KEGG   DRUG: Fluconazole
Entry
D00322                      Drug                                   

Name
Fluconazole (JP17/USP/INN);
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 (A-S Medication Solutions), FLUCONAZOLE (A-S Medication Solutions), FLUCONAZOLE (A-S Medication Solutions), FLUCONAZOLE (ACETRIS HEALTH), FLUCONAZOLE (American Health Packaging), FLUCONAZOLE (Aurobindo Pharma Limited), FLUCONAZOLE (Aurobindo Pharma Limited), FLUCONAZOLE (AvPAK), FLUCONAZOLE (Baxter Healthcare Corporation), FLUCONAZOLE (BluePoint Laboratories), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Cadila Healthcare Limited), FLUCONAZOLE (Cardinal Health), FLUCONAZOLE (Cardinal Health), FLUCONAZOLE (DIRECT RX), FLUCONAZOLE (Denton Pharma), FLUCONAZOLE (Denton Pharma), FLUCONAZOLE (Direct RX), FLUCONAZOLE (Direct Rx), FLUCONAZOLE (Dr. Reddy's Laboratories Limited), FLUCONAZOLE (Glenmark Pharmaceuticals), FLUCONAZOLE (Golden State Medical Supply), FLUCONAZOLE (Harris Pharmaceutical), FLUCONAZOLE (Hikma Pharmaceuticals USA), FLUCONAZOLE (Lake Erie Medical DBA Quality Care Products LLC), FLUCONAZOLE (Major Pharmaceuticals), FLUCONAZOLE (NorthStar Rx LLC), FLUCONAZOLE (NorthStar Rx LLC), FLUCONAZOLE (NuCare Pharmaceuticals), FLUCONAZOLE (NuCare Pharmaceuticals), FLUCONAZOLE (NuCare Pharmaceuticals), FLUCONAZOLE (NuCare Pharmaceuticals), FLUCONAZOLE (NuCare Pharmaceuticals), FLUCONAZOLE (PD-Rx Pharmaceuticals), FLUCONAZOLE (PD-Rx Pharmaceuticals), FLUCONAZOLE (PD-Rx Pharmaceuticals), FLUCONAZOLE (PD-Rx Pharmaceuticals), FLUCONAZOLE (PD-Rx Pharmaceuticals), FLUCONAZOLE (Preferred Pharmaceutical), 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 (Proficient Rx LP), FLUCONAZOLE (Proficient Rx LP), FLUCONAZOLE (Proficient Rx LP), FLUCONAZOLE (Proficient Rx LP), FLUCONAZOLE (Proficient Rx LP), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (Rising Health), FLUCONAZOLE (Rising Health), FLUCONAZOLE (Rising Pharmaceuticals), FLUCONAZOLE (Sagent Pharmaceuticals), FLUCONAZOLE (Sagent Pharmaceuticals), FLUCONAZOLE (Sagent Pharmaceuticals), FLUCONAZOLE (St Marys Medical Park Pharmacy), FLUCONAZOLE (St. Mary's Medical Park Pharmacy), FLUCONAZOLE (Taro Pharmaceuticals U.S.A.), FLUCONAZOLE (Teva Pharmaceuticals USA), FLUCONAZOLE (Unit Dose Services), FLUCONAZOLE (Unit Dose Services), FLUCONAZOLE (West-Ward Pharmaceuticals Corp), FLUCONAZOLE (Zydus Pharmaceuticals (USA)), FLUCONAZOLE (direct rx), FLUCONAZOLE IN SODIUM CHLORIDE (Hospira), FLUCONAZOLE IN SODIUM CHLORIDE (Woodward Pharma Services LLC), FLUCONAZOLE IN SODIUM CHLORIDE (Woodward Pharma Services LLC)
Formula
C13H12F2N6O
Exact mass
306.1041
Mol weight
306.2708
Structure
Simcomp
Class
Antifungal
 DG01523  Triazole antifungal
Metabolizing enzyme inhibitor
 DG01643  CYP2C9 inhibitor
 DG01933  CYP2C19 inhibitor
 DG01522  CYP3A4 inhibitor
Remark
Same as: C07002
Therapeutic category: 6290
ATC code: D01AC15 J02AC01
Chemical structure group: DG00371
Product (DG00371): D00322<JP/US> D01429<JP>
Efficacy
Antifungal, Ergosterol biosynthesis inhibitor
  Disease
Candidiasis [DS:H00363]
Cryptococcal meningitis [DS:H00364]
Comment
Triazole derivative
Target
sterol 14alpha-demethylase [KO:K05917]
  Pathway
ko00100  Steroid biosynthesis
Interaction
CYP inhibition: CYP2C19 [HSA:1557], CYP2C9 [HSA:1559], CYP3A4 [HSA:1576]
Structure map
map07026  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/USP/INN) <JP/US>
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J02 ANTIMYCOTICS FOR SYSTEMIC USE
   J02A ANTIMYCOTICS FOR SYSTEMIC USE
    J02AC Triazole derivatives
     J02AC01 Fluconazole
      D00322  Fluconazole (JP17/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antifungals
  Fluconazole
   D00322  Fluconazole (JP17/USP/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/USP/INN)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00322  Fluconazole
  D00322  Fluconazole capsules
  D00322  Fluconazole injection
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00322
Prodrugs [br08324.html]
 D00322
Prodrugs [br08324.html]
 DG00371
Other DBs
CAS: 86386-73-4
PubChem: 7847388
ChEBI: 46081
ChEMBL: CHEMBL106
DrugBank: DB00196
PDB-CCD: TPF[PDBj]
LigandBox: D00322
NIKKAJI: J23.677B
LinkDB
KCF data

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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