KEGG   DRUG: Clarithromycin
Entry
D00276                      Drug                                   
Name
Clarithromycin (JP18/USP/INN);
Biaxin (TN)
Product
  Generic
CLARITHROMYCIN (A-S Medication Solutions), CLARITHROMYCIN (A-S Medication Solutions), CLARITHROMYCIN (A-S Medication Solutions), CLARITHROMYCIN (A-S Medication Solutions), CLARITHROMYCIN (A-S Medication Solutions), CLARITHROMYCIN (Actavis Pharma), CLARITHROMYCIN (Ajanta Pharma USA), CLARITHROMYCIN (Alembic Pharmaceuticals Limited), CLARITHROMYCIN (Alembic Pharmaceuticals), CLARITHROMYCIN (American Health Packaging), CLARITHROMYCIN (Asclemed USA), CLARITHROMYCIN (Aurobindo Pharma Limited), CLARITHROMYCIN (AvPAK), CLARITHROMYCIN (Bryant Ranch Prepack), CLARITHROMYCIN (Bryant Ranch Prepack), CLARITHROMYCIN (Chartwell RX), CLARITHROMYCIN (Chartwell RX), CLARITHROMYCIN (DirectRX), CLARITHROMYCIN (DirectRx), CLARITHROMYCIN (Direct_Rx), CLARITHROMYCIN (Lannett Company), CLARITHROMYCIN (Lannett Company), CLARITHROMYCIN (Major Pharmaceuticals), CLARITHROMYCIN (Northwind Pharmaceuticals), CLARITHROMYCIN (NuCare Pharmaceuticals), CLARITHROMYCIN (NuCare Pharmaceuticals), CLARITHROMYCIN (NuCare Pharmaceuticals), CLARITHROMYCIN (PD-Rx Pharmaceuticals), CLARITHROMYCIN (PD-Rx Pharmaceuticals), CLARITHROMYCIN (PD-Rx Pharmaceuticals), CLARITHROMYCIN (PD-Rx Pharmaceuticals), CLARITHROMYCIN (Preferred Pharmaceuticals), CLARITHROMYCIN (Preferred Pharmaceuticals), CLARITHROMYCIN (Proficient Rx LP), CLARITHROMYCIN (Proficient Rx LP), CLARITHROMYCIN (Proficient Rx LP), CLARITHROMYCIN (REMEDYREPACK), CLARITHROMYCIN (REMEDYREPACK), CLARITHROMYCIN (REMEDYREPACK), CLARITHROMYCIN (RPK Pharmaceuticals), CLARITHROMYCIN (RPK Pharmaceuticals), CLARITHROMYCIN (RedPharm Drug), CLARITHROMYCIN (RedPharm Drug), CLARITHROMYCIN (Rising Pharma Holdings), CLARITHROMYCIN (Sandoz), CLARITHROMYCIN (Sandoz), CLARITHROMYCIN (Strides Pharma Science Limited)
Formula
C38H69NO13
Exact mass
747.4769
Mol weight
747.95
Structure
Simcomp
Class
Antibacterial
 DG01551  Macrolide antibiotic
  DG01874  14-membered ring macrolide antibiotic
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Metabolizing enzyme inhibitor
 DG02852  CYP3A/CYP3A4 inhibitor
  DG01522  CYP3A4 inhibitor
Transporter inhibitor
 DG01622  ABCB1 inhibitor
Remark
Same as: C06912
Therapeutic category: 6149
ATC code: J01FA09
Chemical structure group: DG00605
Product (DG00605): D00276<JP/US>
Product (mixture): D08774<US> D10246<US> D10519<JP> D10775<JP>
Efficacy
Antibacterial, Protein biosynthesis inhibitor
  Disease
Pharyngitis/tonsillitis [DS:H01424]
Helicobacter pylori infection [DS:H00320]
Target
50S ribosomal subunit
  Pathway
ko03010  Ribosome
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
CYP inhibition: CYP3A4 [HSA:1576]
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
     J01FA09 Clarithromycin
      D00276  Clarithromycin (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antibacterials
  Macrolides
   Clarithromycin
    D00276  Clarithromycin (JP18/USP/INN)
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
    6149  Others
     D00276  Clarithromycin (JP18/USP/INN)
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01874  14-membered ring macrolide antibiotic
    DG00605  Clarithromycin
     D00276  Clarithromycin
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00605  Clarithromycin
     D00276  Clarithromycin
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00605  Clarithromycin
     D00276  Clarithromycin
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00605  Clarithromycin
    D00276  Clarithromycin
Drug classes [BR:br08332]
 Antibacterial
  DG01551  Macrolide antibiotic
   D00276  Clarithromycin
Antimicrobials [BR:br08307]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    D00276  Clarithromycin (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00276  Clarithromycin
  D00276  Clarithromycin tablets
  D00276  Clarithromycin for syrup
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00276
 Drug transporters
  D00276
Drug groups [BR:br08330]
 Antibacterial
  DG01551  Macrolide antibiotic
   DG01874  14-membered ring macrolide antibiotic
    DG00605  Clarithromycin
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00605  Clarithromycin
 Metabolizing enzyme inhibitor
  DG02852  CYP3A/CYP3A4 inhibitor
   DG01522  CYP3A4 inhibitor
    DG00605  Clarithromycin
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   DG00605  Clarithromycin
Antimicrobials abbreviations [BR:br08327]
 Antibacterials
  Protein biosynthesis inhibitor
   Macrolide
    DG00605  Clarithromycin
Other DBs
CAS: 81103-11-9
PubChem: 7847342
ChEBI: 3732
PDB-CCD: CTY[PDBj]
LigandBox: D00276
NIKKAJI: J134.033F
LinkDB
KCF data

ATOM        52
            1   C1y C    24.1709  -17.2043
            2   C1z C    24.1709  -15.8400
            3   C1y C    22.9859  -17.8807
            4   O2a O    25.6666  -18.4812
            5   C1x C    22.9859  -15.1580
            6   C1y C    22.9859  -19.2450
            7   C1a C    21.9450  -16.9275
            8   C1y C    27.4458  -17.6943
            9   C1y C    22.9859  -13.7880
            10  O2a O    23.7258  -20.6034
            11  C1y C    21.8123  -19.9272
            12  C1y C    28.5906  -18.4120
            13  O2x O    27.4113  -16.3303
            14  C5x C    21.8123  -13.1116
            15  C1a C    24.1709  -13.1116
            16  C1y C    24.7548  -21.7190
            17  C7x C    20.6273  -19.2450
            18  C1a C    21.8123  -21.2912
            19  C1y C    29.7920  -17.7775
            20  O1a O    28.5500  -19.7801
            21  C1y C    28.6878  -15.6932
            22  C1y C    20.6273  -13.7880
            23  O5x O    21.8123  -11.7473
            24  C1x C    24.7548  -23.0776
            25  O2x O    25.9398  -21.0369
            26  O7x O    20.6273  -17.8807
            27  O6a O    19.5695  -20.1930
            28  C1x C    29.8379  -16.4196
            29  C1a C    28.7389  -14.3326
            30  C1y C    20.6273  -15.1580
            31  C1a C    19.4481  -13.1116
            32  C1z C    25.9398  -23.7654
            33  C1y C    27.1133  -21.7190
            34  C1y C    19.4481  -17.2043
            35  C1z C    19.4481  -15.8400
            36  O1a O    21.8123  -15.8400
            37  C1y C    27.1133  -23.0776
            38  O2a O    25.9398  -25.0892
            39  C1a C    28.2983  -21.0428
            40  C1b C    18.2688  -17.8807
            41  C1a C    18.1995  -16.4066
            42  O1a O    18.1995  -15.1522
            43  O1a O    28.2983  -23.7654
            44  C1a C    18.3035  -19.0021
            45  C1a C    25.3593  -16.5254
            46  C1a C    27.1615  -25.7951
            47  C1a C    24.7273  -24.4654
            48  O2a O    24.8709  -14.6276
            49  C1a C    26.2709  -14.6276
            50  N1c N    30.9997  -18.5339
            51  C1a C    32.2377  -17.8772
            52  C1a C    31.0187  -19.9487
BOND        54
            1     1   2 1
            2     1   3 1
            3     1   4 1 #Down
            4     2   5 1
            5     3   6 1
            6     3   7 1 #Down
            7     8   4 1 #Down
            8     5   9 1
            9     6  10 1 #Down
            10    6  11 1
            11    8  12 1
            12    8  13 1
            13    9  14 1
            14    9  15 1 #Down
            15   16  10 1 #Down
            16   11  17 1
            17   11  18 1 #Up
            18   12  19 1
            19   12  20 1 #Up
            20   13  21 1
            21   14  22 1
            22   14  23 2
            23   16  24 1
            24   16  25 1
            25   17  26 1
            26   17  27 2
            27   19  28 1
            28   21  29 1 #Down
            29   22  30 1
            30   22  31 1 #Up
            31   24  32 1
            32   25  33 1
            33   26  34 1
            34   30  35 1
            35   30  36 1 #Up
            36   32  37 1
            37   32  38 1 #Down
            38   33  39 1 #Up
            39   34  40 1 #Down
            40   35  41 1 #Down
            41   35  42 1 #Up
            42   37  43 1 #Down
            43   40  44 1
            44   21  28 1
            45   33  37 1
            46   34  35 1
            47    2  45 1 #Down
            48   38  46 1
            49   32  47 1
            50    2  48 1 #Up
            51   48  49 1
            52   19  50 1 #Down
            53   50  51 1
            54   50  52 1

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