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Compound Detail

CHEMBL56817

DESCHLOROEPIBATIDINE
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c1cncc(C2CC3CCC2N3)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL56817
Name DESCHLOROEPIBATIDINE
Phase Preclinical
Structure Type MOL
InChI Key GYACOUGJSVTBRX-UHFFFAOYSA-N
5
Targets
19
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

174.2
MW (Da)
1.69
ALogP
2
HBA
1
HBD
24.9
PSA (Ų)
0.70
QED
0
Ro5 Violations
1
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 0.96

Activity Summary

Ki 14 meas. best 10.82
EC50 5 meas. best 6.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 10.82 10.6138 0.0 8
Neuronal acetylcholine receptor; alpha2/beta2
CHEMBL1907592
 Ki 10.55 10.55 0.0 1
Neuronal acetylcholine receptor; alpha4/beta4
CHEMBL1907595
 Ki 8.49 8.49 3.2 1
Neuronal acetylcholine receptor; alpha2/beta4
CHEMBL1907590
 Ki 8.48 8.48 3.3 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907593
 Ki 7.96 7.96 11.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907593
 EC50 6.6 6.3467 250.0 3
Neuronal acetylcholine receptor; alpha4/beta4
CHEMBL1907595
 EC50 6.01 6.01 982.0 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 EC50 5.44 5.44 3630.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.015 nM 10.82 Displacement of [3H]-cytisine from Alpha4-beta2 Nicotinic acetylcholine receptor... 16078832
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.02 nM 10.7 Inhibition of [3H]epibatidine binding at the nicotinic acetylcholine receptor al... 11405659
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.02 nM 10.7 Inhibition of [3H]epibatidine binding to alpha4-beta2 nACh receptor from rat mem... 15050621
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.02 nM 10.7 Inhibition of [3H]nicotine binding to alpha4-beta2 nACh receptor from rat membra... 15050621
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.02 nM 10.7 Displacement of [3H]epibatidine from alpha-4-beta-2 nAChR in rat cerebral cortex 17964169
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.0257 nM 10.59 In vitro binding affinity towards (alpha-4)2(beta-2)3 neuronal nicotinic acetylc... 12747776
Neuronal acetylcholine receptor; alpha2/beta2 Ki = 0.028 nM 10.55 Binding affinity towards rat alpha2-beta2 neuronal nAChR expressed in Xenopus oo... 15050621
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.031 nM 10.51 Non-specific binding in presence of 300 uM nicotine at nicotinic acetylcholine r... 11405659
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.064 nM 10.19 Displacement of [3H]-cytisine from Alpha4-beta2 Nicotinic acetylcholine receptor... 16078832
Neuronal acetylcholine receptor; alpha4/beta4 Ki = 3.2 nM 8.49 Binding affinity towards rat Nicotinic acetylcholine receptor alpha4-beta4 expre... 15050621
Neuronal acetylcholine receptor; alpha2/beta4 Ki = 3.3 nM 8.48 Binding affinity towards rat Nicotinic acetylcholine receptor alpha2-beta4 expre... 15050621
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 11.0 nM 7.96 Binding affinity towards rat Nicotinic acetylcholine receptor alpha3-beta4 expre... 15050621
Neuronal acetylcholine receptor; alpha3/beta4 EC50 = 250.0 nM 6.6 Effective concentration against alpha3-beta4 nicotinic acetylcholine receptor (n... 16078832
Neuronal acetylcholine receptor; alpha3/beta4 EC50 = 510.0 nM 6.29 Effective concentration against alpha3-beta4 nicotinic acetylcholine receptor (n... 16078832
Neuronal acetylcholine receptor; alpha3/beta4 EC50 = 702.0 nM 6.15 Functional potency measured as stimulation at rat Nicotinic acetylcholine recept... 15050621
Neuronal acetylcholine receptor; alpha4/beta4 EC50 = 982.0 nM 6.01 Functional potency measured as stimulation at rat Nicotinic acetylcholine recept... 15050621
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 3630.0 nM 5.44 Functional potency measured as stimulation at rat Nicotinic acetylcholine recept... 15050621

Literature References

PubMed DOI Target Context # Activities
15050621 10.1016/j.bmcl.2004.02.007 Neuronal acetylcholine receptor; alpha4/beta2 5
16078832 10.1021/jm040881a Neuronal acetylcholine receptor; alpha3/beta4 4
15050621 10.1016/j.bmcl.2004.02.007 Neuronal acetylcholine receptor; alpha3/beta4 3
15050621 10.1016/j.bmcl.2004.02.007 Neuronal acetylcholine receptor; alpha4/beta4 3
11405659 10.1021/jm0100178 Neuronal acetylcholine receptor; alpha4/beta2 2
16078832 10.1021/jm040881a ADMET 2
16078832 10.1021/jm040881a Neuronal acetylcholine receptor; alpha4/beta2 2
17964169 10.1016/j.bmc.2007.10.027 Mus musculus 1
17964169 10.1016/j.bmc.2007.10.027 Neuronal acetylcholine receptor; alpha4/beta2 1
16033252 10.1021/jm040219e Neuronal acetylcholine receptor; alpha4/beta4 1
16033252 10.1021/jm040219e Neuronal acetylcholine receptor; alpha3/beta4 1
16033252 10.1021/jm040219e Neuronal acetylcholine receptor; alpha4/beta2 1
12747776 10.1021/jm020859m Neuronal acetylcholine receptor; alpha4/beta2 1
15050621 10.1016/j.bmcl.2004.02.007 Neuronal acetylcholine receptor; alpha3/beta2 1
15050621 10.1016/j.bmcl.2004.02.007 Neuronal acetylcholine receptor; alpha2/beta4 1
15050621 10.1016/j.bmcl.2004.02.007 Neuronal acetylcholine receptor; alpha2/beta2 1
15050621 10.1016/j.bmcl.2004.02.007 Mus musculus 1
11405659 10.1021/jm0100178 Mus musculus 1
11405659 10.1021/jm0100178 Unchecked 1

Data from ChEMBL 36 via Core Engine