KEGG   DRUG: Rifabutin
Entry
D00424                      Drug                                   
Name
Rifabutin (JAN/USP/INN);
Mycobutin (TN)
  Abbr
RFB
Product
  Generic
Formula
C46H62N4O11
Exact mass
846.4415
Mol weight
847.0047
Structure
Simcomp
Class
Antibacterial
 DG01966  Antitubercular
  DG01598  Rifamycin antibiotic
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Metabolizing enzyme inducer
 DG02853  CYP3A/CYP3A4 inducer
Remark
Same as: C07235
Therapeutic category: 6169
ATC code: J04AB04
Product: D00424<JP/US>
Product (mixture): D11858<US>
Efficacy
Antibacterial (antimycobacterial), RNA polymerase inhibitor
Comment
Rifamycin derivative
Target
DNA-directed RNA polymerase [KO:K03040 K03043 K03046]
  Pathway
ko03020  RNA polymerase
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
CYP induction: CYP3A [HSA:1576 1577 1551]
Structure map
map07023  Rifamycins
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J04 ANTIMYCOBACTERIALS
   J04A DRUGS FOR TREATMENT OF TUBERCULOSIS
    J04AB Antibiotics
     J04AB04 Rifabutin
      D00424  Rifabutin (JAN/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antimycobacterials
  Antimycobacterials, Other
   Rifabutin
    D00424  Rifabutin (JAN/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  61  Antibiotics
   616  Acting mainly on acid-fast bacteria
    6169  Others
     D00424  Rifabutin (JAN/USP/INN)
Drug groups [BR:br08330]
 Antibacterial
  DG01966  Antitubercular
   DG01598  Rifamycin antibiotic
    D00424  Rifabutin
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    D00424  Rifabutin
 Metabolizing enzyme inducer
  DG02853  CYP3A/CYP3A4 inducer
   D00424  Rifabutin
Antimicrobials [BR:br08307]
 Antibacterials
  Nucleic acid synthesis inhibitor
   Rifamycin
    D00424  Rifabutin (JAN/USP/INN) <JP/US>
Antimicrobials abbreviations [BR:br08327]
 Antibacterials
  Nucleic acid synthesis inhibitor
   Rifamycin
    D00424  Rifabutin (JAN/USP/INN)
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D00424
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00424
Other DBs
CAS: 72559-06-9
PubChem: 7847490
ChEBI: 45367
PDB-CCD: RBT[PDBj]
LigandBox: D00424
NIKKAJI: J342.306I
KCF data

ATOM        61
            1   C1c C    21.8400   -4.9000
            2   C1c C    21.8400   -6.3700
            3   O1a O    24.2900   -6.3000
            4   C1c C    24.2900   -4.9000
            5   C1c C    23.0300   -4.2000
            6   C2b C    26.6700   -4.9000
            7   C1c C    25.4800   -4.2000
            8   C5a C    27.9300   -7.0700
            9   C2c C    29.1200   -6.3700
            10  C2b C    29.1200   -4.9000
            11  C2b C    27.9300   -4.2000
            12  C1a C    25.4800   -2.8000
            13  C1a C    23.0300   -2.8000
            14  O1a O    20.6500   -4.2000
            15  C1a C    30.3100   -7.0700
            16  O5a O    26.7400   -6.3700
            17  N1b N    27.9300   -8.7500
            18  C1c C    20.6500   -7.0700
            19  O7a O    19.4600   -6.3700
            20  C1c C    20.6500   -8.7500
            21  C2y C    26.7400   -9.4500
            22  C2y C    26.7400  -10.8500
            23  C5x C    25.4800   -8.7500
            24  C8y C    24.2900   -9.4500
            25  C8y C    24.2900  -10.8500
            26  C2y C    25.4800  -11.5500
            27  C8y C    23.1000   -8.7500
            28  C8y C    21.8400   -9.4500
            29  C8y C    21.8400  -10.8500
            30  C8y C    23.1000  -11.5500
            31  O5x O    25.4800   -7.3500
            32  O1a O    23.1000   -7.3500
            33  C1a C    20.6500   -5.2500
            34  C7a C    18.2000   -5.6700
            35  C1a C    17.0100   -6.3700
            36  O6a O    18.2000   -4.2700
            37  N2x N    25.4800  -12.9500
            38  C1z C    28.0000  -12.9500
            39  N1x N    28.0000  -11.5500
            40  C1x C    28.0000  -14.3500
            41  C1x C    29.2124  -15.0500
            42  N1y N    30.4249  -14.3500
            43  C1x C    30.4249  -12.9500
            44  C1x C    29.2124  -12.2500
            45  C1b C    31.6560  -15.0610
            46  C1c C    32.8612  -14.3653
            47  C1a C    34.0435  -15.0481
            48  C1a C    32.8616  -12.9504
            49  C1c C    19.4376   -9.4500
            50  O2a O    18.2421   -8.7596
            51  C2b C    19.4375  -10.8498
            52  C1a C    19.4376   -7.7700
            53  C1a C    17.0547   -9.4451
            54  C2b C    18.2419  -11.5402
            55  O2a O    18.2419  -12.9402
            56  O2x O    20.6334  -11.5600
            57  C1z C    20.6334  -12.9600
            58  C5x C    23.1000  -12.9500
            59  O5x O    24.0919  -13.9379
            60  C1a C    20.6334  -14.3600
            61  C1a C    21.8400   -8.0500
BOND        66
            1     1   2 1
            2     4   3 1 #Down
            3     4   5 1
            4     1   5 1
            5     6   7 1
            6     4   7 1
            7     8   9 1
            8     9  10 2
            9    10  11 1
            10    6  11 2
            11    7  12 1 #Up
            12    5  13 1 #Down
            13    1  14 1 #Down
            14    9  15 1
            15    8  16 2
            16    8  17 1
            17    2  18 1
            18   18  19 1 #Up
            19   18  20 1
            20   17  21 1
            21   21  22 2
            22   21  23 1
            23   23  24 1
            24   24  25 1
            25   25  26 1
            26   24  27 2
            27   27  28 1
            28   28  29 2
            29   29  30 1
            30   25  30 2
            31   23  31 2
            32   27  32 1
            33    2  33 1 #Up
            34   19  34 1
            35   34  35 1
            36   34  36 2
            37   37  38 1
            38   38  39 1
            39   39  22 1
            40   26  37 2
            41   26  22 1
            42   38  40 1
            43   40  41 1
            44   41  42 1
            45   42  43 1
            46   43  44 1
            47   38  44 1
            48   42  45 1
            49   45  46 1
            50   46  47 1
            51   46  48 1
            52   20  49 1
            53   49  50 1 #Down
            54   49  51 1
            55   20  52 1 #Down
            56   50  53 1
            57   51  54 2
            58   54  55 1
            59   29  56 1
            60   56  57 1
            61   55  57 1
            62   30  58 1
            63   57  58 1
            64   58  59 2
            65   57  60 1 #Down
            66   28  61 1

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