Bimatoprost

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
Bimatoprost
Molecular weight
Structure (SMILES)
CCNC(=O)CCC/C=C\C[C@@H]1[C@@H](/C=C/[C@@H](O)CCc2ccccc2)[C@H](O)C[C@@H]1O

  • bimatoprost
  • Bimatoprost
  • bimatoprost component of ganfort
  • Bimatoprost component of ganfort
  • durysta
  • Durysta
  • latisse
  • Latisse
  • lumigan
  • Lumigan

  • agn 192024
  • AGN 192024
  • AGN-192024
  • agn192024
  • AGN192024
  • bimatoprost
  • Bimatoprost
  • Bimatoprost (Lumigan)
  • Bimatoprost [EMA EPAR]
  • Bimatoprost [INN]
  • Bimatoprost [JAN]
  • Bimatoprost [MART.]
  • Bimatoprost [MI]
  • Bimatoprost [ORANGE BOOK]
  • Bimatoprost [USAN]
  • Bimatoprost [VANDF]
  • Bimatoprost [WHO-DD]
  • bimatoprost ema epar
  • bimatoprost inn
  • bimatoprost jan
  • bimatoprost mart
  • bimatoprost mi
  • Bimatoprost Ophthalmic
  • bimatoprost ophthalmic solution
  • Bimatoprost Ophthalmic Solution

And 19 more, listed on the interactive page.

ATC classification codes
  • S01EE03
Sources for recorded values
CAS registry numbers
  • 155206-00-1
ChEMBL ID
CHEMBL1200963
InChIKey
AQOKCDNYWBIDND-FTOWTWDKSA-N
PubChem compound IDs
  • 5311027
RxNorm IDs (RxCUI)
  • 283810
FDA ingredient codes (UNII)
  • QXS94885MZ

Applicant
ABBVIE
Approval date
24 Dec 2008
Application number
NDA022369

Status
Authorised
Status date
8 Mar 2002
Authorisation date
8 Mar 2002
Approved indications
Reduction of elevated intraocular pressure in chronic open-angle glaucoma and ocular hypertension (as monotherapy or as adjunctive therapy to beta-blockers).
Product number
EMEA/H/C/000391
Authorisation holder
AbbVie Deutschland GmbH & Co. KG
Priority medicines scheme
No
Generic
No
Biosimilar
No
Generic medicines
0
Biosimilar medicines
0
Advanced therapy
No
Conditional approval
No
Additional monitoring
No
Accelerated assessment
No
Exceptional circumstances
No

Therapeutic areas

  • Glaucoma, Open-Angle
  • Ocular Hypertension
European medicines record

Patents
9
Designations
1
Earliest recorded loss of exclusivity
8 Jun 2036
First in class
No
Fast track
No
Breakthrough designation
No
Orphan designation
No
Priority review
Yes
Orphan exclusivity
No
Accelerated approval
No
Availability
Prescription only

Pharmacology name
bimatoprost
Type
Synthetic organic
Drug name stem
-prost
Approval recorded by Guide to Pharmacology
Yes

Administration routes

  • topical

  • Mechanism
    Prostanoid FP receptor agonist
    Action type
    Agonist
    Target
    Prostaglandin F2-alpha receptor
    Protein identifier
    P43088
  • Action
    Full agonist
    Action type
    FULL_AGONIST
    Target
    FP receptor
    Gene symbol
    PTGFR
    Protein identifier
    P43088
    Median affinity
    5.3
    Affinity units
    pIC50
    Primary target
    Yes

Open Targets mechanisms

  • Mechanism
    Prostanoid FP receptor agonist
    Action type
    Agonist
    Target
    Prostaglandin F2-alpha receptor

DrugCentral mechanisms

  • Action type
    Agonist
    Gene symbol
    PTGFR
    Protein identifier
    P43088
    Organism
    Homo sapiens
    Target development level
    Clinical

  • Condition
    Glaucoma, Open-Angle
    Highest recorded phase
    4
    Condition identifier
    EFO:0004190
    Subject identifier
    D005902
  • Condition
    Alopecia
    Highest recorded phase
    2
    Condition identifier
    EFO:0004191
    Subject identifier
    D000505
  • Condition
    Alopecia Areata
    Highest recorded phase
    1
    Condition identifier
    EFO:0004192
    Subject identifier
    D000506
  • Condition
    Vitiligo
    Highest recorded phase
    0.5
    Condition identifier
    EFO:0004208
    Subject identifier
    D014820
  • Condition
    Ocular Hypertension
    Highest recorded phase
    4
    Condition identifier
    EFO:1001069
    Subject identifier
    D009798
  • Condition
    Graves Ophthalmopathy
    Highest recorded phase
    3
    Condition identifier
    EFO:1001466
    Subject identifier
    D049970
  • Condition
    Hypotrichosis
    Highest recorded phase
    4
    Condition identifier
    MONDO:0003037
    Subject identifier
    D007039
  • Condition
    Alopecia
    Highest recorded phase
    2
    Condition identifier
    MONDO:0004907
    Subject identifier
    D000505
  • Condition
    Glaucoma
    Highest recorded phase
    4
    Condition identifier
    MONDO:0005041
    Subject identifier
    D005901
  • Condition
    Hypotrichosis
    Highest recorded phase
    4
    Condition identifier
    MONDO:0018914
    Subject identifier
    D007039

  • Condition identifier
    EFO_0004190
  • Condition identifier
    EFO_0004191
    Highest recorded phase
    2
  • Condition identifier
    EFO_0004192
  • Condition identifier
    EFO_0004208
  • Condition identifier
    EFO_1001069
  • Condition identifier
    EFO_1001466
    Highest recorded phase
    3
  • Condition identifier
    HP_0002293
    Highest recorded phase
    2
  • Condition identifier
    HP_0010750
  • Condition identifier
    HP_0010750
    Highest recorded phase
    1
  • Condition identifier
    MONDO_0001744
  • Condition identifier
    MONDO_0003037
  • Condition identifier
    MONDO_0003037
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0004907
  • Condition identifier
    MONDO_0004907
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0004975
  • Condition identifier
    MONDO_0005041
  • Condition identifier
    MONDO_0005041
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005129
  • Condition identifier
    MONDO_0005277
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0005338
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005339
    Highest recorded phase
    2
  • Condition identifier
    MONDO_0005340
    Highest recorded phase
    1
  • Condition identifier
    MONDO_0006875
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0008661
    Highest recorded phase
    1
  • Condition identifier
    MONDO_0018914

And 2 more, listed on the interactive page.

  • Event
    abdominal pain
    Reports
    2
    Reporting signal score
    51.7019
  • Event
    abnormal sensation in eye
    Reports
    25
    Reporting signal score
    65.3483
  • Event
    anaemia
    Reports
    5
    Reporting signal score
    44.1846
  • Event
    arthralgia
    Reports
    10
    Reporting signal score
    51.9803
  • Event
    asthenia
    Reports
    16
    Reporting signal score
    38.9271
  • Event
    blepharal pigmentation
    Reports
    42
    Reporting signal score
    232.942
  • Event
    blepharitis
    Reports
    48
    Reporting signal score
    147.54
  • Event
    blepharopachynsis
    Reports
    5
    Reporting signal score
    29.6269
  • Event
    condition aggravated
    Reports
    7
    Reporting signal score
    44.0372
  • Event
    conjunctival hyperaemia
    Reports
    24
    Reporting signal score
    49.3527
  • Event
    dark circles under eyes
    Reports
    12
    Reporting signal score
    37.8372
  • Event
    decreased appetite
    Reports
    4
    Reporting signal score
    29.3977
  • Event
    diarrhoea
    Reports
    12
    Reporting signal score
    105.02
  • Event
    dizziness
    Reports
    29
    Reporting signal score
    41.2595
  • Event
    drug interaction
    Reports
    2
    Reporting signal score
    47.4328
  • Event
    dry eye
    Reports
    100
    Reporting signal score
    182.102
  • Event
    dyspnoea
    Reports
    28
    Reporting signal score
    57.9147
  • Event
    enophthalmos
    Reports
    15
    Reporting signal score
    69.0027
  • Event
    erythema
    Reports
    138
    Reporting signal score
    76.8356
  • Event
    erythema of eyelid
    Reports
    322
    Reporting signal score
    1,572.19
  • Event
    eye colour change
    Reports
    15
    Reporting signal score
    51.1164
  • Event
    eye discharge
    Reports
    70
    Reporting signal score
    197.902
  • Event
    eye infection
    Reports
    26
    Reporting signal score
    41.2809
  • Event
    eye inflammation
    Reports
    20
    Reporting signal score
    30.7362
  • Event
    eye irritation
    Reports
    494
    Reporting signal score
    1,709.47

And 51 more, listed on the interactive page.

And 22 more, listed on the interactive page.

Dose
1 drop
Route
Ophthalmic
How often
Once daily in the evening

Hydrogen bond acceptors
4
Hydrogen bond donors
4
Polar surface area
89.79
Calculated partition coefficient (ALogP)
3.15
Calculated partition coefficient (XLogP)
2.8
Prodrug
No
Chirality
Single enantiomer
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
12
Heavy atoms
30
Molecular formula
C25H37NO4
Monoisotopic mass
415.27225866
Natural product
Yes

  • 0023-3205
  • 0023-3616
  • 0023-9652
  • 0781-6206
  • 42571-128
  • 46708-507
  • 46708-511
  • 62332-507
  • 62332-511
  • 65862-802
  • 68083-295
  • 68083-296
  • 68083-439
  • 70069-401
  • 70069-402
  • 70069-403
  • 70756-626
  • 70756-627
  • 70756-628
  • 72266-139
  • 72266-140
  • 72266-241
  • 81469-291
  • 82584-010
  • 60219-2149

And 3 more, listed on the interactive page.

Recorded assays
93
Active assays
2

  • Confirmatory
  • Other

Related records

Trials (140)

Approved for (5)

In development for (5)

Other linked conditions (3)

Targets (1)