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

CHEMBL497749

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
COc1ccccc1N1CCN(CCCNS(=O)(=O)c2ccc3ccccc3c2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL497749
Phase Preclinical
Structure Type MOL
InChI Key YRVKJIDCHIEELY-UHFFFAOYSA-N
11
Targets
13
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

439.6
MW (Da)
3.34
ALogP
5
HBA
1
HBD
61.9
PSA (Ų)
0.55
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 C24H29N3O3S
MW 439.58
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.58

Activity Summary

Ki 8 meas. best 8.34
IC50 5 meas. best 8.34

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL214
 IC50 8.34 8.34 4.6 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 8.34 8.34 4.6 1
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 8.33 8.33 4.6 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 IC50 7.7 7.7 20.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 7.7 7.7 20.0 1
Unchecked
CHEMBL612545
 Ki 7.23 7.23 58.5 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 IC50 7.07 7.07 85.0 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 7.07 7.07 85.0 1
D(3) dopamine receptor
CHEMBL3138
 Ki 7.0 7.0 101.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 6.95 6.95 112.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 6.88 6.88 132.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 IC50 6.62 6.62 241.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 IC50 5.58 5.58 2634.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A IC50 = 4.6 nM 8.34 Displacement of [3H]8-OH-DPAT from human recombinant 5HT1A receptor expressed in... 18456500
5-hydroxytryptamine receptor 1A Ki = 4.6 nM 8.34 Binding affinity to 5HT1A receptor in rat hippocampus 19560916
Alpha-2A adrenergic receptor Ki = 4.64 nM 8.33 Displacement of [3H]MK912 from human alpha2A receptor after 60 mins 20656482
5-hydroxytryptamine receptor 7 IC50 = 20.0 nM 7.7 Displacement of [3H]LSD from human recombinant 5HT7 receptor expressed in CHO ce... 18456500
5-hydroxytryptamine receptor 7 Ki = 20.0 nM 7.7 Binding affinity to human cloned 5HT7 receptor expressed in HEK293 cells 19560916
Unchecked Ki = 58.5 nM 7.23 Displacement of [3H]-YM-09151-2 from human D4.2 receptor after 60 mins 20656482
5-hydroxytryptamine receptor 2A IC50 = 85.0 nM 7.07 Displacement of [3H]ketanserin from human recombinant 5HT2A receptor expressed i... 18456500
5-hydroxytryptamine receptor 2A Ki = 85.0 nM 7.07 Binding affinity to 5HT2A receptor in rat cortex 19560916
D(3) dopamine receptor Ki = 101.0 nM 7.0 Displacement of [3H]spiperone from rat dopamine D3 receptor after 60 mins 20656482
5-hydroxytryptamine receptor 1A Ki = 112.0 nM 6.95 Displacement of [3H]8OH-DPAT from human 5HT1A receptor after 60 mins 20656482
D(2) dopamine receptor Ki = 132.0 nM 6.88 Displacement of [3H]spiperone from human D2L receptor after 60 mins 20656482
5-hydroxytryptamine receptor 2C IC50 = 241.0 nM 6.62 Displacement of [3H]mesulergine from human recombinant 5HT2C receptor expressed ... 18456500
5-hydroxytryptamine receptor 6 IC50 = 2634.0 nM 5.58 Displacement of [3H]LSD from human 5HT6 receptor expressed in HeLa cells 18456500

Literature References

PubMed DOI Target Context # Activities
18456500 10.1016/j.bmc.2008.04.023 5-hydroxytryptamine receptor 7 1
18456500 10.1016/j.bmc.2008.04.023 5-hydroxytryptamine receptor 1A 1
18456500 10.1016/j.bmc.2008.04.023 5-hydroxytryptamine receptor 2A 1
18456500 10.1016/j.bmc.2008.04.023 5-hydroxytryptamine receptor 2C 1
18456500 10.1016/j.bmc.2008.04.023 5-hydroxytryptamine receptor 6 1
19560916 10.1016/j.bmcl.2009.06.038 5-hydroxytryptamine receptor 1A 1
19560916 10.1016/j.bmcl.2009.06.038 5-hydroxytryptamine receptor 2A 1
19560916 10.1016/j.bmcl.2009.06.038 5-hydroxytryptamine receptor 7 1
20656482 10.1016/j.bmcl.2010.07.002 5-hydroxytryptamine receptor 1A 1
20656482 10.1016/j.bmcl.2010.07.002 Alpha-2A adrenergic receptor 1
20656482 10.1016/j.bmcl.2010.07.002 Unchecked 1
20656482 10.1016/j.bmcl.2010.07.002 D(3) dopamine receptor 1
20656482 10.1016/j.bmcl.2010.07.002 D(2) dopamine receptor 1

Data from ChEMBL 36 via Core Engine