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Compound Detail

CHEMBL2165453

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c1ccc(OCc2cc(OC[C@@H]3CCCN3)on2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2165453
Phase Preclinical
Structure Type MOL
InChI Key BYCCDPZWEJHAMN-LBPRGKRZSA-N
7
Targets
8
Activities
1
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

274.3
MW (Da)
2.38
ALogP
5
HBA
1
HBD
56.5
PSA (Ų)
0.88
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 C15H18N2O3
MW 274.32
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness -0.69

Activity Summary

Ki 8 meas. best 8.38

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sigma non-opioid intracellular receptor 1
CHEMBL3602
 Ki 8.38 8.38 4.2 1
Neuronal acetylcholine receptor; alpha4/beta4
CHEMBL1907595
 Ki 7.26 7.005 55.1 2
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 6.8 6.8 160.0 1
Neuronal acetylcholine receptor; alpha2/beta4
CHEMBL1907590
 Ki 6.5 6.5 320.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907593
 Ki 6.09 6.09 809.0 1
Neuronal acetylcholine receptor; alpha3/beta2
CHEMBL1907587
 Ki 5.69 5.69 2040.0 1
Unchecked
CHEMBL612545
 Ki 5.67 5.67 2120.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sigma non-opioid intracellular receptor 1 Ki = 4.2 nM 8.38 Displacement of [3H]pentazocine from sigma 1 receptor in rat brain membrane afte... 23641311
Neuronal acetylcholine receptor; alpha4/beta4 Ki = 55.1 nM 7.26 Displacement of [3H]epibatidine from rat alpha4beta4 nACHR 22148173
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 160.0 nM 6.8 Displacement of [3H]epibatidine from rat alpha4beta2 nACHR 22148173
Neuronal acetylcholine receptor; alpha4/beta4 Ki = 176.0 nM 6.75 Displacement of [3H]epibatidine from rat alpha2beta2 nACHR 22148173
Neuronal acetylcholine receptor; alpha2/beta4 Ki = 320.0 nM 6.5 Displacement of [3H]epibatidine from rat alpha2beta4 nACHR 22148173
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 809.0 nM 6.09 Displacement of [3H]epibatidine from rat alpha3beta4 nACHR 22148173
Neuronal acetylcholine receptor; alpha3/beta2 Ki = 2040.0 nM 5.69 Displacement of [3H]epibatidine from rat alpha3beta2 nACHR 22148173
Unchecked Ki = 2120.0 nM 5.67 Displacement of [3H]epibatidine from rat forebrain alpha4beta2* 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 Unchecked 1
23641311 10.1021/ml3002715 Sigma non-opioid intracellular receptor 1 1

Data from ChEMBL 36 via Core Engine