KEGG   DRUG: ItraconazoleHelp
Entry
D00350                      Drug                                   

Name
Itraconazole (JP17/USAN);
Itrizole (TN);
Sporanox (TN)
Product
  Generic
Formula
C35H38Cl2N8O4
Exact mass
704.2393
Mol weight
705.6334
Structure
Mol fileKCF fileDB searchJmolKegDraw
Class
Antifungal
 DG01523  Triazole antifungal
Cyp substrate
 DG01633  CYP3A4 substrate
Cyp inhibitor
 DG01522  CYP3A4 inhibitor
 DG01915  CYP3A5 ihibitor
Remark
Therapeutic category: 
ATC code: 
Activity
Antifungal
Target
sterol 14alpha-demethylase ihibitor [KO:K05917]
  Pathway
Steroid biosynthesis
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
CYP inhibition: CYP3A4 [HSA:1576], CYP3A5 [HSA:1577], CYP3A7 [HSA:1551]
Transporter inhibition: ABCB1 [HSA:5243]
Drug interaction
Structure map
Antifungal agents
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J02 ANTIMYCOTICS FOR SYSTEMIC USE
   J02A ANTIMYCOTICS FOR SYSTEMIC USE
    J02AC Triazole derivatives
     J02AC02 Itraconazole
      D00350  Itraconazole (JP17/USAN)
USP drug classification [BR:br08302]
 Antifungals
  Itraconazole
   D00350  Itraconazole (JP17/USAN)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  62  Chemotherapeutics
   629  Miscellaneous
    6290  Miscellaneous
     D00350  Itraconazole (JP17/USAN)
Antiinfectives [BR:br08307]
 Antifungals
  Ergosterol biosynthesis inhibitor
   sterol 14alpha-demethylase inhibitor
    Triazoles
     Itraconazole
      D00350  Itraconazole (JP17/USAN)
Cytochrome P450 interactions [BR:br08309]
 CYP inhbitors
  CYP2C8
   Itraconazole
    D00350  Itraconazole (JP17/USAN)
  CYP3A4
   Itraconazole
    D00350  Itraconazole (JP17/USAN)
  CYP3A5
   Itraconazole
    D00350  Itraconazole (JP17/USAN)
  CYP3A7
   Itraconazole
    D00350  Itraconazole (JP17/USAN)
  CYP3A
   Itraconazole
    D00350  Itraconazole (JP17/USAN)
 CYP substrates
  CYP3A4
   Itraconazole
    D00350  Itraconazole (JP17/USAN)
 Transporter inhibitors
  ABCB1
   Itraconazole
    D00350  Itraconazole (JP17/USAN)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00350  Itraconazole
Antifungals [br08352.html]
 D00350
BRITE hierarchy
Other DBs
CAS: 
84625-61-6
PubChem: 
DrugBank: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        49
            1   C8x C    19.8100   -8.8900
            2   C8x C    21.2100   -8.8900
            3   C8y C    21.9100   -7.6776
            4   C8x C    21.2100   -6.4651
            5   C8x C    19.8100   -6.4651
            6   C8y C    19.1100   -7.6776
            7   N1y N    23.3098   -7.6776
            8   C1x C    24.0197   -8.9068
            9   C1x C    25.4197   -8.9066
            10  N1y N    26.1196   -7.6941
            11  C1x C    25.4097   -6.4649
            12  C1x C    24.0097   -6.4651
            13  C8y C    27.5100   -7.6940
            14  C8x C    28.2127   -8.9109
            15  C8x C    29.6127   -8.9108
            16  C8y C    30.3126   -7.6983
            17  C8x C    29.6099   -6.4814
            18  C8x C    28.2099   -6.4815
            19  N4y N    31.7100   -7.6981
            20  C8y C    32.5339   -8.8319
            21  N4y N    33.8668   -8.3987
            22  N5x N    33.8666   -6.9972
            23  C8x C    32.5337   -6.5642
            24  O2a O    17.7102   -7.6776
            25  C1b C    17.0004   -8.9068
            26  C1y C    15.6101   -8.9066
            27  O5x O    32.1066  -10.1479
            28  C1c C    35.0792   -9.0986
            29  C1b C    36.2916   -8.3985
            30  C1a C    35.0794  -10.5000
            31  C1a C    37.4808   -9.0853
            32  O2x O    14.7793   -7.7630
            33  C1z C    13.4350   -8.1998
            34  O2x O    13.4349   -9.6132
            35  C1x C    14.7792  -10.0501
            36  C8y C    13.4350   -6.7998
            37  C1b C    12.0350   -8.1998
            38  C8x C    14.6554   -6.0952
            39  C8x C    14.6555   -4.6952
            40  C8y C    13.4430   -3.9952
            41  C8x C    12.2226   -4.6997
            42  C8y C    12.2226   -6.0997
            43  X   Cl   13.4431   -2.5900
            44  N4y N    11.3405   -9.4027
            45  X   Cl   11.0350   -6.7855
            46  C8x C     9.9405   -9.4027
            47  N5x N     9.5079  -10.7342
            48  C8x C    10.6405  -11.5571
            49  N5x N    11.7731  -10.7342
BOND        55
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     3   7 1
            8     7   8 1
            9     8   9 1
            10    9  10 1
            11   10  11 1
            12   11  12 1
            13    7  12 1
            14   10  13 1
            15   13  14 2
            16   14  15 1
            17   15  16 2
            18   16  17 1
            19   17  18 2
            20   13  18 1
            21   16  19 1
            22   19  20 1
            23   20  21 1
            24   21  22 1
            25   22  23 2
            26   19  23 1
            27    6  24 1
            28   24  25 1
            29   26  25 1 #Up
            30   20  27 2
            31   21  28 1
            32   28  29 1
            33   28  30 1
            34   29  31 1
            35   26  32 1
            36   32  33 1
            37   33  34 1
            38   34  35 1
            39   26  35 1
            40   33  36 1 #Down
            41   33  37 1 #Up
            42   36  38 2
            43   38  39 1
            44   39  40 2
            45   40  41 1
            46   41  42 2
            47   36  42 1
            48   40  43 1
            49   37  44 1
            50   42  45 1
            51   44  46 1
            52   46  47 2
            53   47  48 1
            54   48  49 2
            55   44  49 1

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