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Compound Detail

CHEMBL54331

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Cc1ccc[n+](CCCCCCCCCCCC[n+]2cccc(C)c2)c1.[Br-].[Br-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL54331
Phase Preclinical
Structure Type MOL
InChI Key NNPBJCAIRCFEFZ-UHFFFAOYSA-L
Parent Compound CHEMBL1179018
Active Moiety CHEMBL1179018
5
Targets
12
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

354.6
MW (Da)
5.48
ALogP
0
HBA
0
HBD
7.8
PSA (Ų)
0.33
QED
1
Ro5 Violations
13
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H38Br2N2
MW 514.39
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.04

Activity Summary

IC50 7 meas. best 8.7
Ki 5 meas. best 4.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor subunit alpha-6/beta-3
CHEMBL3883329
 IC50 8.7 8.7 2.0 1
Neuronal acetylcholine receptor subunit alpha-6
CHEMBL4747
 IC50 8.7 8.7 2.0 1
Unchecked
CHEMBL612545
 IC50 8.7 8.7 2.0 4
Rattus norvegicus
CHEMBL376
 IC50 8.3 8.3 5.0 1
Unchecked
CHEMBL612545
 Ki 4.44 4.44 36000.0 2
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 4.31 4.31 48600.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 2.0 nM 8.7 Antagonist activity at nAChR in rat striatal slices assessed as inhibition of ni... 17977723
Unchecked IC50 = 2.0 nM 8.7 Inhibition of nAChR-mediated nicotine-evoked [3H]DA release in superfused rat st... 18851914
Neuronal acetylcholine receptor subunit alpha-6/beta-3 IC50 = 2.0 nM 8.7 Antagonist activity at nAChR-alpha-6-beta-2 in Sprague-Dawley rat striatal slice... 19477134
Unchecked IC50 = 2.0 nM 8.7 Antagonist activity at nicotinic acetylcholine receptor in rat striatal slices a... 20079634
Unchecked IC50 = 2.0 nM 8.7 Inhibition of nAChR-mediated nicotine-induced [3H]dopamine release 20053562
Neuronal acetylcholine receptor subunit alpha-6 IC50 = 2.0 nM 8.7 Antagonist activity at alpha6 nAChR in rat striatum assessed as inhibition of ni... 21147530
Rattus norvegicus IC50 = 5.0 nM 8.3 Inhibitory activity against nAChR mediated nicotine-evoked [3H]DA overflow using... 15050617
Unchecked Ki = 36000.0 nM 4.44 Binding affinity to blood-brain barrier choline transporter in rat brain assesse... 18793853
Unchecked Ki = 36000.0 nM 4.44 Binding affinity to blood-brain barrier choline transporter in rat brain assesse... 20462759
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 48600.0 nM 4.31 Binding affinity for nicotinic acetylcholine receptor alpha4-beta2 was evaluated... 12372503
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 49000.0 nM 4.31 Inhibition of [3H]nicotine binding to Nicotinic acetylcholine receptor alpha4-be... 15050617
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 48600.0 nM 4.31 Displacement of [3H]nicotine from alpha4beta2 nAChR in rat brain membrane 18851914

Literature References

PubMed DOI Target Context # Activities
21147530 10.1016/j.bmcl.2010.11.070 Neuronal acetylcholine receptor subunit alpha-6 3
20079634 10.1016/j.bmcl.2009.12.089 Unchecked 3
17977723 10.1016/j.bmcl.2007.10.062 Unchecked 2
18793853 10.1016/j.bmcl.2008.08.099 Unchecked 1
20462759 10.1016/j.bmcl.2010.04.098 Unchecked 1
20053562 10.1016/j.bmcl.2009.12.079 Unchecked 1
19477134 10.1016/j.bmc.2009.05.010 Neuronal acetylcholine receptor subunit alpha-6/beta-3 1
19477134 10.1016/j.bmc.2009.05.010 Unchecked 1
18851914 10.1016/j.bmcl.2008.09.084 Unchecked 1
18851914 10.1016/j.bmcl.2008.09.084 Neuronal acetylcholine receptor subunit alpha-7 1
18851914 10.1016/j.bmcl.2008.09.084 Neuronal acetylcholine receptor; alpha4/beta2 1
12372503 10.1016/s0960-894x(02)00687-x Neuronal acetylcholine receptor; alpha4/beta2 1
18029180 10.1016/j.bmcl.2007.10.052 Unchecked 1
18029180 10.1016/j.bmcl.2007.10.052 Neuronal acetylcholine receptor subunit alpha-7 1
18029180 10.1016/j.bmcl.2007.10.052 Neuronal acetylcholine receptor; alpha4/beta2 1
15050617 10.1016/j.bmcl.2003.10.073 Neuronal acetylcholine receptor subunit alpha-7 1
15050617 10.1016/j.bmcl.2003.10.073 Neuronal acetylcholine receptor; alpha4/beta2 1
15050617 10.1016/j.bmcl.2003.10.073 Rattus norvegicus 1
12372503 10.1016/s0960-894x(02)00687-x Neuronal acetylcholine receptor subunit alpha-7 1

Data from ChEMBL 36 via Core Engine