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Compound Detail

CHEMBL5397297

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CNC(=O)c1cnc2[nH]ccc2c1N[C@H]1CCN(Cc2ccc(C(F)(F)F)cc2)[C@@H](C)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5397297
Phase Preclinical
Structure Type MOL
InChI Key LLXUFTFQOVBHRV-YOEHRIQHSA-N
8
Targets
9
Activities
2
Assay Types
12
PK Parameters
20
Publications
0
Known Names

Molecular Properties

445.5
MW (Da)
4.41
ALogP
4
HBA
3
HBD
73.0
PSA (Ų)
0.54
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H26F3N5O
MW 445.49
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.10

Activity Summary

IC50 5 meas. best 10.36
EC50 4 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 10.36 10.36 0.0 1
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 8.03 8.03 9.2 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 7.78 7.78 16.8 1
Signal transducer and activator of transcription 5A
CHEMBL5403
 EC50 7.4 7.4 40.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 7.23 7.23 58.3 1
Signal transducer and activator of transcription 1-alpha/beta
CHEMBL6101
 EC50 7.15 7.15 71.0 1
Signal transducer and activator of transcription 3
CHEMBL4026
 EC50 7.05 7.05 89.0 2
L132
CHEMBL613999
 IC50 4.22 4.22 60000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 344.85 ng.hr.mL-1 Mus musculus
AUC 248.04 ng.hr.mL-1 Mus musculus
CL 240.56 mL.min-1.kg-1 Mus musculus
Cmax 917.87 nM Mus musculus
Cmax 220.97 nM Mus musculus
F 36.0 % Mus musculus
MRT 0.73 hr Mus musculus
MRT 1.72 hr Mus musculus
T1/2 0.67 hr Mus musculus
T1/2 0.85 hr Mus musculus
Tmax 0.08 hr Mus musculus
Tmax 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK1 IC50 = 0.044 nM 10.36 Inhibition of recombinant JAK1 (unknown origin) using GFP-STAT1 as substrate inc... 38031930
Tyrosine-protein kinase JAK3 IC50 = 9.24 nM 8.03 Inhibition of recombinant JAK3 (unknown origin) using GFP-STAT1 as substrate inc... 38031930
Tyrosine-protein kinase JAK2 IC50 = 16.8 nM 7.78 Inhibition of recombinant JAK2 (unknown origin) using GFP-STAT1 as substrate inc... 38031930
Signal transducer and activator of transcription 5A EC50 = 40.0 nM 7.4 Inhibition of STAT5 phosphorylation in human SK-MES-1 cells pretreated for 30 mi... 38031930
Non-receptor tyrosine-protein kinase TYK2 IC50 = 58.3 nM 7.23 Inhibition of recombinant TYK2 (unknown origin) using GFP-STAT1 as substrate inc... 38031930
Signal transducer and activator of transcription 1-alpha/beta EC50 = 71.0 nM 7.15 Inhibition of STAT1 phosphorylation in human SK-MES-1 cells pretreated for 30 mi... 38031930
Signal transducer and activator of transcription 3 EC50 = 89.0 nM 7.05 Inhibition of STAT3 phosphorylation in human SK-MES-1 cells pretreated for 30 mi... 38031930
Signal transducer and activator of transcription 3 EC50 = 90.0 nM 7.05 Inhibition of STAT3 phosphorylation in human SK-MES-1 cells pretreated for 30 mi... 38031930
L132 IC50 = 60000.0 nM 4.22 Cytotoxicity against human L132 cells assessed as inhibition of cell growth meas... 38031930

Literature References

PubMed DOI Target Context # Activities
38031930 10.1021/acs.jmedchem.3c01712 ADMET 28
38031930 10.1021/acs.jmedchem.3c01712 Unchecked 11
38031930 10.1021/acs.jmedchem.3c01712 Mus musculus 6
38031930 10.1021/acs.jmedchem.3c01712 Signal transducer and activator of transcription 3 5
38031930 10.1021/acs.jmedchem.3c01712 BaF3 4
38031930 10.1021/acs.jmedchem.3c01712 Signal transducer and activator of transcription 6 3
38031930 10.1021/acs.jmedchem.3c01712 Signal transducer and activator of transcription 1-alpha/beta 3
38031930 10.1021/acs.jmedchem.3c01712 Signal transducer and activator of transcription 5A 3
38031930 10.1021/acs.jmedchem.3c01712 Non-receptor tyrosine-protein kinase TYK2 2
38031930 10.1021/acs.jmedchem.3c01712 Tyrosine-protein kinase JAK2 2
38031930 10.1021/acs.jmedchem.3c01712 Tyrosine-protein kinase JAK1 2
38031930 10.1021/acs.jmedchem.3c01712 Tyrosine-protein kinase JAK3 2
38031930 10.1021/acs.jmedchem.3c01712 Cytochrome P450 2D6 1
38031930 10.1021/acs.jmedchem.3c01712 Cytochrome P450 2C19 1
38031930 10.1021/acs.jmedchem.3c01712 Cytochrome P450 1A2 1
38031930 10.1021/acs.jmedchem.3c01712 Tyrosine-protein kinase ABL1 1
38031930 10.1021/acs.jmedchem.3c01712 ALK tyrosine kinase receptor 1
38031930 10.1021/acs.jmedchem.3c01712 Tyrosine-protein kinase Blk 1
38031930 10.1021/acs.jmedchem.3c01712 Cytochrome P450 3A4 1
38031930 10.1021/acs.jmedchem.3c01712 Tyrosine-protein kinase CSK 1

Data from ChEMBL 36 via Core Engine