KEGG   DRUG: Josamycin
Entry
D01235                      Drug                                   
Name
Josamycin (JP18/USAN/INN);
Leucomycin A3;
JM;
Josamycin (TN)
Formula
C42H69NO15
Exact mass
827.4667
Mol weight
827.995
Structure
Simcomp
Source
Streptomyces narbonensis [TAX:67333]
Class
Antibacterial
 DG01551  Macrolide antibiotic
  DG01876  16-Membered ring macrolide antibiotic
Metabolizing enzyme inhibitor
 DG02852  CYP3A/CYP3A4 inhibitor
  DG01522  CYP3A4 inhibitor
Remark
Same as: C12662
Therapeutic category: 6145
ATC code: J01FA07
Chemical structure group: DG00604
Efficacy
Antibacterial, Protein biosynthesis inhibitor
Target
50S ribosomal subunit
  Pathway
ko03010  Ribosome
Interaction
CYP inhibition: CYP3A4 [HSA:1576]
Structure map
map07020  Macrolides and ketolides
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01F MACROLIDES, LINCOSAMIDES AND STREPTOGRAMINS
    J01FA Macrolides
     J01FA07 Josamycin
      D01235  Josamycin (JP18/USAN/INN) <JP>
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  61  Antibiotics
   614  Acting mainly on gram-positive bacteria and mycoplasma
    6145  Josamycins
     D01235  Josamycin (JP18/USAN/INN)
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01876  16-Membered ring macrolide antibiotic
    DG00604  Josamycin
     D01235  Josamycin
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00604  Josamycin
     D01235  Josamycin
Drug classes [BR:br08332]
 Antibacterial
  DG01551  Macrolide antibiotic
   D01235  Josamycin
Antimicrobials [BR:br08307]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    D01235  Josamycin (JP18/USAN/INN) <JP>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D01235  Josamycin
  D01235  Josamycin tablets
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D01235
Prodrugs [br08324.html]
 D01235
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01876  16-Membered ring macrolide antibiotic
    DG00604  Josamycin
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00604  Josamycin
Antimicrobials abbreviations [BR:br08327]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    DG00604  Josamycin
Prodrugs [br08324.html]
 DG00604
Other DBs
CAS: 16846-24-5
PubChem: 7848298
ChEBI: 31739
LigandBox: D01235
NIKKAJI: J979B
KCF data

ATOM        58
            1   C1y C    28.8885  -21.4172
            2   C1y C    29.9965  -22.0654
            3   O2a O    27.7850  -22.0654
            4   C1y C    28.8885  -20.1443
            5   C1y C    31.1167  -21.4172
            6   N1c N    29.9965  -23.3451
            7   C1y C    26.6827  -22.7024
            8   O2x O    29.9965  -19.5073
            9   C1a C    27.7908  -19.5073
            10  C1y C    31.1167  -20.1443
            11  O1a O    32.2259  -22.0654
            12  C1a C    31.1054  -23.9810
            13  C1a C    28.8942  -23.9810
            14  C1x C    26.6827  -23.9753
            15  O2x O    25.5624  -22.0654
            16  O2a O    33.3513  -17.3301
            17  C1z C    25.5624  -24.6234
            18  C1y C    24.4544  -22.7024
            19  C1y C    29.9346  -13.6690
            20  C1y C    24.4544  -23.9753
            21  C1a C    24.6985  -25.8456
            22  O1a O    26.4614  -26.0049
            23  C1a C    23.3567  -22.0654
            24  C1y C    29.9291  -12.3555
            25  C1y C    28.8732  -14.3344
            26  O7a O    23.3567  -24.6234
            27  C1x C    28.7862  -11.7129
            28  C1b C    31.0257  -11.7072
            29  C1y C    28.8088  -15.7160
            30  O2a O    27.7584  -13.7029
            31  C1y C    28.7862  -10.4232
            32  C4a C    32.1404  -12.3387
            33  C1x C    27.6659  -16.3073
            34  C1y C    27.6601   -9.7862
            35  C1a C    29.8885   -9.7806
            36  O4a O    33.2427  -11.6903
            37  C7x C    26.5058  -15.6647
            38  C2x C    26.5578  -10.4232
            39  O1a O    27.6601   -8.5141
            40  O7x O    25.3471  -16.3018
            41  O6a O    26.5058  -14.3851
            42  C2x C    26.5578  -11.7129
            43  C1y C    24.2042  -15.6071
            44  C2x C    25.4262  -12.3555
            45  C1x C    24.1874  -14.2540
            46  C1a C    23.0782  -16.2214
            47  C2x C    25.4092  -13.6520
            48  C1a C    27.8181  -12.4292
            49  C7a C    22.2529  -23.9972
            50  C1b C    21.1550  -24.6454
            51  O6a O    22.2401  -22.7296
            52  C1c C    20.0512  -24.0260
            53  C1a C    18.9628  -24.6722
            54  C1a C    20.0357  -22.7605
            55  O7a O    29.9721  -16.3864
            56  C7a C    29.9733  -17.7371
            57  O6a O    31.1435  -18.4114
            58  C1a C    28.8042  -18.4134
BOND        60
            1    10  16 1 #Up
            2    14  17 1
            3    15  18 1
            4    19  16 1 #Down
            5    17  20 1
            6    17  21 1 #Down
            7    17  22 1 #Up
            8    18  23 1 #Down
            9    19  24 1
            10   19  25 1
            11   20  26 1 #Up
            12   24  27 1
            13   24  28 1 #Down
            14   25  29 1
            15   25  30 1 #Down
            16   27  31 1
            17   28  32 1
            18   29  33 1
            19   31  34 1
            20   31  35 1 #Down
            21   32  36 2
            22   33  37 1
            23   34  38 1
            24   34  39 1 #Down
            25   37  40 1
            26   37  41 2
            27   38  42 2
            28   40  43 1
            29   42  44 1
            30   43  45 1
            31   43  46 1 #Down
            32   44  47 2
            33    8  10 1
            34   18  20 1
            35   45  47 1
            36   30  48 1
            37    1   2 1
            38   26  49 1
            39    1   3 1 #Down
            40   49  50 1
            41    1   4 1
            42   49  51 2
            43    2   5 1
            44   50  52 1
            45    2   6 1 #Up
            46    7   3 1 #Up
            47    4   8 1
            48    4   9 1 #Up
            49    5  10 1
            50    5  11 1 #Down
            51   52  53 1
            52    6  12 1
            53   52  54 1
            54   29  55 1 #Down
            55    6  13 1
            56   55  56 1
            57    7  14 1
            58   56  57 2
            59    7  15 1
            60   56  58 1

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