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Compound Detail

CHEMBL4553284

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COc1ccc(N(C(=O)Nc2c(C)cccc2C)c2cc(Nc3ccc(N4CCN(C)CC4)cc3)ncn2)c(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4553284
Phase Preclinical
Structure Type MOL
InChI Key UYUHRKLITDJEHB-UHFFFAOYSA-N
5
Targets
17
Activities
1
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

567.7
MW (Da)
5.98
ALogP
8
HBA
2
HBD
95.1
PSA (Ų)
0.27
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C32H37N7O3
MW 567.69
Aromatic Rings 4
Heavy Atoms 42
NP-Likeness -1.33

Activity Summary

IC50 17 meas. best 9.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase SIK2
CHEMBL5699
 IC50 9.22 6.7575 0.6 4
Serine/threonine-protein kinase SIK1
CHEMBL6082
 IC50 9.05 7.23 0.9 3
Maternal embryonic leucine zipper kinase
CHEMBL4578
 IC50 6.84 6.84 145.0 1
Unchecked
CHEMBL612545
 IC50 6.84 6.84 145.0 1
Serine/threonine-protein kinase SIK3
CHEMBL6149
 IC50 6.37 5.695 430.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 1107.5 ng.hr.mL-1 Rattus norvegicus
AUC 522.4 ng.hr.mL-1 Rattus norvegicus
CL 76.67 mL.min-1.kg-1 Rattus norvegicus
CL 223.33 mL.min-1.kg-1 Rattus norvegicus
Cmax 2265.32 nM Rattus norvegicus
Cmax 263.0 nM Rattus norvegicus
F 47.17 % Rattus norvegicus
T1/2 0.1833 hr Mus musculus
T1/2 0.24 hr Homo sapiens
T1/2 3.5 hr Rattus norvegicus
T1/2 2.5 hr Rattus norvegicus
T1/2 0.1833 hr Mus musculus
T1/2 2.0 hr Mus musculus
Tmax 0.1 hr Rattus norvegicus
Tmax 1.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase SIK2 IC50 = 0.6 nM 9.22 Inhibition of GST fused recombinant SIK2 (unknown origin) expressed in HEK293 ce... 38147525
Serine/threonine-protein kinase SIK1 IC50 = 0.9 nM 9.05 Inhibition of GST fused recombinant SIK1 (unknown origin) expressed in HEK293 ce... 38147525
Serine/threonine-protein kinase SIK2 IC50 = 67.0 nM 7.17 Inhibition of SIK2 (unknown origin) using ALNRTSSDSALHRRR as substrate 38552030
Maternal embryonic leucine zipper kinase IC50 = 145.0 nM 6.84 Inhibition of MELK (unknown origin) 38147525
Unchecked IC50 = 145.0 nM 6.84 Inhibition of NUAK2 (unknown origin) 38147525
Serine/threonine-protein kinase SIK1 IC50 = 250.0 nM 6.6 Inhibition of SIK1 (unknown origin) using ALNRTSSDSALHRRR as substrate 38552030
Serine/threonine-protein kinase SIK3 IC50 = 430.0 nM 6.37 Inhibition of SIK3 (unknown origin) using ALNRTSSDSALHRRR as substrate 38552030
Serine/threonine-protein kinase SIK1 IC50 = 920.0 nM 6.04 Inhibition of GST fused recombinant SIK1 (unknown origin) in human HEK293 cells ... 34086472
Serine/threonine-protein kinase SIK2 IC50 = 3500.0 nM 5.46 Inhibition of SIK2 (unknown origin) assessed as enzyme remaining activity by sca... 34086472
Serine/threonine-protein kinase SIK2 IC50 = 6600.0 nM 5.18 Inhibition of GST fused recombinant SIK2 (unknown origin) in human HEK293 cells ... 34086472
Serine/threonine-protein kinase SIK3 IC50 = 9600.0 nM 5.02 Inhibition of GST fused recombinant SIK3 (unknown origin) in human HEK293 cells ... 34086472

Literature References

PubMed DOI Target Context # Activities
37178481 10.1016/j.ejmech.2023.115469 ADMET 14
- 10.6019/CHEMBL5303304 U2OS 9
37178481 10.1016/j.ejmech.2023.115469 BMDM 5
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase SIK2 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37178481 10.1016/j.ejmech.2023.115469 Serine/threonine-protein kinase SIK1 2
37178481 10.1016/j.ejmech.2023.115469 Serine/threonine-protein kinase SIK2 2
37178481 10.1016/j.ejmech.2023.115469 Serine/threonine-protein kinase SIK3 2
36335744 10.1016/j.ejmech.2022.114884 ADMET 2
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase 26 1
- 10.6019/CHEMBL5303304 HEK-293T 1
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase 24 1
- 10.6019/CHEMBL5303304 Fibroblast 1
- 10.6019/EOS300108 HepG2 1
- 10.6019/CHEMBL5308504 Casein kinase I isoform delta 1
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase 4 1
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase SIK3 1
- 10.6019/CHEMBL5308504 Mitogen-activated protein kinase 1 1
- 10.6019/CHEMBL5308504 Aurora kinase A 1
34086472 10.1021/acs.jmedchem.0c02144 Serine/threonine-protein kinase SIK1 1

Data from ChEMBL 36 via Core Engine