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Compound Detail

CHEMBL193016

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O=C1NC[C@@]2(CN3CCC2CC3)O1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL193016
Phase Preclinical
Structure Type MOL
InChI Key TYAGAVRSOFABFO-VIFPVBQESA-N
4
Targets
14
Activities
3
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

182.2
MW (Da)
0.19
ALogP
3
HBA
1
HBD
41.6
PSA (Ų)
0.58
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C9H14N2O2
MW 182.22
Aromatic Rings 0
Heavy Atoms 13
NP-Likeness 1.78

Activity Summary

Ki 7 meas. best 7.04
EC50 6 meas. best 6.42
Kd 1 meas. best 7.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 Kd 7.04 7.04 92.0 1
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 Ki 7.04 6.63 92.0 3
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL4980
 Ki 7.04 6.7433 92.0 3
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL4980
 EC50 6.42 5.55 380.0 2
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 EC50 6.4 6.0733 398.1 3
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 4.8 4.8 16000.0 1
Unchecked
CHEMBL612545
 EC50 4.65 4.65 22300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 5390.0 ng.hr.mL-1 Rattus norvegicus
Cmax 8670.84 nM Rattus norvegicus
T1/2 0.75 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor subunit alpha-7 Kd = 92.0 nM 7.04 Displacement of [125I]alpha-bungarotoxin from alpha7 nAChR 18826295
Neuronal acetylcholine receptor subunit alpha-7 Ki = 92.0 nM 7.04 Displacement of [125I]alpha-Bungarotoxin from alpha7 nAchR 21919481
Neuronal acetylcholine receptor subunit alpha-7 Ki = 92.0 nM 7.04 Displacement of [125I]alpha-bungarotoxin from rat hippocampal alpha7 nAChR measu... 27958732
Neuronal acetylcholine receptor subunit alpha-7 Ki = 190.0 nM 6.72 binding affinity in rat hippocampi against alpha7 nicotinic receptor 11063601
Neuronal acetylcholine receptor subunit alpha-7 Ki = 340.0 nM 6.47 Inhibition of [125I]alpha-bungarotoxin binding to rat nicotinic acetylcholine re... 15801858
Neuronal acetylcholine receptor subunit alpha-7 Ki = 340.0 nM 6.47 Binding affinity to alpha7 nAChR 21919481
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 380.0 nM 6.42 Activation responses to that evoked by ACh at human Nicotinic acetylcholine rece... 15050614
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 398.11 nM 6.4 Agonist activity at human recombinant alpha7 nAChR expressed in rat GH3 cells by... 19208472
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 420.0 nM 6.38 Agonist activity at human recombinant alpha7 nAChR expressed in GH4 cells 21919481
Neuronal acetylcholine receptor subunit alpha-7 Ki = 420.0 nM 6.38 Displacement of [3H]-MLA from alpha7 nAChR 21919481
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 3600.0 nM 5.44 Agonist activity at human cloned wild-type alpha7 nAChR expressed in Xenopus lae... 18826295
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 16000.0 nM 4.8 binding affinity in rat forebrain against alpha4-beta2 nicotinic receptor 11063601
Neuronal acetylcholine receptor subunit alpha-7 EC50 = 21000.0 nM 4.68 Agonist activity at rat alpha7 nAchR expressed in Xenopus oocyte 21919481
Unchecked EC50 = 22300.0 nM 4.65 Agonist activity at human cloned alpha7 nAChR Gln117Phe mutant expressed in Xeno... 18826295

Literature References

PubMed DOI Target Context # Activities
21919481 10.1021/jm2007672 Neuronal acetylcholine receptor subunit alpha-7 7
15801858 10.1021/jm049188d ADMET 5
15050614 10.1016/j.bmcl.2003.09.104 Neuronal acetylcholine receptor; alpha4/beta2 3
11063601 10.1021/jm000249r Neuronal acetylcholine receptor subunit alpha-7 3
15050614 10.1016/j.bmcl.2003.09.104 Neuronal acetylcholine receptor subunit alpha-7 2
15050614 10.1016/j.bmcl.2003.09.104 Neuronal acetylcholine receptor; alpha3/beta2 2
15050614 10.1016/j.bmcl.2003.09.104 Neuronal acetylcholine receptor; alpha3/beta4 2
15050614 10.1016/j.bmcl.2003.09.104 5-hydroxytryptamine receptor 3A 2
27958732 10.1021/acs.jmedchem.6b01506 Neuronal acetylcholine receptor subunit alpha-7 2
19208472 10.1016/j.bmcl.2009.01.073 Neuronal acetylcholine receptor subunit alpha-7 2
18826295 10.1021/jm800607u Neuronal acetylcholine receptor subunit alpha-7 2
27958732 10.1021/acs.jmedchem.6b01506 5-hydroxytryptamine receptor 3A 1
21919481 10.1021/jm2007672 5-hydroxytryptamine receptor 3A 1
20337496 10.1021/np900727e Unchecked 1
18826295 10.1021/jm800607u Unchecked 1
15801858 10.1021/jm049188d Unchecked 1
15801858 10.1021/jm049188d Neuronal acetylcholine receptor; alpha4/beta2 1
15801858 10.1021/jm049188d Neuronal acetylcholine receptor subunit alpha-7 1
11063601 10.1021/jm000249r Neuronal acetylcholine receptor; alpha4/beta2 1
15050614 10.1016/j.bmcl.2003.09.104 Unchecked 1

Data from ChEMBL 36 via Core Engine