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Compound Detail

CHEMBL4746272

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C=CC(=O)Nc1ccc(-c2ccnc(Nc3ccc(N4CCOCC4)cc3)n2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4746272
Phase Preclinical
Structure Type MOL
InChI Key UXJWKEBWYYWGQW-UHFFFAOYSA-N
5
Targets
6
Activities
1
Assay Types
13
PK Parameters
17
Publications
0
Known Names

Molecular Properties

401.5
MW (Da)
3.85
ALogP
6
HBA
2
HBD
79.4
PSA (Ų)
0.61
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H23N5O2
MW 401.47
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.47

Activity Summary

IC50 6 meas. best 8.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 8.77 8.77 1.7 1
Tyrosine-protein kinase JAK3
CHEMBL5250
 IC50 6.11 6.095 770.0 2
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 6.0 6.0 1000.0 1
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 5.88 5.88 1320.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 5.55 5.55 2783.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1244.41 ng.hr.mL-1 Mus musculus
AUC 1274.41 ng.hr.mL-1 Mus musculus
AUC 889.42 ng.hr.mL-1 Mus musculus
AUC 897.12 ng.hr.mL-1 Mus musculus
Cmax 21827.28 nM Mus musculus
Cmax 5001.62 nM Mus musculus
F 23.82 % Mus musculus
MRT 0.73 hr Mus musculus
MRT 1.42 hr Mus musculus
T1/2 0.47 hr Mus musculus
T1/2 1.52 hr Mus musculus
Vd 8.36 L.kg-1 Mus musculus
Vd 220.42 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK3 IC50 = 1.7 nM 8.77 Inhibition of recombinant human GST-tagged JAK3 cytoplasmic domain (781 to 1124 ... 32097841
Tyrosine-protein kinase JAK3 IC50 = 770.0 nM 6.11 Inhibition of JAK3 in mouse T cells assessed as reduction in IL2-stimulated cell... 32097841
Tyrosine-protein kinase JAK3 IC50 = 830.0 nM 6.08 Inhibition of JAK3 in mouse T cells assessed as reduction in anti-CD3/-CD28-stim... 32097841
Tyrosine-protein kinase JAK2 IC50 = 1000.0 nM 6.0 Inhibition of recombinant human GST-tagged JAK2 cytoplasmic domain (809 to 1153+... 32097841
Tyrosine-protein kinase JAK1 IC50 = 1320.0 nM 5.88 Inhibition of recombinant human GST-tagged JAK1 cytoplasmic domain (866 to 1154 ... 32097841
Non-receptor tyrosine-protein kinase TYK2 IC50 = 2783.0 nM 5.55 Inhibition of recombinant human N-terminal GST-tagged TYK2 cytoplasmic domain (8... 32097841

Literature References

PubMed DOI Target Context # Activities
32097841 10.1016/j.ejmech.2020.112148 ADMET 17
32097841 10.1016/j.ejmech.2020.112148 Tyrosine-protein kinase JAK3 10
32097841 10.1016/j.ejmech.2020.112148 Mus musculus 5
32097841 10.1016/j.ejmech.2020.112148 Unchecked 5
32097841 10.1016/j.ejmech.2020.112148 Tyrosine-protein kinase BTK 1
32097841 10.1016/j.ejmech.2020.112148 Proto-oncogene tyrosine-protein kinase receptor Ret 1
32097841 10.1016/j.ejmech.2020.112148 Angiopoietin-1 receptor 1
32097841 10.1016/j.ejmech.2020.112148 Tyrosine-protein kinase ITK/TSK 1
32097841 10.1016/j.ejmech.2020.112148 Receptor tyrosine-protein kinase erbB-4 1
32097841 10.1016/j.ejmech.2020.112148 Receptor tyrosine-protein kinase erbB-2 1
32097841 10.1016/j.ejmech.2020.112148 Epidermal growth factor receptor 1
32097841 10.1016/j.ejmech.2020.112148 Cytoplasmic tyrosine-protein kinase BMX 1
32097841 10.1016/j.ejmech.2020.112148 Tyrosine-protein kinase Blk 1
32097841 10.1016/j.ejmech.2020.112148 RAW264.7 1
32097841 10.1016/j.ejmech.2020.112148 Non-receptor tyrosine-protein kinase TYK2 1
32097841 10.1016/j.ejmech.2020.112148 Tyrosine-protein kinase JAK1 1
32097841 10.1016/j.ejmech.2020.112148 Tyrosine-protein kinase JAK2 1

Data from ChEMBL 36 via Core Engine