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Compound Detail

CHEMBL5305160

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CC1(C)C(=O)N([C@H]2CCc3c(O)cccc32)c2nc(Nc3cccc(CN4CCCC4)c3)ncc21

Basic Information

ChEMBL ID CHEMBL5305160
Phase Preclinical
Structure Type MOL
InChI Key OFIFLUFVENTCNZ-QHCPKHFHSA-N
11
Targets
15
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

469.6
MW (Da)
4.83
ALogP
6
HBA
2
HBD
81.6
PSA (Ų)
0.56
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H31N5O2
MW 469.59
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -0.62

Activity Summary

IC50 15 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase MARK2
CHEMBL3831
IC50 8.7 8.7 2.0 1
MAP/microtubule affinity-regulating kinase 4
CHEMBL5754
IC50 8.7 8.7 2.0 1
Serine/threonine-protein kinase MARK1
CHEMBL5940
IC50 8.7 8.7 2.0 1
MAP/microtubule affinity-regulating kinase 3
CHEMBL5600
IC50 8.52 8.52 3.0 1
NUAK family SNF1-like kinase 1
CHEMBL5784
IC50 8.52 8.52 3.0 1
AMPK alpha1/alpha2
CHEMBL3038454
IC50 8.0 8.0 10.0 1
Serine/threonine-protein kinase SIK2
CHEMBL5699
IC50 7.92 7.92 12.0 2
Maternal embryonic leucine zipper kinase
CHEMBL4578
IC50 7.54 7.23 29.0 2
Serine/threonine-protein kinase SIK3
CHEMBL6149
IC50 7.37 7.37 43.0 2
Serine/threonine-protein kinase SIK1
CHEMBL6082
IC50 6.96 6.96 110.0 2
Unchecked
CHEMBL612545
IC50 6.92 6.92 120.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase MARK1 IC50 = 2.0 nM 8.7 Inhibition of MARK1 (unknown origin) 38147525
MAP/microtubule affinity-regulating kinase 4 IC50 = 2.0 nM 8.7 Inhibition of MARK4 (unknown origin) 38147525
Serine/threonine-protein kinase MARK2 IC50 = 2.0 nM 8.7 Inhibition of MARK2 (unknown origin) 38147525
MAP/microtubule affinity-regulating kinase 3 IC50 = 3.0 nM 8.52 Inhibition of MARK3 (unknown origin) 38147525
NUAK family SNF1-like kinase 1 IC50 = 3.0 nM 8.52 Inhibition of NUAK1 (unknown origin) 38147525
AMPK alpha1/alpha2 IC50 = 10.0 nM 8.0 Inhibition of AMPKalpha1/2 (unknown origin) 38147525
Serine/threonine-protein kinase SIK2 IC50 = 12.0 nM 7.92 Inhibition of GST fused recombinant SIK2 (unknown origin) expressed in HEK293 ce... 38147525
Serine/threonine-protein kinase SIK2 IC50 = 12.0 nM 7.92 Inhibition of SIK2 (unknown origin) 37178481
Maternal embryonic leucine zipper kinase IC50 = 29.0 nM 7.54 Inhibition of MELK (unknown origin) 38147525
Serine/threonine-protein kinase SIK3 IC50 = 43.0 nM 7.37 Inhibition of GST fused recombinant SIK3 (unknown origin) expressed in HEK293 ce... 38147525
Serine/threonine-protein kinase SIK3 IC50 = 43.0 nM 7.37 Inhibition of SIK3 (unknown origin) 37178481
Serine/threonine-protein kinase SIK1 IC50 = 110.0 nM 6.96 Inhibition of GST fused recombinant SIK1 (unknown origin) expressed in HEK293 ce... 38147525
Serine/threonine-protein kinase SIK1 IC50 = 110.0 nM 6.96 Inhibition of SIK1 (unknown origin) 37178481
Maternal embryonic leucine zipper kinase IC50 = 120.0 nM 6.92 Inhibition of MELK (unknown origin) 38147525
Unchecked IC50 = 120.0 nM 6.92 Inhibition of NUAK2 (unknown origin) 38147525

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303300 Fibroblast 304
- 10.6019/CHEMBL5303300 U2OS 304
- 10.6019/CHEMBL5303300 HEK-293T 304
- 10.6019/CHEMBL5303304 U2OS 10
- 10.6019/CHEMBL5303304 HEK-293T 9
- 10.6019/CHEMBL5303304 Fibroblast 8
38147525 10.1021/acs.jmedchem.3c01428 Maternal embryonic leucine zipper kinase 2
- 10.6019/CHEMBL5308504 Cyclin-dependent kinase 2 1
- 10.6019/CHEMBL5308504 Glycogen synthase kinase-3 beta 1
- 10.6019/CHEMBL5308504 Mitogen-activated protein kinase 1 1
- 10.6019/CHEMBL5308504 Aurora kinase A 1
- 10.6019/CHEMBL5308504 Tyrosine-protein kinase ABL1 1
- 10.6019/CHEMBL5308504 Fibroblast growth factor receptor 3 1
- 10.6019/CHEMBL5308504 Peregrin 1
- 10.6019/CHEMBL5308504 Transcription intermediary factor 1-alpha 1
- 10.6019/CHEMBL5308504 Bromodomain-containing protein 4 1
38147525 10.1021/acs.jmedchem.3c01428 Serine/threonine-protein kinase SIK1 1
38147525 10.1021/acs.jmedchem.3c01428 Serine/threonine-protein kinase SIK2 1
38147525 10.1021/acs.jmedchem.3c01428 Serine/threonine-protein kinase SIK3 1
37178481 10.1016/j.ejmech.2023.115469 Serine/threonine-protein kinase SIK3 1

Data from ChEMBL 36 via Core Engine