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

CHEMBL190883

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
CCCN(CCC)CCc1ccc(OC)c(OCCc2ccccc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL190883
Phase Preclinical
Structure Type MOL
InChI Key YBLIQJGXRLZBCZ-UHFFFAOYSA-N
9
Targets
12
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

355.5
MW (Da)
4.98
ALogP
3
HBA
0
HBD
21.7
PSA (Ų)
0.54
QED
0
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H33NO2
MW 355.52
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.58

Activity Summary

Ki 11 meas. best 9.0
EC50 1 meas. best 4.97

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 9.0 8.98 1.0 2
Sigma non-opioid intracellular receptor 1
CHEMBL4153
 Ki 8.99 8.99 1.0 2
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
CHEMBL5525
 Ki 7.84 7.84 14.6 2
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
CHEMBL4931
 Ki 7.82 7.82 15.0 1
PC-3
CHEMBL390
 Ki 7.33 7.33 47.0 1
Sigma intracellular receptor 2
CHEMBL4105907
 Ki 6.77 6.77 170.0 1
Unchecked
CHEMBL612545
 Ki 6.67 6.67 212.0 1
Sigma 2 receptor
CHEMBL613288
 Ki 6.67 6.67 212.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL3602
 EC50 4.97 4.97 10700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sigma non-opioid intracellular receptor 1 Ki = 1.0 nM 9.0 Affinity for sigma receptor type 1 of guinea pig using [3H]ifenprodil or (+)-[3H... 16033255
Sigma non-opioid intracellular receptor 1 Ki = 1.03 nM 8.99 Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain me... 16366605
Sigma non-opioid intracellular receptor 1 Ki = 1.03 nM 8.99 Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain me... 19053780
Sigma non-opioid intracellular receptor 1 Ki = 1.1 nM 8.96 Binding affinity to human sigma 1 receptor 36202063
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase Ki = 14.6 nM 7.84 Displacement of [3H](+/-)-emopamil from delta8-delta7 sterol isomerase (SI) site... 16366605
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase Ki = 14.6 nM 7.84 Displacement of [3H](-)-(S)-emopamil from EBP in guinea pig liver membrane 19053780
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase Ki = 15.0 nM 7.82 Affinity for human EMP expressed in ERG2 deficient strain of Saccharomyces cerev... 16033255
PC-3 Ki = 47.0 nM 7.33 Antiproliferative activity against human PC3 cells expressing EBP after 48 hrs b... 19053780
Sigma intracellular receptor 2 Ki = 170.0 nM 6.77 Binding affinity to human sigma 2 receptor 36202063
Sigma 2 receptor Ki = 212.0 nM 6.67 Displacement of [3H]DTG from sigma 2 receptor in rat liver membranes 16366605
Unchecked Ki = 212.0 nM 6.67 Displacement of [3H]-DTG from sigma 2-type opioid receptor in rat liver membrane... 19053780
Sigma non-opioid intracellular receptor 1 EC50 = 10700.0 nM 4.97 Antiproliferative activity mediated by sigma 1 receptor in rat C6 glioma cells b... 16366605

Literature References

PubMed DOI Target Context # Activities
19053780 10.1021/jm800965b Unchecked 3
16366605 10.1021/jm050654o Sigma non-opioid intracellular receptor 1 2
19053780 10.1021/jm800965b PC-3 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
16033255 10.1021/jm049073+ 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase 1
16033255 10.1021/jm049073+ Sigma non-opioid intracellular receptor 1 1
16366605 10.1021/jm050654o Sigma 2 receptor 1
16366605 10.1021/jm050654o 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase 1
19053780 10.1021/jm800965b Sigma non-opioid intracellular receptor 1 1
19053780 10.1021/jm800965b 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase 1
30143421 10.1016/j.bmcl.2018.08.016 SH-SY5Y 1
30143421 10.1016/j.bmcl.2018.08.016 PANC-1 1
33148494 10.1016/j.ejmech.2020.112950 PC-3 1
36202063 10.1016/j.bmc.2022.117032 Sigma non-opioid intracellular receptor 1 1
36202063 10.1016/j.bmc.2022.117032 Sigma intracellular receptor 2 1

Data from ChEMBL 36 via Core Engine