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Compound Detail

CHEMBL5090394

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CNc1ncc2cc(-c3ccc(-c4ncccc4F)cc3Cl)c(=O)n(C[C@H]3OC[C@H](N)CO3)c2n1

Basic Information

ChEMBL ID CHEMBL5090394
Phase Preclinical
Structure Type MOL
InChI Key QKNBRNSGPNCARD-SGNKCFNYSA-N
13
Targets
51
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

496.9
MW (Da)
3.05
ALogP
9
HBA
2
HBD
117.2
PSA (Ų)
0.43
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C24H22ClFN6O3
MW 496.93
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -0.91

Activity Summary

IC50 51 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase SIK2
CHEMBL5699
IC50 9.52 7.5414 0.3 7
Serine/threonine-protein kinase SIK3
CHEMBL6149
IC50 8.22 7.7733 6.0 6
Serine/threonine-protein kinase SIK1
CHEMBL6082
IC50 7.92 7.1567 12.0 6
Serine/threonine-protein kinase NLK
CHEMBL5364
IC50 7.89 6.65 13.0 4
Serine/threonine-protein kinase PAK 2
CHEMBL4487
IC50 7.39 7.39 41.0 2
Serine/threonine-protein kinase PAK 3
CHEMBL2999
IC50 6.85 6.85 140.0 2
Mitogen-activated protein kinase kinase kinase kinase 5
CHEMBL4852
IC50 6.68 5.785 210.0 4
Serine/threonine-protein kinase PAK 1
CHEMBL4600
IC50 6.24 6.24 580.0 2
Dual specificity mitogen-activated protein kinase kinase 4
CHEMBL2897
IC50 6.08 6.08 830.0 2
Serine/threonine-protein kinase N3
CHEMBL3627581
IC50 5.85 5.51 1400.0 4
Serine/threonine-protein kinase 26
CHEMBL5941
IC50 5.8 5.1225 1600.0 4
Maternal embryonic leucine zipper kinase
CHEMBL4578
IC50 5.66 5.66 2200.0 2
Angiopoietin-1 receptor
CHEMBL4128
IC50 5.51 5.365 3100.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase SIK2 IC50 = 0.3 nM 9.52 Inhibition of GST-tagged human SIK2 autophosphorylation measured after 30 mins i... 34086472
Serine/threonine-protein kinase SIK3 IC50 = 6.0 nM 8.22 Cellular target engagement assay with: SIK3 -
Serine/threonine-protein kinase SIK3 IC50 = 8.0 nM 8.1 Cellular target engagement assay with: SIK3 -
Serine/threonine-protein kinase SIK3 IC50 = 8.0 nM 8.1 Inhibition of full length NanoLuc fused SIK3 (unknown origin) transfected in HEK... 37094449
Serine/threonine-protein kinase SIK1 IC50 = 12.0 nM 7.92 Cellular target engagement assay with: SIK1 -
Serine/threonine-protein kinase SIK1 IC50 = 12.0 nM 7.92 Inhibition of full length NanoLuc fused SIK1 (unknown origin) transfected in HEK... 37094449
Serine/threonine-protein kinase NLK IC50 = 13.0 nM 7.89 Selectivity interaction (33PanQinase Assay (Reaction Biology)) EUB0001107a NLK -
Serine/threonine-protein kinase SIK3 IC50 = 22.0 nM 7.66 Inhibition of human SIK3 by radiometric PanQinase activity assay 34086472
Serine/threonine-protein kinase SIK3 IC50 = 22.0 nM 7.66 Affinity Biochemical interaction: (Radiometric 33PanQinase Assay ) EUB0001107a S... -
Serine/threonine-protein kinase PAK 2 IC50 = 41.0 nM 7.39 Selectivity interaction (33PanQinase Assay (Reaction Biology)) EUB0001107a PAK2 -
Serine/threonine-protein kinase PAK 2 IC50 = 41.0 nM 7.39 Inhibition of human PAK2 by radiometric PanQinase activity assay 34086472
Serine/threonine-protein kinase SIK2 IC50 = 48.0 nM 7.32 Affinity Biochemical interaction: (Radiometric 33PanQinase Assay ) EUB0001107a S... -
Serine/threonine-protein kinase SIK2 IC50 = 48.0 nM 7.32 Inhibition of full length NanoLuc fused SIK2 (unknown origin) transfected in HEK... 37094449
Serine/threonine-protein kinase SIK2 IC50 = 48.0 nM 7.32 Cellular target engagement assay with: SIK2 -
Serine/threonine-protein kinase SIK2 IC50 = 48.0 nM 7.32 Inhibition of human SIK2 by radiometric PanQinase activity assay 34086472
Serine/threonine-protein kinase SIK1 IC50 = 55.0 nM 7.26 Affinity Biochemical interaction: (Radiometric 33PanQinase Assay ) EUB0001107a S... -
Serine/threonine-protein kinase SIK1 IC50 = 55.0 nM 7.26 Inhibition of human SIK1 by radiometric PanQinase activity assay 34086472
Serine/threonine-protein kinase SIK2 IC50 = 57.0 nM 7.24 Cellular target engagement assay with: SIK2 -
Serine/threonine-protein kinase SIK3 IC50 = 127.0 nM 6.9 Affinity On-target Cellular interaction: (NanoBRET assay (HEK293T cells)) EUB000... -
Serine/threonine-protein kinase PAK 3 IC50 = 140.0 nM 6.85 Inhibition of human PAK3 by radiometric PanQinase activity assay 34086472

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303304 Fibroblast 8
34086472 10.1021/acs.jmedchem.0c02144 SK-OV-3 5
37094449 10.1016/j.ejmech.2023.115347 Serine/threonine-protein kinase SIK2 5
- 10.6019/CHEMBL5058541 Serine/threonine-protein kinase SIK3 4
- 10.6019/CHEMBL5058541 Serine/threonine-protein kinase SIK2 4
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase SIK2 4
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase 26 4
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase PAK 1 4
- 10.6019/CHEMBL5465560 Serine/threonine-protein kinase NLK 3
34086472 10.1021/acs.jmedchem.0c02144 Maternal embryonic leucine zipper kinase 3
34086472 10.1021/acs.jmedchem.0c02144 Angiopoietin-1 receptor 3
34086472 10.1021/acs.jmedchem.0c02144 Dual specificity mitogen-activated protein kinase kinase 4 3
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase N3 3
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase NLK 3
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase PAK 2 3
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase PAK 3 3
34086472 10.1021/acs.jmedchem.0c02144 Mitogen-activated protein kinase kinase kinase kinase 5 3
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase SIK1 3
37094449 10.1016/j.ejmech.2023.115347 SK-OV-3 3
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase SIK3 3

Data from ChEMBL 36 via Core Engine