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Compound Detail

CHEMBL4301645

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c1ccc([C@@H]2C[C@H]2NC2CCNCC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4301645
Phase Preclinical
Structure Type MOL
InChI Key BASFYRLYJAZPPL-UONOGXRCSA-N
7
Targets
16
Activities
4
Assay Types
6
PK Parameters
20
Publications
0
Known Names

Molecular Properties

216.3
MW (Da)
1.88
ALogP
2
HBA
2
HBD
24.1
PSA (Ų)
0.81
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H20N2
MW 216.33
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness -0.34

Activity Summary

IC50 9 meas. best 7.8
Ki 4 meas. best 7.3
EC50 2 meas. best 5.3
Kd 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Lysine-specific histone demethylase 1A
CHEMBL6136
 IC50 7.8 7.582 16.0 5
Unchecked
CHEMBL612545
 IC50 7.38 7.38 42.0 1
Unchecked
CHEMBL612545
 Ki 7.3 7.3 50.0 1
Lysine-specific histone demethylase 1A
CHEMBL6136
 Ki 7.26 7.1067 55.0 3
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 5.7 5.7 2000.0 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
 EC50 5.3 5.3 5000.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 EC50 4.8 4.8 16000.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 4.6 4.6 25000.0 1
Amine oxidase [flavin-containing] B
CHEMBL2039
 IC50 4.4 4.4 40000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 871.0 ng.hr.mL-1 Mus musculus
AUC 938.0 ng.hr.mL-1 Mus musculus
Cmax 2154.12 nM Mus musculus
Ka 2.6 10'3/M.s Homo sapiens
T1/2 3.6 hr Mus musculus
Tmax 0.3 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Lysine-specific histone demethylase 1A IC50 = 16.0 nM 7.8 Inhibition of LSD1 (unknown origin) 38214982
Lysine-specific histone demethylase 1A IC50 = 18.6 nM 7.73 Inhibition of recombinant LSD1 (unknown origin) preincubated for 10 mins in pres... 36881982
Lysine-specific histone demethylase 1A IC50 = 24.0 nM 7.62 Inhibition of recombinant LSD1 (unknown origin) (catalytic domain 157 to 852 res... 31096156
Unchecked IC50 = 42.0 nM 7.38 Biological Assay: The compounds of the invention can be tested for their ability... -
Lysine-specific histone demethylase 1A IC50 = 42.0 nM 7.38 Biological Assay: Briefly, a fixed amount of LSD1 was incubated on ice for 15 mi... -
Lysine-specific histone demethylase 1A IC50 = 42.0 nM 7.38 Inhibition of LSD1: The compounds of the invention can be tested for their abili... -
Unchecked Ki = 50.0 nM 7.3 Biological Assay: The compounds of the invention can be tested for their ability... -
Lysine-specific histone demethylase 1A Ki = 55.0 nM 7.26 Biological Assay: Briefly, a fixed amount of LSD1 was incubated on ice for 15 mi... -
Lysine-specific histone demethylase 1A Ki = 55.0 nM 7.26 Inhibition of LSD1: The compounds of the invention can be tested for their abili... -
Lysine-specific histone demethylase 1A Ki = 160.0 nM 6.8 Binding affinity to LSD1 (unknown origin) using H3K4me2 as substrate assessed as... 26175415
Sodium-dependent serotonin transporter IC50 = 2000.0 nM 5.7 Inhibition of SERT (unknown origin) 26175415
5-hydroxytryptamine receptor 1B EC50 = 5000.0 nM 5.3 Agonist activity at 5-HT1B receptor (unknown origin) 26175415
5-hydroxytryptamine receptor 2A EC50 = 16000.0 nM 4.8 Antagonist activity at 5-HT2A receptor (unknown origin) 26175415
Sodium-dependent noradrenaline transporter IC50 = 25000.0 nM 4.6 Inhibition of NET (unknown origin) 26175415
Amine oxidase [flavin-containing] B IC50 = 40000.0 nM 4.4 Inhibition of MAO-B (unknown origin) 26175415

Literature References

PubMed DOI Target Context # Activities
31096156 10.1016/j.ejmech.2019.04.065 Lysine-specific histone demethylase 1A 10
30780087 10.1016/j.ejmech.2019.02.039 A549 7
30780087 10.1016/j.ejmech.2019.02.039 Lysine-specific histone demethylase 1A 6
26175415 10.1016/j.ccell.2015.06.002 ADMET 6
26175415 10.1016/j.ccell.2015.06.002 Unchecked 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
36881982 10.1016/j.ejmech.2023.115228 Lysine-specific histone demethylase 1A 3
26175415 10.1016/j.ccell.2015.06.002 Lysine-specific histone demethylase 1A 3
26175415 10.1016/j.ccell.2015.06.002 Muscarinic acetylcholine receptor M1 2
26175415 10.1016/j.ccell.2015.06.002 Muscarinic acetylcholine receptor M2 2
26175415 10.1016/j.ccell.2015.06.002 D(2) dopamine receptor 2
26175415 10.1016/j.ccell.2015.06.002 5-hydroxytryptamine receptor 2A 2
26175415 10.1016/j.ccell.2015.06.002 Beta-2 adrenergic receptor 2
26175415 10.1016/j.ccell.2015.06.002 5-hydroxytryptamine receptor 2C 2
26175415 10.1016/j.ccell.2015.06.002 Kappa-type opioid receptor 2
26175415 10.1016/j.ccell.2015.06.002 5-hydroxytryptamine receptor 1B 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
31096156 10.1016/j.ejmech.2019.04.065 THP-1 2
36881982 10.1016/j.ejmech.2023.115228 HCT-116 1

Data from ChEMBL 36 via Core Engine