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

CHEMBL3417009

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
COc1cc(N)c(Cl)cc1C(=O)CCC1CCN(CC2CCCCC2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3417009
Phase Preclinical
Structure Type MOL
InChI Key FTRZTHFGTILUPE-UHFFFAOYSA-N
5
Targets
15
Activities
3
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

393.0
MW (Da)
5.19
ALogP
4
HBA
1
HBD
55.6
PSA (Ų)
0.51
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H33ClN2O2
MW 392.97
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness -0.74

Activity Summary

Ki 8 meas. best 8.18
IC50 6 meas. best 7.8
EC50 1 meas. best 7.95

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 4
CHEMBL1875
 Ki 8.18 8.062 6.6 5
5-hydroxytryptamine receptor 4
CHEMBL5017
 Ki 8.18 8.18 6.6 1
5-hydroxytryptamine receptor 4
CHEMBL1875
 EC50 7.95 7.95 11.3 1
Acetylcholinesterase
CHEMBL220
 IC50 7.8 7.68 16.0 5
Acetylcholinesterase
CHEMBL220
 Ki 7.8 7.8 16.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 7.29 7.29 51.0 1
Cholinesterase
CHEMBL5763
 IC50 5.45 5.45 3530.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 4 Ki = 6.6 nM 8.18 Displacement of [3H]GR113808 from 5-HT4R in guinea pig brain membranes incubated... 25793650
5-hydroxytryptamine receptor 4 Ki = 6.6 nM 8.18 Displacement of [3H]GR113808 from human 5-HT4R membrane in Tris buffer assessed ... 30884327
5-hydroxytryptamine receptor 4 Ki = 7.1 nM 8.15 Competition Assay: Prior to these competition studies, a series of saturation cu... -
5-hydroxytryptamine receptor 4 Ki = 9.5 nM 8.02 Displacement of [3H]-GR113808 from recombinant human 5-HT4BR expressed in membra... 30447434
5-hydroxytryptamine receptor 4 Ki = 10.4 nM 7.98 Agonist activity at 5-HT4R (unknown origin) 30447434
5-hydroxytryptamine receptor 4 Ki = 10.4 nM 7.98 Displacement of [3H]GR113808 from human 5-HT4 receptor expressed in Chem-1 cell ... 35779827
5-hydroxytryptamine receptor 4 EC50 = 11.3 nM 7.95 Activity at 5-HT4R (unknown origin) expressed in COS7 cells assessed as increase... 25793650
Acetylcholinesterase IC50 = 16.0 nM 7.8 Inhibition of human erythrocyte AChE pre-incubated for 5 mins before acetylthioc... 25793650
Acetylcholinesterase IC50 = 16.0 nM 7.8 Mixed type competitive inhibition of human AChE using acetylthiocholine iodide a... 30243151
Acetylcholinesterase IC50 = 16.0 nM 7.8 Inhibition of human erythrocyte AChE using acetylthiocholine iodide as substrate... 30884327
Acetylcholinesterase IC50 = 16.0 nM 7.8 Inhibition of human AChE using acetylthiocholine iodide as substrate preincubate... 35779827
Acetylcholinesterase Ki = 16.0 nM 7.8 Inhibition of AChE (unknown origin) 30447434
Sigma non-opioid intracellular receptor 1 Ki = 51.0 nM 7.29 Displacement of [3H]-(+)-pentazocine from sigma-1 receptor in human Jurkat cell ... 30447434
Acetylcholinesterase IC50 = 63.0 nM 7.2 Inhibition Assay: Acetylcholinesterase extracted from human erythrocytes (buffer... -
Cholinesterase IC50 = 3530.0 nM 5.45 Inhibition of equine serum BuChE pre-incubated for 5 mins before butyrylthiochol... 25793650

Literature References

PubMed DOI Target Context # Activities
25793650 10.1021/acs.jmedchem.5b00115 Mus musculus 8
25793650 10.1021/acs.jmedchem.5b00115 5-hydroxytryptamine receptor 4 6
30447434 10.1016/j.ejmech.2018.10.064 5-hydroxytryptamine receptor 4 4
25793650 10.1021/acs.jmedchem.5b00115 Acetylcholinesterase 2
30447434 10.1016/j.ejmech.2018.10.064 Acetylcholinesterase 2
35779827 10.1016/j.bmcl.2022.128873 5-hydroxytryptamine receptor 4 2
25793650 10.1021/acs.jmedchem.5b00115 Cholinesterase 1
30243151 10.1016/j.ejmech.2018.09.031 Acetylcholinesterase 1
30447434 10.1016/j.ejmech.2018.10.064 Sigma non-opioid intracellular receptor 1 1
30884327 10.1016/j.ejmech.2019.02.076 Acetylcholinesterase 1
30884327 10.1016/j.ejmech.2019.02.076 5-hydroxytryptamine receptor 4 1
35779827 10.1016/j.bmcl.2022.128873 Acetylcholinesterase 1

Data from ChEMBL 36 via Core Engine