Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL4173258

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
C#CCN(C)Cc1cc2cc(OCCCN3CCCCC3)ccc2n1C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4173258
Phase Preclinical
Structure Type MOL
InChI Key NQDGCGNKNJWZHP-UHFFFAOYSA-N
8
Targets
25
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

353.5
MW (Da)
3.50
ALogP
4
HBA
0
HBD
20.6
PSA (Ų)
0.54
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H31N3O
MW 353.51
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.33

Activity Summary

IC50 18 meas. best 7.11
Ki 7 meas. best 7.97

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H3 receptor
CHEMBL264
 Ki 7.97 7.97 10.8 4
Vesicular acetylcholine transporter
CHEMBL2125
 Ki 7.33 7.33 46.3 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 7.19 7.19 65.2 1
Amine oxidase [flavin-containing] B
CHEMBL2039
 IC50 7.11 6.83 78.0 5
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 6.84 6.618 145.0 5
Sigma intracellular receptor 2
CHEMBL4105864
 Ki 6.49 6.49 326.0 1
Acetylcholinesterase
CHEMBL220
 IC50 6.28 6.28 530.0 4
Cholinesterase
CHEMBL1914
 IC50 5.77 5.77 1690.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H3 receptor Ki = 10.8 nM 7.97 Displacement of [3H]-N-alpha-methylhistamine from human H3R expressed in HEK293 ... 30744931
Histamine H3 receptor Ki = 10.8 nM 7.97 Inhibition of human histamine H3 receptor 31401465
Histamine H3 receptor Ki = 10.8 nM 7.97 Binding affinity to human H3 receptor 30404719
Histamine H3 receptor Ki = 10.8 nM 7.97 Displacement of [3H]-N-alpha-methylhistamine from human H3R expressed in HEK293 ... 29969030
Vesicular acetylcholine transporter Ki = 46.3 nM 7.33 Displacement of (-)-[3H]vesamicol from rat VAChT expressed in rat PC12 cell memb... 29969030
Sigma non-opioid intracellular receptor 1 Ki = 65.2 nM 7.19 Displacement of (+)-[3H]pentazocine from human sigma1 receptor expressed in HEK2... 29969030
Amine oxidase [flavin-containing] B IC50 = 78.0 nM 7.11 Inhibition of human MAOB 30404719
Amine oxidase [flavin-containing] B IC50 = 78.0 nM 7.11 Inhibition of human MAOB 31401465
Amine oxidase [flavin-containing] B IC50 = 78.0 nM 7.11 Inhibition of recombinant human MAOB expressed in baculovirus infected BTI insec... 30744931
Amine oxidase [flavin-containing] B IC50 = 78.0 nM 7.11 Inhibition of recombinant human MAO-B using tyramine as substrate ampliflu red d... 29969030
Amine oxidase [flavin-containing] A IC50 = 145.0 nM 6.84 Inhibition of recombinant human MAO-A using tyramine as substrate ampliflu red d... 29969030
Amine oxidase [flavin-containing] A IC50 = 145.0 nM 6.84 Inhibition of human MAOA 30404719
Amine oxidase [flavin-containing] A IC50 = 145.0 nM 6.84 Inhibition of human MAOA 31401465
Amine oxidase [flavin-containing] A IC50 = 145.0 nM 6.84 Inhibition of recombinant human MAOA expressed in baculovirus infected BTI insec... 30744931
Sigma intracellular receptor 2 Ki = 326.0 nM 6.49 Displacement of [3H]DTG from sigma2 receptor in rat liver membranes after 60 min... 29969030
Acetylcholinesterase IC50 = 530.0 nM 6.28 Inhibition of human acetylcholinesterase expressed in HEK 293 cells using acetyl... 30744931
Acetylcholinesterase IC50 = 530.0 nM 6.28 Inhibition of human AChE 31401465
Acetylcholinesterase IC50 = 530.0 nM 6.28 Inhibition of human AChE 30404719
Acetylcholinesterase IC50 = 530.0 nM 6.28 Inhibition of recombinant human AChE using acetylthiocholine iodide as substrate... 29969030
Cholinesterase IC50 = 1690.0 nM 5.77 Inhibition of human plasma butyrylcholinesterase by Ellman's method 30744931

Literature References

PubMed DOI Target Context # Activities
29969030 10.1021/acs.jmedchem.8b00848 Mus musculus 5
30744931 10.1016/j.bmc.2019.01.025 Amine oxidase [flavin-containing] A 2
30744931 10.1016/j.bmc.2019.01.025 Amine oxidase [flavin-containing] B 2
39256214 10.1021/acs.jmedchem.4c01367 Histone deacetylase 6 2
39256214 10.1021/acs.jmedchem.4c01367 Histone deacetylase 1 2
39256214 10.1021/acs.jmedchem.4c01367 Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2) 2
30404719 10.1016/j.bmcl.2018.10.048 Histamine H3 receptor 1
31401465 10.1016/j.ejmech.2019.07.040 Amine oxidase [flavin-containing] B 1
31401465 10.1016/j.ejmech.2019.07.040 Cholinesterase 1
30404719 10.1016/j.bmcl.2018.10.048 Cholinesterase 1
30404719 10.1016/j.bmcl.2018.10.048 Acetylcholinesterase 1
30404719 10.1016/j.bmcl.2018.10.048 Amine oxidase [flavin-containing] B 1
30404719 10.1016/j.bmcl.2018.10.048 Amine oxidase [flavin-containing] A 1
29969030 10.1021/acs.jmedchem.8b00848 Acetylcholinesterase 1
29969030 10.1021/acs.jmedchem.8b00848 Vesicular acetylcholine transporter 1
29969030 10.1021/acs.jmedchem.8b00848 Sigma intracellular receptor 2 1
29969030 10.1021/acs.jmedchem.8b00848 Sigma non-opioid intracellular receptor 1 1
29969030 10.1021/acs.jmedchem.8b00848 Histamine H3 receptor 1
29969030 10.1021/acs.jmedchem.8b00848 Amine oxidase [flavin-containing] B 1
29969030 10.1021/acs.jmedchem.8b00848 Amine oxidase [flavin-containing] A 1

Data from ChEMBL 36 via Core Engine