KEGG   DRUG: Rifapentine
Entry
D00879                      Drug                                   
Name
Rifapentine (USAN/INN);
Priftin (TN)
  Abbr
RFP
Product
Formula
C47H64N4O12
Exact mass
876.4521
Mol weight
877.0307
Structure
Simcomp
Class
Antibacterial
 DG01966  Antitubercular
  DG01598  Rifamycin antibiotic
Metabolizing enzyme inducer
 DG01640  CYP2C8 inducer
 DG02886  CYP2C9 inducer
 DG02853  CYP3A/CYP3A4 inducer
  DG01635  CYP3A4 inducer
Remark
Same as: C08059
ATC code: J04AB05
Product: D00879<US>
Efficacy
Antibacterial, RNA polymerase inhibitor
  Disease
Active pulmonary tuberculosis [DS:H00342]
Comment
Rifamycin derivative
Target
DNA-directed RNA polymerase subunit beta [KO:K03043 K03046]
  Pathway
ko03020  RNA polymerase
Interaction
CYP induction: CYP3A4 [HSA:1576], CYP2C8 [HSA:1558], CYP2C9 [HSA:1559]
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
     J04AB05 Rifapentine
      D00879  Rifapentine (USAN/INN) <US>
USP drug classification [BR:br08302]
 Antimycobacterials
  Antituberculars
   Rifapentine
    D00879  Rifapentine (USAN/INN)
Drug groups [BR:br08330]
 Antibacterial
  DG01966  Antitubercular
   DG01598  Rifamycin antibiotic
    D00879  Rifapentine
 Metabolizing enzyme inducer
  DG01640  CYP2C8 inducer
   D00879  Rifapentine
  DG02886  CYP2C9 inducer
   D00879  Rifapentine
  DG02853  CYP3A/CYP3A4 inducer
   DG01635  CYP3A4 inducer
    D00879  Rifapentine
Antimicrobials [BR:br08307]
 Antibacterials
  Nucleic acid synthesis inhibitor
   Rifamycin
    D00879  Rifapentine (USAN/INN) <US>
Antimicrobials abbreviations [BR:br08327]
 Antibacterials
  Nucleic acid synthesis inhibitor
   Rifamycin
    D00879  Rifapentine (USAN/INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00879
Other DBs
CAS: 61379-65-5
PubChem: 7847943
ChEBI: 45304
PDB-CCD: RPT[PDBj]
LigandBox: D00879
NIKKAJI: J18.479I
KCF data

ATOM        63
            1   C1c C    20.3018  -19.3312
            2   C1c C    20.3018  -20.7483
            3   O1a O    22.6637  -20.6809
            4   C1c C    22.6637  -19.3312
            5   C1c C    21.4490  -18.6564
            6   C2b C    24.9581  -19.3312
            7   C1c C    23.8109  -18.6564
            8   C5a C    26.1727  -21.4232
            9   C2c C    27.3200  -20.7483
            10  C2b C    27.3200  -19.3312
            11  C2b C    26.1727  -18.6564
            12  C1a C    23.8109  -17.3067
            13  C1a C    21.4490  -17.3067
            14  O1a O    19.1546  -18.6564
            15  C1a C    28.4672  -21.4232
            16  O5a O    25.0255  -20.7483
            17  N1b N    26.1727  -23.0428
            18  C1c C    19.1546  -21.4232
            19  O7a O    18.0074  -20.7483
            20  C1c C    19.1546  -23.0428
            21  C8y C    25.0255  -23.7176
            22  C8y C    25.0255  -25.0673
            23  C8y C    23.8109  -23.0428
            24  C8y C    22.6637  -23.7176
            25  C8y C    22.6637  -25.0673
            26  C8y C    23.8109  -25.7421
            27  C8y C    21.5164  -23.0428
            28  C8y C    20.3018  -23.7176
            29  C8y C    20.3018  -25.0673
            30  C8y C    21.5164  -25.7421
            31  O1a O    23.8109  -21.6931
            32  O1a O    21.5164  -21.6931
            33  C1a C    19.1546  -19.6687
            34  C7a C    16.7926  -20.0735
            35  C1a C    15.6454  -20.7483
            36  O6a O    16.7926  -18.7238
            37  C1c C    18.0074  -23.7176
            38  O2a O    16.8601  -23.0428
            39  C2b C    18.0074  -25.0673
            40  C1a C    18.0074  -22.0980
            41  C1a C    15.7129  -23.7176
            42  C2b C    16.8601  -25.7421
            43  O2a O    16.8601  -27.0918
            44  O2x O    19.1546  -25.7421
            45  C1z C    19.1546  -27.0918
            46  C5x C    21.5164  -27.0918
            47  C1a C    19.1546  -28.4414
            48  C1a C    20.3018  -22.3679
            49  O1a O    23.8109  -27.0918
            50  O5x O    22.5962  -27.7666
            51  C2b C    26.2037  -25.7610
            52  N2b N    27.3990  -25.0842
            53  N1y N    28.5704  -25.7736
            54  C1x C    28.5586  -27.1608
            55  C1x C    29.7620  -27.8692
            56  N1y N    30.9773  -27.1814
            57  C1x C    30.9890  -25.7942
            58  C1x C    29.7857  -25.0857
            59  C1y C    32.1862  -27.8932
            60  C1x C    32.1862  -29.2932
            61  C1x C    33.5177  -29.7258
            62  C1x C    34.3406  -28.5932
            63  C1x C    33.5177  -27.4605
BOND        68
            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 1
            22   21  23 2
            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 1
            32   27  32 1
            33    2  33 1 #Up
            34   19  34 1
            35   34  35 1
            36   34  36 2
            37   26  22 2
            38   20  37 1
            39   37  38 1 #Down
            40   37  39 1
            41   20  40 1 #Down
            42   38  41 1
            43   39  42 2
            44   42  43 1
            45   29  44 1
            46   44  45 1
            47   43  45 1
            48   30  46 1
            49   45  46 1
            50   45  47 1 #Down
            51   28  48 1
            52   26  49 1
            53   50  46 2
            54   22  51 1
            55   51  52 2
            56   52  53 1
            57   53  54 1
            58   54  55 1
            59   55  56 1
            60   56  57 1
            61   57  58 1
            62   53  58 1
            63   56  59 1
            64   59  60 1
            65   60  61 1
            66   61  62 1
            67   62  63 1
            68   59  63 1

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