Entry

D00322                      Drug

Name

Fluconazole (JP18/USP/INN);
Diflucan (TN)

Product

DIFLUCAN (Roerig)

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 (A-S Medication Solutions), FLUCONAZOLE (ACETRIS HEALTH), FLUCONAZOLE (ANI Pharmaceuticals), FLUCONAZOLE (American Health Packaging), FLUCONAZOLE (Asclemed USA), 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 (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 (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Bryant Ranch Prepack), FLUCONAZOLE (Cadila Healthcare Limited), FLUCONAZOLE (Cardinal Health), FLUCONAZOLE (DIRECT RX), FLUCONAZOLE (Denton Pharma), FLUCONAZOLE (Denton Pharma), FLUCONAZOLE (Denton Pharma), FLUCONAZOLE (Direct RX), FLUCONAZOLE (Direct Rx), FLUCONAZOLE (Direct Rx), FLUCONAZOLE (Dr. Reddy's Laboratories Limited), FLUCONAZOLE (Drug Ocean LLC), FLUCONAZOLE (Glenmark Pharmaceuticals), FLUCONAZOLE (Golden State Medical Supply), FLUCONAZOLE (Golden State Medical Supply), FLUCONAZOLE (Greenstone LLC), 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 (Northwind Pharmaceuticals), FLUCONAZOLE (NuCare Pharmaceuticals), FLUCONAZOLE (NuCare Pharmaceuticals), FLUCONAZOLE (NuCare Pharmaceuticals), FLUCONAZOLE (NuCare Pharmaceuticals), FLUCONAZOLE (NuCare Pharmaceuticals), 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 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 (Proficient Rx LP), FLUCONAZOLE (Proficient Rx LP), FLUCONAZOLE (Proficient Rx LP), FLUCONAZOLE (Quality Care Products), FLUCONAZOLE (Quality Care Products), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (REMEDYREPACK), FLUCONAZOLE (RPK Pharmaceuticals), FLUCONAZOLE (RPK Pharmaceuticals), FLUCONAZOLE (RPK Pharmaceuticals), FLUCONAZOLE (Rising Health), FLUCONAZOLE (Rising Health), FLUCONAZOLE (Rising Pharmaceuticals), FLUCONAZOLE (Sagent Pharmaceuticals), FLUCONAZOLE (Sagent Pharmaceuticals), FLUCONAZOLE (St Marys Medical Park Pharmacy), FLUCONAZOLE (St. Mary's Medical Park Pharmacy), FLUCONAZOLE (St. Mary's Medical Park Pharmacy), FLUCONAZOLE (Taro Pharmaceuticals U.S.A.), 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
DG02852  CYP3A/CYP3A4 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 (JP18/USP/INN) <JP/US>
J ANTIINFECTIVES FOR SYSTEMIC USE
  J02 ANTIMYCOTICS FOR SYSTEMIC USE
   J02A ANTIMYCOTICS FOR SYSTEMIC USE
    J02AC Triazole and tetrazole derivatives
     J02AC01 Fluconazole
      D00322  Fluconazole (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
Antifungals
  Fluconazole
   D00322  Fluconazole (JP18/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 (JP18/USP/INN)
Drug groups [BR:br08330]
Antifungal
  DG01523  Triazole antifungal
   DG00371  Fluconazole
    D00322  Fluconazole
Metabolizing enzyme inhibitor
  DG01643  CYP2C9 inhibitor
   DG00371  Fluconazole
    D00322  Fluconazole
  DG01933  CYP2C19 inhibitor
   DG00371  Fluconazole
    D00322  Fluconazole
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00371  Fluconazole
     D00322  Fluconazole
Drug classes [BR:br08332]
Antifungal
  DG01523  Triazole antifungal
   D00322  Fluconazole
Antimicrobials [BR:br08307]
Antifungals
  Ergosterol biosynthesis inhibitor
   Triazole
    D00322  Fluconazole (JP18/USP/INN) <JP/US>
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
Drug groups [BR:br08330]
Antifungal
  DG01523  Triazole antifungal
   DG00371  Fluconazole
Metabolizing enzyme inhibitor
  DG01643  CYP2C9 inhibitor
   DG00371  Fluconazole
  DG01933  CYP2C19 inhibitor
   DG00371  Fluconazole
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00371  Fluconazole
Antimicrobials abbreviations [BR:br08327]
Antifungals
  Ergosterol biosynthesis inhibitor
   Triazole
    DG00371  Fluconazole
Prodrugs [br08324.html]
DG00371

Other DBs

CAS:	86386-73-4

PubChem:

7847388

ChEBI:

46081

PDB-CCD:

TPF[PDBj]

LigandBox:

D00322

NIKKAJI:

J23.677B

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