ATOMOXETINE

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Synonyms
Status
Molecule Category Free-form
ATC N06BA09
UNII ASW034S0B8
EPA CompTox DTXSID9044297

Structure

InChI Key VHGCDTVCOLNTBX-QGZVFWFLSA-N
Smiles CNCC[C@@H](Oc1ccccc1C)c1ccccc1
InChI
InChI=1S/C17H21NO/c1-14-8-6-7-11-16(14)19-17(12-13-18-2)15-9-4-3-5-10-15/h3-11,17-18H,12-13H2,1-2H3/t17-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H21NO
Molecular Weight 255.36
AlogP 3.72
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 21.26
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 19.0
Assay Description Organism Bioactivity Reference
Binding affinity to dopamine transporter (DAT) using [3H]WIN-35428 as a radioligand None 707.95 nM
Ability to inhibit reuptake of norepinephrine ([3H]NE) at norepinephrine transporter of rat parietal/occipital region None 5.0 nM
Equilibrium dissociation constant (KD) for Competitive binding between [3H]- nisoxatine and the compound at human Norepinephrine transporter None 2.03 nM
In vitro inhibition of norepinephrine (NE) uptake in crude rat brain synaptosomes Rattus norvegicus 4.0 nM
Inhibition of [3H]- NE reuptake into rat hippocampal synaptosomes None 0.7 nM
Inhibition of [3H]5-HT reuptake into rat frontal cortex synaptosomes None 43.0 nM
Inhibition of norepinephrine uptake into rat synaptosomes Rattus norvegicus 4.0 nM
Equilibrium dissociation constant (KD) for Competitive binding between [3H]- imipramine and the compound at human transporter-hSERT None 8.9 nM
Ability to inhibit reuptake of serotonin ([3H]5-HT) at serotonin transporter of rat midbrian None 77.0 nM
Inhibition of human NET Homo sapiens 5.1 nM
Inhibition of human SERT Homo sapiens 190.0 nM
Inhibition of human NET Homo sapiens 5.1 nM
Inhibition of human SERT Homo sapiens 190.0 nM
Inhibition of serotonin uptake at human SERT in human HEK293 cells Homo sapiens 180.0 nM
Inhibition of norepinephrine uptake at human NET in human HEK293 cells Homo sapiens 5.0 nM
Displacement of Levo[ring-2,5,6-3H]norepinephrine from human cloned NET expressed in HEK293 cells by microplate scintillation counter Homo sapiens 5.1 nM
Displacement of [alpha,beta-3H(N)]-5-hydroxytryptamine from human cloned SERT expressed in HEK293 cells by microplate scintillation counter Homo sapiens 190.0 nM
Inhibition of norepinephrine uptake at human NET expressed in MDCK-Net6 cells Homo sapiens 3.0 nM
Inhibition of serotonin uptake at human SERT expressed in human JAR cells Homo sapiens 48.0 nM
Inhibition of norepinephrine uptake at human NET expressed in HEK cells Homo sapiens 5.0 nM
Inhibition of serotonin uptake at human SERT expressed in HEK cells Homo sapiens 180.0 nM
Inhibition of norepinephrine uptake at human NET expressed in HEK293 cells Homo sapiens 5.0 nM
Inhibition of serotonin uptake at human SERT expressed in HEK293 cells Homo sapiens 180.0 nM
Inhibition of norepinephrine uptake at human NET expressed in MDCK cells Homo sapiens 3.0 nM
Inhibition of serotonin uptake at human SERT expressed in JAR cells Homo sapiens 48.0 nM
Inhibition of norepinephrine uptake at human NET expressed in MDCK-Net6 cells Homo sapiens 3.0 nM
Inhibition of serotonin uptake at human SERT expressed in JAR cells Homo sapiens 48.0 nM
Inhibition of norepinephrine uptake at human NET transfected in HEK cells Homo sapiens 5.0 nM
Inhibition of serotonin uptake at human SERT transfected in HEK cells Homo sapiens 180.0 nM
Displacement of [3H]nisoxetine from Sprague-dawley rat NET by liquid scintillation spectrophotometry Rattus norvegicus 4.0 nM
Inhibition of [3H]norepinephrine uptake at human NET expressed in MDCK-Net6 cells by scintillation counting Homo sapiens 3.1 nM
Inhibition of norepinephrine uptake at human NET expressed in MDCK-Net6 cells Homo sapiens 3.0 nM
Inhibition of human liver OATP1B1 expressed in HEK293 Flp-In cells assessed as reduction in E17-betaG uptake at 20 uM by scintillation counting Homo sapiens -7.5 %
Inhibition of human liver OATP1B3 expressed in HEK293 Flp-In cells assessed as reduction in [3H]E17-betaG uptake at 20 uM incubated for 5 mins by scintillation counting Homo sapiens 31.6 %
Inhibition of human liver OATP2B1 expressed in HEK293 Flp-In cells assessed as reduction in [3H]E3S uptake at 20 uM incubated for 5 mins by scintillation counting Homo sapiens 16.3 %
Inhibition of human KLF10 expressed in human HeLa cells assessed as reduction in transcriptional activity at 100 uM after 24 hrs by CACCC-responsive promoter driven TK-luciferase reporter gene assay Homo sapiens 47.1 %
Inhibition of human KLF10 expressed in human HeLa cells assessed as reduction in KLF10-mediated transcriptional activity at 100 uM incubated for 24 hrs by luciferase reporter assay relative to control Homo sapiens 47.1 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 4.69 %
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 -0.04 % 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 -0.04 %

Related Entries

Cross References

Resources Reference
ChEBI 127342
ChEMBL CHEMBL641
DrugBank DB00289
DrugCentral 256
FDA SRS ASW034S0B8
Human Metabolome Database HMDB0014434
Guide to Pharmacology 7118
PharmGKB PA134688071
PubChem 54841
SureChEMBL SCHEMBL34268
ZINC ZINC000001842633
CONTENTS