Paroxetine

Highest phase reached
Drug type
Small molecule
First approval year

First approval year
Listing at source
Listed
Highest phase reached

Drug type
Small molecule
Drug name
Paroxetine
Molecular weight
Structure (SMILES)
Fc1ccc([C@@H]2CCNC[C@H]2COc2ccc3c(c2)OCO3)cc1

  • (-)-(3S,4R)-4-(P-FLUOROPHENYL)-3-((3,4-METHYLENEDIOXY)PHENOXY)METHYL)PIPERIDINE
  • (-)-TRANS-4-(P-FLUOROPHENYL)-3-((3,4-(METHYLENEDIOXY)PHENOXY)METHYL)PIPERIDINE
  • (-)3s,4r-paroxetine
  • 3s 4r 4 p fluorophenyl 3 3 4 methylenedioxy phenoxy methyl piperidine
  • 3s 4r paroxetine
  • arketis
  • Arketis
  • arotin
  • Arotin
  • besitram
  • Besitram
  • brl 29060
  • BRL 29060
  • BRL-29060
  • casbol
  • Casbol
  • daparox
  • Daparox
  • fg 7051
  • Fg-7051
  • frosinor
  • Frosinor
  • motivan
  • Motivan
  • parogen

And 22 more, listed on the interactive page.

ATC classification codes
  • N06AB05
Sources for recorded values
CAS registry numbers
  • 61869-08-7
ChEMBL ID
CHEMBL490
InChIKey
AHOUBRCZNHFOSL-YOEHRIQHSA-N
PubChem compound IDs
  • 43815
FDA ingredient codes (UNII)
  • 41VRH5220H

  • 32937
  • 235830

Applicant
APOTEX
Approval date
29 Dec 1992
Application number
NDA020031

First in class
No
Orphan designation
No
Availability
Prescription only
Boxed warning
Yes

United States (FDA)
Approved

Pharmacology name
paroxetine
Type
Synthetic organic
Drug name stem
-oxetine
Approval recorded by Guide to Pharmacology
Yes

Administration routes

  • Oral

  • Action
    Antagonist
    Action type
    Antagonist
    Target
    P2X4
    Gene symbol
    P2RX4
    Protein identifier
    Q99571
    Affinity units
    pIC50
  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    SERT
    Gene symbol
    SLC6A4
    Protein identifier
    P31645
    Median affinity
    10.1
    Affinity units
    pKd
    Primary target
    Yes
  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    SERT
    Gene symbol
    SLC6A4
    Protein identifier
    P31645
    Median affinity
    9.6
    Affinity units
    pKi
    Primary target
    Yes

Open Targets mechanisms

  • Mechanism
    Serotonin transporter inhibitor
    Action type
    Inhibitor
    Target
    Sodium-dependent serotonin transporter

DrugCentral mechanisms

  • Action type
    Inhibitor
    Gene symbol
    SLC6A4
    Protein identifier
    P31645
    Organism
    Homo sapiens
    Target development level
    Clinical

  • Condition
    Myocardial Infarction
    Highest recorded phase
    2
    Condition identifier
    EFO:0000612
    Subject identifier
    D009203
  • Condition
    Arthritis, Rheumatoid
    Highest recorded phase
    3
    Condition identifier
    EFO:0000685
    Subject identifier
    D001172
  • Condition
    Idiopathic Pulmonary Fibrosis
    Highest recorded phase
    1
    Condition identifier
    EFO:0000768
    Subject identifier
    D054990
  • Condition
    Stress Disorders, Post-Traumatic
    Highest recorded phase
    3
    Condition identifier
    EFO:0001358
    Subject identifier
    D013313
  • Condition
    Depressive Disorder, Major
    Highest recorded phase
    4
    Condition identifier
    EFO:0003761
    Subject identifier
    D003865
  • Condition
    Hepatitis C, Chronic
    Highest recorded phase
    3
    Condition identifier
    EFO:0004220
    Subject identifier
    D019698
  • Condition
    Obsessive-Compulsive Disorder
    Highest recorded phase
    3
    Condition identifier
    EFO:0004242
    Subject identifier
    D009771
  • Condition
    Panic Disorder
    Highest recorded phase
    3
    Condition identifier
    EFO:0004262
    Subject identifier
    D016584
  • Condition
    Anxiety
    Highest recorded phase
    3
    Condition identifier
    EFO:0005230
    Subject identifier
    D001007
  • Condition
    Fibromyalgia
    Highest recorded phase
    1
    Condition identifier
    EFO:0005687
    Subject identifier
    D005356
  • Condition
    Neuralgia
    Highest recorded phase
    3
    Condition identifier
    EFO:0005762
    Subject identifier
    D009437
  • Condition
    Premature Ejaculation
    Highest recorded phase
    3
    Condition identifier
    EFO:0803321
    Subject identifier
    D061686
  • Condition
    Agoraphobia
    Highest recorded phase
    3
    Condition identifier
    EFO:1001872
    Subject identifier
    D000379
  • Condition
    Anxiety Disorders
    Highest recorded phase
    3
    Condition identifier
    EFO:1001892
    Subject identifier
    D001008
  • Condition
    Phobia, Social
    Highest recorded phase
    3
    Condition identifier
    EFO:1001917
    Subject identifier
    D000072861
  • Condition
    Tinnitus
    Highest recorded phase
    2
    Condition identifier
    HP:0000360
    Subject identifier
    D014012
  • Condition
    Dementia
    Highest recorded phase
    3
    Condition identifier
    HP:0000726
    Subject identifier
    D003704
  • Condition
    Depressive Disorder, Major
    Highest recorded phase
    4
    Condition identifier
    MONDO:0002009
    Subject identifier
    D003865
  • Condition
    Depressive Disorder
    Highest recorded phase
    4
    Condition identifier
    MONDO:0002009
    Subject identifier
    D003866
  • Condition
    Depressive Disorder
    Highest recorded phase
    4
    Condition identifier
    MONDO:0002050
    Subject identifier
    D003866
  • Condition
    Anovulation
    Highest recorded phase
    1
    Condition identifier
    MONDO:0002775
    Subject identifier
    D000858
  • Condition
    Bipolar Disorder
    Highest recorded phase
    3
    Condition identifier
    MONDO:0004985
    Subject identifier
    D001714
  • Condition
    Schizophrenia
    Highest recorded phase
    3
    Condition identifier
    MONDO:0005090
    Subject identifier
    D012559
  • Condition
    Diabetes Mellitus, Type 2
    Highest recorded phase
    3
    Condition identifier
    MONDO:0005148
    Subject identifier
    D003924
  • Condition
    Parkinson Disease
    Highest recorded phase
    3
    Condition identifier
    MONDO:0005180
    Subject identifier
    D010300

And 1 more, listed on the interactive page.

  • Condition identifier
    EFO_0000612
    Highest recorded phase
    2
  • Condition identifier
    EFO_0000677
  • Condition identifier
    EFO_0000685
    Highest recorded phase
    3
  • Condition identifier
    EFO_0001358
    Highest recorded phase
    3
  • Condition identifier
    EFO_0003768
  • Condition identifier
    EFO_0004220
    Highest recorded phase
    3
  • Condition identifier
    EFO_0004242
    Highest recorded phase
    3
  • Condition identifier
    EFO_0004262
    Highest recorded phase
    3
  • Condition identifier
    EFO_0004320
  • Condition identifier
    EFO_0005762
    Highest recorded phase
    3
  • Condition identifier
    EFO_0006834
    Highest recorded phase
    2
  • Condition identifier
    EFO_0007948
    Highest recorded phase
    1
  • Condition identifier
    EFO_0009842
    Highest recorded phase
    1
  • Condition identifier
    EFO_0009844
  • Condition identifier
    EFO_0803536
    Highest recorded phase
    3
  • Condition identifier
    EFO_1001892
    Highest recorded phase
    3
  • Condition identifier
    EFO_1001917
    Highest recorded phase
    3
  • Condition identifier
    HP_0000360
    Highest recorded phase
    2
  • Condition identifier
    HP_0000739
  • Condition identifier
    HP_0000739
    Highest recorded phase
    2
  • Condition identifier
    HP_0002360
  • Condition identifier
    HP_0031217
  • Condition identifier
    HP_0100543
  • Condition identifier
    MONDO_0001247
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0001780
    Highest recorded phase
    3

And 25 more, listed on the interactive page.

Open Targets warnings

  • Warning
    Black Box Warning
    Effect
    psychiatric toxicity
    Country
    United States

  • Event
    abnormal behaviour
    Reports
    105
    Reporting signal score
    96.1452
  • Event
    abnormal dreams
    Reports
    76
    Reporting signal score
    103.672
  • Event
    aggression
    Reports
    351
    Reporting signal score
    629.857
  • Event
    agitation
    Reports
    464
    Reporting signal score
    740.375
  • Event
    agoraphobia
    Reports
    47
    Reporting signal score
    182.31
  • Event
    anger
    Reports
    162
    Reporting signal score
    290.475
  • Event
    anxiety
    Reports
    592
    Reporting signal score
    663.359
  • Event
    atrial septal defect
    Reports
    155
    Reporting signal score
    355.1
  • Event
    bradykinesia
    Reports
    50
    Reporting signal score
    100.7
  • Event
    bradyphrenia
    Reports
    91
    Reporting signal score
    201.56
  • Event
    clonus
    Reports
    47
    Reporting signal score
    107.085
  • Event
    coarctation of the aorta
    Reports
    32
    Reporting signal score
    95.4863
  • Event
    coma
    Reports
    204
    Reporting signal score
    255.528
  • Event
    completed suicide
    Reports
    36
    Reporting signal score
    119.978
  • Event
    confusional state
    Reports
    538
    Reporting signal score
    626.244
  • Event
    congenital anomaly
    Reports
    56
    Reporting signal score
    104.125
  • Event
    crying
    Reports
    94
    Reporting signal score
    119.555
  • Event
    depersonalisation
    Reports
    31
    Reporting signal score
    98.7356
  • Event
    depressed mood
    Reports
    211
    Reporting signal score
    340.178
  • Event
    depression
    Reports
    435
    Reporting signal score
    378.859
  • Event
    disorientation
    Reports
    155
    Reporting signal score
    180.84
  • Event
    dissociation
    Reports
    57
    Reporting signal score
    140.509
  • Event
    disturbance in attention
    Reports
    265
    Reporting signal score
    459.411
  • Event
    dizziness
    Reports
    492
    Reporting signal score
    157.189
  • Event
    drug abuse
    Reports
    474
    Reporting signal score
    853.821

And 43 more, listed on the interactive page.

And 53 more, listed on the interactive page.

Dose
20 mg
Route
Oral
How often
Once daily

Conditions of use

  • Take with or without food

Hydrogen bond acceptors
4
Hydrogen bond donors
1
Polar surface area
39.72
Calculated partition coefficient (ALogP)
3.33
Calculated partition coefficient (XLogP)
3.5
Prodrug
No
Chirality
Single enantiomer
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
4
Heavy atoms
24
Molecular formula
C19H20FNO3
Monoisotopic mass
329.14272166
Natural product
No

Recorded assays
2,543
Active assays
289

  • Confirmatory
  • Other
  • Screening
  • Summary

These details could not be displayed.

Related records

Trials (178)

Approved for (2)

In development for (27)

Other linked conditions (5)

Targets (2)