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Compound Detail

CHEMBL149667

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c1cc2c(cn1)C1CCC(CC2)N1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL149667
Phase Preclinical
Structure Type MOL
InChI Key TXCZFZKWSPPSHR-UHFFFAOYSA-N
6
Targets
11
Activities
4
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

174.2
MW (Da)
1.82
ALogP
2
HBA
1
HBD
24.9
PSA (Ų)
0.65
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H14N2
MW 174.25
Aromatic Rings 1
Heavy Atoms 13
NP-Likeness 0.83

Activity Summary

IC50 4 meas. best 10.0
Ki 4 meas. best 8.89
Kd 2 meas. best 8.97
EC50 1 meas. best 5.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Acetylcholine receptor
CHEMBL2096975
 IC50 10.0 9.5 0.1 2
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 Kd 8.97 8.97 1.1 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 8.89 7.8533 1.3 3
Unchecked
CHEMBL612545
 Ki 8.89 8.89 1.3 1
Unchecked
CHEMBL612545
 Kd 8.51 8.51 3.1 1
Neuronal acetylcholine receptor
CHEMBL2094110
 IC50 8.3 8.15 5.0 2
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 EC50 5.26 5.26 5500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Acetylcholine receptor IC50 = 0.1 nM 10.0 Inhibition of [3H]MCC binding to torpedo electroplax membranes 3346870
Acetylcholine receptor IC50 = 1.0 nM 9.0 inhibition of (-)-[3H]nicotine binding to torpedo electroplax membranes 3346870
Neuronal acetylcholine receptor subunit alpha-7 Kd = 1.06 nM 8.97 Dissociation constant for nicotinic acetylcholine receptor alpha 7 from human ne... 15686879
Unchecked Ki = 1.3 nM 8.89 Binding affinity for nicotinic acetylcholine receptor alpha4-beta2 from mouse M1... 15686879
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 1.29 nM 8.89 Displacement of [3H]epibatidine from alpha-4-beta-2 nACHR in rat cerebral cortex 16722642
Unchecked Kd = 3.08 nM 8.51 Dissociation constant for nicotinic acetylcholine receptor alpha4-beta2 of mouse... 15686879
Neuronal acetylcholine receptor IC50 = 5.0 nM 8.3 Inhibition of (-)-[3H]nicotine binding to rat brain membranes 3346870
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 6.1 nM 8.21 Displacement of [3H]epibatidine from alpha-4-beta-2 nACHR in rat cerebral cortex 16722642
Neuronal acetylcholine receptor IC50 = 10.0 nM 8.0 Inhibition of [3H]MCC binding to rat brain membranes 3346870
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 350.0 nM 6.46 Displacement of [3H]epibatidine from alpha-4-beta-2 nACHR in rat cerebral cortex 16722642
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 5500.0 nM 5.26 Intrinsic activity at human alpha-4-beta-2 nACHR in SH-EP1 cells relative to ACh 16722642

Literature References

PubMed DOI Target Context # Activities
16722642 10.1021/jm060122n Mus musculus 22
16722642 10.1021/jm060122n Neuronal acetylcholine receptor; alpha4/beta2 10
16722642 10.1021/jm060122n Rattus norvegicus 6
3346870 10.1021/jm00398a004 Neuronal acetylcholine receptor 4
3346870 10.1021/jm00398a004 Acetylcholine receptor 4
16722642 10.1021/jm060122n Neuronal acetylcholine receptor; alpha3/beta4 4
3346870 10.1021/jm00398a004 Rattus norvegicus 2
15686879 10.1016/j.bmcl.2004.12.069 Unchecked 2
15686879 10.1016/j.bmcl.2004.12.069 Neuronal acetylcholine receptor subunit alpha-7 2
16722642 10.1021/jm060122n Neuronal acetylcholine receptor subunit alpha-7 2

Data from ChEMBL 36 via Core Engine