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Compound Detail

CHEMBL4100288

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N#C[C@H]1CCOC[C@@H]1n1cc(C(N)=O)c(Nc2ccccc2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4100288
Phase Preclinical
Structure Type MOL
InChI Key OQNGITUNHHCSOA-RISCZKNCSA-N
4
Targets
8
Activities
1
Assay Types
5
PK Parameters
9
Publications
0
Known Names

Molecular Properties

311.4
MW (Da)
1.83
ALogP
6
HBA
2
HBD
106.0
PSA (Ų)
0.90
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 C16H17N5O2
MW 311.35
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.93

Activity Summary

IC50 8 meas. best 9.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 9.4 8.2933 0.4 3
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 8.54 8.54 2.9 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 8.52 7.4567 3.0 3
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 6.44 6.44 361.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 70.0 mL.min-1.kg-1 Rattus norvegicus
CL 6.0 mL.min-1.kg-1 Homo sapiens
CL 20.0 mL.min-1.kg-1 Rattus norvegicus
CL 110.0 mL.min-1.kg-1 Rattus norvegicus
F 79.0 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK1 IC50 = 0.4 nM 9.4 Inhibition of GST-tagged recombinant human JAK1 catalytic domain expressed in ba... 29156136
Non-receptor tyrosine-protein kinase TYK2 IC50 = 2.9 nM 8.54 Inhibition of N-terminal GST-tagged recombinant human TYK2 catalytic domain expr... 29156136
Tyrosine-protein kinase JAK2 IC50 = 3.0 nM 8.52 Inhibition of GST-tagged recombinant human JAK2 catalytic domain expressed in ba... 29156136
Tyrosine-protein kinase JAK1 IC50 = 10.0 nM 8.0 Biochemical HTRF Assay: The ability of compounds to inhibit the activity of JAK1... -
Tyrosine-protein kinase JAK1 IC50 = 33.0 nM 7.48 Inhibition of JAK1 in IL6-stimulated human ME180 cells expressing stably integra... 29156136
Tyrosine-protein kinase JAK2 IC50 = 67.0 nM 7.17 Biochemical HTRF Assay: The ability of compounds to inhibit the activity of JAK1... -
Tyrosine-protein kinase JAK2 IC50 = 209.0 nM 6.68 Inhibition of JAK2 in EPO-stimulated human TF1 cells expressing stably integrate... 29156136
Tyrosine-protein kinase JAK3 IC50 = 361.0 nM 6.44 Inhibition of GST-tagged recombinant human JAK3 catalytic domain expressed in ba... 29156136

Literature References

PubMed DOI Target Context # Activities
29156136 10.1021/acs.jmedchem.7b01135 Rattus norvegicus 3
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

Data from ChEMBL 36 via Core Engine