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

CHEMBL2165452

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
c1ccc(OCc2cc(OC[C@@H]3CCN3)on2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2165452
Phase Preclinical
Structure Type MOL
InChI Key VBDOHWUPELDKTQ-NSHDSACASA-N
7
Targets
8
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

260.3
MW (Da)
1.99
ALogP
5
HBA
1
HBD
56.5
PSA (Ų)
0.86
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 C14H16N2O3
MW 260.29
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -0.66

Activity Summary

Ki 8 meas. best 7.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 7.62 7.62 23.8 1
Neuronal acetylcholine receptor; alpha4/beta4
CHEMBL1907595
 Ki 7.56 7.44 27.5 2
Neuronal acetylcholine receptor; alpha2/beta4
CHEMBL1907590
 Ki 7.24 7.24 58.0 1
Unchecked
CHEMBL612545
 Ki 6.76 6.76 172.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907593
 Ki 6.73 6.73 186.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL3602
 Ki 6.48 6.48 328.0 1
Neuronal acetylcholine receptor; alpha3/beta2
CHEMBL1907587
 Ki 6.44 6.44 362.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 23.8 nM 7.62 Displacement of [3H]epibatidine from rat alpha4beta2 nACHR 22148173
Neuronal acetylcholine receptor; alpha4/beta4 Ki = 27.5 nM 7.56 Displacement of [3H]epibatidine from rat alpha4beta4 nACHR 22148173
Neuronal acetylcholine receptor; alpha4/beta4 Ki = 47.9 nM 7.32 Displacement of [3H]epibatidine from rat alpha2beta2 nACHR 22148173
Neuronal acetylcholine receptor; alpha2/beta4 Ki = 58.0 nM 7.24 Displacement of [3H]epibatidine from rat alpha2beta4 nACHR 22148173
Unchecked Ki = 172.0 nM 6.76 Displacement of [3H]epibatidine from rat forebrain alpha4beta2* nACHR 22148173
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 186.0 nM 6.73 Displacement of [3H]epibatidine from rat alpha3beta4 nACHR 22148173
Sigma non-opioid intracellular receptor 1 Ki = 328.0 nM 6.48 Displacement of [3H]pentazocine from sigma 1 receptor in rat brain membrane afte... 23641311
Neuronal acetylcholine receptor; alpha3/beta2 Ki = 362.0 nM 6.44 Displacement of [3H]epibatidine from rat alpha3beta2 nACHR 22148173

Literature References

PubMed DOI Target Context # Activities
22148173 10.1021/jm201301h Unchecked 2
22148173 10.1021/jm201301h Neuronal acetylcholine receptor; alpha4/beta4 2
22148173 10.1021/jm201301h Acetylcholine receptor; alpha1/beta1/delta/gamma 1
22148173 10.1021/jm201301h Neuronal acetylcholine receptor subunit alpha-7 1
22148173 10.1021/jm201301h Neuronal acetylcholine receptor; alpha4/beta2 1
22148173 10.1021/jm201301h Neuronal acetylcholine receptor; alpha3/beta4 1
22148173 10.1021/jm201301h Neuronal acetylcholine receptor; alpha3/beta2 1
22148173 10.1021/jm201301h Neuronal acetylcholine receptor; alpha2/beta4 1
23641311 10.1021/ml3002715 Sigma non-opioid intracellular receptor 1 1
23641311 10.1021/ml3002715 Unchecked 1

Data from ChEMBL 36 via Core Engine