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Compound Detail

CHEMBL4444178

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[2H]C([2H])([2H])NC(=O)c1nnc(NC(=O)C2CC2)cc1Nc1ccccc1S(C)(=O)=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4444178
Phase Preclinical
Structure Type MOL
InChI Key NAQXRHXESYEFJR-FIBGUPNXSA-N
Parent Compound CHEMBL4598261
Active Moiety CHEMBL4598261
4
Targets
8
Activities
2
Assay Types
7
PK Parameters
9
Publications
0
Known Names

Molecular Properties

389.4
MW (Da)
1.33
ALogP
7
HBA
3
HBD
130.2
PSA (Ų)
0.68
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 C17H19N5O4S
MW 392.46
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -1.68

Activity Summary

IC50 7 meas. best 8.89
Ki 1 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 Ki 9.1 9.1 0.8 1
JAK1/TYK2
CHEMBL3301391
 IC50 8.89 8.89 1.3 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 8.89 7.18 1.3 4
Signal transducer and activator of transcription 3
CHEMBL4026
 IC50 7.82 7.82 15.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL2321619
 IC50 6.47 6.47 340.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2574.2 ng.hr.mL-1 Mus musculus
Cmax 3420.0 nM Mus musculus
T1/2 1.833 hr Homo sapiens
T1/2 1.35 hr Rattus norvegicus
T1/2 0.8 hr Mus musculus
T1/2 1.117 hr Macaca fascicularis
T1/2 1.25 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Non-receptor tyrosine-protein kinase TYK2 Ki = 0.8 nM 9.1 Inhibition of TYK2 JH2 (unknown origin) by morrison titration assay 31314518
Non-receptor tyrosine-protein kinase TYK2 IC50 = 1.3 nM 8.89 Inhibition of fluorescein-labeled kinase tracer binding to His-TVMV-fused TYK2 J... 31314518
JAK1/TYK2 IC50 = 1.3 nM 8.89 Inhibition of TYK2/JAK1 in IFNalpha-stimulated human Kit225 cells by steady-glo ... 31314518
Non-receptor tyrosine-protein kinase TYK2 IC50 = 1.3 nM 8.89 Inhibition of human recombinant C-terminal Histidine tagged TYK2 JH2 (564 to 876... 37578217
Signal transducer and activator of transcription 3 IC50 = 15.0 nM 7.82 Inhibition of IL-23 induced STAT3 phosphorylation in human KIT225 cells by Alpha... 37578217
Non-receptor tyrosine-protein kinase TYK2 IC50 = 230.0 nM 6.64 Inhibition of TYK2 JH2 domain in human whole blood assessed as inhibition of IFN... 31314518
Non-receptor tyrosine-protein kinase TYK2 IC50 = 340.0 nM 6.47 Inhibition of TYK2 JH2 domain in mouse whole blood assessed as inhibition of IFN... 31314518
Non-receptor tyrosine-protein kinase TYK2 IC50 = 50000.0 nM 4.3 Inhibition of TYK2 JH1 domain (unknown origin) 31314518

Literature References

PubMed DOI Target Context # Activities
31314518 10.1021/acs.jmedchem.9b00443 ADMET 9
31314518 10.1021/acs.jmedchem.9b00443 Non-receptor tyrosine-protein kinase TYK2 5
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 JAK1/TYK2 1
31314518 10.1021/acs.jmedchem.9b00443 No relevant target 1
31314518 10.1021/acs.jmedchem.9b00443 Voltage-gated inwardly rectifying potassium channel KCNH2 1
37578217 10.1021/acs.jmedchem.3c00926 Non-receptor tyrosine-protein kinase TYK2 1
37578217 10.1021/acs.jmedchem.3c00926 Signal transducer and activator of transcription 3 1

Data from ChEMBL 36 via Core Engine