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Compound Detail

CHEMBL1201082

FLUOXETINE HYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
CNCCC(Oc1ccc(C(F)(F)F)cc1)c1ccccc1.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1201082
Name FLUOXETINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key GIYXAJPCNFJEHY-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL41
Active Moiety CHEMBL41

Known Names

Adofen Felicium Fluctin Fluneurin Fluox-puren Fluoxeren Fluoxetine (as hydrochloride) Fluoxetine hydrochloride Fluoxetine hydrochloride component of symbyax Flusol Fluxet Fontex +15 more
14
Targets
20
Activities
2
Assay Types
0
PK Parameters
20
Publications
27
Known Names
7
Indications
1
Mechanisms

Molecular Properties

309.3
MW (Da)
4.44
ALogP
2
HBA
1
HBD
21.3
PSA (Ų)
0.85
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1987
Availability Prescription
Chirality Racemic

Routes of Administration

Oral

Flags

Black Box Warning
USAN Stem -oxetine
USAN Year 1988

Extended Properties

Molecular Formula C17H19ClF3NO
MW 345.79
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.35

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serotonin transporter inhibitor INHIBITOR Sodium-dependent serotonin transporter ✓ ✓

Indications

Bipolar Disorder Bipolar Disorder Depressive Disorder, Major Obsessive-Compulsive Disorder Depressive Disorder Panic Disorder Stress Disorders, Post-Traumatic

Drug Warnings

Black Box Warning
psychiatric toxicity
Country: United States
Black Box Warning
cardiotoxicity
Country: United States

Activity Summary

IC50 14 meas. best 6.82
Ki 6 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 8.96 8.96 1.1 1
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 8.7 8.7 2.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.14 7.14 72.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 6.82 6.82 150.0 1
Unchecked
CHEMBL612545
 Ki 6.41 6.41 392.0 1
Transporter
CHEMBL6184
 Ki 6.33 6.33 473.0 1
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 6.11 6.11 784.0 1
Psychosine receptor
CHEMBL3714081
 IC50 5.58 5.58 2607.6 1
CX3C chemokine receptor 1
CHEMBL4843
 IC50 5.52 5.52 3001.6 1
Plasmodium falciparum
CHEMBL364
 IC50 5.5 5.0667 3162.3 6
Apelin receptor
CHEMBL1628481
 IC50 5.47 5.47 3397.8 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 5.36 5.36 4410.0 1
G-protein coupled receptor 183
CHEMBL3259470
 IC50 5.18 5.18 6623.9 1
G-protein coupled receptor 35
CHEMBL1293267
 IC50 5.08 5.08 8296.8 1
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 4.74 4.74 18400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter Ki = 1.1 nM 8.96 Displacement of [3H]Citalopram from human SERT by liquid scintillation counting 22520153
Sodium-dependent serotonin transporter Ki = 2.0 nM 8.7 Displacement of [3H]citalopram from serotonin transporter in Sprague-Dawley rat ... 20980153
5-hydroxytryptamine receptor 2C Ki = 72.0 nM 7.14 Binding affinity to human 5HT2C receptor by radioligand displacement assay 22520153
Sodium-dependent serotonin transporter IC50 = 150.0 nM 6.82 Inhibition of human SERT expressed in HEK293 cells assessed as inhibition of ser... 22938049
Unchecked Ki = 392.0 nM 6.41 Selectivity ratio of Ki for dopamine transporter in Sprague-Dawley rat brain to ... 20980153
Transporter Ki = 473.0 nM 6.33 Displacement of [3H]nisoxetine from norepinephrine transporter in Sprague-Dawley... 20980153
Sodium-dependent dopamine transporter Ki = 784.0 nM 6.11 Displacement of [3H]WIN 35428 from dopamine transporter in Sprague-Dawley rat br... 20980153
Psychosine receptor IC50 = 2607.59 nM 5.58 GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR65 -
CX3C chemokine receptor 1 IC50 = 3001.59 nM 5.52 GPCR PRESTO-Tango dose-response in antagonist mode with target: CX3CR1 -
Plasmodium falciparum IC50 = 3162.28 nM 5.5 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Apelin receptor IC50 = 3397.78 nM 5.47 GPCR PRESTO-Tango dose-response in antagonist mode with target: APLNR -
Sodium-dependent noradrenaline transporter IC50 = 4410.0 nM 5.36 Inhibition of human NET expressed in HEK293 cells assessed as inhibition of nora... 22938049
G-protein coupled receptor 183 IC50 = 6623.87 nM 5.18 GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR183 -
Plasmodium falciparum IC50 = 7943.28 nM 5.1 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
G-protein coupled receptor 35 IC50 = 8296.78 nM 5.08 GPCR PRESTO-Tango dose-response in antagonist mode with target: GPR35 -
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Sodium-dependent dopamine transporter IC50 = 18400.0 nM 4.74 Inhibition of human DAT expressed in HEK293 cells assessed as inhibition of dopa... 22938049

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1445
- 10.6019/CHEMBL4689842 Fibroblast 9
- 10.6019/CHEMBL4689842 HEK-293T 9
36403514 10.1016/j.ejmech.2022.114902 Mus musculus 8
19734910 10.1038/nchembio.215 Plasmodium falciparum 6
- 10.6019/CHEMBL4689842 U2OS 6
- 10.6019/CHEMBL5209801 Glucagon-like peptide 1 receptor 5
- 10.6019/CHEMBL5209801 Sphingosine 1-phosphate receptor 1 5
- 10.6019/CHEMBL5209801 C5a anaphylatoxin chemotactic receptor 1 5
- 10.6019/CHEMBL5209801 Alpha-2A adrenergic receptor 5
- 10.6019/CHEMBL5209801 Type-1 angiotensin II receptor 5
- 10.6019/CHEMBL5209801 Glucose-dependent insulinotropic receptor 5
- 10.6019/CHEMBL5209801 CX3C chemokine receptor 1 5
- 10.6019/CHEMBL5209801 Free fatty acid receptor 4 5
- 10.6019/CHEMBL5209801 Beta-2 adrenergic receptor 5
- 10.6019/CHEMBL5209801 Adhesion G-protein coupled receptor F1 5
- 10.6019/CHEMBL5209801 Apelin receptor 5
- 10.6019/CHEMBL5209801 N-formyl peptide receptor 2 5
- 10.1007/s00044-010-9308-3 Mus musculus 4
20980153 10.1016/j.bmc.2010.09.060 Unchecked 3

Data from ChEMBL 36 via Core Engine