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Compound Detail

CHEMBL1917231

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CN1CCC[C@H]1[C@@H]1COc2ccc(O)cc2O1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1917231
Phase Preclinical
Structure Type MOL
InChI Key OHYANMWFAIMESB-GWCFXTLKSA-N
7
Targets
23
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

235.3
MW (Da)
1.63
ALogP
4
HBA
1
HBD
41.9
PSA (Ų)
0.80
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 C13H17NO3
MW 235.28
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 1.29

Activity Summary

EC50 14 meas. best 7.14
Ki 9 meas. best 8.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 8.92 8.92 1.2 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 Ki 8.17 8.17 6.7 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 7.92 7.92 12.0 2
Neuronal acetylcholine receptor subunit alpha-6/beta-3
CHEMBL3883329
 Ki 7.89 7.89 13.0 1
Neuronal acetylcholine receptor subunit alpha-6/beta-3
CHEMBL3883329
 EC50 7.14 7.14 72.0 2
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 EC50 7.09 7.085 82.0 2
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 EC50 6.89 6.002 129.0 5
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 Ki 6.51 6.51 310.0 2
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL4980
 Ki 6.37 6.37 427.0 2
Unchecked
CHEMBL612545
 EC50 5.42 5.42 3800.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 EC50 4.77 4.77 17000.0 2
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907593
 EC50 4.75 4.75 17600.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 1.2 nM 8.92 Displacement of [3H]-epibatidine from human alpha4beta2 nAChR S108A mutant trans... 33325696
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 6.7 nM 8.17 Displacement of [3H]-epibatidine from wild type human alpha4beta2 nAChR transfec... 33325696
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 12.0 nM 7.92 Displacement of [3H]-Epibatidine from alpha4beta2 nAChR in rat cerebral cortex m... 33325696
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 12.0 nM 7.92 Displacement of [3H]epibatidine from alpha4beta2 nAChR in Sprague-Dawley rat cer... 21942635
Neuronal acetylcholine receptor subunit alpha-6/beta-3 Ki = 13.0 nM 7.89 Displacement of [3H]epibatidine from alpha6beta2 nAChR in Sprague-Dawley rat str... 21942635
Neuronal acetylcholine receptor subunit alpha-6/beta-3 EC50 = 72.44 nM 7.14 Partial agonist activity at rat alpha6beta2 nAChR in rat striatum containing oth... 21942635
Neuronal acetylcholine receptor subunit alpha-6/beta-3 EC50 = 72.0 nM 7.14 Partial agonist activity at rat alpha6beta2 nAChR in rat striatum containing oth... 21942635
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 82.0 nM 7.09 Partial agonist activity at Nicotinic acetylcholine alpha4beta2 receptor in rat ... 21942635
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 83.18 nM 7.08 Partial agonist activity at Nicotinic acetylcholine alpha4beta2 receptor in rat ... 21942635
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 129.0 nM 6.89 Partial agonist activity at high sensitivity isoform human (alpha4)2(beta2)3 nAC... 35346843
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 300.0 nM 6.52 Agonist activity at human alpha4beta2 nAChR expressed in rat GH4C1 cells assesse... 26225816
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 300.0 nM 6.52 Partial agonist activity at human alpha4beta2 transfected in rat GH4-C1 cells at... 33325696
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 310.0 nM 6.51 Displacement of [3H]-epibatidine from human alpha3beta4 transfected in HEK293 ce... 33325696
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 310.0 nM 6.51 Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in human ... 21942635
Neuronal acetylcholine receptor subunit alpha-7 Ki = 430.0 nM 6.37 Displacement of [125I]alpha-bungarotoxin from alpha7nAChR in rat hippocampus mem... 33325696
Neuronal acetylcholine receptor subunit alpha-7 Ki = 427.0 nM 6.37 Displacement of [125I]alpha-bungarotoxin from alpha7 nAChR in Sprague-Dawley rat... 21942635
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 3800.0 nM 5.42 Agonist activity at wild type human alpha4beta2 transfected in rat GH4-C1 cells ... 33325696
Unchecked EC50 = 3800.0 nM 5.42 Agonist activity at human alpha4beta2 S108A mutant transfected in rat GH4-C1 cel... 33325696
Neuronal acetylcholine receptor; alpha3/beta4 EC50 = 17000.0 nM 4.77 Partial agonist activity at human alpha3beta4 transfected in rat GH4-C1 cells at... 33325696
Neuronal acetylcholine receptor; alpha3/beta4 EC50 = 17000.0 nM 4.77 Agonist activity at human alpha3beta4 nAChR expressed in rat GH4C1 cells assesse... 26225816

Literature References

PubMed DOI Target Context # Activities
33325696 10.1021/acs.jmedchem.0c01150 Neuronal acetylcholine receptor; alpha4/beta2 6
33325696 10.1021/acs.jmedchem.0c01150 Unchecked 5
21942635 10.1021/jm200937t Neuronal acetylcholine receptor; alpha4/beta2 4
21942635 10.1021/jm200937t Neuronal acetylcholine receptor subunit alpha-6/beta-3 4
35346843 10.1016/j.bmcl.2022.128701 Neuronal acetylcholine receptor; alpha4/beta2 4
21942635 10.1021/jm200937t Neuronal acetylcholine receptor; alpha3/beta4 3
26225816 10.1021/acs.jmedchem.5b00904 Neuronal acetylcholine receptor; alpha4/beta2 3
33325696 10.1021/acs.jmedchem.0c01150 Neuronal acetylcholine receptor; alpha3/beta4 3
21942635 10.1021/jm200937t Unchecked 2
26225816 10.1021/acs.jmedchem.5b00904 Neuronal acetylcholine receptor; alpha3/beta4 2
21942635 10.1021/jm200937t Neuronal acetylcholine receptor subunit alpha-7 1
33325696 10.1021/acs.jmedchem.0c01150 Neuronal acetylcholine receptor subunit alpha-7 1
35346843 10.1016/j.bmcl.2022.128701 Unchecked 1

Data from ChEMBL 36 via Core Engine