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Compound Detail

CHEMBL5303356

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Cc1ccc(S(=O)(=O)O)cc1.Cn1cc(Nc2nccc(N3CC4CCC(C3)N4C(=O)[C@@H]3CC3(F)F)n2)cn1

Basic Information

ChEMBL ID CHEMBL5303356
Phase Preclinical
Structure Type MOL
InChI Key FAKGOYNHHHOTEN-WTMFEIAXSA-N
Parent Compound CHEMBL4747591
Active Moiety CHEMBL4747591
5
Targets
40
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

389.4
MW (Da)
1.79
ALogP
7
HBA
1
HBD
79.2
PSA (Ų)
0.86
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H29F2N7O4S
MW 561.62
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -1.50

Activity Summary

IC50 40 meas. best 7.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK1
CHEMBL2835
IC50 7.77 6.9131 17.0 13
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
IC50 7.64 6.8777 23.0 13
Tyrosine-protein kinase JAK2
CHEMBL2971
IC50 7.52 6.7917 30.0 12
Protein arginine N-methyltransferase 7
CHEMBL3562175
IC50 7.11 7.11 77.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
IC50 5.8 5.8 1600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK1 IC50 = 17.0 nM 7.77 Affinity Biochemical interaction: (Microfluidic assay (phosphorylation of synthe... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 23.0 nM 7.64 Affinity Biochemical interaction: (Microfluidic assay (phosphorylation of synthe... -
Tyrosine-protein kinase JAK1 IC50 = 30.0 nM 7.52 Affinity Phenotypic Cellular interaction: (Human whole blood assay (phosphorylat... -
Tyrosine-protein kinase JAK1 IC50 = 30.0 nM 7.52 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IFN+- induce... -
Tyrosine-protein kinase JAK2 IC50 = 30.0 nM 7.52 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IFN+- induce... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 30.0 nM 7.52 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IFN+- induce... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 65.0 nM 7.19 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-12 induce... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 65.0 nM 7.19 Affinity Phenotypic Cellular interaction: (Human whole blood assay (phosphorylat... -
Tyrosine-protein kinase JAK2 IC50 = 65.0 nM 7.19 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-12 induce... -
Tyrosine-protein kinase JAK1 IC50 = 65.0 nM 7.19 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-12 induce... -
Protein arginine N-methyltransferase 7 IC50 = 77.0 nM 7.11 Affinity Biochemical interaction: (Microfluidic assay (phosphorylation of synthe... -
Tyrosine-protein kinase JAK1 IC50 = 81.0 nM 7.09 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-6 induced... -
Tyrosine-protein kinase JAK2 IC50 = 81.0 nM 7.09 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-6 induced... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 81.0 nM 7.09 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-6 induced... -
Tyrosine-protein kinase JAK1 IC50 = 86.0 nM 7.07 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-27 induce... -
Tyrosine-protein kinase JAK2 IC50 = 86.0 nM 7.07 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-27 induce... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 86.0 nM 7.07 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-27 induce... -
Non-receptor tyrosine-protein kinase TYK2 IC50 = 120.0 nM 6.92 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-23 induce... -
Tyrosine-protein kinase JAK2 IC50 = 120.0 nM 6.92 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-23 induce... -
Tyrosine-protein kinase JAK1 IC50 = 120.0 nM 6.92 Affinity Phenotypic Cellular interaction: (Human Whole Blood Assay (IL-23 induce... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5444388 Non-receptor tyrosine-protein kinase TYK2 12
- 10.6019/CHEMBL5444388 Tyrosine-protein kinase JAK2 12
- 10.6019/CHEMBL5444388 Tyrosine-protein kinase JAK1 12
- 10.6019/CHEMBL5303304 Fibroblast 9
- 10.6019/CHEMBL5303304 U2OS 7
- 10.6019/CHEMBL5465560 Platelet-derived growth factor receptor alpha 3
- 10.6019/CHEMBL5303304 HEK-293T 3
- 10.6019/CHEMBL5465560 Aurora kinase A 2
- 10.6019/CHEMBL5465560 Non-receptor tyrosine-protein kinase TNK1 2
- 10.6019/CHEMBL5465560 Tyrosine-protein kinase JAK1 2
- 10.6019/CHEMBL5465560 Non-receptor tyrosine-protein kinase TYK2 2
- 10.6019/CHEMBL5465560 Vascular endothelial growth factor receptor 2 2
- 10.6019/CHEMBL5465560 Tyrosine-protein kinase JAK2 2
- 10.6019/CHEMBL5308504 Transcription intermediary factor 1-alpha 1
- 10.6019/CHEMBL5308504 Peregrin 1
- 10.6019/CHEMBL5308504 Tyrosine-protein kinase ABL1 1
- 10.6019/CHEMBL5308504 Aurora kinase A 1
- 10.6019/CHEMBL5446079 Non-receptor tyrosine-protein kinase TYK2 1
- 10.6019/CHEMBL5665443 Uracil-DNA glycosylase 1
- 10.6019/CHEMBL5308504 Glycogen synthase kinase-3 beta 1

Data from ChEMBL 36 via Core Engine