Adapalene

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
Adapalene
Molecular weight
Structure (SMILES)
COc1ccc(-c2ccc3cc(C(=O)O)ccc3c2)cc1C12CC3CC(CC(C3)C1)C2

  • adapalene
  • Adapalene
  • adapalene component of cabtreo
  • Adapalene component of cabtreo
  • adapalene component of epiduo
  • Adapalene component of epiduo
  • adapalene component of idp 126
  • Adapalene component of idp-126
  • differin
  • Differin

  • ada adapalene
  • adapalene
  • Adapalene
  • Adapalene [EP MONOGRAPH]
  • adapalene [INN]
  • Adapalene [JAN]
  • Adapalene [MART.]
  • Adapalene [MI]
  • Adapalene [ORANGE BOOK]
  • Adapalene [USAN]
  • ADAPALENE [USP MONOGRAPH]
  • ADAPALENE [USP-RS]
  • ADAPALENE [VANDF]
  • Adapalene [WHO-DD]
  • adapalene ep monograph
  • adapalene inn
  • adapalene jan
  • adapalene mart
  • adapalene mi
  • adapalene orange book
  • adapalene usan
  • adapalene usp monograph
  • adapalene usp rs
  • adapalene vandf
  • adapalene who dd

And 15 more, listed on the interactive page.

CAS registry numbers
  • 106685-40-9
ChEMBL ID
CHEMBL1265
InChIKey
LZCDAPDGXCYOEH-UHFFFAOYSA-N
PubChem compound IDs
  • 60164
RxNorm IDs (RxCUI)
  • 60223
FDA ingredient codes (UNII)
  • 1L4806J2QF

  • D10AD03
  • D10AD53
Sources for recorded values

Applicant
GALDERMA LABS LP
Approval date
31 May 1996
Application number
NDA020380

Patents
3
Designations
0
Earliest recorded loss of exclusivity
31 May 2028
First in class
No
Fast track
No
Breakthrough designation
No
Orphan designation
No
Priority review
No
Orphan exclusivity
No
Accelerated approval
No
Availability
Over the counter

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

Administration routes

  • topical

  • Action
    Agonist
    Action type
    Agonist
    Target
    Retinoic acid receptor-α
    Gene symbol
    RARA
    Protein identifier
    P10276
    Median affinity
    5.96
    Affinity units
    pKi
  • Action
    Agonist
    Action type
    Agonist
    Target
    Retinoic acid receptor-β
    Gene symbol
    RARB
    Protein identifier
    P10826
    Median affinity
    7.47
    Affinity units
    pKi
    Primary target
    Yes
  • Action
    Agonist
    Action type
    Agonist
    Target
    Retinoic acid receptor-γ
    Gene symbol
    RARG
    Protein identifier
    P13631
    Median affinity
    6.89
    Affinity units
    pKi
    Primary target
    Yes
  • Mechanism
    Retinoic acid receptor agonist
    Action type
    Agonist
    Target
    Retinoic acid receptor
    Protein identifier
    P10276
  • Mechanism
    Retinoic acid receptor agonist
    Action type
    Agonist
    Target
    Retinoic acid receptor
    Protein identifier
    P10826
  • Mechanism
    Retinoic acid receptor agonist
    Action type
    Agonist
    Target
    Retinoic acid receptor
    Protein identifier
    P13631

Open Targets mechanisms

  • Mechanism
    Retinoic acid receptor agonist
    Action type
    Agonist
    Target
    Retinoic acid receptor

  • Action type
    Agonist
    Gene symbol
    RARB
    Protein identifier
    P10826
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Agonist
    Gene symbol
    RARG
    Protein identifier
    P13631
    Organism
    Homo sapiens
    Target development level
    Clinical

  • Condition
    Skin Diseases
    Highest recorded phase
    1
    Condition identifier
    EFO:0000701
    Subject identifier
    D012871
  • Condition
    Acne Vulgaris
    Highest recorded phase
    4
    Condition identifier
    EFO:0003894
    Subject identifier
    D000152
  • Condition
    Molluscum Contagiosum
    Highest recorded phase
    3
    Condition identifier
    EFO:0007375
    Subject identifier
    D008976

  • Condition identifier
    EFO_0000701
    Highest recorded phase
    1
  • Condition identifier
    EFO_0003894
  • Condition identifier
    EFO_0007375
    Highest recorded phase
    3
  • Condition identifier
    EFO_1002023
  • Condition identifier
    MONDO_0001795
    Highest recorded phase
    1
  • Condition identifier
    MONDO_0005855
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0011438
    Highest recorded phase
    4
  • Condition identifier
    MP_0001845
    Highest recorded phase
    1

  • Event
    abdominal pain
    Reports
    1
    Reporting signal score
    10.5624
  • Event
    acne
    Reports
    164
    Reporting signal score
    628.582
  • Event
    acne cystic
    Reports
    13
    Reporting signal score
    57.3752
  • Event
    acne pustular
    Reports
    2
    Reporting signal score
    6.89649
  • Event
    acute kidney injury
    Reports
    1
    Reporting signal score
    6.80755
  • Event
    application site burn
    Reports
    6
    Reporting signal score
    16.8731
  • Event
    application site dryness
    Reports
    3
    Reporting signal score
    9.86573
  • Event
    application site erythema
    Reports
    11
    Reporting signal score
    21.5942
  • Event
    application site exfoliation
    Reports
    6
    Reporting signal score
    21.4366
  • Event
    application site pruritus
    Reports
    9
    Reporting signal score
    18.8253
  • Event
    application site rash
    Reports
    5
    Reporting signal score
    8.991
  • Event
    application site swelling
    Reports
    4
    Reporting signal score
    10.4505
  • Event
    asthenia
    Reports
    1
    Reporting signal score
    15.0777
  • Event
    blister
    Reports
    26
    Reporting signal score
    35.7358
  • Event
    burns second degree
    Reports
    4
    Reporting signal score
    11.9814
  • Event
    chemical burn
    Reports
    7
    Reporting signal score
    34.5231
  • Event
    chemical burn of skin
    Reports
    25
    Reporting signal score
    153.806
  • Event
    cough
    Reports
    1
    Reporting signal score
    9.94136
  • Event
    cranial nerve paralysis
    Reports
    2
    Reporting signal score
    7.15371
  • Event
    dermatitis
    Reports
    33
    Reporting signal score
    83.8639
  • Event
    dermatitis allergic
    Reports
    12
    Reporting signal score
    20.4633
  • Event
    dermatitis contact
    Reports
    15
    Reporting signal score
    35.8743
  • Event
    diarrhoea
    Reports
    1
    Reporting signal score
    30.0511
  • Event
    dizziness
    Reports
    2
    Reporting signal score
    18.4688
  • Event
    drug interaction
    Reports
    2
    Reporting signal score
    7.40177

And 52 more, listed on the interactive page.

And 45 more, listed on the interactive page.

Route
Topical
How often
Once daily

  • Apply at nighttime
  • Apply to affected areas of the skin
  • Use a thin film

Hydrogen bond acceptors
2
Hydrogen bond donors
1
Polar surface area
46.53
Calculated partition coefficient (ALogP)
6.68
Calculated partition coefficient (XLogP)
7.7
Prodrug
No
Chirality
Achiral
Inorganic
No
Rule-of-five violations
1
Rotatable bonds
4
Heavy atoms
31
Molecular formula
C28H28O3
Monoisotopic mass
412.20384475
Natural product
Yes

  • 0168-0424
  • 0187-0006
  • 0299-5906
  • 0299-5918
  • 0472-0126
  • 0480-3154
  • 21922-051
  • 21922-052
  • 45802-453
  • 45802-846
  • 45802-853
  • 46708-549
  • 46708-662
  • 49908-118
  • 59651-604
  • 62332-549
  • 62332-662
  • 68308-662
  • 68308-666
  • 68462-301
  • 72578-119
  • 51672-1364
  • 51672-1377
  • 51672-1384
  • 63629-8607

And 8 more, listed on the interactive page.

Recorded assays
1,065
Active assays
118

  • Confirmatory
  • Other
  • Screening
  • Summary

Related records

Trials (90)

Approved for (1)

In development for (2)

Other linked conditions (1)

Targets (3)