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Compound Detail

CHEMBL5270549

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Cc1cccc(Nc2cc(Nc3ccccc3Cl)c(C(N)=O)cn2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5270549
Phase Preclinical
Structure Type MOL
InChI Key OYWNKAAPXTYEBN-UHFFFAOYSA-N
9
Targets
23
Activities
1
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

353.8
MW (Da)
4.02
ALogP
5
HBA
3
HBD
92.9
PSA (Ų)
0.64
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H16ClN5O
MW 353.81
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.55

Activity Summary

IC50 23 meas. best 7.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 7.32 7.32 48.0 3
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 7.3 7.3 50.0 3
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 7.3 7.2733 50.0 3
JAK3/JAK1
CHEMBL3038491
 IC50 7.27 6.45 54.0 6
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 7.23 7.23 59.0 3
JAK2/JAK1
CHEMBL3038492
 IC50 7.07 7.07 85.0 1
JAK1/TYK2
CHEMBL3301391
 IC50 7.07 7.07 85.0 2
Mitogen-activated protein kinase kinase kinase kinase 4
CHEMBL6166
 IC50 6.96 6.96 110.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 6.42 6.42 380.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 166.0 mL.min-1.g-1 Homo sapiens
CL 166.0 mL.min-1.g-1 Homo sapiens
CL 82.0 mL.min-1.kg-1 Rattus norvegicus
CL 52.0 ml/min.g Sus scrofa domesticus
T1/2 0.5 hr Rattus norvegicus
T1/2 1.0 hr Sus scrofa domesticus
T1/2 4.0 hr Homo sapiens
T1/2 4.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK2 IC50 = 48.0 nM 7.32 Inhibition of JAK2 JH1 domain (unknown origin) using Carboxyfluorescein-Ahx-GGEE... 36657024
Tyrosine-protein kinase JAK2 IC50 = 48.0 nM 7.32 Inhibition of GST-fused JAK2 (808 to 1132 residues)(unknown origin) using Carbox... 37906573
Tyrosine-protein kinase JAK2 IC50 = 48.0 nM 7.32 Inhibition of GST-fused JAK2 (808 to 1132 residues) (unknown origin) using Carbo... 37312861
Tyrosine-protein kinase JAK1 IC50 = 50.0 nM 7.3 Inhibition of GST-fused JAK1 (866 to 1154 residues) (unknown origin) using FITC-... 37312861
Tyrosine-protein kinase JAK1 IC50 = 50.0 nM 7.3 Inhibition of JAK1 JH1 domain (unknown origin) using FITC-Ahx-KKSRGDYMTMQIG-NH2 ... 36657024
Non-receptor tyrosine-protein kinase TYK2 IC50 = 50.0 nM 7.3 Inhibition of TYK2 (unknown origin) by caliper technology 36657024
Tyrosine-protein kinase JAK1 IC50 = 50.0 nM 7.3 Inhibition of GST-fused JAK1 (866 to 1154 residues)(unknown origin) using FITC-A... 37906573
Non-receptor tyrosine-protein kinase TYK2 IC50 = 50.0 nM 7.3 Inhibition of GST-fused TYK2 (888 to 1187 residues)(unknown origin) using FITC-A... 37906573
JAK3/JAK1 IC50 = 54.0 nM 7.27 Inhibition of JAK1/JAK3 in human M07E cells assessed as reduction of IL-15 stimu... 37312861
JAK3/JAK1 IC50 = 54.0 nM 7.27 Inhibition of JAK1/JAK3 in human M07E cells assessed as reduction of IL-15 stimu... 36657024
JAK3/JAK1 IC50 = 54.0 nM 7.27 Inhibition of JAK1/3-mediated STAT5 phosphorylation in human M07E cells preincub... 37906573
Tyrosine-protein kinase JAK3 IC50 = 59.0 nM 7.23 Inhibition of GST-fused JAK3 (811 to 1124 residues) (unknown origin) using Carbo... 37312861
Tyrosine-protein kinase JAK3 IC50 = 59.0 nM 7.23 Inhibition of GST-fused JAK3 (811 to 1124 residues)(unknown origin) using Carbox... 37906573
Tyrosine-protein kinase JAK3 IC50 = 59.0 nM 7.23 Inhibition of JAK3 JH1 domain (unknown origin) using Carboxyfluorescein-Ahx-GGEE... 36657024
Non-receptor tyrosine-protein kinase TYK2 IC50 = 60.0 nM 7.22 Inhibition of GST-fused Tyk2 (888 to 1187 residues) (unknown origin) using FITC-... 37312861
JAK1/TYK2 IC50 = 85.0 nM 7.07 Inhibition of JAK1/TYK2 in human M07E cells assessed as reduction of IFN alpha s... 37312861
JAK1/TYK2 IC50 = 85.0 nM 7.07 Inhibition of JAK1/TYK2 in human M07E cells assessed as reduction of IFN alpha s... 36657024
JAK2/JAK1 IC50 = 85.0 nM 7.07 Inhibition of JAK1/2-mediated STAT1 phosphorylation in human M07E cells preincub... 37906573
Mitogen-activated protein kinase kinase kinase kinase 4 IC50 = 110.0 nM 6.96 Inhibition of MAP4K4 (unknown origin) by caliper microfluidic mobility shift tec... 36657024
Glycogen synthase kinase-3 beta IC50 = 380.0 nM 6.42 Inhibition of GSK3B (unknown origin) by caliper microfluidic mobility shift tech... 36657024

Literature References

PubMed DOI Target Context # Activities
36657024 10.1021/acs.jmedchem.2c01977 ADMET 18
37906573 10.1021/acs.jmedchem.3c01735 ADMET 5
36657024 10.1021/acs.jmedchem.2c01977 Unchecked 4
37906573 10.1021/acs.jmedchem.3c01735 Unchecked 4
37906573 10.1021/acs.jmedchem.3c01735 No relevant target 3
37312861 10.1021/acsmedchemlett.3c00169 JAK3/JAK1 2
37906573 10.1021/acs.jmedchem.3c01735 JAK3/JAK1 2
36657024 10.1021/acs.jmedchem.2c01977 Janus Kinase (JAK) 2
36657024 10.1021/acs.jmedchem.2c01977 No relevant target 2
36657024 10.1021/acs.jmedchem.2c01977 JAK3/JAK1 2
36657024 10.1021/acs.jmedchem.2c01977 Tyrosine-protein kinase JAK2 1
36657024 10.1021/acs.jmedchem.2c01977 Tyrosine-protein kinase JAK3 1
36657024 10.1021/acs.jmedchem.2c01977 Non-receptor tyrosine-protein kinase TYK2 1
36657024 10.1021/acs.jmedchem.2c01977 Tyrosine-protein kinase JAK1 1
37312861 10.1021/acsmedchemlett.3c00169 No relevant target 1
37312861 10.1021/acsmedchemlett.3c00169 Non-receptor tyrosine-protein kinase TYK2 1
36657024 10.1021/acs.jmedchem.2c01977 Mitogen-activated protein kinase kinase kinase kinase 4 1
37312861 10.1021/acsmedchemlett.3c00169 Tyrosine-protein kinase JAK3 1
37312861 10.1021/acsmedchemlett.3c00169 Tyrosine-protein kinase JAK2 1
37312861 10.1021/acsmedchemlett.3c00169 ADMET 1

Data from ChEMBL 36 via Core Engine