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Compound Detail

CHEMBL589250

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COc1cccc(C(=O)C(C)NC2CCCC2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL589250
Phase Preclinical
Structure Type MOL
InChI Key ZMRXSORFBXMBCB-UHFFFAOYSA-N
7
Targets
7
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

247.3
MW (Da)
2.80
ALogP
3
HBA
1
HBD
38.3
PSA (Ų)
0.81
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H21NO2
MW 247.34
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -0.54

Activity Summary

IC50 7 meas. best 8.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 IC50 8.33 8.33 4.7 1
Acetylcholine receptor; alpha1/beta1/delta/gamma
CHEMBL1907588
 IC50 8.04 8.04 9.2 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 IC50 7.51 7.51 31.0 1
Neuronal acetylcholine receptor; alpha4/beta4
CHEMBL1907591
 IC50 7.34 7.34 46.0 1
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 5.64 5.64 2270.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 5.16 5.16 6900.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 5.09 5.09 8200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor; alpha3/beta4 IC50 = 4.7 nM 8.33 Antagonist activity at alpha3beta4 nAChR receptor in human SH-SY5Y cells assesse... 20158204
Acetylcholine receptor; alpha1/beta1/delta/gamma IC50 = 9.2 nM 8.04 Antagonist activity at alpha-1-beta-1-gamma-delta nAChR receptor expressed in hu... 20158204
Neuronal acetylcholine receptor; alpha4/beta2 IC50 = 31.0 nM 7.51 Antagonist activity at human alpha4beta2 nAChR receptor expressed in human SH-SY... 20158204
Neuronal acetylcholine receptor; alpha4/beta4 IC50 = 46.0 nM 7.34 Antagonist activity at human alpha4beta4 nAChR receptor expressed in human SH-SY... 20158204
Sodium-dependent dopamine transporter IC50 = 2270.0 nM 5.64 Inhibition of [3H]dopamine uptake at human DAT expressed in HEK293 cells 20158204
Sodium-dependent serotonin transporter IC50 = 6900.0 nM 5.16 Inhibition of [3H]serotonin uptake at human SERT expressed in HEK293 cells 20158204
Sodium-dependent noradrenaline transporter IC50 = 8200.0 nM 5.09 Inhibition of [3H]norepinephrine uptake at human NET expressed in HEK293 cells 20158204

Literature References

PubMed DOI Target Context # Activities
20158204 10.1021/jm9017465 Mus musculus 4
20158204 10.1021/jm9017465 Neuronal acetylcholine receptor; alpha3/beta4 2
20158204 10.1021/jm9017465 Acetylcholine receptor; alpha1/beta1/delta/gamma 2
20158204 10.1021/jm9017465 Neuronal acetylcholine receptor; alpha4/beta2 2
20158204 10.1021/jm9017465 Neuronal acetylcholine receptor; alpha4/beta4 2
20158204 10.1021/jm9017465 Sodium-dependent dopamine transporter 1
20158204 10.1021/jm9017465 Sodium-dependent serotonin transporter 1
20158204 10.1021/jm9017465 Sodium-dependent noradrenaline transporter 1

Data from ChEMBL 36 via Core Engine