Escitalopram

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
Escitalopram
Molecular weight
Structure (SMILES)
CN(C)CCC[C@@]1(c2ccc(F)cc2)OCc2cc(C#N)ccc21

  • cipralex
  • Cipralex

  • (S)-(+)-CITALOPRAM
  • (S)-CITALOPRAM
  • cipralex
  • Cipralex
  • CIPRALEX
  • Cipralex®
  • escitalopram
  • Escitalopram
  • ESCITALOPRAM
  • Escitalopram [EP MONOGRAPH]
  • Escitalopram [INN]
  • ESCITALOPRAM [MI]
  • Escitalopram [VANDF]
  • Escitalopram [WHO-DD]
  • escitalopram ep monograph
  • escitalopram inn
  • escitalopram mi
  • escitalopram oxalate
  • ESCITALOPRAM OXALATE
  • escitalopram vandf
  • escitalopram who dd
  • esertia
  • Esertia
  • ESERTIA
  • esitol

And 12 more, listed on the interactive page.

ATC classification codes
  • N06AB10
Sources for recorded values
CAS registry numbers
  • 128196-01-0
ChEMBL ID
CHEMBL1508
InChIKey
WSEQXVZVJXJVFP-FQEVSTJZSA-N
PubChem compound IDs
  • 146570
FDA ingredient codes (UNII)
  • 4O4S742ANY

  • 321988
  • 353108

Applicant
ABBVIE
Approval date
14 Aug 2002
Application number
NDA021323

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

Pharmacology name
escitalopram
Type
Synthetic organic
Approval recorded by Guide to Pharmacology
Yes

Administration routes

  • Oral

  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    SERT
    Gene symbol
    SLC6A4
    Protein identifier
    P31645
    Median affinity
    9
    Affinity units
    pIC50
    Primary target
    Yes
  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    SERT
    Gene symbol
    SLC6A4
    Protein identifier
    P31645
    Median affinity
    8.68
    Affinity units
    pKd
    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
    Carcinoma
    Highest recorded phase
    3
    Condition identifier
    EFO:0000313
    Subject identifier
    D002277
  • Condition
    Arthritis, Rheumatoid
    Highest recorded phase
    3
    Condition identifier
    EFO:0000685
    Subject identifier
    D001172
  • Condition
    Stroke
    Highest recorded phase
    2
    Condition identifier
    EFO:0000712
    Subject identifier
    D020521
  • Condition
    Stress Disorders, Post-Traumatic
    Highest recorded phase
    2
    Condition identifier
    EFO:0001358
    Subject identifier
    D013313
  • Condition
    Cocaine-Related Disorders
    Highest recorded phase
    2
    Condition identifier
    EFO:0002610
    Subject identifier
    D019970
  • Condition
    Hepatitis C
    Highest recorded phase
    1
    Condition identifier
    EFO:0003047
    Subject identifier
    D006526
  • Condition
    Depressive Disorder, Major
    Highest recorded phase
    4
    Condition identifier
    EFO:0003761
    Subject identifier
    D003865
  • Condition
    Renal Insufficiency, Chronic
    Highest recorded phase
    2
    Condition identifier
    EFO:0003884
    Subject identifier
    D051436
  • Condition
    Substance-Related Disorders
    Highest recorded phase
    2
    Condition identifier
    EFO:0003890
    Subject identifier
    D019966
  • Condition
    Obsessive-Compulsive Disorder
    Highest recorded phase
    3
    Condition identifier
    EFO:0004242
    Subject identifier
    D009771
  • Condition
    Panic Disorder
    Highest recorded phase
    2
    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
    2
    Condition identifier
    EFO:0005687
    Subject identifier
    D005356
  • Condition
    Bipolar Disorder
    Highest recorded phase
    3
    Condition identifier
    EFO:0009963
    Subject identifier
    D001714
  • Condition
    Digestive System Diseases
    Highest recorded phase
    2
    Condition identifier
    EFO:0010282
    Subject identifier
    D004066
  • Condition
    Premature Ejaculation
    Highest recorded phase
    0.5
    Condition identifier
    EFO:0803321
    Subject identifier
    D061686
  • Condition
    Burning Mouth Syndrome
    Highest recorded phase
    3
    Condition identifier
    EFO:1000850
    Subject identifier
    D002054
  • Condition
    Anxiety Disorders
    Highest recorded phase
    3
    Condition identifier
    EFO:1001892
    Subject identifier
    D001008
  • Condition
    Phobic Disorders
    Highest recorded phase
    2
    Condition identifier
    EFO:1001908
    Subject identifier
    D010698
  • Condition
    Phobia, Social
    Highest recorded phase
    2
    Condition identifier
    EFO:1001917
    Subject identifier
    D000072861
  • Condition
    Dementia
    Highest recorded phase
    3
    Condition identifier
    HP:0000726
    Subject identifier
    D003704
  • Condition
    Aphasia
    Highest recorded phase
    2
    Condition identifier
    HP:0002381
    Subject identifier
    D001037
  • Condition
    Borderline Personality Disorder
    Highest recorded phase
    2
    Condition identifier
    HP:0012076
    Subject identifier
    D001883
  • 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

And 7 more, listed on the interactive page.

  • Condition identifier
    EFO_0000313
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000685
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000712
    Highest recorded phase
    2
  • Condition identifier
    EFO_0001074
  • Condition identifier
    EFO_0001358
    Highest recorded phase
    2
  • Condition identifier
    EFO_0002610
  • Condition identifier
    EFO_0003047
  • Condition identifier
    EFO_0003756
    Highest recorded phase
    2
  • Condition identifier
    EFO_0003884
    Highest recorded phase
    2
  • Condition identifier
    EFO_0003890
    Highest recorded phase
    2
  • Condition identifier
    EFO_0004242
    Highest recorded phase
    3
  • Condition identifier
    EFO_0004262
    Highest recorded phase
    2
  • Condition identifier
    EFO_0004321
    Highest recorded phase
    2
  • Condition identifier
    EFO_0007191
  • Condition identifier
    EFO_0007453
  • Condition identifier
    EFO_0007634
    Highest recorded phase
    3
  • Condition identifier
    EFO_0009854
    Highest recorded phase
    3
  • Condition identifier
    EFO_0009963
    Highest recorded phase
    3
  • Condition identifier
    EFO_0009964
    Highest recorded phase
    2
  • Condition identifier
    EFO_0010282
  • Condition identifier
    EFO_1001801
  • Condition identifier
    EFO_1001892
    Highest recorded phase
    3
  • Condition identifier
    EFO_1001908
  • Condition identifier
    EFO_1001917
    Highest recorded phase
    2
  • Condition identifier
    HP_0000713
    Highest recorded phase
    3

And 58 more, listed on the interactive page.

  • Warning
    Black Box Warning
    Effect
    cardiotoxicity
    Country
    United States
  • Warning
    Black Box Warning
    Effect
    gastrointestinal toxicity
    Country
    United States
  • Warning
    Black Box Warning
    Effect
    psychiatric toxicity
    Country
    United States

  • Event
    agitation
    Reports
    879
    Reporting signal score
    844.181
  • Event
    akathisia
    Reports
    302
    Reporting signal score
    455.153
  • Event
    anxiety
    Reports
    1,250
    Reporting signal score
    756.619
  • Event
    coma
    Reports
    592
    Reporting signal score
    584.984
  • Event
    confusional state
    Reports
    1,098
    Reporting signal score
    678.179
  • Event
    convulsion
    Reports
    313
    Reporting signal score
    227.611
  • Event
    depression
    Reports
    1,171
    Reporting signal score
    664.938
  • Event
    drug abuse
    Reports
    902
    Reporting signal score
    1,023.11
  • Event
    drug interaction
    Reports
    1,990
    Reporting signal score
    1,623.37
  • Event
    electrocardiogram qt prolonged
    Reports
    1,441
    Reporting signal score
    2,549.36
  • Event
    hyponatraemia
    Reports
    1,344
    Reporting signal score
    1,703.7
  • Event
    maternal drugs affecting foetus
    Reports
    260
    Reporting signal score
    401.913
  • Event
    mydriasis
    Reports
    328
    Reporting signal score
    527.75
  • Event
    poisoning deliberate
    Reports
    132
    Reporting signal score
    236.313
  • Event
    restlessness
    Reports
    437
    Reporting signal score
    498.72
  • Event
    serotonin syndrome
    Reports
    1,292
    Reporting signal score
    3,029.95
  • Event
    small for dates baby
    Reports
    225
    Reporting signal score
    390.92
  • Event
    somnolence
    Reports
    1,161
    Reporting signal score
    704.89
  • Event
    sopor
    Reports
    664
    Reporting signal score
    1,089.77
  • Event
    suicidal ideation
    Reports
    963
    Reporting signal score
    981.74
  • Event
    suicide attempt
    Reports
    1,410
    Reporting signal score
    1,922.16
  • Event
    temperature regulation disorder
    Reports
    159
    Reporting signal score
    466.833
  • Event
    torsade de pointes
    Reports
    286
    Reporting signal score
    416.312
  • Event
    toxicity to various agents
    Reports
    1,012
    Reporting signal score
    638.675
  • Event
    tremor
    Reports
    997
    Reporting signal score
    571.229

And 120 more, listed on the interactive page.

Dose
10 mg
Route
Oral
How often
Once daily

Conditions of use

  • With or without food

Hydrogen bond acceptors
3
Hydrogen bond donors
0
Polar surface area
36.26
Calculated partition coefficient (ALogP)
3.81
Calculated partition coefficient (XLogP)
3.2
Prodrug
No
Chirality
Single enantiomer
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
5
Heavy atoms
24
Molecular formula
C20H21FN2O
Monoisotopic mass
324.16379146
Natural product
No

Recorded assays
564
Active assays
34

  • Confirmatory
  • Other
  • Screening

Oral bioavailability

Median
80
Mean
80
Minimum
80
Maximum
80
Unit
%
Assays
2
Standard deviation
0
Summary method
median
Censored results excluded
0
Other units excluded
0
Unknown units excluded
0

Measurement types

  • F

Related records

Trials (379)

Approved for (2)

In development for (30)

Other linked conditions (5)

Targets (1)