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

CHEMBL4102140

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
N#C[C@H]1CCOC[C@@H]1n1cc(C(N)=O)c(Nc2ccc(OC(F)F)cc2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4102140
Phase Preclinical
Structure Type MOL
InChI Key KLPJBSUBJNVPFZ-YGRLFVJLSA-N
5
Targets
7
Activities
1
Assay Types
3
PK Parameters
9
Publications
0
Known Names

Molecular Properties

377.4
MW (Da)
2.43
ALogP
7
HBA
2
HBD
115.2
PSA (Ų)
0.80
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H17F2N5O3
MW 377.35
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -1.31

Activity Summary

IC50 7 meas. best 10.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 10.0 9.15 0.1 2
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 9.15 9.15 0.7 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 9.1 8.185 0.8 2
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 6.71 6.71 196.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.6 4.6 25000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 59.0 mL.min-1.kg-1 Rattus norvegicus
CL 28.0 mL.min-1.kg-1 Homo sapiens
F 42.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK1 IC50 = 0.1 nM 10.0 Inhibition of GST-tagged recombinant human JAK1 catalytic domain expressed in ba... 29156136
Non-receptor tyrosine-protein kinase TYK2 IC50 = 0.7 nM 9.15 Inhibition of N-terminal GST-tagged recombinant human TYK2 catalytic domain expr... 29156136
Tyrosine-protein kinase JAK2 IC50 = 0.8 nM 9.1 Inhibition of GST-tagged recombinant human JAK2 catalytic domain expressed in ba... 29156136
Tyrosine-protein kinase JAK1 IC50 = 5.0 nM 8.3 Inhibition of JAK1 in IL6-stimulated human ME180 cells expressing stably integra... 29156136
Tyrosine-protein kinase JAK2 IC50 = 54.0 nM 7.27 Inhibition of JAK2 in EPO-stimulated human TF1 cells expressing stably integrate... 29156136
Tyrosine-protein kinase JAK3 IC50 = 196.0 nM 6.71 Inhibition of GST-tagged recombinant human JAK3 catalytic domain expressed in ba... 29156136
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 25000.0 nM 4.6 Displacement of [35S]-MK499 from human ERG expressed in HEK293 cell membranes 29156136

Literature References

PubMed DOI Target Context # Activities
29156136 10.1021/acs.jmedchem.7b01135 Tyrosine-protein kinase JAK1 2
29156136 10.1021/acs.jmedchem.7b01135 Tyrosine-protein kinase JAK2 2
29156136 10.1021/acs.jmedchem.7b01135 Unchecked 2
29156136 10.1021/acs.jmedchem.7b01135 ADMET 2
29156136 10.1021/acs.jmedchem.7b01135 Tyrosine-protein kinase JAK3 1
29156136 10.1021/acs.jmedchem.7b01135 Non-receptor tyrosine-protein kinase TYK2 1
29156136 10.1021/acs.jmedchem.7b01135 Voltage-gated inwardly rectifying potassium channel KCNH2 1
29156136 10.1021/acs.jmedchem.7b01135 Rattus norvegicus 1
29156136 10.1021/acs.jmedchem.7b01135 No relevant target 1

Data from ChEMBL 36 via Core Engine