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Compound Detail

CHEMBL84149

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CN1CCC[C@H]1COc1cccnc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL84149
Phase Preclinical
Structure Type MOL
InChI Key MVLJPWPLDPHKST-JTQLQIEISA-N
12
Targets
28
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

192.3
MW (Da)
1.55
ALogP
3
HBA
0
HBD
25.4
PSA (Ų)
0.73
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 C11H16N2O
MW 192.26
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness -0.86

Activity Summary

Ki 15 meas. best 9.82
EC50 13 meas. best 6.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 9.82 9.6 0.1 5
Neuronal acetylcholine receptor
CHEMBL2094110
 Ki 9.82 9.7475 0.1 4
Unchecked
CHEMBL612545
 Ki 8.6 7.2533 2.5 3
Neuronal acetylcholine receptor; alpha3/beta2
CHEMBL2109234
 Ki 8.11 8.11 7.7 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 EC50 6.12 6.12 750.0 3
K177 cell line
CHEMBL614687
 EC50 6.12 5.76 750.0 2
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907593
 Ki 5.85 5.85 1400.0 1
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 Ki 5.82 5.82 1530.0 1
IMR-32
CHEMBL614585
 EC50 4.92 4.44 12000.0 3
Acetylcholine receptor subunit delta
CHEMBL3916
 EC50 4.72 4.72 19000.0 1
Nicotinic acetylcholine receptor alpha3/betaX
CHEMBL2111384
 EC50 4.71 4.71 19400.0 1
Unchecked
CHEMBL612545
 EC50 4.62 4.62 24000.0 1
Acetylcholine receptor subunit alpha
CHEMBL4808
 EC50 4.47 4.47 34000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.15 nM 9.82 Displacement of [3H]-cytisine from alpha4beta2-nACHR in rat whole brain 27818109
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.15 nM 9.82 In vitro ability to displace [3H](-)-cytisine binding to whole rat brain membran... 11266158
Neuronal acetylcholine receptor Ki = 0.15 nM 9.82 Tested for neuronal nicotinic acetylcholine receptor (nAChR) binding in a whole ... -
Neuronal acetylcholine receptor Ki = 0.15 nM 9.82 Binding affinity against Nicotinic Acetylcholine Receptor was determined by meas... 8632405
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.15 nM 9.82 Binding affinity towards nAChR (alpha4-beta2) by the displacement of [3H](-)-cyt... 9871663
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 0.15 nM 9.82 Nicotinic acetylcholine receptor binding activity was determined by ability to d... 10509928
Neuronal acetylcholine receptor Ki = 0.16 nM 9.8 Binding affinity against Nicotinic Acetylcholine Receptor was determined by meas... 8632405
Neuronal acetylcholine receptor Ki = 0.28 nM 9.55 Binding affinity value obtained by measuring the displacement of radioligand [3H... 9022806
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 1.9 nM 8.72 Inhibition of [3H]epibatidine binding to rat Nicotinic acetylcholine receptor al... 15771418
Unchecked Ki = 2.5 nM 8.6 Inhibition of [3H]epibatidine binding to Nicotinic acetylcholine receptor alpha2... 15771418
Neuronal acetylcholine receptor; alpha3/beta2 Ki = 7.7 nM 8.11 Inhibition of [3H]epibatidine binding to Nicotinic acetylcholine receptor alpha3... 15771418
Unchecked Ki = 220.0 nM 6.66 Inhibition of [3H]epibatidine binding to Nicotinic acetylcholine receptor alpha4... 15771418
Unchecked Ki = 320.0 nM 6.5 Inhibition of [3H]epibatidine binding to Nicotinic acetylcholine receptor alpha2... 15771418
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 750.0 nM 6.12 Compound was evaluated for functional potency and efficacy at human Nicotinic ac... 9435889
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 750.0 nM 6.12 Tested for functional activity against neuronal nicotinic acetylcholine receptor... -
K177 cell line EC50 = 750.0 nM 6.12 Ability to stimulate Rb+ efflux from human K177 cell preparations containing hum... 8632405
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 750.0 nM 6.12 Stimulation of cation efflux in human nAChR alpha4-beta2 expressing K177 cells 9871663
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 1400.0 nM 5.85 Inhibition of [3H]epibatidine binding to rat Nicotinic acetylcholine receptor al... 15771418
Neuronal acetylcholine receptor subunit alpha-7 Ki = 1530.0 nM 5.82 Bindind affinity value obtained by measuring the displacement of radioligand [12... 9022806
K177 cell line EC50 = 4000.0 nM 5.4 Ability to stimulate Rb+ efflux from human K177 cell preparations containing hum... 8632405

Literature References

PubMed DOI Target Context # Activities
15771418 10.1021/jm0492406 Unchecked 4
8632405 10.1021/jm9506884 IMR-32 4
8632405 10.1021/jm9506884 K177 cell line 4
9871663 10.1016/s0960-894x(98)00019-5 Neuronal acetylcholine receptor; alpha4/beta2 3
9871663 10.1016/s0960-894x(98)00019-5 Nicotinic acetylcholine receptor alpha3/betaX 2
- 10.1016/S0960-894X(97)10080-4 Acetylcholine receptor subunit alpha 2
- 10.1016/S0960-894X(97)10080-4 Rattus norvegicus 2
- 10.1016/S0960-894X(97)10080-4 Neuronal acetylcholine receptor; alpha4/beta2 2
- 10.1016/S0960-894X(97)10080-4 Unchecked 2
8632405 10.1021/jm9506884 Neuronal acetylcholine receptor 2
9022806 10.1021/jm960233u IMR-32 2
9435889 10.1021/jm970377o Neuronal acetylcholine receptor 2
9022806 10.1021/jm960233u Neuronal acetylcholine receptor subunit alpha-7 1
- 10.1016/S0960-894X(97)10080-4 Neuronal acetylcholine receptor 1
9022806 10.1021/jm960233u Neuronal acetylcholine receptor 1
10509928 10.1016/s0960-894x(99)00462-x Neuronal acetylcholine receptor; alpha4/beta2 1
9435889 10.1021/jm970377o Acetylcholine receptor subunit delta 1
11266158 10.1016/s0960-894x(01)00030-0 Neuronal acetylcholine receptor; alpha4/beta2 1
9435889 10.1021/jm970377o Neuronal acetylcholine receptor; alpha4/beta2 1
15771418 10.1021/jm0492406 Neuronal acetylcholine receptor; alpha3/beta2 1

Data from ChEMBL 36 via Core Engine