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Compound Detail

CHEMBL473129

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O=C(c1ccc(F)cc1)C1CCN([C@@H]2Cc3ccccc3C[C@H]2O)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL473129
Phase Preclinical
Structure Type MOL
InChI Key NIXIHSCMKWWEOU-NHCUHLMSSA-N
6
Targets
16
Activities
1
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

353.4
MW (Da)
3.25
ALogP
3
HBA
1
HBD
40.5
PSA (Ų)
0.86
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H24FNO2
MW 353.44
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.29

Activity Summary

Ki 16 meas. best 8.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vesicular acetylcholine transporter
CHEMBL3313
 Ki 8.57 8.57 2.7 1
Vesicular acetylcholine transporter
CHEMBL4767
 Ki 8.57 8.125 2.7 4
Vesicular acetylcholine transporter
CHEMBL2125
 Ki 7.61 7.61 24.4 1
Sigma non-opioid intracellular receptor 1
CHEMBL4153
 Ki 6.73 6.5875 186.0 4
Sigma non-opioid intracellular receptor 1
CHEMBL3602
 Ki 6.67 6.67 215.0 1
Unchecked
CHEMBL612545
 Ki 6.6 6.562 251.0 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vesicular acetylcholine transporter Ki = 2.7 nM 8.57 Displacement of [3H]vesamicol from human vesicular acetylcholine transporter exp... 19203271
Vesicular acetylcholine transporter Ki = 2.7 nM 8.57 Displacement of (-)-[3H]vesamicol from human VAChT expressed in rat PC12 cell me... 23802889
Vesicular acetylcholine transporter Ki = 2.7 nM 8.57 Displacement of (-)-[3H]vesamicol from VAChT in Torpedo californica electric org... 26071858
Vesicular acetylcholine transporter Ki = 4.1 nM 8.39 Displacement of [3H]vesamicol from human vesicular acetylcholine transporter exp... 19203271
Vesicular acetylcholine transporter Ki = 24.4 nM 7.61 Displacement of (-)-[3H]vesamicol from rat VAChT expressed in PC12 cell membrane... 26071858
Vesicular acetylcholine transporter Ki = 108.0 nM 6.97 Displacement of [3H]vesamicol from human vesicular acetylcholine transporter exp... 19203271
Sigma non-opioid intracellular receptor 1 Ki = 185.97 nM 6.73 Displacement of [3H](+)-pentazocine from sigma1 receptor in guinea pig brain mem... 19203271
Sigma non-opioid intracellular receptor 1 Ki = 191.1 nM 6.72 Displacement of [3H](+)-pentazocine from sigma1 receptor in guinea pig brain mem... 19203271
Sigma non-opioid intracellular receptor 1 Ki = 191.0 nM 6.72 Displacement of (+)- [3H]pentazocine from sigma 1 receptor expressed in guinea p... 23802889
Sigma non-opioid intracellular receptor 1 Ki = 215.0 nM 6.67 Displacement of (-)-[3H]pentazocine from sigma1 receptor in Sprague-Dawley rat c... 26071858
Unchecked Ki = 251.3 nM 6.6 Displacement of [3H]DTG from sigma2 receptor in rat liver membrane 19203271
Unchecked Ki = 251.0 nM 6.6 Displacement of [3H]DTG from sigma 2 receptor in rat liver membrane homogenates ... 23802889
Unchecked Ki = 277.93 nM 6.56 Displacement of [3H]DTG from sigma2 receptor in rat liver membrane 19203271
Unchecked Ki = 284.0 nM 6.55 Displacement of [3H]DTG from sigma2 receptor in Sprague-Dawley rat liver membran... 26071858
Unchecked Ki = 319.23 nM 6.5 Displacement of [3H]DTG from sigma2 receptor in rat liver membrane 19203271
Sigma non-opioid intracellular receptor 1 Ki = 658.6 nM 6.18 Displacement of [3H](+)-pentazocine from sigma1 receptor in guinea pig brain mem... 19203271

Literature References

PubMed DOI Target Context # Activities
19203271 10.1021/jm8012344 Unchecked 9
19203271 10.1021/jm8012344 Vesicular acetylcholine transporter 3
19203271 10.1021/jm8012344 Sigma non-opioid intracellular receptor 1 3
23802889 10.1021/jm400664x Unchecked 3
26071858 10.1016/j.ejmech.2015.05.033 Unchecked 3
26071858 10.1016/j.ejmech.2015.05.033 Vesicular acetylcholine transporter 2
23802889 10.1021/jm400664x Sigma non-opioid intracellular receptor 1 1
23802889 10.1021/jm400664x Vesicular acetylcholine transporter 1
26071858 10.1016/j.ejmech.2015.05.033 Sigma non-opioid intracellular receptor 1 1

Data from ChEMBL 36 via Core Engine