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Compound Detail

CHEMBL4089234

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

Basic Information

ChEMBL ID CHEMBL4089234
Phase Preclinical
Structure Type MOL
InChI Key PMXSQTYWBDXQET-YGRLFVJLSA-N
5
Targets
11
Activities
1
Assay Types
3
PK Parameters
9
Publications
0
Known Names

Molecular Properties

345.8
MW (Da)
2.48
ALogP
6
HBA
2
HBD
106.0
PSA (Ų)
0.88
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H16ClN5O2
MW 345.79
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -1.12

Activity Summary

IC50 11 meas. best 9.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 9.89 9.3025 0.1 4
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 8.82 8.2275 1.5 4
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 8.7 8.7 2.0 1
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 6.59 6.59 256.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.4 4.4 40000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 9.0 mL.min-1.kg-1 Rattus norvegicus
CL 85.0 mL.min-1.kg-1 Homo sapiens
F 71.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK1 IC50 = 0.13 nM 9.89 Inhibition of GST-tagged recombinant human JAK1 catalytic domain expressed in ba... 29156136
Tyrosine-protein kinase JAK1 IC50 = 0.17 nM 9.77 Biochemical HTRF Enzyme Assay Protocol: The basic assay protocol is as follows: ... -
Tyrosine-protein kinase JAK1 IC50 = 0.2 nM 9.7 Biochemical HTRF Assay: The ability of compounds to inhibit the activity of JAK1... -
Tyrosine-protein kinase JAK2 IC50 = 1.5 nM 8.82 Inhibition of GST-tagged recombinant human JAK2 catalytic domain expressed in ba... 29156136
Tyrosine-protein kinase JAK2 IC50 = 1.92 nM 8.72 Biochemical HTRF Enzyme Assay Protocol: The basic assay protocol is as follows: ... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 2.0 nM 8.7 Inhibition of N-terminal GST-tagged recombinant human TYK2 catalytic domain expr... 29156136
Tyrosine-protein kinase JAK2 IC50 = 3.0 nM 8.52 Biochemical HTRF Assay: The ability of compounds to inhibit the activity of JAK1... -
Tyrosine-protein kinase JAK1 IC50 = 14.0 nM 7.85 Inhibition of JAK1 in IL6-stimulated human ME180 cells expressing stably integra... 29156136
Tyrosine-protein kinase JAK2 IC50 = 140.0 nM 6.85 Inhibition of JAK2 in EPO-stimulated human TF1 cells expressing stably integrate... 29156136
Tyrosine-protein kinase JAK3 IC50 = 256.0 nM 6.59 Inhibition of GST-tagged recombinant human JAK3 catalytic domain expressed in ba... 29156136
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 40000.0 nM 4.4 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 No relevant target 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

Data from ChEMBL 36 via Core Engine