TEBANICLINE

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Search structure


Synonyms	Tebanicline
Status
Molecule Category	UNKNOWN
UNII	9KX8NKV538
EPA CompTox	DTXSID90173555


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	MKTAGSRKQIGEBH-SSDOTTSWSA-N
Smiles	Clc1ccc(OC[C@H]2CCN2)cn1
InChI	InChI=1S/C9H11ClN2O/c10-9-2-1-8(5-12-9)13-6-7-3-4-11-7/h1-2,5,7,11H,3-4,6H2/t7-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C9H11ClN2O
Molecular Weight	198.65
AlogP	1.48
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	3.0
Polar Surface Area	34.15
Molecular species	BASE
Aromatic Rings	1.0
Heavy Atoms	13.0

Assay Description	Organism	Bioactivity	Reference
Compound was evaluated for functional activation to [86Rb+] efflux from human K177 cells expressing recombinant alpha4-beta2 receptors.	Homo sapiens	270.0 nM		Compound was evaluated for functional activation to [86Rb+] efflux from human K177 cells expressing recombinant alpha4-beta2 receptors.	Homo sapiens	60.0 nM
Compound was evaluated for its ability to displace [3H]-cytisine binding from high-affinity Nicotinic acetylcholine receptor in rat brain (principally the alpha4-beta2 nAChR subtype)	Rattus norvegicus	0.04 nM		Compound was evaluated for its ability to displace [3H]-cytisine binding from high-affinity Nicotinic acetylcholine receptor in rat brain (principally the alpha4-beta2 nAChR subtype)	Rattus norvegicus	0.04 nM
Ability to displace radioligand [3H](-)-cytisine from Neuronal nicotinic receptor in rat brain membrane was determined.	Rattus norvegicus	0.05 nM
Compound was evaluated for its ability to displace [3H]cytisine from K177 cells expressing human Nicotinic acetylcholine receptor alpha4-beta2	None	0.055 nM		Compound was evaluated for its ability to displace [3H]cytisine from K177 cells expressing human Nicotinic acetylcholine receptor alpha4-beta2	None	0.034 nM
Binding affinity towards Nicotinic acetylcholine receptor alpha4-beta2 in rat brain using [3H]-cytisine as radioligand	None	0.04 nM
Functional activation of human sympathetic ganglionic type nAChRs in IMR-32 cells containing alpha-3 subtype	Homo sapiens	200.0 nM		Functional activation of human sympathetic ganglionic type nAChRs in IMR-32 cells containing alpha-3 subtype	Homo sapiens	130.0 nM
Displacement of [3H]cytisine from alpha4beta2 nAChR in rat brain membrane	Rattus norvegicus	0.048 nM
Agonist activity at human recombinant alpha4beta2 nAChR expressed in human IMR32 cells assessed as calcium dynamics by FLIPR assay	Homo sapiens	20.0 nM
Agonist activity at human recombinant alpha3beta4 nAChR expressed in human IMR32 cells assessed as calcium dynamics by FLIPR assay	Homo sapiens	190.0 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	18.02 %
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	-0.03 %		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	-0.03 %

Cross References

Resources	Reference
ChEMBL	CHEMBL430497
FDA SRS	9KX8NKV538
Guide to Pharmacology	3989
PubChem	3075702
SureChEMBL	SCHEMBL120178
ZINC	ZINC000003959783

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).