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Quick search ChEMBL 36
Compound Detail

CHEMBL87379

BENZOVESAMICOL
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O[C@@H]1Cc2ccccc2C[C@H]1N1CCC(c2ccccc2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL87379
Name BENZOVESAMICOL
Phase Preclinical
Structure Type MOL
InChI Key UUCLSDHQYDLBNN-NHCUHLMSSA-N
5
Targets
11
Activities
1
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

307.4
MW (Da)
3.39
ALogP
2
HBA
1
HBD
23.5
PSA (Ų)
0.92
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H25NO
MW 307.44
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.26

Activity Summary

Ki 11 meas. best 10.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vesicular acetylcholine transporter
CHEMBL3313
 Ki 10.26 10.26 0.1 3
Vesicular acetylcholine transporter
CHEMBL4767
 Ki 10.26 10.26 0.1 3
Vesicular acetylcholine transporter
CHEMBL2125
 Ki 8.88 8.255 1.3 2
Sigma non-opioid intracellular receptor 1
CHEMBL3602
 Ki 7.58 7.58 26.1 1
Unchecked
CHEMBL612545
 Ki 7.02 7.02 96.4 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vesicular acetylcholine transporter Ki = 0.055 nM 10.26 Binding to vesicular acetylcholine transporter of torpedo synaptic vesicles 9397171
Vesicular acetylcholine transporter Ki = 0.055 nM 10.26 In vitro binding affinity to vesamicol receptor using [3H]vesamicol. 8057300
Vesicular acetylcholine transporter Ki = 0.055 nM 10.26 Displacement of [3H]vesamicol from human vesicular acetylcholine transporter exp... 19203271
Vesicular acetylcholine transporter Ki = 0.055 nM 10.26 Displacement of [3H]vesamicol from VAChT in Torpedo californica cholinergic syna... 20218624
Vesicular acetylcholine transporter Ki = 0.055 nM 10.26 Binding affinity to VAChT 22739089
Vesicular acetylcholine transporter Ki = 0.055 nM 10.26 Displacement of (-)-[3H]vesamicol from VAChT in Torpedo californica electric org... 26071858
Vesicular acetylcholine transporter Ki = 1.32 nM 8.88 Displacement of (-)-[3H]vesamicol from rat VAChT expressed in PC12 cell membrane... 26071858
Vesicular acetylcholine transporter Ki = 23.4 nM 7.63 Displacement of (-)-[3H]vesamicol from VAChT in Sprague-Dawley rat brain membran... 26071858
Sigma non-opioid intracellular receptor 1 Ki = 26.1 nM 7.58 Displacement of (-)-[3H]pentazocine from sigma1 receptor in Sprague-Dawley rat c... 26071858
Unchecked Ki = 96.4 nM 7.02 Displacement of [3H]DTG from sigma2 receptor in Sprague-Dawley rat liver membran... 26071858

Literature References

PubMed DOI Target Context # Activities
19203271 10.1021/jm8012344 Unchecked 3
26071858 10.1016/j.ejmech.2015.05.033 Vesicular acetylcholine transporter 3
26071858 10.1016/j.ejmech.2015.05.033 Unchecked 3
9397171 10.1021/jm970326r Vesicular acetylcholine transporter 1
8057300 10.1021/jm00042a010 Vesicular acetylcholine transporter 1
18324757 10.1021/jm700961r Unchecked 1
19203271 10.1021/jm8012344 Sigma non-opioid intracellular receptor 1 1
19203271 10.1021/jm8012344 Vesicular acetylcholine transporter 1
20218624 10.1021/jm9017916 Vesicular acetylcholine transporter 1
22739089 10.1016/j.bmc.2012.05.045 Vesicular acetylcholine transporter 1
22739089 10.1016/j.bmc.2012.05.045 Sigma non-opioid intracellular receptor 1 1
22739089 10.1016/j.bmc.2012.05.045 Unchecked 1
26071858 10.1016/j.ejmech.2015.05.033 Sigma non-opioid intracellular receptor 1 1

Data from ChEMBL 36 via Core Engine