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Compound Detail

CHEMBL41

FLUOXETINE
💊 Approved Drug
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💊 Approved Drug
CNCCC(Oc1ccc(C(F)(F)F)cc1)c1ccccc1

Basic Information

ChEMBL ID CHEMBL41
Name FLUOXETINE
Phase Approved
Structure Type MOL
InChI Key RTHCYVBBDHJXIQ-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Fluoxetin ratiopharm Fluoxetina Fluoxetine Fluval NSC-283480 NSC-758685 Symbyax
47
Targets
220
Activities
4
Assay Types
14
PK Parameters
20
Publications
7
Known Names
20
Indications

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 1975

Extended Properties

Molecular Formula C17H18F3NO
MW 309.33
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.35

Indications

Anxiety Anxiety Autistic Disorder Bipolar Disorder Cerebral Hemorrhage Dementia Depressive Disorder Depressive Disorder Depressive Disorder, Major Depressive Disorder, Treatment-Resistant Enuresis Fibromyalgia Influenza, Human Obsessive-Compulsive Disorder Phobia, Social Schizophrenia Severe Acute Respiratory Syndrome Severe Acute Respiratory Syndrome Stress Disorders, Post-Traumatic Stroke

ATC Classification

N06AB03
fluoxetine
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOANALEPTICS

Activity Summary

IC50 119 meas. best 9.29
Ki 92 meas. best 9.57
Kd 5 meas. best 9.09
EC50 4 meas. best 8.57

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL228
Ki 9.57 8.4971 0.3 14
Sodium-dependent serotonin transporter
CHEMBL228
IC50 9.29 7.91 0.5 36
Sodium-dependent serotonin transporter
CHEMBL228
Kd 9.09 9.09 0.8 1
Sodium-dependent serotonin transporter
CHEMBL228
EC50 8.57 8.57 2.7 1
Sodium-dependent serotonin transporter
CHEMBL313
Ki 8.57 8.1313 2.7 23
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 8.2 8.2 6.3 1
Sodium-dependent serotonin transporter
CHEMBL313
IC50 8.2 7.1067 6.3 6
Rattus norvegicus
CHEMBL376
IC50 8.09 6.4567 8.1 6
MCF7
CHEMBL387
IC50 8.0 8.0 10.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 8.0 6.0314 10.0 7
Sodium-dependent serotonin transporter
CHEMBL4642
Ki 7.97 7.97 10.8 1
Serotonin 1 (5-HT1) receptor
CHEMBL2095159
IC50 7.82 7.82 15.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 7.4 7.295 40.0 2
Rattus norvegicus
CHEMBL376
Ki 7.32 6.08 48.0 3
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 7.26 7.26 55.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 7.21 7.21 62.0 1
Unchecked
CHEMBL612545
Ki 7.09 6.525 82.0 4
Sodium-dependent noradrenaline transporter
CHEMBL2370
Ki 7.07 7.07 85.0 1
Unchecked
CHEMBL612545
IC50 7.05 6.36 90.0 3
5-hydroxytryptamine receptor 2C
CHEMBL324
Ki 6.96 6.96 109.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 6.92 6.86 119.0 2
Acetylcholinesterase
CHEMBL220
IC50 6.89 6.89 130.0 1
Norepinephrine transporter
CHEMBL304
Ki 6.84 6.644 143.0 5
Transporter
CHEMBL6184
Ki 6.8 6.25 158.0 2
5-hydroxytryptamine receptor 2A
CHEMBL224
IC50 6.71 6.43 194.0 2
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 6.68 6.68 210.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Kd 6.62 6.62 240.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL3602
Ki 6.62 6.62 240.0 1
ADMET
CHEMBL612558
Kd 6.49 6.49 323.0 1
dengue virus type 2
CHEMBL613966
IC50 6.42 6.42 380.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 6.36 5.905 440.0 6
Sigma non-opioid intracellular receptor 1
CHEMBL287
IC50 6.3 6.185 499.0 2
MDA-MB-231
CHEMBL400
IC50 6.3 6.3 500.0 1
MDA-MB-436
CHEMBL4296465
IC50 6.3 6.3 500.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 6.25 5.68 563.0 13
Adrenergic receptor alpha-1
CHEMBL1907610
Ki 6.22 5.62 605.0 4
Cytochrome P450 2D6
CHEMBL289
IC50 6.16 6.16 700.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 6.16 6.16 698.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 6.12 6.12 762.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 6.11 6.11 771.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 6.11 6.11 771.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
Ki 6.01 6.01 976.0 1
enterovirus D68
CHEMBL613204
EC50 6.0 6.0 1000.0 1
Trypanosoma brucei
CHEMBL612849
IC50 5.99 5.695 1020.0 2
Sodium-dependent dopamine transporter
CHEMBL338
Ki 5.96 5.695 1092.0 4
Muscarinic acetylcholine receptor M5
CHEMBL2035
IC50 5.87 5.87 1358.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 5.82 5.82 1528.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
IC50 5.78 5.78 1661.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.72 5.344 1900.0 5
Adrenergic receptor alpha-2
CHEMBL2093864
Ki 5.72 5.51 1920.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 8e-06 mL.min-1.g-1 Homo sapiens
CL 0.008 uL/min Homo sapiens
F 79.0 % Homo sapiens
F 60.0 % Rattus norvegicus
Fu 0.004 - Rattus norvegicus
Fu 0.003 - Sus scrofa
Fu 0.04 - Not specified
Fu 0.063 - Not specified
Fu 0.056 - Not specified
Fu 0.079 - Not specified
Fu 0.0027 - Rattus norvegicus
Fu 0.06 - Homo sapiens
T1/2 24.0 hr Homo sapiens
T1/2 55.2 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter Ki = 0.271 nM 9.57 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Sodium-dependent serotonin transporter IC50 = 0.51 nM 9.29 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Sodium-dependent serotonin transporter Ki = 0.72 nM 9.14 Binding inhibition towards human serotonin transporter 16162005
Sodium-dependent serotonin transporter Kd = 0.81 nM 9.09 Equilibrium dissociation constant (KD) for Competitive binding between [3H]- imi... 9871604
Sodium-dependent serotonin transporter Ki = 1.1 nM 8.96 Displacement of [125I]RTI-55 from human recombinant SERT expressed in HEK293 cel... 19256502
Sodium-dependent serotonin transporter Ki = 1.1 nM 8.96 Displacement of [125I]RTI55 from human recombinant SERT expressed in HEK293 cell... 19014888
Sodium-dependent serotonin transporter Ki = 1.4 nM 8.85 Displacement of [3H]Paroxetine from human recombinant SERT expressed in HEK293 c... 23403082
Sodium-dependent serotonin transporter Ki = 2.0 nM 8.7 Binding affinity to human SERT 17107798
Sodium-dependent serotonin transporter Ki = 2.2 nM 8.66 Binding affinity to human SERT 17307358
Sodium-dependent serotonin transporter Ki = 2.2 nM 8.66 Binding affinity at human SERT 17127059
Sodium-dependent serotonin transporter Ki = 2.2 nM 8.66 Binding affinity to human SERT 17616397
Sodium-dependent serotonin transporter IC50 = 2.5 nM 8.6 Displacement of [I125]RTI-55 from human SERT transfected in human HEK293 cells 20034793
Sodium-dependent serotonin transporter Ki = 2.7 nM 8.57 Displacement of [3H]paroxetine from rat cortical 5HTT reuptake site 18571421
Sodium-dependent serotonin transporter Ki = 2.7 nM 8.57 Displacement of [3H]paroxetine from 5HT transporter in rat cortical membrane 19719241
Sodium-dependent serotonin transporter EC50 = 2.7 nM 8.57 Inhibition of human SERT-mediated serotonin reuptake in HEK293 cells 21927645
Sodium-dependent serotonin transporter Ki = 2.72 nM 8.56 Binding affinity against serotonin transporter in rat cortical tissues using rad... 15239661
Sodium-dependent serotonin transporter Ki = 2.8 nM 8.55 Binding affinity to rat SERT 17107798
Sodium-dependent serotonin transporter Ki = 2.9 nM 8.54 Binding affinity to rat SERT 17307358
Sodium-dependent serotonin transporter Ki = 2.9 nM 8.54 Binding affinity at rat SERT 17127059
Sodium-dependent serotonin transporter Ki = 2.9 nM 8.54 Binding affinity to rat SERT 17616397

Literature References

Data from ChEMBL 36 via Core Engine