KEGG   DRUG: Josamycin propionate
Entry
D05351                      Drug                                   
Name
Josamycin propionate (JP18);
Josamy (TN)
Formula
C45H73NO16
Exact mass
883.4929
Mol weight
884.0582
Structure
Simcomp
Class
Antibacterial
 DG01551  Macrolide antibiotic
  DG01876  16-Membered ring macrolide antibiotic
Metabolizing enzyme inhibitor
 DG02852  CYP3A/CYP3A4 inhibitor
  DG01522  CYP3A4 inhibitor
Remark
Therapeutic category: 6145
ATC code: J01FA07
Chemical structure group: DG00604
Efficacy
Antibacterial, Protein biosynthesis inhibitor
Comment
Active form of prodrug: Josamycin [DR:D01235]
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
      D05351  Josamycin propionate (JP18)
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
     D05351  Josamycin propionate (JP18)
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01876  16-Membered ring macrolide antibiotic
    DG00604  Josamycin
     D05351  Josamycin propionate
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00604  Josamycin
     D05351  Josamycin propionate
Drug classes [BR:br08332]
 Antibacterial
  DG01551  Macrolide antibiotic
   D05351  Josamycin propionate
Antimicrobials [BR:br08307]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    D05351  Josamycin propionate (JP18)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D05351  Josamycin propionate
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D05351
Prodrugs [br08324.html]
 D05351
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: 40922-77-8
PubChem: 47207036
LigandBox: D05351
NIKKAJI: J294.789G
LinkDB
KCF data

ATOM        62
            1   C1y C    35.3540  -22.9759
            2   C1y C    36.4710  -23.6042
            3   O2a O    34.2369  -23.6042
            4   C1y C    35.3540  -21.6494
            5   C1y C    37.5880  -22.9759
            6   N1c N    36.4710  -24.8608
            7   C1y C    33.1897  -24.2325
            8   O2x O    36.4710  -21.0211
            9   C1a C    34.3068  -21.0211
            10  C1y C    37.5880  -21.6494
            11  O1a O    38.7050  -23.6042
            12  C1a C    37.5880  -25.4892
            13  C1a C    35.3540  -25.4892
            14  C1x C    33.1897  -25.4892
            15  O2x O    32.0727  -23.6042
            16  O2a O    39.8221  -18.8568
            17  C1z C    32.0727  -26.1175
            18  C1y C    30.9557  -24.2325
            19  C1y C    36.4012  -15.2265
            20  C1y C    30.9557  -25.4892
            21  C1a C    31.1651  -27.3742
            22  O1a O    32.9803  -27.5138
            23  C1a C    29.8387  -23.6042
            24  C1y C    36.4012  -13.9001
            25  C1y C    35.3540  -15.9247
            26  O7a O    29.8387  -26.1175
            27  C1x C    35.2842  -13.2717
            28  C1b C    37.5182  -13.2717
            29  C1y C    35.3542  -17.2511
            30  O2a O    34.2369  -15.2963
            31  C1y C    35.2842  -12.0151
            32  C4a C    38.6352  -13.9001
            33  C1x C    34.1671  -17.8794
            34  C1y C    34.1671  -11.3867
            35  C1a C    36.3314  -11.3867
            36  O4a O    39.6824  -13.2717
            37  C7x C    32.9803  -17.2511
            38  C2x C    33.0501  -12.0151
            39  O7x O    31.8633  -17.8794
            40  O6a O    32.9803  -15.9247
            41  C2x C    33.0501  -13.2717
            42  C1y C    30.6764  -17.1813
            43  C2x C    31.9331  -13.9001
            44  C1x C    30.6764  -15.7850
            45  C1a C    29.5594  -17.7398
            46  C2x C    31.9331  -15.2265
            47  C1a C    34.2368  -13.9699
            48  C7a C    28.7915  -25.4892
            49  C1b C    27.6744  -26.1873
            50  O6a O    28.7916  -24.2325
            51  C1c C    26.5574  -25.5590
            52  C1a C    25.5102  -26.1873
            53  C1a C    26.5574  -24.3023
            54  O7a O    36.4710  -17.9493
            55  C7a C    36.4710  -19.2757
            56  O6a O    37.5880  -19.9739
            57  C1a C    35.2842  -19.9739
            58  O7a O    34.1671   -9.9905
            59  C7a C    35.3763   -9.2923
            60  C1b C    36.5686   -9.9809
            61  O6a O    35.3764   -7.8962
            62  C1a C    37.7529   -9.2972
BOND        64
            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   37  39 1
            25   37  40 2
            26   38  41 2
            27   39  42 1
            28   41  43 1
            29   42  44 1
            30   42  45 1 #Down
            31   43  46 2
            32    8  10 1
            33   18  20 1
            34   44  46 1
            35   30  47 1
            36    1   2 1
            37   26  48 1
            38    1   3 1 #Down
            39   48  49 1
            40    1   4 1
            41   48  50 2
            42    2   5 1
            43   49  51 1
            44    2   6 1 #Up
            45    7   3 1 #Up
            46    4   8 1
            47    4   9 1 #Up
            48    5  10 1
            49    5  11 1 #Down
            50   51  52 1
            51    6  12 1
            52   51  53 1
            53   29  54 1 #Down
            54    6  13 1
            55   54  55 1
            56    7  14 1
            57   55  56 2
            58    7  15 1
            59   55  57 1
            60   34  58 1 #Down
            61   58  59 1
            62   59  60 1
            63   59  61 2
            64   60  62 1

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