KEGG   DRUG: Azithromycin
Entry
D07486                      Drug                                   
Name
Azithromycin (INN);
Azasite (TN);
Azithromycin (TN)
Product
  Generic
Formula
C38H72N2O12
Exact mass
748.5085
Mol weight
748.98
Structure
Simcomp
Class
Antibacterial
 DG01551  Macrolide antibiotic
  DG01875  15-Membered ring macrolide antibiotic
Transporter substrate
 DG01665  ABCB1 substrate
Transporter inhibitor
 DG01622  ABCB1 inhibitor
Remark
Same as: C06838
ATC code: J01FA10 S01AA26
Chemical structure group: DG00606
Product (DG00606): D07486<US> D02134<JP/US> D06390<US>
Efficacy
Antibacterial, Protein biosynthesis inhibitor
  Disease
Urethritis and cervicitis due to Chlamydia trachomatis [DS:H00347]
Target
50S ribosomal subunit
  Pathway
ko03010  Ribosome
Metabolism
Transporter: ABCB1 [HSA:5243]
Interaction
Transporter inhibition: ABCB1 [HSA:5243]
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
     J01FA10 Azithromycin
      D07486  Azithromycin (INN) <US>
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AA Antibiotics
     S01AA26 Azithromycin
      D07486  Azithromycin (INN) <US>
USP drug classification [BR:br08302]
 Antibacterials
  Macrolides
   Azithromycin
    D07486  Azithromycin (INN)
 Ophthalmic Agents
  Ophthalmic Anti-Infectives
   Antibacterials, Ophthalmic
    Azithromycin
     D07486  Azithromycin (INN)
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01875  15-Membered ring macrolide antibiotic
    DG00606  Azithromycin
     D07486  Azithromycin
 Transporter substrate
  DG01665  ABCB1 substrate
   DG00606  Azithromycin
    D07486  Azithromycin
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00606  Azithromycin
    D07486  Azithromycin
Drug classes [BR:br08332]
 Antibacterial
  DG01551  Macrolide antibiotic
   D07486  Azithromycin
Antimicrobials [BR:br08307]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    D07486  Azithromycin (INN) <US>
Drug metabolizing enzymes and transporters [br08309.html]
 Drug transporters
  D07486
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01875  15-Membered ring macrolide antibiotic
    DG00606  Azithromycin
 Transporter substrate
  DG01665  ABCB1 substrate
   DG00606  Azithromycin
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00606  Azithromycin
Antimicrobials abbreviations [BR:br08327]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    DG00606  Azithromycin
Other DBs
CAS: 83905-01-5
PubChem: 51091811
ChEBI: 2955
PDB-CCD: ZIT[PDBj]
LigandBox: D07486
NIKKAJI: J134.080H
LinkDB
KCF data

ATOM        52
            1   C1y C    17.9900  -14.2100
            2   C1y C    16.7300  -14.8400
            3   O2a O    19.5300  -15.1900
            4   C1z C    17.9900  -12.8800
            5   C1y C    16.7300  -16.1700
            6   C1a C    15.9600  -13.8600
            7   C1y C    20.8600  -14.4200
            8   C1x C    17.2200  -12.3200
            9   C1a C    19.1800  -13.4400
            10  O1a O    19.1800  -12.1800
            11  O2a O    17.5000  -18.1300
            12  C1y C    15.6100  -16.8000
            13  C1y C    21.6300  -15.6800
            14  O2x O    21.6300  -13.1600
            15  C1y C    17.7100  -11.0600
            16  C1y C    19.1100  -18.8300
            17  C7x C    14.4900  -16.1700
            18  C1a C    15.5400  -18.1300
            19  C1y C    23.0300  -15.6800
            20  O1a O    20.8600  -16.9400
            21  C1y C    23.0300  -13.1600
            22  C1x C    16.8700  -10.2200
            23  C1a C    18.6900  -10.5000
            24  C1x C    19.1100  -20.3000
            25  O2x O    20.3700  -18.1300
            26  O7x O    14.4900  -14.8400
            27  O6a O    13.5100  -17.1500
            28  C1x C    23.7300  -14.4200
            29  N1c N    23.7300  -16.9400
            30  C1a C    23.7300  -11.9700
            31  N1y N    15.6800  -10.2200
            32  C1z C    20.3700  -21.0000
            33  C1y C    21.5600  -18.8300
            34  C1y C    13.3700  -14.1400
            35  C1a C    25.1300  -17.8500
            36  C1a C    25.0600  -16.2400
            37  C1y C    14.5600  -10.8500
            38  C1a C    15.6800   -8.8900
            39  C1y C    21.5600  -20.3000
            40  O2a O    20.3000  -22.3300
            41  C1a C    22.8200  -18.1300
            42  C1z C    13.3700  -12.8100
            43  C1b C    12.1800  -14.7700
            44  C1y C    14.5600  -12.1800
            45  C1a C    13.3700  -10.1500
            46  O1a O    22.8200  -21.0000
            47  C1a C    21.4900  -23.0300
            48  C1a C    12.0400  -13.3000
            49  O1a O    12.1800  -11.6900
            50  C1a C    12.1800  -16.1000
            51  O1a O    15.6800  -12.8800
            52  C1a C    19.1100  -21.7000
BOND        54
            1     1   2 1
            2     1   3 1 #Down
            3     1   4 1
            4     2   5 1
            5     2   6 1 #Down
            6     7   3 1 #Down
            7     4   8 1
            8     4   9 1 #Down
            9     4  10 1 #Up
            10    5  11 1 #Down
            11    5  12 1
            12    7  13 1
            13    7  14 1
            14    8  15 1
            15   16  11 1 #Down
            16   12  17 1
            17   12  18 1 #Up
            18   13  19 1
            19   13  20 1 #Up
            20   14  21 1
            21   15  22 1
            22   15  23 1 #Down
            23   16  24 1
            24   16  25 1
            25   17  26 1
            26   17  27 2
            27   19  28 1
            28   19  29 1 #Down
            29   21  30 1 #Down
            30   22  31 1
            31   24  32 1
            32   25  33 1
            33   26  34 1
            34   29  35 1
            35   29  36 1
            36   31  37 1
            37   31  38 1
            38   32  39 1
            39   32  40 1 #Down
            40   33  41 1 #Up
            41   34  42 1
            42   34  43 1 #Down
            43   37  44 1
            44   37  45 1 #Up
            45   39  46 1 #Down
            46   40  47 1
            47   42  48 1 #Down
            48   42  49 1 #Up
            49   43  50 1
            50   44  51 1 #Up
            51   21  28 1
            52   33  39 1
            53   42  44 1
            54   32  52 1 #Up

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