UPADACITINIB

Search structure
Trade Names:
Synonyms:
Status: Approved (2019)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: L04AA44
UNII: 4RA0KN46E0

Structure
InChI Key WYQFJHHDOKWSHR-MNOVXSKESA-N
Smile CC[C@@H]1CN(C(=O)NCC(F)(F)F)C[C@@H]1c1cnc2cnc3[nH]ccc3n12
InChI
InChI=1S/C17H19F3N6O/c1-2-10-7-25(16(27)24-9-17(18,19)20)8-11(10)13-5-22-14-6-23-15-12(26(13)14)3-4-21-15/h3-6,10-11,21H,2,7-9H2,1H3,(H,24,27)/t10-,11+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H19F3N6O
Molecular Weight 380.37
AlogP 2.91
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 78.32
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 27.0

Pharmacology

Primary Target
Janus kinase 1
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase DMPK family AGC protein kinase ROCK subfamily
- 420-420 - - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase GRK family AGC protein kinase GRK subfamily
- 7900 - - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC delta subfamily
- 5100-5100 - - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase RSK family AGC protein kinase RSK subfamily
- 9600 - - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase CAMK1 family CAMK protein kinase AMPK subfamily
- 4500 - - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase CAMK1 family
- 2300-2300 - - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase RSKb family CAMK protein kinase RSKb subfamily
- 9600 - - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase AUR family
- 4500-4500 - - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase NAK family
- 9700-9700 2200 - -
Enzyme Kinase Protein Kinase TKL protein kinase group TKL protein kinase STKR family TKL protein kinase STKR Type 1 subfamily
- 5500 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Ack family
- 5100-5100 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Alk family
- 2700-2700 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase FGFR family
- 4800-4800 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakA family
- 0.8-649 - 0.89 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase JakB family
- 0.8-649 - 0.89 -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Ret family
- 2400-2400 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 10000 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase VEGFR family
- 1500 - - -
Enzyme
- 0.8-649 2200 0.89 0.361

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Takayasu Arteritis 3 D013625 ClinicalTrials
Crohn Disease 3 D003424 ClinicalTrials
Colitis, Ulcerative 3 D003093 ClinicalTrials
Arthritis, Psoriatic 3 D015535 ClinicalTrials
Spondylitis, Ankylosing 3 D013167 ClinicalTrials
Arthritis, Juvenile 3 D001171 ClinicalTrials
Giant Cell Arteritis 3 D013700 ClinicalTrials
Hidradenitis Suppurativa 3 D017497 ClinicalTrials
Vitiligo 3 D014820 ClinicalTrials
Arthritis, Rheumatoid 3 D001172 ClinicalTrials
Dermatitis, Atopic 3 D003876 ClinicalTrials
Alopecia Areata 3 D000506 ClinicalTrials
Lupus Erythematosus, Systemic 2 D008180 ClinicalTrials

Cross References

Resources Reference
CAS NUMBER 1310726-60-3
ChEMBL CHEMBL3622821
DrugBank DB15091
DrugCentral 5346
FDA SRS 4RA0KN46E0
Guide to Pharmacology 9246
PubChem 58557659
SureChEMBL SCHEMBL9991056
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