KEGG   DRUG: Azithromycin
Entry
D07486                      Drug                                   

Name
Azithromycin (INN);
AZM;
Azasite (TN);
Azithromycin (TN)
Product
  Generic
Formula
C38H72N2O12
Exact mass
748.5085
Mol weight
748.9845
Structure
Simcomp
Class
Antibacterial
 DG01551  Macrolide antibiotic
  DG01875  15-Membered ring macrolide antibiotic
Transporter substrate
 DG01665  ABCB1 (P-GP) substrate
Transporter inhibitor
 DG01622  ABCB1 (P-GP) 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 metabolizing enzymes and transporters [br08309.html]
 Drug transporters
  D07486
Other DBs
CAS: 83905-01-5
PubChem: 51091811
ChEBI: 2955
ChEMBL: CHEMBL529
DrugBank: DB00207
PDB-CCD: ZIT[PDBj]
LigandBox: D07486
NIKKAJI: J134.080H
LinkDB
KCF data

ATOM        52
            1   C1y C    21.6300  -16.2400
            2   C1y C    20.3700  -16.8700
            3   O2a O    23.1700  -17.2200
            4   C1z C    21.6300  -14.9100
            5   C1y C    20.3700  -18.2000
            6   C1a C    19.6000  -15.8900
            7   C1y C    24.5000  -16.4500
            8   C1x C    20.8600  -14.3500
            9   C1a C    22.8200  -15.4700
            10  O1a O    22.8200  -14.2100
            11  O2a O    21.1400  -20.1600
            12  C1y C    19.2500  -18.8300
            13  C1y C    25.2700  -17.7100
            14  O2x O    25.2700  -15.1900
            15  C1y C    21.3500  -13.0900
            16  C1y C    22.7500  -20.8600
            17  C7x C    18.1300  -18.2000
            18  C1a C    19.1800  -20.1600
            19  C1y C    26.6700  -17.7100
            20  O1a O    24.5000  -18.9700
            21  C1y C    26.6700  -15.1900
            22  C1x C    20.5100  -12.2500
            23  C1a C    22.3300  -12.5300
            24  C1x C    22.7500  -22.3300
            25  O2x O    24.0100  -20.1600
            26  O7x O    18.1300  -16.8700
            27  O6a O    17.1500  -19.1800
            28  C1x C    27.3700  -16.4500
            29  N1c N    27.3700  -18.9700
            30  C1a C    27.3700  -14.0000
            31  N1y N    19.3200  -12.2500
            32  C1z C    24.0100  -23.0300
            33  C1y C    25.2000  -20.8600
            34  C1y C    17.0100  -16.1700
            35  C1a C    28.7700  -19.8800
            36  C1a C    28.7000  -18.2700
            37  C1y C    18.2000  -12.8800
            38  C1a C    19.3200  -10.8500
            39  C1y C    25.2000  -22.3300
            40  O2a O    23.9400  -24.3600
            41  C1a C    26.4600  -20.1600
            42  C1z C    17.0100  -14.8400
            43  C1b C    15.8200  -16.8000
            44  C1y C    18.2000  -14.2100
            45  C1a C    17.0100  -12.1800
            46  O1a O    26.4600  -23.0300
            47  C1a C    25.1300  -25.0600
            48  C1a C    15.6800  -15.3300
            49  O1a O    15.8200  -13.7200
            50  C1a C    15.8200  -18.1300
            51  O1a O    19.3200  -14.9100
            52  C1a C    22.7500  -23.7300
BOND        54
            1     1   2 1
            2     1   3 1 #Down
            3     1   4 1
            4     2   5 1
            5     2   6 1
            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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