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Compound Detail

CHEMBL2024089

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CNC(=O)OCC[C@H]1C[C@@H]1c1cncc(OC[C@@H]2CCN2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2024089
Phase Preclinical
Structure Type MOL
InChI Key HGSHFGWWOPXUPH-WHOFXGATSA-N
8
Targets
10
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

305.4
MW (Da)
1.67
ALogP
5
HBA
2
HBD
72.5
PSA (Ų)
0.80
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H23N3O3
MW 305.38
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 0.32

Activity Summary

Ki 8 meas. best 9.52
EC50 1 meas. best 7.8
IC50 1 meas. best 7.74

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor; alpha2/beta2
CHEMBL1907592
 Ki 9.52 9.52 0.3 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 9.22 8.995 0.6 2
Neuronal acetylcholine receptor; alpha3/beta2
CHEMBL1907587
 Ki 8.01 8.01 9.8 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 EC50 7.8 7.8 15.7 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 IC50 7.74 7.74 18.2 1
Acetylcholine-binding protein
CHEMBL6084
 Ki 7.66 7.66 22.0 1
Neuronal acetylcholine receptor; alpha4/beta4
CHEMBL1907595
 Ki 6.36 6.36 441.0 1
Neuronal acetylcholine receptor; alpha2/beta4
CHEMBL1907590
 Ki 5.72 5.72 1890.0 1
Soluble acetylcholine receptor
CHEMBL1944497
 Ki 5.71 5.71 1927.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor; alpha2/beta2 Ki = 0.3 nM 9.52 Displacement of [3H] epibatidine from rat alpha2beta2 nAChR by beta scintillatio... 22171543
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.6 nM 9.22 Displacement of [3H] epibatidine from rat alpha4beta2 nAChR by beta scintillatio... 22171543
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 1.7 nM 8.77 Displacement of [3H] epibatidine from rat alpha4beta2* nAChR in rat forebrain by... 22171543
Neuronal acetylcholine receptor; alpha3/beta2 Ki = 9.8 nM 8.01 Displacement of [3H] epibatidine from rat alpha3beta2 nAChR by beta scintillatio... 22171543
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 15.7 nM 7.8 Agonist activity at human alpha4beta2 nAChR expressed in SH-EP1 cells assessed a... 22171543
Neuronal acetylcholine receptor; alpha4/beta2 IC50 = 18.2 nM 7.74 Antagonist activity at human alpha4beta2 nAChR expressed in SH-EP1 cells assesse... 22171543
Acetylcholine-binding protein Ki = 22.0 nM 7.66 Displacement of [3H]epibatidine from Lymnaea stagnalis AChBP 22928944
Neuronal acetylcholine receptor; alpha4/beta4 Ki = 441.0 nM 6.36 Displacement of [3H] epibatidine from rat alpha4beta4 nAChR by beta scintillatio... 22171543
Neuronal acetylcholine receptor; alpha2/beta4 Ki = 1890.0 nM 5.72 Displacement of [3H] epibatidine from rat alpha2beta4 nAChR by beta scintillatio... 22171543
Soluble acetylcholine receptor Ki = 1927.0 nM 5.71 Displacement of [3H]epibatidine from Aplysia californica AChBP 22928944

Literature References

PubMed DOI Target Context # Activities
22171543 10.1021/jm201157c Neuronal acetylcholine receptor; alpha4/beta2 7
22171543 10.1021/jm201157c Unchecked 7
22171543 10.1021/jm201157c ADMET 2
22171543 10.1021/jm201157c Plasma 2
22171543 10.1021/jm201157c Acetylcholine receptor; alpha1/beta1/delta/gamma 2
22171543 10.1021/jm201157c Neuronal acetylcholine receptors; alpha-3/beta-4, alpha-5, beta-2 2
22171543 10.1021/jm201157c Mus musculus 2
22171543 10.1021/jm201157c 5-hydroxytryptamine receptor 1A 1
22171543 10.1021/jm201157c 5-hydroxytryptamine receptor 5A 1
22171543 10.1021/jm201157c 5-hydroxytryptamine receptor 3A 1
22928944 10.1021/jm3008739 Acetylcholine-binding protein 1
22171543 10.1021/jm201157c 5-hydroxytryptamine receptor 2B 1
22171543 10.1021/jm201157c 5-hydroxytryptamine receptor 2A 1
22171543 10.1021/jm201157c 5-hydroxytryptamine receptor 1E 1
22171543 10.1021/jm201157c 5-hydroxytryptamine receptor 1D 1
22171543 10.1021/jm201157c 5-hydroxytryptamine receptor 1B 1
22171543 10.1021/jm201157c Neuronal acetylcholine receptor; alpha2/beta2 1
22171543 10.1021/jm201157c Neuronal acetylcholine receptor; alpha4/beta4 1
22171543 10.1021/jm201157c Neuronal acetylcholine receptor; alpha3/beta4 1
22171543 10.1021/jm201157c Neuronal acetylcholine receptor; alpha3/beta2 1

Data from ChEMBL 36 via Core Engine