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

CHEMBL76237

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
COc1ccc2c(c1)c(CCN(C)C)cn2S(=O)(=O)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL76237
Phase Preclinical
Structure Type MOL
InChI Key AIJIQCBYMBZLJD-UHFFFAOYSA-N
12
Targets
39
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

358.5
MW (Da)
2.99
ALogP
5
HBA
0
HBD
51.5
PSA (Ų)
0.68
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 C19H22N2O3S
MW 358.46
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.03

Activity Summary

Ki 38 meas. best 8.7
Kd 1 meas. best 8.88

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 6
CHEMBL3371
 Kd 8.88 8.88 1.3 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 8.7 8.6574 2.0 23
5-hydroxytryptamine receptor 2C
CHEMBL324
 Ki 7.64 7.64 23.0 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 7.19 7.04 65.0 2
D(3) dopamine receptor
CHEMBL234
 Ki 7.1 7.1 80.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 6.68 6.68 210.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 6.22 5.97 600.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.15 6.055 702.0 2
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 6.14 6.14 720.0 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 5.66 5.35 2200.0 2
Unchecked
CHEMBL612545
 Ki 5.62 5.62 2390.0 1
5-hydroxytryptamine receptor 1F
CHEMBL1805
 Ki 5.6 5.6 2500.0 1
5-hydroxytryptamine receptor 1E
CHEMBL2182
 Ki 5.38 5.38 4220.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 6 Kd = 1.318 nM 8.88 Antagonistic activity towards 5-hydroxytryptamine 6 receptor 12825922
5-hydroxytryptamine receptor 6 Ki = 2.0 nM 8.7 Binding affinity against 5-hydroxytryptamine 6 receptor 15357994
5-hydroxytryptamine receptor 6 Ki = 2.0 nM 8.7 Binding affinity against h5-HT6 receptor transiently expressed in HEK293 cells 15990303
5-hydroxytryptamine receptor 6 Ki = 2.0 nM 8.7 Displacement of [3H]LSD from human 5HT6 receptor expressed in HEK293 cells by li... 19159187
5-hydroxytryptamine receptor 6 Ki = 2.0 nM 8.7 Binding affinity to 5HT6 receptor 19758807
5-hydroxytryptamine receptor 6 Ki = 2.1 nM 8.68 Binding affinity towards human 5-hydroxytryptamine 6 receptor 12825922
5-hydroxytryptamine receptor 6 Ki = 2.1 nM 8.68 Binding affinity against 5 Hydroxy tryptamine 6 receptor 15745826
5-hydroxytryptamine receptor 6 Ki = 2.1 nM 8.68 Displacement of [3H]LSD from human 5HT6 receptor expressed in HEK293 cells 18201064
5-hydroxytryptamine receptor 6 Ki = 2.1 nM 8.68 Binding affinity to 5HT6 receptor 21724392
5-hydroxytryptamine receptor 6 Ki = 2.1 nM 8.68 Binding affinity to 5-HT6 receptor (unknown origin) -
5-hydroxytryptamine receptor 6 Ki = 2.1 nM 8.68 Displacement of [3H]LSD from human 5HT6 receptor expressed in HEK293 cells 28244748
5-hydroxytryptamine receptor 6 Ki = 2.3 nM 8.64 Binding affinity to human 5-HT6 receptor 23036955
5-hydroxytryptamine receptor 6 Ki = 2.3 nM 8.64 Displacement of [3H]lysergic acid diethylamide from human 5-HT6 receptor transfe... 26099069
5-hydroxytryptamine receptor 6 Ki = 2.3 nM 8.64 Antagonist activity at human recombinant 5HT6 receptor expressed in CHO cells 24850589
5-hydroxytryptamine receptor 6 Ki = 2.3 nM 8.64 Displacement of [3H]LSD from human 5HT6 receptor expressed in HeLa cells 19433358
5-hydroxytryptamine receptor 6 Ki = 2.3 nM 8.64 Displacement of [3H]LSD from human cloned 5HT6 receptor expressed in HEK293 cell... 18053713
5-hydroxytryptamine receptor 6 Ki = 2.3 nM 8.64 Displacement of [3H]LSD from cloned human 5-hydroxytryptamine 6 receptor express... 16125933
5-hydroxytryptamine receptor 6 Ki = 2.3 nM 8.64 Binding affinity as displacement of [3H]5-HT binding to 5-hydroxytryptamine 6 re... 11689074
5-hydroxytryptamine receptor 6 Ki = 2.3 nM 8.64 Binding affinity towards human 5-hydroxytryptamine 6 receptor 12951125
5-hydroxytryptamine receptor 6 Ki = 2.3 nM 8.64 Binding affinity against human 5-hydroxytryptamine 6 receptor stably transfected... 11055342

Literature References

PubMed DOI Target Context # Activities
12825922 10.1021/jm030030n 5-hydroxytryptamine receptor 6 3
11055342 10.1016/s0960-894x(00)00453-4 5-hydroxytryptamine receptor 6 2
21724392 10.1016/j.bmcl.2011.05.106 5-hydroxytryptamine receptor 6 2
11689074 10.1021/jm010943m 5-hydroxytryptamine receptor 1B 1
11055342 10.1016/s0960-894x(00)00453-4 5-hydroxytryptamine receptor 1A 1
28244748 10.1021/acs.jmedchem.7b00085 5-hydroxytryptamine receptor 6 1
11689074 10.1021/jm010943m D(2) dopamine receptor 1
11689074 10.1021/jm010943m 5-hydroxytryptamine receptor 7 1
11689074 10.1021/jm010943m 5-hydroxytryptamine receptor 5A 1
11689074 10.1021/jm010943m 5-hydroxytryptamine receptor 2A 1
11689074 10.1021/jm010943m 5-hydroxytryptamine receptor 1F 1
11689074 10.1021/jm010943m 5-hydroxytryptamine receptor 1D 1
11055342 10.1016/s0960-894x(00)00453-4 5-hydroxytryptamine receptor 1B 1
11689074 10.1021/jm010943m 5-hydroxytryptamine receptor 1A 1
11689074 10.1021/jm010943m 5-hydroxytryptamine receptor 6 1
12951125 10.1016/s0960-894x(03)00612-7 5-hydroxytryptamine receptor 6 1
11055342 10.1016/s0960-894x(00)00453-4 5-hydroxytryptamine receptor 2C 1
11055342 10.1016/s0960-894x(00)00453-4 5-hydroxytryptamine receptor 2A 1
11055342 10.1016/s0960-894x(00)00453-4 5-hydroxytryptamine receptor 7 1
11055342 10.1016/s0960-894x(00)00453-4 Unchecked 1

Data from ChEMBL 36 via Core Engine