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Compound Detail

CHEMBL132966

RIVANICLINE
🧪 Phase II
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🧪 Phase II
CNCC/C=C/c1cccnc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL132966
Name RIVANICLINE
Phase Phase II
Structure Type MOL
InChI Key JUOSGGQXEBBCJB-GORDUTHDSA-N

Known Names

(e)-metanicotine Rivaniclina Rivanicline Rjr-2403 Tc-2403 Trans-metanicotine
6
Targets
11
Activities
2
Assay Types
0
PK Parameters
15
Publications
6
Known Names

Molecular Properties

162.2
MW (Da)
1.70
ALogP
2
HBA
1
HBD
24.9
PSA (Ų)
0.68
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -nicline
USAN Year 2005

Extended Properties

Molecular Formula C10H14N2
MW 162.24
Aromatic Rings 1
Heavy Atoms 12
NP-Likeness 0.27

Activity Summary

Ki 7 meas. best 7.6
EC50 4 meas. best 6.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 Ki 7.6 7.59 25.0 2
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 7.58 7.58 26.0 2
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 EC50 6.14 6.14 730.0 1
Rattus norvegicus
CHEMBL376
 EC50 6.03 6.03 940.0 1
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907589
 EC50 5.37 5.37 4300.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 Ki 5.27 5.27 5400.0 1
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 Ki 5.1 5.1 8000.0 1
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL4980
 Ki 4.44 4.44 36000.0 1
Neuronal acetylcholine receptor; alpha3/beta4
CHEMBL1907594
 EC50 4.34 4.34 46000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 25.0 nM 7.6 Binding affinity towards nicotinic acetylcholine receptor alpha4-beta2 14698195
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 26.0 nM 7.58 Affinity for Nicotinic acetylcholine receptor alpha4-beta2 in rat brain 9435889
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 26.0 nM 7.58 Displacement of [3H]L-nicotine from alpha-4-beta-2 nAChR in rat cerebral cortex 18006307
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 26.0 nM 7.58 Displacement of [3H]nicotine from human alpha4beta2 nAChR expressed in human SH-... 23025891
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 730.0 nM 6.14 Compound was evaluated for functional potencies and efficacies at rat Nicotinic ... 9435889
Rattus norvegicus EC50 = 940.0 nM 6.03 Compound was evaluated for functional potencies and efficacies at rat nAChR subt... 9435889
Neuronal acetylcholine receptor; alpha4/beta2 EC50 = 4300.0 nM 5.37 Compound was evaluated for functional potencies and efficacies at human Nicotini... 9435889
Neuronal acetylcholine receptor; alpha3/beta4 Ki = 5400.0 nM 5.27 Displacement of [3H]epibatidine from human alpha3beta4 nAChR expressed in human ... 23025891
Neuronal acetylcholine receptor subunit alpha-7 Ki = 8000.0 nM 5.1 Displacement of [3H]epibatidine from human alpha7 nAChR expressed in human HEK/R... 23025891
Neuronal acetylcholine receptor subunit alpha-7 Ki = 36000.0 nM 4.44 Affinity for Nicotinic acetylcholine receptor alpha7 9435889
Neuronal acetylcholine receptor; alpha3/beta4 EC50 = 46000.0 nM 4.34 Compound was evaluated for functional potencies and efficacies at human Nicotini... 9435889

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
9435889 10.1021/jm970377o Neuronal acetylcholine receptor; alpha4/beta2 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
9435889 10.1021/jm970377o Neuronal acetylcholine receptor; alpha3/beta4 1
9435889 10.1021/jm970377o Acetylcholine receptor subunit delta 1
9435889 10.1021/jm970377o Neuronal acetylcholine receptor 1
9435889 10.1021/jm970377o Rattus norvegicus 1
9435889 10.1021/jm970377o Neuronal acetylcholine receptor subunit alpha-7 1
14698195 10.1016/j.bmcl.2003.10.033 Neuronal acetylcholine receptor; alpha4/beta2 1
18006307 10.1016/j.bmcl.2007.10.101 Neuronal acetylcholine receptor; alpha4/beta2 1
23025891 10.1021/jm3011299 Neuronal acetylcholine receptor; alpha3/beta4 1
23025891 10.1021/jm3011299 Neuronal acetylcholine receptor subunit alpha-7 1
23025891 10.1021/jm3011299 Neuronal acetylcholine receptor; alpha4/beta2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1

Data from ChEMBL 36 via Core Engine