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Compound Detail

CHEMBL4561663

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NC(=O)c1ccccc1Nc1cc(Nc2ccc(F)cn2)ncc1C(N)=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4561663
Phase Preclinical
Structure Type MOL
InChI Key HZNQENBILSFKNN-UHFFFAOYSA-N
8
Targets
17
Activities
3
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

366.4
MW (Da)
2.30
ALogP
6
HBA
4
HBD
136.0
PSA (Ų)
0.53
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 C18H15FN6O2
MW 366.36
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.18

Activity Summary

IC50 15 meas. best 9.34
EC50 1 meas. best 8.18
Ki 1 meas. best 10.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 Ki 10.22 10.22 0.1 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 9.34 8.35 0.5 5
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 EC50 8.18 8.18 6.6 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 7.62 7.62 24.0 2
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 7.58 7.58 26.0 2
JAK1/TYK2
CHEMBL3301391
 IC50 7.43 7.43 37.0 1
JAK2/TYK2
CHEMBL3301392
 IC50 7.05 7.05 89.0 1
Signal transducer and activator of transcription 3
CHEMBL4026
 IC50 7.05 6.9 89.0 2
JAK2/JAK1
CHEMBL3038492
 IC50 6.68 6.68 210.0 1
JAK3/JAK1
CHEMBL3038491
 IC50 6.4 6.4 400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Non-receptor tyrosine-protein kinase TYK2 Ki = 0.06 nM 10.22 Inhibition of TYK2 JH2 (unknown origin) by morrison titration assay 31314518
Non-receptor tyrosine-protein kinase TYK2 IC50 = 0.46 nM 9.34 Inhibition of fluorescein-labeled kinase tracer binding to His-TVMV-fused TYK2 J... 31314518
Non-receptor tyrosine-protein kinase TYK2 IC50 = 0.46 nM 9.34 Inhibition of human recombinant C-terminal Histidine tagged TYK2 JH2 (564 to 876... 37578217
Non-receptor tyrosine-protein kinase TYK2 EC50 = 6.6 nM 8.18 Inhibition of TYK2 JH2 (unknown origin) by Scintillation proximity assay 31314518
Non-receptor tyrosine-protein kinase TYK2 IC50 = 15.0 nM 7.82 Inhibition of TYK2 JH1 domain (unknown origin) 31314518
Non-receptor tyrosine-protein kinase TYK2 IC50 = 15.0 nM 7.82 Inhibition of TYK2 JH1 domain (unknown origin) 37578217
Tyrosine-protein kinase JAK2 IC50 = 24.0 nM 7.62 Inhibition of JAK2 JH1 domain (unknown origin) 31314518
Tyrosine-protein kinase JAK2 IC50 = 24.0 nM 7.62 Inhibition of JAK2 JH1 (unknown origin) 37578217
Tyrosine-protein kinase JAK1 IC50 = 26.0 nM 7.58 Inhibition of JAK1 JH1 domain (unknown origin) 31314518
Tyrosine-protein kinase JAK1 IC50 = 26.0 nM 7.58 Inhibition of JAK1 JH1 (unknown origin) 37578217
JAK1/TYK2 IC50 = 37.0 nM 7.43 Inhibition of TYK2/JAK1 in IFNalpha-stimulated human Kit225 cells by steady-glo ... 31314518
Non-receptor tyrosine-protein kinase TYK2 IC50 = 37.0 nM 7.43 Inhibition of TYK2 JH2 in human KIT225 cells assessed as reduction of IFNalpha i... 37578217
JAK2/TYK2 IC50 = 89.0 nM 7.05 Inhibition of TYK2/JAK2 in IL23-stimulated human Kit225 cells by steady-glo luci... 31314518
Signal transducer and activator of transcription 3 IC50 = 89.0 nM 7.05 Inhibition of IL-23 induced STAT3 phosphorylation in human Jurkat cells incubate... 37578217
Signal transducer and activator of transcription 3 IC50 = 180.0 nM 6.75 Inhibition of IL-23 induced STAT3 phosphorylation in human KIT225 cells by Alpha... 37578217
JAK2/JAK1 IC50 = 210.0 nM 6.68 Inhibition of JAK1/JAK2 (unknown origin) in GM-CSF stimulated cells by cell base... 31314518
JAK3/JAK1 IC50 = 400.0 nM 6.4 Inhibition of JAK1/JAK3 (unknown origin) in IL-2 stimulated cells by cell based ... 31314518

Literature References

PubMed DOI Target Context # Activities
31314518 10.1021/acs.jmedchem.9b00443 Non-receptor tyrosine-protein kinase TYK2 4
37578217 10.1021/acs.jmedchem.3c00926 Non-receptor tyrosine-protein kinase TYK2 3
31314518 10.1021/acs.jmedchem.9b00443 ADMET 2
37578217 10.1021/acs.jmedchem.3c00926 Signal transducer and activator of transcription 3 2
31314518 10.1021/acs.jmedchem.9b00443 Tyrosine-protein kinase JAK1 1
31314518 10.1021/acs.jmedchem.9b00443 Tyrosine-protein kinase JAK2 1
31314518 10.1021/acs.jmedchem.9b00443 JAK2/TYK2 1
31314518 10.1021/acs.jmedchem.9b00443 JAK1/TYK2 1
31314518 10.1021/acs.jmedchem.9b00443 JAK3/JAK1 1
31314518 10.1021/acs.jmedchem.9b00443 JAK2/JAK1 1
31314518 10.1021/acs.jmedchem.9b00443 Inhibitor of nuclear factor kappa-B kinase subunit beta 1
37578217 10.1021/acs.jmedchem.3c00926 Tyrosine-protein kinase JAK1 1
37578217 10.1021/acs.jmedchem.3c00926 Tyrosine-protein kinase JAK2 1
37578217 10.1021/acs.jmedchem.3c00926 Unchecked 1

Data from ChEMBL 36 via Core Engine