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Compound Detail

CHEMBL5270781

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CC1CN(c2ccncc2NC(=O)c2ccnn3cc(-c4ccccc4)nc23)CCO1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5270781
Phase Preclinical
Structure Type MOL
InChI Key MENVSADYTLLXLP-UHFFFAOYSA-N
9
Targets
13
Activities
1
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

414.5
MW (Da)
3.27
ALogP
7
HBA
1
HBD
84.7
PSA (Ų)
0.55
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H22N6O2
MW 414.47
Aromatic Rings 4
Heavy Atoms 31
NP-Likeness -1.89

Activity Summary

IC50 13 meas. best 10.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glycogen synthase kinase-3 alpha
CHEMBL2850
 IC50 10.05 9.755 0.1 2
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 9.7 9.42 0.2 2
Unchecked
CHEMBL612545
 IC50 9.14 9.14 0.7 1
Microtubule-associated protein tau
CHEMBL1293224
 IC50 8.04 7.5067 9.2 3
AP2-associated protein kinase 1
CHEMBL3830
 IC50 6.7 6.7 200.0 1
Protein kinase C theta type
CHEMBL3920
 IC50 6.44 6.44 360.0 1
Serine/threonine-protein kinase pim-1
CHEMBL2147
 IC50 6.42 6.42 380.0 1
Cyclin-dependent kinase 2
CHEMBL301
 IC50 5.85 5.85 1400.0 1
Cyclin-dependent kinase 5
CHEMBL4036
 IC50 5.19 5.19 6400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 28308.3 ng.hr.mL-1 Mus musculus
CL 3.8 mL.min-1.kg-1 Mus musculus
Cmax 7800.0 nM Mus musculus
F 64.0 % Mus musculus
Fu 0.009 - Mus musculus
Fu 0.008 - Homo sapiens
Fu 0.009 - Mus musculus
MRT 4.8 hr Mus musculus
T1/2 5.2 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glycogen synthase kinase-3 alpha IC50 = 0.09 nM 10.05 Inhibition of GSK3alpha (unknown origin) 34607244
Glycogen synthase kinase-3 beta IC50 = 0.2 nM 9.7 Inhibition of GSK3beta (unknown origin) 34607244
Glycogen synthase kinase-3 alpha IC50 = 0.35 nM 9.46 Inhibition of full length GST-tagged human recombinant GSK3-alpha using FL-KRREI... 36950863
Unchecked IC50 = 0.73 nM 9.14 Inhibition of N-terminal 6-His tagged human recombinant GSK3-beta H355L mutant u... 36950863
Glycogen synthase kinase-3 beta IC50 = 0.73 nM 9.14 Inhibition of GSK3beta (unknown origin) 37722288
Microtubule-associated protein tau IC50 = 9.2 nM 8.04 Inhibition of Tau (unknown origin) phosphorylation 34607244
Microtubule-associated protein tau IC50 = 58.0 nM 7.24 Inhibition of tau 4R1N phosphorylation (unknown origin) at S396 residue transfec... 36950863
Microtubule-associated protein tau IC50 = 58.0 nM 7.24 Inhibition of tau phosphorylation (unknown origin) 37722288
AP2-associated protein kinase 1 IC50 = 200.0 nM 6.7 Inhibition of AAK1 (unknown origin) 36950863
Protein kinase C theta type IC50 = 360.0 nM 6.44 Inhibition of PKCtheta (unknown origin) 36950863
Serine/threonine-protein kinase pim-1 IC50 = 380.0 nM 6.42 Inhibition of PIM1 (unknown origin) 36950863
Cyclin-dependent kinase 2 IC50 = 1400.0 nM 5.85 Inhibition of CDK2 (unknown origin) 36950863
Cyclin-dependent kinase 5 IC50 = 6400.0 nM 5.19 Inhibition of CDK5 (unknown origin) 36950863

Literature References

PubMed DOI Target Context # Activities
36950863 10.1021/acs.jmedchem.3c00133 ADMET 20
36950863 10.1021/acs.jmedchem.3c00133 Unchecked 6
36950863 10.1021/acs.jmedchem.3c00133 No relevant target 4
36950863 10.1021/acs.jmedchem.3c00133 Protein kinase C theta type 1
37722288 10.1016/j.ejmech.2023.115817 Microtubule-associated protein tau 1
36950863 10.1021/acs.jmedchem.3c00133 Casein kinase II subunit alpha 1
36950863 10.1021/acs.jmedchem.3c00133 Tyrosine-protein kinase BTK 1
36950863 10.1021/acs.jmedchem.3c00133 Cytoplasmic tyrosine-protein kinase BMX 1
36950863 10.1021/acs.jmedchem.3c00133 Aurora kinase B 1
36950863 10.1021/acs.jmedchem.3c00133 Interleukin-1 receptor-associated kinase 4 1
36950863 10.1021/acs.jmedchem.3c00133 Interleukin-1 receptor-associated kinase 1 1
36950863 10.1021/acs.jmedchem.3c00133 Mus musculus 1
34607244 10.1016/j.ejmech.2021.113867 Glycogen synthase kinase-3 alpha 1
36950863 10.1021/acs.jmedchem.3c00133 Serine/threonine-protein kinase pim-1 1
36950863 10.1021/acs.jmedchem.3c00133 AP2-associated protein kinase 1 1
36950863 10.1021/acs.jmedchem.3c00133 Cyclin-dependent kinase 5 1
36950863 10.1021/acs.jmedchem.3c00133 Cyclin-dependent kinase 2 1
36950863 10.1021/acs.jmedchem.3c00133 Microtubule-associated protein tau 1
36950863 10.1021/acs.jmedchem.3c00133 Glycogen synthase kinase-3 alpha 1
34607244 10.1016/j.ejmech.2021.113867 Microtubule-associated protein tau 1

Data from ChEMBL 36 via Core Engine