ENCENICLINE

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Synonyms
Status
Molecule Category UNKNOWN
UNII 5FI5376A0X

Structure

InChI Key SSRDSYXGYPJKRR-ZDUSSCGKSA-N
Smiles O=C(N[C@H]1CN2CCC1CC2)c1cc2cccc(Cl)c2s1
InChI
InChI=1S/C16H17ClN2OS/c17-12-3-1-2-11-8-14(21-15(11)12)16(20)18-13-9-19-6-4-10(13)5-7-19/h1-3,8,10,13H,4-7,9H2,(H,18,20)/t13-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H17ClN2OS
Molecular Weight 320.85
AlogP 3.38
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 2.0
Polar Surface Area 32.34
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 21.0

Bioactivity

Mechanism of Action Action Reference
Neuronal acetylcholine receptor protein alpha-7 subunit partial agonist PARTIAL AGONIST PubMed PubMed
Protein: Neuronal acetylcholine receptor protein alpha-7 subunit
Description: Neuronal acetylcholine receptor subunit alpha-7
Organism : Homo sapiens
P36544 ENSG00000175344
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel 5HT3 receptor
- 299 - - 51
Ion channel Ligand-gated ion channel Nicotinic acetylcholine receptor Nicotinic acetylcholine receptor alpha subunit
250-390 - - 4-10 -
Assay Description Organism Bioactivity Reference
Binding affinity to 5HT3 receptor None 299.0 nM
Binding affinity to human alpha7 nAchR Homo sapiens 4.3 nM
Inhibition of human 5HT3R at 10 nM Homo sapiens 51.0 %
Displacement of [3H]epibatidine form human alpha7 nAchR expressed in HEK293 cells Homo sapiens 9.98 nM
Displacement of [3H]methyllycaconitine from Sprague-Dawley rat brain alpha7* nAChR incubated for 2.5 hrs by liquid scintillation counting analysis Rattus norvegicus 9.98 nM
Agonist activity at human alpha7 nAChR expressed in xenopus oocytes preincubated for 10 mins followed by acetylcholine addition by patch clamp electrophysiological assay Homo sapiens 340.0 nM
Partial agonist activity at human alpha7 nAChR expressed in Xenopus laevis oocytes by voltage clamp electrophysiological method Homo sapiens 390.0 nM
Agonist activity at human alpha7 nAChR expressed in Xenopus laevis oocytes assessed as induction of channel current at -90 mV holding potential by two-electrode voltage clamp method Homo sapiens 250.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 12.37 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.01 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.01 %

Cross References

Resources Reference
ChEMBL CHEMBL2151572
DrugBank DB11726
FDA SRS 5FI5376A0X
Guide to Pharmacology 6926
PDB I33
PubChem 46196517
SureChEMBL SCHEMBL744767
ZINC ZINC000095579362
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