Clavulanate potassium

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
Clavulanate potassium
Molecular weight
Structure (SMILES)
O=C([O-])[C@H]1/C(=C/CO)O[C@@H]2CC(=O)N21.[K+]

  • clavulanate potassium component of augmentin
  • Clavulanate potassium component of augmentin
  • clavulanate potassium component of clavulox
  • Clavulanate potassium component of clavulox
  • clavulanate potassium component of timentin
  • Clavulanate potassium component of timentin

  • 4 oxa 1 azabicyclo 3 2 0 heptane 2 carboxylic acid 3 2 hydroxyethylidene 7 oxo monopotassium salt 2r 2 alpha 3z 5 alpha
  • 4-OXA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3-(2-HYDROXYETHYLIDENE)-7-OXO-, MONOPOTASSIUM SALT, (2R-(2.ALPHA.,3Z,5.ALPHA.))-
  • augmentin component clavulanate potassium
  • AUGMENTIN COMPONENT CLAVULANATE POTASSIUM
  • brl 14151k
  • BRL 14151K
  • BRL-14151K
  • brl14151k
  • BRL14151K
  • clavulanate potassium
  • Clavulanate potassium
  • Clavulanate potassium [GREEN BOOK]
  • Clavulanate potassium [ORANGE BOOK]
  • Clavulanate potassium [USAN]
  • Clavulanate potassium [USP MONOGRAPH]
  • Clavulanate potassium [VANDF]
  • Clavulanate potassium [WHO-DD]
  • clavulanate potassium green book
  • clavulanate potassium orange book
  • clavulanate potassium usan
  • clavulanate potassium usp monograph
  • clavulanate potassium vandf
  • clavulanate potassium who dd
  • CLAVULANIC ACID (AS CLAVULANATE POTASSIUM)
  • clavulanic acid as clavulanate potassium

And 12 more, listed on the interactive page.

CAS registry numbers
  • 61177-45-5
ChEMBL ID
CHEMBL1003
InChIKey
ABVRVIZBZKUTMK-JSYANWSFSA-M
PubChem compound IDs
  • 23665591
RxNorm IDs (RxCUI)
  • 831418
FDA ingredient codes (UNII)
  • Q42OMW3AT8

Applicant
US ANTIBIOTICS
Approval date
6 Aug 1984
Application number
NDA050575

First in class
No
Orphan designation
No
Availability
Prescription only

Administration routes

  • Oral
  • Parenteral

Mechanisms of action

  • Mechanism
    Bacterial beta-lactamase TEM inhibitor
    Action type
    Inhibitor
    Target
    Beta-lactamase TEM
    Protein identifier
    P62593

Open Targets mechanisms

  • Mechanism
    Bacterial beta-lactamase TEM inhibitor
    Action type
    Inhibitor
    Target
    Beta-lactamase TEM

  • Condition
    Soft Tissue Infections
    Highest recorded phase
    4
    Subject identifier
    D018461
  • Condition
    Infections
    Highest recorded phase
    4
    Condition identifier
    EFO:0000544
    Subject identifier
    D007239
  • Condition
    Urinary Tract Infections
    Highest recorded phase
    4
    Condition identifier
    EFO:0003103
    Subject identifier
    D014552
  • Condition
    Pneumonia
    Highest recorded phase
    4
    Condition identifier
    EFO:0003106
    Subject identifier
    D011014
  • Condition
    Otitis Media
    Highest recorded phase
    4
    Condition identifier
    EFO:0004992
    Subject identifier
    D010033
  • Condition
    Sinusitis
    Highest recorded phase
    4
    Condition identifier
    EFO:0007486
    Subject identifier
    D012852
  • Condition
    Mastitis
    Highest recorded phase
    2
    Condition identifier
    EFO:1001034
    Subject identifier
    D008413
  • Condition
    Pyelonephritis
    Highest recorded phase
    3
    Condition identifier
    EFO:1001141
    Subject identifier
    D011704
  • Condition
    Enterobacteriaceae Infections
    Highest recorded phase
    3
    Condition identifier
    EFO:1001313
    Subject identifier
    D004756
  • Condition
    Periapical Periodontitis
    Highest recorded phase
    2
    Condition identifier
    EFO:1001391
    Subject identifier
    D010485
  • Condition
    Sepsis
    Highest recorded phase
    1
    Condition identifier
    HP:0100806
    Subject identifier
    D018805
  • Condition
    Tuberculosis
    Highest recorded phase
    2
    Condition identifier
    MONDO:0018076
    Subject identifier
    D014376
  • Condition
    Otitis Media
    Highest recorded phase
    4
    Condition identifier
    MONDO:0024330
    Subject identifier
    D010033
  • Condition
    Respiratory Tract Infections
    Highest recorded phase
    4
    Condition identifier
    MONDO:0024355
    Subject identifier
    D012141

  • Condition identifier
    EFO_0000544
  • Condition identifier
    EFO_0000544
    Highest recorded phase
    4
  • Condition identifier
    EFO_0003103
  • Condition identifier
    EFO_0003106
  • Condition identifier
    EFO_0004992
  • Condition identifier
    EFO_0007149
  • Condition identifier
    EFO_0007486
  • Condition identifier
    EFO_1001034
  • Condition identifier
    EFO_1001141
    Highest recorded phase
    3
  • Condition identifier
    EFO_1001313
    Highest recorded phase
    3
  • Condition identifier
    EFO_1001391
  • Condition identifier
    EFO_1001459
  • Condition identifier
    HP_0100806
    Highest recorded phase
    1
  • Condition identifier
    MONDO_0002420
  • Condition identifier
    MONDO_0005246
  • Condition identifier
    MONDO_0005249
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005441
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005961
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0024330
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0024355
  • Condition identifier
    MONDO_0024355
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0100338
    Highest recorded phase
    4

  • Event
    acute generalised exanthematous pustulosis
    Reports
    78
    Reporting signal score
    145.358
  • Event
    acute kidney injury
    Reports
    183
    Reporting signal score
    86.379
  • Event
    agranulocytosis
    Reports
    76
    Reporting signal score
    87.8636
  • Event
    anaphylactic shock
    Reports
    81
    Reporting signal score
    95.9114
  • Event
    bone erosion
    Reports
    47
    Reporting signal score
    128.734
  • Event
    bronchiectasis
    Reports
    46
    Reporting signal score
    92.7468
  • Event
    cholestasis
    Reports
    281
    Reporting signal score
    660.116
  • Event
    cholestatic liver injury
    Reports
    31
    Reporting signal score
    79.4552
  • Event
    clostridium difficile colitis
    Reports
    71
    Reporting signal score
    129.115
  • Event
    drug hypersensitivity
    Reports
    1,171
    Reporting signal score
    1,986.73
  • Event
    drug reaction with eosinophilia and systemic symptoms
    Reports
    162
    Reporting signal score
    252.054
  • Event
    drug-induced liver injury
    Reports
    105
    Reporting signal score
    129.151
  • Event
    eosinophilia
    Reports
    105
    Reporting signal score
    163.482
  • Event
    hepatitis
    Reports
    97
    Reporting signal score
    115.771
  • Event
    hepatitis acute
    Reports
    42
    Reporting signal score
    68.228
  • Event
    hepatitis cholestatic
    Reports
    110
    Reporting signal score
    284.287
  • Event
    hepatocellular injury
    Reports
    234
    Reporting signal score
    492.257
  • Event
    jaundice
    Reports
    159
    Reporting signal score
    245.824
  • Event
    jaundice cholestatic
    Reports
    39
    Reporting signal score
    84.3272
  • Event
    liver injury
    Reports
    62
    Reporting signal score
    77.7439
  • Event
    mixed liver injury
    Reports
    60
    Reporting signal score
    177.007
  • Event
    pruritus
    Reports
    237
    Reporting signal score
    91.1993
  • Event
    purpura
    Reports
    53
    Reporting signal score
    84.5299
  • Event
    rash maculo-papular
    Reports
    201
    Reporting signal score
    380.775
  • Event
    toxic skin eruption
    Reports
    104
    Reporting signal score
    205.324

Dose
125 mg/31.25 mg per 5 mL suspension, 250 mg/62.5 mg per 5 mL suspension, 500 mg/125 mg tablet, 875 mg/125 mg tablet, 500 mg/57 mg per 5 mL suspension, 200 mg/28.5 mg per 5 mL suspension, 400 mg/57 mg per 5 mL suspension
How often
Every 12 hours or every 8 hours

  • Do not substitute different strength tablets without guidance
  • Take with meals to enhance absorption

Hydrogen bond acceptors
4
Hydrogen bond donors
2
Polar surface area
87.07
Calculated partition coefficient (ALogP)
-1.1
Prodrug
No
Chirality
Single enantiomer
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
2
Heavy atoms
15
Molecular formula
C8H8KNO5
Monoisotopic mass
237.00395384
Natural product
Yes

  • 0093-2274
  • 0093-2275
  • 0093-2277
  • 0093-2279
  • 0093-8675
  • 0143-9249
  • 0143-9853
  • 0781-1831
  • 0781-1852
  • 0781-1874
  • 0781-1943
  • 0781-6102
  • 0781-6104
  • 0781-6139
  • 16714-292
  • 16714-293
  • 16714-294
  • 16714-295
  • 16714-296
  • 16714-297
  • 42571-160
  • 42571-161
  • 42571-162
  • 43063-077
  • 43063-377

And 174 more, listed on the interactive page.

Recorded assays
29
Active assays
3

Active assay types

  • Confirmatory

  • beta-Lactamase Inhibitors

    Endogenous substances and drugs that inhibit or block the activity of BETA-LACTAMASES.

Related records

Trials (40)

Approved for (6)

In development for (4)

Other linked conditions (2)