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

CHEMBL183921

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
CC(COc1ccc2c(c1)NC(=O)CO2)NCC(O)COc1cccc2[nH]ccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL183921
Phase Preclinical
Structure Type MOL
InChI Key WRLALEDDWSKGGQ-UHFFFAOYSA-N
4
Targets
18
Activities
1
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

411.5
MW (Da)
2.30
ALogP
6
HBA
4
HBD
104.8
PSA (Ų)
0.43
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H25N3O5
MW 411.46
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.65

Activity Summary

Ki 18 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 9.3 8.7 0.5 6
Beta-2 adrenergic receptor
CHEMBL210
 Ki 9.2 8.5333 0.6 6
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 7.3 7.3 50.1 1
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 7.3 6.96 50.1 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 0.5012 nM 9.3 Mean negative logarithim of binding affinity was measured for the human 5-hydrox... 15664848
Beta-2 adrenergic receptor Ki = 0.631 nM 9.2 Binding affinity for human beta-2 adrenergic receptor by displacing [125I]iodocy... 15664848
Beta-2 adrenergic receptor Ki = 0.631 nM 9.2 Negative logarithm causing 50% receptor occupancy against beta-2 adrenergic rece... 16220969
5-hydroxytryptamine receptor 1A Ki = 0.7943 nM 9.1 Mean negative logarithim of binding affinity was measured for the human 5-hydrox... 15664848
5-hydroxytryptamine receptor 1A Ki = 0.7943 nM 9.1 Negative logarithm causing 50% receptor occupancy against 5-hydroxytryptamine 1A... 16220969
Beta-2 adrenergic receptor Ki = 1.585 nM 8.8 Binding affinity for human beta-2 adrenergic receptor by displacing [125I]iodocy... 15664848
5-hydroxytryptamine receptor 1A Ki = 1.995 nM 8.7 Mean negative logarithim of binding affinity was measured for the human 5-hydrox... 15664848
Beta-2 adrenergic receptor Ki = 2.512 nM 8.6 Binding affinity for human beta-2 adrenergic receptor by displacing [125I]iodocy... 15664848
5-hydroxytryptamine receptor 1A Ki = 7.943 nM 8.1 Mean negative logarithim of binding affinity was measured for the human 5-hydrox... 15664848
5-hydroxytryptamine receptor 1A Ki = 12.59 nM 7.9 Mean negative logarithim of binding affinity was measured for the human 5-hydrox... 15664848
Beta-2 adrenergic receptor Ki = 19.95 nM 7.7 Binding affinity for human beta-2 adrenergic receptor by displacing [125I]iodocy... 15664848
Beta-2 adrenergic receptor Ki = 19.95 nM 7.7 Binding affinity for human beta-2 adrenergic receptor by displacing [125I]iodocy... 15664848
Sodium-dependent serotonin transporter Ki = 50.12 nM 7.3 Mean negative logarithim of binding affinity was measured for the rat serotonin ... 15664848
Sodium-dependent serotonin transporter Ki = 50.12 nM 7.3 Negative logarithm causing 50% receptor occupancy against serotonin transporter 16220969
Sodium-dependent serotonin transporter Ki = 79.43 nM 7.1 Mean negative logarithim of binding affinity was measured for the rat serotonin ... 15664848
Sodium-dependent serotonin transporter Ki = 100.0 nM 7.0 Mean negative logarithim of binding affinity was measured for the rat serotonin ... 15664848
Sodium-dependent serotonin transporter Ki = 125.89 nM 6.9 Mean negative logarithim of binding affinity was measured for the rat serotonin ... 15664848
Sodium-dependent serotonin transporter Ki = 316.23 nM 6.5 Mean negative logarithim of binding affinity was measured for the rat serotonin ... 15664848

Literature References

PubMed DOI Target Context # Activities
15664848 10.1016/j.bmcl.2004.11.030 5-hydroxytryptamine receptor 1A 10
15664848 10.1016/j.bmcl.2004.11.030 Sodium-dependent serotonin transporter 5
15664848 10.1016/j.bmcl.2004.11.030 Beta-2 adrenergic receptor 5
16220969 10.1021/jm058225d 5-hydroxytryptamine receptor 1A 1
16220969 10.1021/jm058225d Sodium-dependent serotonin transporter 1
16220969 10.1021/jm058225d Beta-2 adrenergic receptor 1

Data from ChEMBL 36 via Core Engine