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Compound Detail

CHEMBL499536

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C[C@H](OC(=O)N[C@@H]1CN2CCC1CC2)c1ccccc1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL499536
Phase Preclinical
Structure Type MOL
InChI Key HQYLURGLNKLOQJ-XHDPSFHLSA-N
4
Targets
12
Activities
3
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

292.4
MW (Da)
2.71
ALogP
3
HBA
1
HBD
41.6
PSA (Ų)
0.93
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H21FN2O2
MW 292.35
Aromatic Rings 1
Heavy Atoms 21
NP-Likeness -0.63

Activity Summary

EC50 5 meas. best 7.0
IC50 4 meas. best 4.7
Kd 3 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 EC50 7.0 6.48 100.0 5
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 Kd 6.7 6.7 199.5 2
5-hydroxytryptamine receptor 3A
CHEMBL1899
 Kd 4.89 4.89 13000.0 1
5-hydroxytryptamine receptor 3A
CHEMBL1899
 IC50 4.7 4.7 19952.6 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 IC50 4.7 4.7 19952.6 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 IC50 4.6 4.6 25118.9 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 100.0 nM 7.0 Agonist activity at human recombinant alpha7 nAChR expressed in rat GH3 cells by... 19208472
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 100.0 nM 7.0 Agonist activity at human recombinant alpha7 nAChR expressed in human GH3 cells ... 21919481
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 100.0 nM 7.0 Agonist activity at human recombinant alpha7 nAChR expressed in human GH3 cells ... 21919481
Neuronal acetylcholine receptor subunit alpha-7 Kd = 199.53 nM 6.7 Displacement of [125I]alpha-bungarotoxin from human recombinant alpha7 nAchR 21919481
Neuronal acetylcholine receptor subunit alpha-7 Kd = 200.0 nM 6.7 Displacement of [125I]alpha-bungarotoxin from human recombinant alpha7 nAchR 21919481
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 1995.26 nM 5.7 Agonist activity at human alpha7 nAChR expressed in Xenopus oocytes assessed as ... 21919481
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 2000.0 nM 5.7 Agonist activity at human alpha7 nAChR expressed in Xenopus oocytes assessed as ... 21919481
5-hydroxytryptamine receptor 3A Kd = 13000.0 nM 4.89 Binding affinity to 5HT3 receptor 21919481
5-hydroxytryptamine receptor 3A IC50 = 19952.62 nM 4.7 Antagonist activity at human 5HT3 receptor by calcium influx assay 19208472
Neuronal acetylcholine receptor; alpha3/beta4 IC50 = 19952.62 nM 4.7 Antagonist activity at human alpha3beta4 nAChR expressed in HEK293 cells by calc... 19208472
Neuronal acetylcholine receptor; alpha4/beta2 IC50 = 25118.86 nM 4.6 Antagonist activity at human alpha4beta2 nAChR expressed in HEK293 cells by calc... 19208472

Literature References

PubMed DOI Target Context # Activities
21919481 10.1021/jm2007672 Neuronal acetylcholine receptor subunit alpha-7 8
19208472 10.1016/j.bmcl.2009.01.073 Unchecked 4
21919481 10.1021/jm2007672 Unchecked 3
19208472 10.1016/j.bmcl.2009.01.073 Neuronal acetylcholine receptor subunit alpha-7 1
19208472 10.1016/j.bmcl.2009.01.073 Neuronal acetylcholine receptor; alpha4/beta2 1
19208472 10.1016/j.bmcl.2009.01.073 Acetylcholine receptor; alpha1/beta1/delta/gamma 1
19208472 10.1016/j.bmcl.2009.01.073 5-hydroxytryptamine receptor 3A 1
19208472 10.1016/j.bmcl.2009.01.073 Muscarinic acetylcholine receptor M1 1
19208472 10.1016/j.bmcl.2009.01.073 Muscarinic acetylcholine receptor M2 1
19208472 10.1016/j.bmcl.2009.01.073 Muscarinic acetylcholine receptor M3 1
19208472 10.1016/j.bmcl.2009.01.073 Muscarinic acetylcholine receptor M4 1
19208472 10.1016/j.bmcl.2009.01.073 Muscarinic acetylcholine receptor M5 1
19208472 10.1016/j.bmcl.2009.01.073 Neuronal acetylcholine receptor; alpha3/beta4 1
21919481 10.1021/jm2007672 5-hydroxytryptamine receptor 3A 1

Data from ChEMBL 36 via Core Engine