KEGG   DRUG: FluconazoleHelp
Entry
D00322                      Drug                                   

Name
Fluconazole (JP17/USAN/INN);
Fluconazole capsules (JP17);
Diflucan (TN)
Product
  Generic
FLUCONAZOLE (A-S Medication Solutions), FLUCONAZOLE (A-S Medication Solutions), FLUCONAZOLE (A-S Medication Solutions), FLUCONAZOLE (A-S Medication Solutions), FLUCONAZOLE (A-S Medication Solutions), FLUCONAZOLE (Aidarex Pharmaceuticals LLC), FLUCONAZOLE (Aidarex Pharmaceuticals LLC), FLUCONAZOLE (American Health Packaging), FLUCONAZOLE (Apotheca), FLUCONAZOLE (Apothecary Shop Wholesale), FLUCONAZOLE (Aurobindo Pharma Limited), FLUCONAZOLE (Aurobindo Pharma Limited), FLUCONAZOLE (AvPAK), FLUCONAZOLE (Avera McKennan Hospital), FLUCONAZOLE (Baxter Healthcare Corporation), FLUCONAZOLE (Blenheim Pharmacal), FLUCONAZOLE (Blenheim Pharmacal), FLUCONAZOLE (Blenheim Pharmacal), FLUCONAZOLE (BluePoint Laboratories), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Cardinal Health), FLUCONAZOLE (Cardinal Health), FLUCONAZOLE (Cardinal Health), FLUCONAZOLE (Citron Pharma LLC), FLUCONAZOLE (Citron Pharma LLC), FLUCONAZOLE (Claris Lifesciences), FLUCONAZOLE (Clinical Solutions Wholesale), FLUCONAZOLE (Clinical Solutions Wholesale), FLUCONAZOLE (DIRECT RX), FLUCONAZOLE (DIRECT RX), FLUCONAZOLE (Direct RX), FLUCONAZOLE (Direct Rx), FLUCONAZOLE (Dispensing Solutions), FLUCONAZOLE (Dispensing Solutions), FLUCONAZOLE (Dispensing Solutions), FLUCONAZOLE (Dr. Reddy's Laboratories Limited), FLUCONAZOLE (Glenmark Pharmaceuticals), FLUCONAZOLE (Greenstone LLC), FLUCONAZOLE (Harris Pharmaceutical), FLUCONAZOLE (Hospira), FLUCONAZOLE (IVAX Pharmaceuticals), FLUCONAZOLE (LUCID PHARMA LLC), FLUCONAZOLE (Lake Erie Medical & Surgical Supply DBA Quality Care Products LLC), FLUCONAZOLE (Major Pharmaceuticals), FLUCONAZOLE (MedVantx), FLUCONAZOLE (MedVantx), FLUCONAZOLE (Mylan Pharmaceuticals), FLUCONAZOLE (NorthStar Rx LLC), FLUCONAZOLE (NorthStar Rx LLC), FLUCONAZOLE (PD-Rx Pharmaceuticals), FLUCONAZOLE (PD-Rx Pharmaceuticals), FLUCONAZOLE (PD-Rx Pharmaceuticals), FLUCONAZOLE (PD-Rx Pharmaceuticals), FLUCONAZOLE (PD-Rx Pharmaceuticals), FLUCONAZOLE (Pack Pharmaceuticals), FLUCONAZOLE (Physicians Total Care), FLUCONAZOLE (Preferred Pharmaceuticals), FLUCONAZOLE (Preferred Pharmaceuticals), FLUCONAZOLE (Preferred Pharmaceuticals), FLUCONAZOLE (Preferred Pharmaceuticals), FLUCONAZOLE (Preferred Pharmaceuticals), FLUCONAZOLE (Preferred Pharmaceuticals), FLUCONAZOLE (Preferred Pharmaceuticals), FLUCONAZOLE (Proficient Rx LP), FLUCONAZOLE (Proficient Rx LP), FLUCONAZOLE (Proficient Rx LP), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (Rebel Distributors Corp), FLUCONAZOLE (STAT RX USA LLC), FLUCONAZOLE (STAT Rx USA LLC), FLUCONAZOLE (Sagent Pharmaceuticals), FLUCONAZOLE (St Marys Medical Park Pharmacy), FLUCONAZOLE (Taro Pharmaceuticals U.S.A.), FLUCONAZOLE (Taro Pharmaceuticals U.S.A.), FLUCONAZOLE (Teva Pharmaceuticals USA), FLUCONAZOLE (Unit Dose Services), FLUCONAZOLE (Unit Dose Services), FLUCONAZOLE (West-Ward Pharmaceutical Corp), FLUCONAZOLE (West-Ward Pharmaceuticals Corp.)
Formula
C13H12F2N6O
Exact mass
306.1041
Mol weight
306.2708
Structure
Mol fileKCF fileDB searchJmolKegDraw
Class
Antifungal
 DG01523  Triazole antifungal
Cyp substrate
 DG01642  CYP2C9 substrate
 DG01639  CYP2C19 substrate
 DG01633  CYP3A substrate
Cyp inhibitor
 DG01643  CYP2C9 inhibitor
 DG01522  CYP3A4 inhibitor
Remark
Therapeutic category: 
ATC code: 
Chemical group: 
Activity
Antifungal, Ergosterol biosynthesis inhibitor
Comment
Triazole derivative
Target
sterol 14alpha-demethylase [KO:K05917]
  Pathway
Steroid biosynthesis
Metabolism
Enzyme: CYP2C9 [HSA:1559], CYP2C19 [HSA:1557], CYP3A4 [HSA:1576]
Interaction
CYP inhibition: CYP2C19 [HSA:1557], CYP2C9 [HSA:1559], CYP3A [HSA:1576 1577 1551]
Drug interaction
Structure map
Antifungal agents
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 D DERMATOLOGICALS
  D01 ANTIFUNGALS FOR DERMATOLOGICAL USE
   D01A ANTIFUNGALS FOR TOPICAL USE
    D01AC Imidazole and triazole derivatives
     D01AC15 Fluconazole
      D00322  Fluconazole (JP17/USAN/INN)
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J02 ANTIMYCOTICS FOR SYSTEMIC USE
   J02A ANTIMYCOTICS FOR SYSTEMIC USE
    J02AC Triazole derivatives
     J02AC01 Fluconazole
      D00322  Fluconazole (JP17/USAN/INN)
USP drug classification [BR:br08302]
 Antifungals
  Fluconazole
   D00322  Fluconazole (JP17/USAN/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  62  Chemotherapeutics
   629  Miscellaneous
    6290  Miscellaneous
     D00322  Fluconazole (JP17/USAN/INN); Fluconazole capsules (JP17)
Antiinfectives [BR:br08307]
 Antifungals
  Ergosterol biosynthesis inhibitor
   sterol 14alpha-demethylase inhibitor
    Triazoles
     Fluconazole
      D00322  Fluconazole (JP17/USAN/INN)
Cytochrome P450 interactions [BR:br08309]
 CYP inhbitors
  CYP2C9
   Fluconazole
    D00322  Fluconazole (JP17/USAN/INN)
  CYP2C19
   Fluconazole
    D00322  Fluconazole (JP17/USAN/INN)
  CYP3A
   Fluconazole
    D00322  Fluconazole (JP17/USAN/INN)
 CYP substrates
  CYP2C9
   Fluconazole
    D00322  Fluconazole (JP17/USAN/INN)
  CYP2C19
   Fluconazole
    D00322  Fluconazole (JP17/USAN/INN)
  CYP3A4
   Fluconazole
    D00322  Fluconazole (JP17/USAN/INN)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00322  Fluconazole
  D00322  Fluconazole capsules
  D00322  Fluconazole injection
Antifungals [br08352.html]
 D00322
BRITE hierarchy
Other DBs
CAS: 
86386-73-4
PubChem: 
DrugBank: 
PDB-CCD: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        22
            1   C8y C    22.8550  -18.0489
            2   C1d C    22.8550  -20.3687
            3   C8y C    24.0266  -17.3670
            4   C8x C    21.6718  -17.3670
            5   C1b C    21.6777  -21.0508
            6   C1b C    24.0325  -21.0508
            7   O1a O    22.8550  -21.7269
            8   C8x C    24.0266  -16.0088
            9   X   F    25.2099  -18.0489
            10  C8x C    21.6718  -16.0088
            11  N4y N    20.4945  -20.3687
            12  N4y N    25.2158  -20.3630
            13  C8y C    22.8550  -15.3269
            14  C8x C    20.3604  -19.0164
            15  N5x N    19.2646  -20.9225
            16  C8x C    25.3439  -19.0224
            17  N5x N    26.4457  -20.9225
            18  X   F    22.8550  -13.9630
            19  N5x N    19.0315  -18.7367
            20  C8x C    18.3494  -19.9199
            21  N5x N    26.6730  -18.7309
            22  C8x C    27.3607  -19.9142
BOND        24
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 1
            5     2   6 1
            6     2   7 1
            7     3   8 1
            8     3   9 1
            9     4  10 2
            10    5  11 1
            11    6  12 1
            12    8  13 2
            13   11  14 1
            14   11  15 1
            15   12  16 1
            16   12  17 1
            17   13  18 1
            18   14  19 2
            19   15  20 2
            20   16  21 2
            21   17  22 2
            22   10  13 1
            23   19  20 1
            24   21  22 1

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