Compound Detail

CHEMBL295467

NISOXETINE

🧪 Phase II

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🧪 Phase II

CNCCC(Oc1ccccc1OC)c1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL295467
Name	NISOXETINE
Phase	Phase II
Structure Type	MOL
InChI Key	ITJNARMNRKSWTA-UHFFFAOYSA-N

Known Names

COMPOUND 89218 COMPOUND-89218 LY-94939 Nisoxetina Nisoxetine NSC-283481

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

271.4

MW (Da)

3.42

ALogP

HBA

HBD

30.5

PSA (Å²)

0.84

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Racemic

Flags

Natural Product

USAN Stem	-oxetine
USAN Year	1975

Extended Properties

Molecular Formula	C17H21NO2
MW	271.36
Aromatic Rings	2
Heavy Atoms	20
NP-Likeness	0.20

Activity Summary

IC50 22 meas. best 8.22

Ki 13 meas. best 8.89

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	8.89	8.6367	1.3	3
Sodium-dependent serotonin transporter CHEMBL228	Ki	8.85	7.6	1.4	3
Norepinephrine transporter CHEMBL304	Ki	8.82	8.41	1.5	2
Unchecked CHEMBL612545	Ki	8.46	8.46	3.5	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	8.22	7.9211	6.0	9
Transporter CHEMBL6184	Ki	8.22	8.22	6.0	1
Rattus norvegicus CHEMBL376	IC50	8.0	6.85	10.0	2
Sodium-dependent dopamine transporter CHEMBL238	Ki	7.52	7.3	30.0	2
Sodium-dependent serotonin transporter CHEMBL228	IC50	6.56	6.1233	277.0	6
Sodium-dependent serotonin transporter CHEMBL313	Ki	6.56	6.56	277.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	5.94	5.812	1150.0	5

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	3.0	mL.min-1.g-1	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Sodium-dependent noradrenaline transporter	Ki	=	1.3	nM	8.89	Uptake Assay Protocol: NET: This protocol was designed to measure inhibition of ...	-
Sodium-dependent serotonin transporter	Ki	=	1.4	nM	8.85	In vitro competitive binding versus [3H]-citalopram in murine kidney cells trans...	12620070
Norepinephrine transporter	Ki	=	1.5	nM	8.82	Displacement of [3H]-nisoxetine from NET in Sprague-Dawley rat brain prefrontal ...	34355183
Sodium-dependent noradrenaline transporter	Ki	=	1.6	nM	8.8	Binding affinity for Norepinephrine transporter (NET) expressed in LCK PK1 cells	15456270
Unchecked	Ki	=	3.5	nM	8.46	Displacement of [3H]-Nisoxetine from NET in rabbit cortical membrane	21272963
Transporter	Ki	=	6.0	nM	8.22	Displacement of [3H]nisoxetine from Sprague-dawley rat NET by liquid scintillati...	19038547
Sodium-dependent noradrenaline transporter	Ki	=	6.0	nM	8.22	Inhibition of norepinephrine reuptake at NET	19836247
Sodium-dependent noradrenaline transporter	IC50	=	6.0	nM	8.22	Inhibition of norepinephrine uptake at human NET expressed in MDCK cells	18771916
Sodium-dependent noradrenaline transporter	IC50	=	7.943	nM	8.1	Inhibition of [3H]norepinephrine reuptake at human recombinant NET expressed in ...	21310612
Sodium-dependent noradrenaline transporter	IC50	=	7.943	nM	8.1	Inhibition of norepinephrine reuptake at NET expressed in MDCK cells	21739935
Sodium-dependent noradrenaline transporter	IC50	=	8.3	nM	8.08	Inhibition of [3H]norepinephrine reuptake at human NET expressed in MDCK cells b...	21093273
Norepinephrine transporter	Ki	=	9.9	nM	8.0	Binding affinity against norepinephrine transporter (NET) by displacement of [3H...	14640559
Rattus norvegicus	IC50	=	10.0	nM	8.0	In vitro inhibition of norepinephrine (NE) uptake in crude rat brain synaptosome...	3257267
Sodium-dependent noradrenaline transporter	IC50	=	15.0	nM	7.82	Inhibition of norepinephrine uptake at human NET in human HEK293 cells	18550369
Sodium-dependent noradrenaline transporter	IC50	=	15.0	nM	7.82	Inhibition of norepinephrine uptake at human NET expressed in HEK cells	18667309
Sodium-dependent noradrenaline transporter	IC50	=	18.0	nM	7.75	Inhibition of human NET expressed in HEK293 cells assessed as inhibition of nora...	22938049
Sodium-dependent noradrenaline transporter	IC50	=	20.0	nM	7.7	Inhibition of human NET expressed in HEK293 cells at incubated for 15 mins by ne...	25221656
Sodium-dependent noradrenaline transporter	IC50	=	20.0	nM	7.7	Inhibition of norepinephrine reuptake at human NET expressed in HEK293 cells aft...	24974340
Sodium-dependent dopamine transporter	Ki	=	30.0	nM	7.52	In vitro competitive binding versus [N-methyl-3H]WIN-35428 in murine kidney cell...	12620070
Sodium-dependent serotonin transporter	Ki	=	54.4	nM	7.26	Uptake Assay Protocol: SERT: This protocol was designed to measure inhibition of...	-

Literature References

PubMed	DOI	Target Context	# Activities
24974340	10.1016/j.bmcl.2014.06.026	Sodium-dependent serotonin transporter	4
24974340	10.1016/j.bmcl.2014.06.026	Sodium-dependent dopamine transporter	4
24974340	10.1016/j.bmcl.2014.06.026	Sodium-dependent noradrenaline transporter	3
22938049	10.1021/jm3008294	Sodium-dependent dopamine transporter	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
25221656	10.1021/ml500187a	Sodium-dependent serotonin transporter	2
22938049	10.1021/jm3008294	Sodium-dependent noradrenaline transporter	2
25221656	10.1021/ml500187a	Sodium-dependent dopamine transporter	2
-	10.6019/CHEMBL4651402	SARS-CoV-2	2
-	10.6019/CHEMBL3301361	ADMET	2
3257267	10.1021/jm00396a030	Rattus norvegicus	2
25221656	10.1021/ml500187a	Unchecked	2
22938049	10.1021/jm3008294	Sodium-dependent serotonin transporter	2
25221656	10.1021/ml500187a	Sodium-dependent noradrenaline transporter	2
3257267	10.1021/jm00396a030	Unchecked	1
38318365	10.1016/j.isci.2024.108907	Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	1
15456270	10.1021/jm049917p	Sodium-dependent dopamine transporter	1
15456270	10.1021/jm049917p	Sodium-dependent serotonin transporter	1
14640559	10.1021/jm0309349	5-hydroxytryptamine receptor 2A	1
14640559	10.1021/jm0309349	5-hydroxytryptamine receptor 1A	1

Data from ChEMBL 36 via Core Engine