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Compound Detail

CHEMBL4077886

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N#C[C@H]1CCOC[C@@H]1n1cc(C(N)=O)c(Nc2ccc(C3CC3)cc2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4077886
Phase Preclinical
Structure Type MOL
InChI Key YKTYTOSJOTWOCE-PBHICJAKSA-N
5
Targets
7
Activities
1
Assay Types
2
PK Parameters
8
Publications
0
Known Names

Molecular Properties

351.4
MW (Da)
2.70
ALogP
6
HBA
2
HBD
106.0
PSA (Ų)
0.86
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H21N5O2
MW 351.41
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.81

Activity Summary

IC50 7 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 9.3 8.365 0.5 2
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 8.72 7.71 1.9 2
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 8.41 8.41 3.9 1
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 6.55 6.55 280.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.46 4.46 35000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 262.0 mL.min-1.kg-1 Rattus norvegicus
CL 41.0 mL.min-1.kg-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK1 IC50 = 0.5 nM 9.3 Inhibition of GST-tagged recombinant human JAK1 catalytic domain expressed in ba... 29156136
Tyrosine-protein kinase JAK2 IC50 = 1.9 nM 8.72 Inhibition of GST-tagged recombinant human JAK2 catalytic domain expressed in ba... 29156136
Non-receptor tyrosine-protein kinase TYK2 IC50 = 3.9 nM 8.41 Inhibition of N-terminal GST-tagged recombinant human TYK2 catalytic domain expr... 29156136
Tyrosine-protein kinase JAK1 IC50 = 37.0 nM 7.43 Inhibition of JAK1 in IL6-stimulated human ME180 cells expressing stably integra... 29156136
Tyrosine-protein kinase JAK2 IC50 = 200.0 nM 6.7 Inhibition of JAK2 in EPO-stimulated human TF1 cells expressing stably integrate... 29156136
Tyrosine-protein kinase JAK3 IC50 = 280.0 nM 6.55 Inhibition of GST-tagged recombinant human JAK3 catalytic domain expressed in ba... 29156136
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 35000.0 nM 4.46 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 No relevant target 1

Data from ChEMBL 36 via Core Engine