KEGG   DRUG: D00351Help
Entry
D00351                      Drug                                   

Name
Ketoconazole (JP16/USP);
Nizoral (TN);
Xolegel (TN)
Product
  Generic
KETOCONAZOLE (Aidarex Pharmaceuticals LLC), KETOCONAZOLE (Aidarex Pharmaceuticals LLC), KETOCONAZOLE (American Health Packaging), KETOCONAZOLE (Bryant Ranch Prepack), KETOCONAZOLE (Carilion Materials Management), KETOCONAZOLE (DIRECT RX), KETOCONAZOLE (Dispensing Solutions), KETOCONAZOLE (E. FOUGERA & CO. A division of Fougera Pharmaceuticals), KETOCONAZOLE (Golden State Medical Supply), KETOCONAZOLE (KAISER FOUNDATION HOSPITALS), KETOCONAZOLE (Lake Erie Medical DBA Quality Care Products LLC), KETODAN (Medimetriks Pharmaceuticals), KETOCONAZOLE (Mylan Pharmaceuticals), KETOCONAZOLE (PD-Rx Pharmaceuticals), KETOCONAZOLE (Patriot Pharmaceuticals), KETOCONAZOLE (Perrigo New York), KETOCONAZOLE (Perrigo New York), KETOCONAZOLE (Physicians Total Care), KETOCONAZOLE (Physicians Total Care), KETOCONAZOLE (Physicians Total Care), KETOCONAZOLE (Preferred Pharmaceuticals), KETOCONAZOLE (Preferred Pharmaceuticals), KETOCONAZOLE (Preferred Pharmaceuticals), KETOCONAZOLE (Preferred Pharmaceuticals), KETOCONAZOLE (Preferred Pharmaceuticals), KETOCONAZOLE (Preferred Pharmaceuticals), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (REMEDYREPACK), KETOCONAZOLE (Rebel Distributors Corp), KETOCONAZOLE (Rebel Distributors Corp), KETOCONAZOLE (STAT RX USA LLC), KETOCONAZOLE (Sandoz), KETOCONAZOLE (State of Florida DOH Central Pharmacy), KETOCONAZOLE (Taro Pharmaceuticals U.S.A.), KETOCONAZOLE (Taro Pharmaceuticals U.S.A.), KETOCONAZOLE (Teva Pharmaceuticals USA), KETOCONAZOLE (Teva Pharmaceuticals USA)
Formula
C26H28Cl2N4O4
Exact mass
530.1488
Mol weight
531.4309
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Antifungal
Remark
Therapeutic category: 
ATC code: 
Target
sterol 14alpha-demethylase ihibitor [KO:K05917];
CYP17 inhibitor [HSA:1586] [KO:K00512]
  Pathway
hsa00140  Steroid hormone biosynthesis
ko00100  Steroid biosynthesis  
 
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
CYP inhibition: CYP3A [HSA:1576 1577 1551], CYP2C8 [HSA:1558], CYP2C19 [HSA:1557]
Transporter inhibition: ABCB1 [HSA:5243]
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
     D01AC08 Ketoconazole
      D00351  Ketoconazole (JP16/USP)
 G GENITO URINARY SYSTEM AND SEX HORMONES
  G01 GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
   G01A ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
    G01AF Imidazole derivatives
     G01AF11 Ketoconazole
      D00351  Ketoconazole (JP16/USP)
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J02 ANTIMYCOTICS FOR SYSTEMIC USE
   J02A ANTIMYCOTICS FOR SYSTEMIC USE
    J02AB Imidazole derivatives
     J02AB02 Ketoconazole
      D00351  Ketoconazole (JP16/USP)
USP drug classification [BR:br08302]
 Antifungals
  Ketoconazole
   D00351  Ketoconazole (JP16/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  26  Epidermides
   265  Antiparasitic dermatosis agents
    2655  Imidazoles
     D00351  Ketoconazole (JP16/USP)
Target-based classification of drugs [BR:br08310]
 Enzymes
  Oxidoreductases
   CYP17
    Ketoconazole
     D00351  Ketoconazole (JP16/USP)
Antiinfectives [BR:br08307]
 Antifungals
  Ergosterol biosynthesis inhibitor
   sterol 14alpha-demethylase inhibitor
    Imidazoles
     Ketoconazole
      D00351  Ketoconazole (JP16/USP)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP3A4
   Ketoconazole
    D00351  Ketoconazole (JP16/USP)
   Ketoconazole
    D00351  Ketoconazole (JP16/USP)
 Inhbitors
  CYP2C8
   Ketoconazole
    D00351  Ketoconazole (JP16/USP)
  CYP2C19
   Ketoconazole
    D00351  Ketoconazole (JP16/USP)
  CYP3A
   Ketoconazole
    D00351  Ketoconazole (JP16/USP)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00351  Ketoconazole
  D00351  Ketoconazole solution
  D00351  Ketoconazole cream
  D00351  Ketoconazole lotion
BRITE hierarchy
Other DBs
CAS: 
65277-42-1
PubChem: 
DrugBank: 
PDB-CCD: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        36
            1   C1z C    16.6092  -16.9097
            2   C8y C    15.4102  -16.2195
            3   O2x O    17.0363  -18.2256
            4   C1b C    15.5740  -17.8163
            5   O2x O    17.7323  -16.0907
            6   C8y C    15.4102  -14.8332
            7   C8x C    14.2111  -16.9097
            8   C1y C    18.4225  -18.2256
            9   N4y N    14.1235  -17.8220
            10  C1x C    18.8611  -16.9097
            11  C8x C    14.2111  -14.1430
            12  X   Cl   16.6092  -14.1430
            13  C8x C    13.0121  -16.2195
            14  C1b C    19.8437  -18.9977
            15  C8x C    12.9946  -17.0033
            16  C8x C    13.6906  -19.1381
            17  C8y C    13.0121  -14.8332
            18  O2a O    21.2066  -18.0677
            19  C8x C    11.8716  -17.8220
            20  N5x N    12.3044  -19.1381
            21  X   Cl   11.8132  -14.1430
            22  C8y C    22.5987  -18.0736
            23  C8x C    23.2889  -19.2784
            24  C8x C    23.3006  -16.8745
            25  C8x C    24.6750  -19.2843
            26  C8x C    24.6809  -16.8803
            27  C8y C    25.3711  -18.0794
            28  N1y N    26.7513  -18.0853
            29  C1x C    27.4415  -19.2901
            30  C1x C    27.4475  -16.8920
            31  C1x C    28.8278  -19.2960
            32  C1x C    28.8336  -16.8920
            33  N1y N    29.5238  -18.0911
            34  C5a C    30.9101  -18.0270
            35  C1a C    31.5943  -19.3018
            36  O5a O    31.6060  -16.9037
BOND        40
            1     1   2 1 #Down
            2     1   3 1
            3     1   4 1 #Up
            4     1   5 1
            5     2   6 1
            6     2   7 2
            7     3   8 1
            8     4   9 1
            9     5  10 1
            10    6  11 2
            11    6  12 1
            12    7  13 1
            13    8  14 1 #Up
            14    9  15 1
            15    9  16 1
            16   11  17 1
            17   14  18 1
            18   15  19 2
            19   16  20 2
            20   17  21 1
            21   18  22 1
            22   22  23 2
            23   22  24 1
            24   23  25 1
            25   24  26 2
            26   25  27 2
            27   27  28 1
            28   28  29 1
            29   28  30 1
            30   29  31 1
            31   30  32 1
            32   31  33 1
            33   33  34 1
            34   34  35 1
            35   34  36 2
            36    8  10 1
            37   13  17 2
            38   19  20 1
            39   26  27 1
            40   32  33 1

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