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Compound Detail

CHEMBL2177539

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CN1C[C@@H]2C=C(c3cccnc3)C[C@@H](C2)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2177539
Phase Preclinical
Structure Type MOL
InChI Key PWXQAVZNBKKQOF-NWDGAFQWSA-N
6
Targets
8
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

214.3
MW (Da)
2.44
ALogP
2
HBA
0
HBD
16.1
PSA (Ų)
0.71
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 C14H18N2
MW 214.31
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness 0.01

Activity Summary

EC50 4 meas. best 6.07
Ki 4 meas. best 8.03

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 Ki 8.03 8.03 9.4 1
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 Ki 7.16 7.16 70.0 1
Neuronal acetylcholine receptor; alpha3/alpha6/beta2/beta3
CHEMBL2109233
 Ki 6.5 6.5 320.0 1
Nicotinic acetylcholine receptor alpha6/alpha3/beta2/beta3
CHEMBL3137275
 EC50 6.07 6.07 855.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 Ki 5.75 5.75 1796.0 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 EC50 5.51 5.345 3100.0 2
Unchecked
CHEMBL612545
 EC50 5.22 5.22 6000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 9.4 nM 8.03 Displacement of [3H]nicotine from human alpha4beta2 nAChR expressed in human SH-... 23025891
Neuronal acetylcholine receptor subunit alpha-7 Ki = 70.0 nM 7.16 Displacement of [3H]epibatidine from human alpha7 nAChR expressed in human HEK/R... 23025891
Neuronal acetylcholine receptor; alpha3/alpha6/beta2/beta3 Ki = 320.0 nM 6.5 Displacement of [125I]epibatidine from human alpha6/alpha3beta2beta3 nAChR expre... 23025891
Nicotinic acetylcholine receptor alpha6/alpha3/beta2/beta3 EC50 = 855.0 nM 6.07 Agonist activity at alpha6/alpha3beta2beta3 nAChR in Sprague-Dawley rat striatal... 23025891
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 1796.0 nM 5.75 Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in human ... 23025891
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 3100.0 nM 5.51 Agonist activity at human alpha4beta2 nAChR expressed in human SH-EP1 cells by w... 23025891
Unchecked EC50 = 6000.0 nM 5.22 Agonist activity at rat alpha7 nAChR T6'S59 mutant expressed in rat GH4C1 cells ... 23025891
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 6661.0 nM 5.18 Agonist activity at human alpha4beta2 nAChR high sensitivity form expressed in h... 23025891

Literature References

PubMed DOI Target Context # Activities
23025891 10.1021/jm3011299 Neuronal acetylcholine receptor; alpha4/beta2 7
23025891 10.1021/jm3011299 Unchecked 4
23025891 10.1021/jm3011299 Neuronal acetylcholine receptor; alpha3/beta4 3
23025891 10.1021/jm3011299 Nicotinic acetylcholine receptor alpha6/alpha3/beta2/beta3 2
23025891 10.1021/jm3011299 Neuronal acetylcholine receptor; alpha3/alpha6/beta2/beta3 1
23025891 10.1021/jm3011299 Neuronal acetylcholine receptor subunit alpha-7 1

Data from ChEMBL 36 via Core Engine