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Compound Detail

CHEMBL3355181

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O=C(Nc1cnn(-c2cccc(C(=O)NCC3CCNCC3)c2)c1)Nc1ccccc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3355181
Phase Preclinical
Structure Type MOL
InChI Key XDNOBDTYZKRSTK-UHFFFAOYSA-N
4
Targets
10
Activities
1
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

452.9
MW (Da)
3.90
ALogP
5
HBA
4
HBD
100.1
PSA (Ų)
0.46
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H25ClN6O2
MW 452.95
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -2.10

Activity Summary

IC50 10 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SH-SY5Y
CHEMBL614910
 IC50 8.4 6.43 4.0 2
Mitogen-activated protein kinase 10
CHEMBL2637
 IC50 6.69 6.4025 206.0 4
Mitogen-activated protein kinase 9
CHEMBL4179
 IC50 6.69 6.57 206.0 3
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.55 6.55 281.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 452.95 ng.hr.mL-1 Rattus norvegicus
CL 21.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 1700.0 nM Rattus norvegicus
F 0.5 % Rattus norvegicus
T1/2 5.083 hr Homo sapiens
T1/2 1.2 hr Mus musculus
T1/2 1.5 hr Rattus norvegicus
Vd 1.2 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SH-SY5Y IC50 = 4.0 nM 8.4 Inhibition of 6-OHDA-induced mitochondrial depolarization in human SH-SY5Y cells 25393557
Mitogen-activated protein kinase 10 IC50 = 206.0 nM 6.69 Inhibition of JNK3alpha1 (unknown origin) after 1 hr by homogeneous time-resolve... 25393557
Mitogen-activated protein kinase 10 IC50 = 206.0 nM 6.69 Inhibition of recombinant human full-length JNK3 using ATF2 as substrate measure... 31268308
Mitogen-activated protein kinase 9 IC50 = 206.0 nM 6.69 Inhibition of JNK2 (unknown origin) by discoverX kinomescan assay 37722288
NON-PROTEIN TARGET IC50 = 281.0 nM 6.55 Inhibition of 6-OHDA-induced cell death in human SH-SY5Y cells 25393557
Mitogen-activated protein kinase 9 IC50 = 311.0 nM 6.51 Inhibition of JNK2 (unknown origin) after 1 hr by homogeneous time-resolved fluo... 25393557
Mitogen-activated protein kinase 9 IC50 = 311.0 nM 6.51 Inhibition of human JNK2alpha2 using ATF2 as substrate measured after 40 mins in... 31268308
Mitogen-activated protein kinase 10 IC50 = 311.0 nM 6.51 Inhibition of JNK3 (unknown origin) expressed in Escherichia coli BL21 (DE3) cel... 37722288
Mitogen-activated protein kinase 10 IC50 = 1895.0 nM 5.72 Inhibition of JNK3 in human SH-SY5Y cells assessed as reduction in c-Jun phospho... 25393557
SH-SY5Y IC50 = 35000.0 nM 4.46 Inhibition of 6-OHDA-induced ROS generation in human SH-SY5Y cell 25393557

Literature References

PubMed DOI Target Context # Activities
25393557 10.1021/jm501256y Rattus norvegicus 6
25393557 10.1021/jm501256y Brain 4
25393557 10.1021/jm501256y SH-SY5Y 2
25393557 10.1021/jm501256y ADMET 2
25393557 10.1021/jm501256y Mitogen-activated protein kinase 10 2
25393557 10.1021/jm501256y No relevant target 2
25393557 10.1021/jm501256y Cytochrome P450 3A4 1
37722288 10.1016/j.ejmech.2023.115817 Mitogen-activated protein kinase 9 1
31268308 10.1021/acs.jmedchem.9b00537 Mitogen-activated protein kinase 9 1
31268308 10.1021/acs.jmedchem.9b00537 Mitogen-activated protein kinase 8 1
31268308 10.1021/acs.jmedchem.9b00537 Mitogen-activated protein kinase 10 1
25393557 10.1021/jm501256y NON-PROTEIN TARGET 1
25393557 10.1021/jm501256y Cytochrome P450 2D6 1
25393557 10.1021/jm501256y Cytochrome P450 2C9 1
25393557 10.1021/jm501256y Cytochrome P450 1A2 1
25393557 10.1021/jm501256y Liver 1
25393557 10.1021/jm501256y Liver microsome 1
25393557 10.1021/jm501256y Mitogen-activated protein kinase 14 1
25393557 10.1021/jm501256y Mitogen-activated protein kinase 9 1
25393557 10.1021/jm501256y Mitogen-activated protein kinase 8 1

Data from ChEMBL 36 via Core Engine