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Compound Detail

CHEMBL1173597

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CCC[C@@H]1NC(C)(C)CO[C@@]1(O)c1cccc(Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1173597
Phase Preclinical
Structure Type MOL
InChI Key ZWMHSADWUIOURG-ZFWWWQNUSA-N
8
Targets
14
Activities
1
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

283.8
MW (Da)
3.05
ALogP
3
HBA
2
HBD
41.5
PSA (Ų)
0.90
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 C15H22ClNO2
MW 283.80
Aromatic Rings 1
Heavy Atoms 19
NP-Likeness 0.35

Activity Summary

IC50 14 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 8.22 7.87 6.0 2
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 8.05 7.78 9.0 2
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 6.52 5.95 300.0 2
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 IC50 5.51 5.415 3100.0 2
Nicotinic acetylcholine receptor alpha-1/beta-1
CHEMBL3885508
 IC50 5.3 5.3 5000.0 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 IC50 5.12 5.07 7500.0 2
Neuronal acetylcholine receptor; alpha4/beta4
CHEMBL1907591
 IC50 5.1 4.925 8000.0 2
Acetylcholine receptor; alpha1/beta1/delta/gamma
CHEMBL1907588
 IC50 5.0 5.0 10000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent dopamine transporter IC50 = 6.0 nM 8.22 Inhibition of human DAT in HEK293 cells assessed as inhibition of [3H]dopamine u... 21319801
Sodium-dependent noradrenaline transporter IC50 = 9.0 nM 8.05 Inhibition of human NET in HEK293 cells assessed as inhibition of [3H]norepineph... 21319801
Sodium-dependent dopamine transporter IC50 = 30.0 nM 7.52 Inhibition of [3H]dopamine reuptake at human DAT expressed in HEK293 cells after... 20509659
Sodium-dependent noradrenaline transporter IC50 = 31.0 nM 7.51 Inhibition of [3H]norepinephrine reuptake at human NET expressed in HEK293 cells... 20509659
Sodium-dependent serotonin transporter IC50 = 300.0 nM 6.52 Inhibition of human SERT in HEK293 cells assessed as inhibition of [3H]serotonin... 21319801
Neuronal acetylcholine receptor; alpha3/beta4 IC50 = 3100.0 nM 5.51 Antagonist activity at human alpha3beta4 nAChR in HEK293 cells assessed as inhib... 21319801
Sodium-dependent serotonin transporter IC50 = 4130.0 nM 5.38 Inhibition of [3H]serotonin reuptake at human SERT expressed in HEK293 cells aft... 20509659
Neuronal acetylcholine receptor; alpha3/beta4 IC50 = 4800.0 nM 5.32 Antagonist activity at alpha3beta4 nicotinic receptor in human SH-SY5Y cells ass... 20509659
Nicotinic acetylcholine receptor alpha-1/beta-1 IC50 = 5000.0 nM 5.3 Antagonist activity at human alpha1beta1 nAChR in HEK293 cells assessed as inhib... 21319801
Neuronal acetylcholine receptor; alpha4/beta2 IC50 = 7500.0 nM 5.12 Antagonist activity at alpha4beta2 nicotinic receptor in human SH-EP1 cells asse... 20509659
Neuronal acetylcholine receptor; alpha4/beta4 IC50 = 8000.0 nM 5.1 Antagonist activity at human alpha4beta4 nAChR in HEK293 cells assessed as inhib... 21319801
Neuronal acetylcholine receptor; alpha4/beta2 IC50 = 9500.0 nM 5.02 Antagonist activity at human alpha4beta2 nAChR in HEK293 cells assessed as inhib... 21319801
Acetylcholine receptor; alpha1/beta1/delta/gamma IC50 = 10000.0 nM 5.0 Antagonist activity at alpha-1-beta-1-gamma-delta nicotinic receptor in human TE... 20509659
Neuronal acetylcholine receptor; alpha4/beta4 IC50 = 18000.0 nM 4.75 Antagonist activity at alpha4beta4 nicotinic receptor in human SH-EP1 cells asse... 20509659

Literature References

PubMed DOI Target Context # Activities
20509659 10.1021/jm1003232 Mus musculus 6
21319801 10.1021/jm1014555 Mus musculus 5
20509659 10.1021/jm1003232 Unchecked 2
20509659 10.1021/jm1003232 Neuronal acetylcholine receptor; alpha3/beta4 2
20509659 10.1021/jm1003232 Neuronal acetylcholine receptor; alpha4/beta2 2
20509659 10.1021/jm1003232 Neuronal acetylcholine receptor; alpha4/beta4 2
20509659 10.1021/jm1003232 Acetylcholine receptor; alpha1/beta1/delta/gamma 2
20509659 10.1021/jm1003232 Sodium-dependent serotonin transporter 1
20509659 10.1021/jm1003232 Sodium-dependent noradrenaline transporter 1
20509659 10.1021/jm1003232 Sodium-dependent dopamine transporter 1
21319801 10.1021/jm1014555 Sodium-dependent dopamine transporter 1
21319801 10.1021/jm1014555 Sodium-dependent noradrenaline transporter 1
21319801 10.1021/jm1014555 Sodium-dependent serotonin transporter 1
21319801 10.1021/jm1014555 Neuronal acetylcholine receptor; alpha3/beta4 1
21319801 10.1021/jm1014555 Neuronal acetylcholine receptor; alpha4/beta2 1
21319801 10.1021/jm1014555 Neuronal acetylcholine receptor; alpha4/beta4 1
21319801 10.1021/jm1014555 Nicotinic acetylcholine receptor alpha-1/beta-1 1

Data from ChEMBL 36 via Core Engine