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

CHEMBL4860275

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
CCC(Oc1cc(Cl)ccc1Cl)c1nc(N)nc(N2CCN(C)CC2)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4860275
Phase Preclinical
Structure Type MOL
InChI Key VHYWETKTNNZSJF-UHFFFAOYSA-N
8
Targets
22
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

397.3
MW (Da)
3.04
ALogP
7
HBA
1
HBD
80.4
PSA (Ų)
0.83
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H22Cl2N6O
MW 397.31
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.37

Activity Summary

Ki 19 meas. best 8.22
IC50 3 meas. best 5.13

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 8.22 7.9033 6.0 6
D(2) dopamine receptor
CHEMBL217
 Ki 6.5 6.5 320.0 4
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.32 6.32 480.0 3
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 5.32 5.32 4760.0 2
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 5.24 5.1975 5706.0 4
HepG2
CHEMBL395
 IC50 5.13 5.13 7400.0 1
Acetylcholinesterase
CHEMBL4078
 IC50 4.95 4.95 11200.0 1
SH-SY5Y
CHEMBL614910
 IC50 4.09 4.09 81300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 6 Ki = 6.0 nM 8.22 Displacement of [3H]LSD from human 5-HT6 receptor expressed in HEK293 cells incu... 32693296
5-hydroxytryptamine receptor 6 Ki = 6.026 nM 8.22 Binding affinity to human 5-HT6 receptor expressed in HEK293 cells 32693296
5-hydroxytryptamine receptor 6 Ki = 6.0 nM 8.22 Displacement of [3H]-LSD from human 5-HT6R expressed in HEK293 cells by radiolig... 35981459
5-hydroxytryptamine receptor 6 Ki = 6.0 nM 8.22 Binding affinity to human 5HT6 receptor expressed in HEK293 cells assessed as in... 37567058
5-hydroxytryptamine receptor 6 Ki = 6.0 nM 8.22 Displacement of [3H]-LSD from human 5-HT6 receptor expressed in HEK293 cell memb... 37657272
D(2) dopamine receptor Ki = 320.0 nM 6.5 Displacement of [3H]-raclopride from human D2L receptor expressed in HEK293 cell... 32693296
D(2) dopamine receptor Ki = 320.0 nM 6.5 Displacement of [3H]-Raclopride from human dopamine D2 receptor expressed in HEK... 35981459
D(2) dopamine receptor Ki = 320.0 nM 6.5 Binding affinity to human dopamine 2 receptor expressed in HEK293 cells assessed... 37567058
D(2) dopamine receptor Ki = 320.0 nM 6.5 Displacement of [3H]-raclopride from human D2 receptor expressed in HEK293 cell ... 37657272
5-hydroxytryptamine receptor 2A Ki = 484.0 nM 6.32 Displacement of [3H]-ketanserin from human 5-HT2A receptor expressed in HEK293 c... 37657272
5-hydroxytryptamine receptor 2A Ki = 484.0 nM 6.32 Binding affinity to human 5HT2A receptor expressed in CHO-K1 cells assessed as i... 37567058
5-hydroxytryptamine receptor 6 Ki = 484.0 nM 6.32 Displacement of [3H]-Ketanserin from human 5-HT2A receptor expressed in CHO-K1 c... 32693296
5-hydroxytryptamine receptor 2A Ki = 480.0 nM 6.32 Displacement of [3H]-Raclopride from human 5-HT2AR expressed in HEK293 cells by ... 35981459
5-hydroxytryptamine receptor 1A Ki = 4760.0 nM 5.32 Displacement of [3H]-Raclopride from human 5-HT1AR expressed in HEK293 cells by ... 35981459
5-hydroxytryptamine receptor 1A Ki = 4760.0 nM 5.32 Displacement of [3H]-8-OH-DPAT from human 5-HT1A receptor expressed in HEK293 ce... 37657272
5-hydroxytryptamine receptor 7 Ki = 5710.0 nM 5.24 Displacement of [3H]-5Carboxyamidotryptamine from human 5-HT7R expressed in HEK2... 35981459
5-hydroxytryptamine receptor 7 Ki = 5706.0 nM 5.24 Binding affinity to human 5HT7 receptor expressed in HEK293 cells assessed as in... 37567058
5-hydroxytryptamine receptor 7 Ki = 5706.0 nM 5.24 Displacement of [3H]-5-CT from human 5-HT7 receptor expressed in HEK293 cell mem... 37657272
HepG2 IC50 = 7400.0 nM 5.13 Neuroprotective activity against H202 induced oxidative stress in human HepG2 ce... 37567058
5-hydroxytryptamine receptor 7 Ki = 8592.0 nM 5.07 Displacement of [3H]-5-CT from human 5-HT7R expressed in human HEK293 cells incu... 32693296

Literature References

PubMed DOI Target Context # Activities
32693296 10.1016/j.ejmech.2020.112529 5-hydroxytryptamine receptor 6 5
32693296 10.1016/j.ejmech.2020.112529 ADMET 2
32693296 10.1016/j.ejmech.2020.112529 Rattus norvegicus 2
35981459 10.1016/j.ejmech.2022.114645 5-hydroxytryptamine receptor 6 2
37567058 10.1016/j.ejmech.2023.115695 Acetylcholinesterase 2
35981459 10.1016/j.ejmech.2022.114645 D(2) dopamine receptor 1
37657272 10.1016/j.ejmech.2023.115756 ADMET 1
37657272 10.1016/j.ejmech.2023.115756 5-hydroxytryptamine receptor 6 1
37567058 10.1016/j.ejmech.2023.115695 SH-SY5Y 1
37567058 10.1016/j.ejmech.2023.115695 HepG2 1
37567058 10.1016/j.ejmech.2023.115695 D(2) dopamine receptor 1
37567058 10.1016/j.ejmech.2023.115695 5-hydroxytryptamine receptor 7 1
37567058 10.1016/j.ejmech.2023.115695 5-hydroxytryptamine receptor 2A 1
37567058 10.1016/j.ejmech.2023.115695 5-hydroxytryptamine receptor 6 1
37567058 10.1016/j.ejmech.2023.115695 Cholinesterase 1
35981459 10.1016/j.ejmech.2022.114645 5-hydroxytryptamine receptor 7 1
35981459 10.1016/j.ejmech.2022.114645 5-hydroxytryptamine receptor 2A 1
35981459 10.1016/j.ejmech.2022.114645 5-hydroxytryptamine receptor 1A 1
32693296 10.1016/j.ejmech.2020.112529 HepG2 1
32693296 10.1016/j.ejmech.2020.112529 D(2) dopamine receptor 1

Data from ChEMBL 36 via Core Engine