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Tyrosine-protein kinase TYK2 negative allosteric modulator NEGATIVE ALLOSTERIC MODULATOR Non-receptor tyrosine-protein kinase TYK2 ✓ ✓

Indications

Psoriasis Psoriasis Arthritis, Psoriatic Sjogren's Syndrome Vitiligo Alopecia Areata Colitis, Ulcerative Hidradenitis Suppurativa Lichen Planus Lupus Erythematosus, Cutaneous Lupus Erythematosus, Systemic Lupus Nephritis Pityriasis Rubra Pilaris Immune System Diseases Inflammation Kidney Diseases Liver Diseases Pyoderma

ATC Classification

L04AF07
deucravacitinib
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: IMMUNOSUPPRESSANTS

Activity Summary

IC50 50 meas. best 9.7
Kd 4 meas. best 9.64
Ki 3 meas. best 10.7
EC50 1 meas. best 7.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 Ki 10.7 10.7 0.0 3
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 9.7 8.8189 0.2 19
Tyrosine-protein kinase JAK1
CHEMBL2835
 Kd 9.64 9.56 0.2 2
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 9.0 6.542 1.0 10
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 8.52 6.8233 3.0 3
JAK1/TYK2
CHEMBL3301391
 IC50 8.3 7.885 5.0 2
Blood
CHEMBL613416
 IC50 8.22 8.22 6.0 1
Unchecked
CHEMBL612545
 IC50 8.05 6.865 9.0 2
Tyrosine-protein kinase JAK2
CHEMBL2971
 Kd 8.0 8.0 10.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 EC50 7.89 7.89 13.0 1
Signal transducer and activator of transcription 3
CHEMBL4026
 IC50 7.05 7.05 89.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL2321619
 IC50 7.0 7.0 100.0 1
JAK2/JAK1
CHEMBL3038492
 IC50 7.0 6.67 100.0 3
Bone morphogenetic protein receptor type-2
CHEMBL5467
 IC50 6.71 6.71 193.0 2
JAK3/JAK1
CHEMBL3038491
 IC50 6.23 5.8125 592.0 4
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 6.21 5.39 609.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 15377.18 ng.hr.mL-1 Mus musculus
AUC 31092.32 ng.hr.mL-1 Canis lupus familiaris
AUC 31979.47 ng.hr.mL-1 Macaca fascicularis
CL 13.2 mL.min-1.kg-1 Mus musculus
CL 6.8 mL.min-1.kg-1 Canis lupus familiaris
CL 4.8 mL.min-1.kg-1 Macaca fascicularis
Cmax 7500.0 nM Mus musculus
Cmax 6900.0 nM Canis lupus familiaris
Cmax 5900.0 nM Macaca fascicularis
F 122.0 % Mus musculus
F 128.0 % Canis lupus familiaris
F 87.0 % Macaca fascicularis
Fu 0.13 - Homo sapiens
Fu 0.12 - Macaca fascicularis
Fu 0.15 - Mus musculus
MRT 3.6 hr Mus musculus
MRT 5.5 hr Canis lupus familiaris
MRT 7.0 hr Macaca fascicularis
T1/2 2.0 hr Mus musculus
T1/2 2.0 hr Homo sapiens
T1/2 2.0 hr Rattus norvegicus
T1/2 2.0 hr Canis lupus familiaris
T1/2 2.0 hr Macaca fascicularis
T1/2 2.0 hr Oryctolagus cuniculus
T1/2 4.2 hr Mus musculus
T1/2 4.6 hr Canis lupus familiaris
T1/2 5.3 hr Macaca fascicularis
T1/2 2.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Non-receptor tyrosine-protein kinase TYK2 Ki = 0.02 nM 10.7 Binding affinity to TYK2 pseudokinase domain (unknown origin) 31266686
Non-receptor tyrosine-protein kinase TYK2 Ki = 0.02 nM 10.7 Inhibition of fluorescein labeled probe binding to His-tagged human TYK2 pseudok... 31318208
Non-receptor tyrosine-protein kinase TYK2 Ki = 0.02 nM 10.7 Inhibition of TYK2 in human Jurkat cells assessed as reduction in IFN-alpha stim... 30530193
Non-receptor tyrosine-protein kinase TYK2 IC50 = 0.2 nM 9.7 Affinity Biochemical interaction: (HTRF assay (TYK2, JH2 domain with 1 mM ATP)) ... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 0.2 nM 9.7 Allosteric inhibition of fluorescein labeled probe binding to His-tagged recombi... 31318208
Non-receptor tyrosine-protein kinase TYK2 IC50 = 0.2 nM 9.7 Inhibition of TYK2 JH2 domain (unknown origin) by HTRF assay 33370104
Non-receptor tyrosine-protein kinase TYK2 IC50 = 0.2 nM 9.7 Inhibition of TYK2 JH2 domain (unknown origin) by HTRF based binding assay 37427891
Non-receptor tyrosine-protein kinase TYK2 IC50 = 0.2 nM 9.7 Inhibition of human recombinant C-terminal Histidine tagged TYK2 JH2 (564 to 876... 37578217
Non-receptor tyrosine-protein kinase TYK2 IC50 = 0.2 nM 9.7 Selectivity interaction (HTRF assay) EUB0001543a TYK2 -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 0.2 nM 9.7 Inhibition of TYK2 (unknown origin) 38781921
Tyrosine-protein kinase JAK1 Kd = 0.23 nM 9.64 Binding affinity to JAK1 JH2 (unknown origin) assessed as dissociation constant 37578217
Tyrosine-protein kinase JAK1 Kd = 0.33 nM 9.48 Binding affinity to human JAK1 JH2 domain assessed as dissociation constant 37427891
Non-receptor tyrosine-protein kinase TYK2 IC50 = 1.0 nM 9.0 Inhibition of TYK2 (unknown origin) 39137454
Tyrosine-protein kinase JAK1 IC50 = 1.0 nM 9.0 Inhibition of fluorescein labeled probe binding to human recombinant JAK1 JH2 in... 31318208
Non-receptor tyrosine-protein kinase TYK2 IC50 = 2.0 nM 8.7 Inhibition of TYK2 in human PBMC assessed as decrease in IFNalpha-induced STAT5 ... 31318208
Non-receptor tyrosine-protein kinase TYK2 IC50 = 2.0 nM 8.7 Affinity On-target Cellular interaction: (STAT-dependent luciferase reporter ass... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 3.0 nM 8.52 Inhibition of TYK2 dependent IFNalpha-stimulated STAT3 phosphorylation in human ... 37427891
Tyrosine-protein kinase JAK3 IC50 = 3.0 nM 8.52 Inhibition of JAK3 signaling pathway in human PBMC cells assessed as reduction o... 37578217
Non-receptor tyrosine-protein kinase TYK2 IC50 = 3.2 nM 8.49 Inhibition of TYK2 in human Jurkat cells assessed as reduction in IFNalpha induc... 36385928
Non-receptor tyrosine-protein kinase TYK2 IC50 = 4.6 nM 8.34 Inhibition of TYK2 dependent IFNalpha-stimulated STAT3 phosphorylation in human ... 36907336

Literature References

PubMed DOI Target Context # Activities
31318208 10.1021/acs.jmedchem.9b00444 ADMET 38
31318208 10.1021/acs.jmedchem.9b00444 Mus musculus 13
- 10.6019/CHEMBL5303304 U2OS 9
- 10.6019/CHEMBL5303304 HEK-293T 9
31318208 10.1021/acs.jmedchem.9b00444 Unchecked 8
31318208 10.1021/acs.jmedchem.9b00444 Non-receptor tyrosine-protein kinase TYK2 7
- 10.6019/CHEMBL5465560 Tyrosine-protein kinase JAK1 6
36385928 10.1021/acsmedchemlett.2c00334 Mus musculus 5
- 10.6019/CHEMBL5465560 Tyrosine-protein kinase JAK2 4
31318208 10.1021/acs.jmedchem.9b00444 Tyrosine-protein kinase JAK1 4
- 10.6019/CHEMBL5303304 Fibroblast 4
33370104 10.1021/acs.jmedchem.0c01698 Non-receptor tyrosine-protein kinase TYK2 3
33370104 10.1021/acs.jmedchem.0c01698 ADMET 3
36385928 10.1021/acsmedchemlett.2c00334 Non-receptor tyrosine-protein kinase TYK2 3
36385928 10.1021/acsmedchemlett.2c00334 ADMET 3
37427891 10.1021/acs.jmedchem.3c00600 Non-receptor tyrosine-protein kinase TYK2 3
36907336 10.1016/j.bmcl.2023.129235 Non-receptor tyrosine-protein kinase TYK2 3
31318208 10.1021/acs.jmedchem.9b00444 Tyrosine-protein kinase JAK2 3
- 10.6019/CHEMBL5465560 Tyrosine-protein kinase JAK3 3
31318208 10.1021/acs.jmedchem.9b00444 JAK3/JAK1 2

Data from ChEMBL 36 via Core Engine