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Compound Detail

CHEMBL263664

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NC1(Cc2ccc(Cl)cc2)CCN(c2ncnc3[nH]ccc23)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL263664
Phase Preclinical
Structure Type MOL
InChI Key RZIDZIGAXXNODG-UHFFFAOYSA-N
9
Targets
17
Activities
1
Assay Types
13
PK Parameters
20
Publications
0
Known Names

Molecular Properties

341.9
MW (Da)
3.15
ALogP
4
HBA
2
HBD
70.8
PSA (Ų)
0.77
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H20ClN5
MW 341.85
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -0.77

Activity Summary

IC50 17 meas. best 9.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
 IC50 9.18 8.85 0.7 2
RAC-beta serine/threonine-protein kinase
CHEMBL2431
 IC50 8.22 8.22 6.0 3
Ribosomal protein S6 kinase beta-1
CHEMBL4501
 IC50 6.92 6.92 120.0 1
Unchecked
CHEMBL612545
 IC50 6.78 6.78 168.0 2
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 6.18 5.85 660.0 2
Cytochrome P450 2D6
CHEMBL289
 IC50 6.18 6.09 660.0 2
Molecular identity unknown
CHEMBL612546
 IC50 6.18 6.18 660.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.3 5.11 5000.0 2
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.0 5.0 10000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1579.01 ng.hr.mL-1 Mus musculus
AUC 134.01 ng.hr.mL-1 Mus musculus
CL 325.0 L/hr Mus musculus
CL 0.33 L/hr Mus musculus
Cmax 432.0 nM Mus musculus
Cmax 6357.0 nM Mus musculus
F 8.5 % Mus musculus
F 8.5 % Mus musculus
T1/2 0.57 hr Mus musculus
T1/2 0.95 hr Mus musculus
T1/2 0.95 hr Mus musculus
Tmax 0.5 hr Mus musculus
Tmax 0.083 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
RAC-alpha serine/threonine-protein kinase IC50 = 0.66 nM 9.18 Inhibition of PKB in human U87MG cells assessed as GSK3-beta phosphorylation by ... 20151677
RAC-alpha serine/threonine-protein kinase IC50 = 3.0 nM 8.52 Inhibition of PKB in human PC3M cells assessed as GSK3-beta phosphorylation by E... 20151677
RAC-beta serine/threonine-protein kinase IC50 = 6.0 nM 8.22 Inhibition of PKBbeta recombinant by radiometric filter binding assay 18345609
RAC-beta serine/threonine-protein kinase IC50 = 6.0 nM 8.22 Inhibition of PKBbeta by radiometric filter binding assay 20151677
RAC-beta serine/threonine-protein kinase IC50 = 6.0 nM 8.22 Inhibition of human PKBbeta 36462440
Ribosomal protein S6 kinase beta-1 IC50 = 120.0 nM 6.92 Inhibition of p70S6K by radiometric filter binding assay 18345609
Unchecked IC50 = 168.0 nM 6.78 Inhibition of recombinant catalytic subunit PKA by radiometric filter binding as... 18345609
Unchecked IC50 = 168.0 nM 6.78 Inhibition of PKA by radiometric filter binding assay 20151677
Glycogen synthase kinase-3 beta IC50 = 660.0 nM 6.18 Inhibition of GSK3-beta in human U87MG cells by ELISA 18345609
Cytochrome P450 2D6 IC50 = 660.0 nM 6.18 Inhibition of CYP2D6 in human microsomal preparation 20151677
Molecular identity unknown IC50 = 660.0 nM 6.18 Inhibition of PIK-PKB-mTOR pathway in human U87MG cells 18345609
Molecular identity unknown IC50 = 660.0 nM 6.18 Inhibition of PIK-PKB-mTOR pathway in human PC3M cells 18345609
Cytochrome P450 2D6 IC50 = 1000.0 nM 6.0 Inhibition of CYP2D6 18345609
Glycogen synthase kinase-3 beta IC50 = 3000.0 nM 5.52 Inhibition of GSK3-beta in human PC3M cells by ELISA 18345609
NON-PROTEIN TARGET IC50 = 5000.0 nM 5.3 Growth inhibition of human U87MG cells by SRB assay 18345609
Cytochrome P450 2C9 IC50 = 10000.0 nM 5.0 Inhibition of CYP2C9 18345609
NON-PROTEIN TARGET IC50 = 12000.0 nM 4.92 Growth inhibition of human PC3M cells by SRB assay 18345609

Literature References

PubMed DOI Target Context # Activities
18345609 10.1021/jm701437d Mus musculus 11
20151677 10.1021/jm901788j Mus musculus 4
- 10.1039/C3MD00308F Tyrosine-protein kinase ABL1 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20151677 10.1021/jm901788j RAC-alpha serine/threonine-protein kinase 3
20151677 10.1021/jm901788j Unchecked 3
- 10.6019/CHEMBL3301361 No relevant target 2
20151677 10.1021/jm901788j NON-PROTEIN TARGET 2
20151677 10.1021/jm901788j No relevant target 2
18345609 10.1021/jm701437d Molecular identity unknown 2
- 10.1039/C3MD00308F cGMP-dependent protein kinase 1 2
- 10.1039/C3MD00308F Protein kinase C beta type 2
- 10.1039/C3MD00308F Receptor-type tyrosine-protein kinase FLT3 2
- 10.1039/C3MD00308F Fibroblast growth factor receptor 2 2
- 10.1039/C3MD00308F Unchecked 2
18345609 10.1021/jm701437d Glycogen synthase kinase-3 beta 2
18345609 10.1021/jm701437d NON-PROTEIN TARGET 2
18345609 10.1021/jm701437d Unchecked 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2

Data from ChEMBL 36 via Core Engine