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KEGG   DRUG: Clopidogrel bisulfate
Entry
D00769                      Drug                                   
Name
Clopidogrel bisulfate (USP);
Clopidogrel sulfate (JP18);
Clopidogrel sulfate tablets (JP18);
Clopidogrel hydrogen sulphate;
Isocover (TN);
Plavix (TN)
Product
PLAVIX (Sanofi-Aventis U.S. LLC)
  Generic
CLOPIDOGREL (A-S Medication Solutions), CLOPIDOGREL (A-S Medication Solutions), CLOPIDOGREL (A-S Medication Solutions), CLOPIDOGREL (A-S Medication Solutions), CLOPIDOGREL (A-S Medication Solutions), CLOPIDOGREL (A-S Medication Solutions), CLOPIDOGREL (A-S Medication Solutions), CLOPIDOGREL (A-S Medication Solutions), CLOPIDOGREL (A-S Medication Solutions), CLOPIDOGREL (A-S Medication Solutions), CLOPIDOGREL (A-S Medication Solutions), CLOPIDOGREL (American Health Packaging), CLOPIDOGREL (Amneal Pharmaceuticals LLC), CLOPIDOGREL (Aphena Pharma Solutions - Tennessee), CLOPIDOGREL (Apotex Corp.), CLOPIDOGREL (Ascend Laboratories), CLOPIDOGREL (Aurobindo Pharma Limited), CLOPIDOGREL (AvPAK), CLOPIDOGREL (Bryant Ranch Prepack), CLOPIDOGREL (Bryant Ranch Prepack), CLOPIDOGREL (Camber Pharmaceuticals), CLOPIDOGREL (DIRECT RX), CLOPIDOGREL (Golden State Medical Supply), CLOPIDOGREL (Legacy Pharmaceutical Packaging), CLOPIDOGREL (Macleods Pharmaceuticals Limited), CLOPIDOGREL (Major Pharmaceuticals), CLOPIDOGREL (NCS HealthCare of KY), CLOPIDOGREL (NorthStar RxLLC), CLOPIDOGREL (Novadoz Pharmaceuticals LLC), CLOPIDOGREL (NuCare Pharmaceuticals), CLOPIDOGREL (NuCare Pharmaceuticals), CLOPIDOGREL (POLYGEN PHARMACEUTICALS), CLOPIDOGREL (Proficient Rx LP), CLOPIDOGREL (Proficient Rx LP), CLOPIDOGREL (Proficient Rx LP), CLOPIDOGREL (REMEDYREPACK), CLOPIDOGREL (REMEDYREPACK), CLOPIDOGREL (REMEDYREPACK), CLOPIDOGREL (RPK Pharmaceuticals), CLOPIDOGREL (RedPharm Drug), CLOPIDOGREL (Redpharm Drug), CLOPIDOGREL (Teva Pharmaceuticals USA), CLOPIDOGREL (Vensun Pharmaceuticals), CLOPIDOGREL (Viona Pharmaceuticals), CLOPIDOGREL (Westminster Pharmaceuticals), CLOPIDOGREL (Zydus Lifesciences Limited), CLOPIDOGREL 75MG (Coupler LLC), CLOPIDOGREL BISULFATE (ACI Healthcare USA), CLOPIDOGREL BISULFATE (Bryant Ranch Prepack), CLOPIDOGREL BISULFATE (Bryant Ranch Prepack), CLOPIDOGREL BISULFATE (Cardinal Health 107), CLOPIDOGREL BISULFATE (Dr.Reddy's Laboratories Limited), CLOPIDOGREL BISULFATE (Dr.Reddy's Laboratories Limited), CLOPIDOGREL BISULFATE (Graviti Pharmaceuticals Private Limited), CLOPIDOGREL BISULFATE (Major Pharmaceuticals), CLOPIDOGREL BISULFATE (McKesson Corporation dba SKY Packaging), CLOPIDOGREL BISULFATE (NuCare Pharmaceuticals), CLOPIDOGREL BISULFATE (PD-Rx Pharmaceuticals), CLOPIDOGREL BISULFATE (Preferred Pharmaceuticals), CLOPIDOGREL BISULFATE (Proficient Rx LP), CLOPIDOGREL BISULFATE (Quallent Pharmaceuticals Health LLC), CLOPIDOGREL BISULFATE (RADHA PHARMACEUTICALS), CLOPIDOGREL BISULFATE (REMEDYREPACK), CLOPIDOGREL BISULFATE (REMEDYREPACK), CLOPIDOGREL BISULFATE (RedPharm Drug), CLOPIDOGREL BISULFATE (ScieGen Pharmaceuticals), CLOPIDOGREL BISULFATE (Sun Pharmaceutical Industries), CLOPIDOGREL BISULFATE (Torrent Pharmaceuticals Limited)
Formula
C16H16ClNO2S. H2SO4
Exact mass
419.0264
Mol weight
419.90
Structure
Simcomp
Class
Blood modifier agent
 DG01950  Antithrombotic agent
  DG01712  Antiplatelet agent
   DG01808  Thienopyridine
 DG01809  P2Y12 receptor antagonist
  DG01808  Thienopyridine
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG02919  CYP2B6 substrate
 DG01639  CYP2C19 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Metabolizing enzyme inhibitor
 DG01641  CYP2C8 inhibitor
Remark
Therapeutic category: 3399
ATC code: B01AC04
Chemical structure group: DG00155
Product (DG00155): D00769<JP/US>
Product (mixture): D10513<JP>
Efficacy
Anticoagulant, Platelet aggregation inhibitor, Purinergic receptor P2Y12 antagonist
  Disease
Myocardial infarction [DS:H01730]
Comment
Thienopyridine derivative
CYP2C19 poor metabolizer status is associated with diminished response to Clopidogrel.
Target
P2RY12 [HSA:64805] [KO:K04298]
  Pathway
hsa04611  Platelet activation
Metabolism
Enzyme: CYP2C19 [HSA:1557]; CYP3A4 [HSA:1576], CYP1A2 [HSA:1544], CYP2B6 [HSA:1555]
Interaction
CYP inhibition: CYP2C8 [HSA:1558]
Structure map
map07049  Antithrombosis agents
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 B BLOOD AND BLOOD FORMING ORGANS
  B01 ANTITHROMBOTIC AGENTS
   B01A ANTITHROMBOTIC AGENTS
    B01AC Platelet aggregation inhibitors excl. heparin
     B01AC04 Clopidogrel
      D00769  Clopidogrel bisulfate (USP) <JP/US>
USP drug classification [BR:br08302]
 Blood Products and Modifiers
  Platelet Modifying Agents
   Adenosine Diphosphate P2Y12 Inhibitors
    Clopidogrel
     D00769  Clopidogrel bisulfate (USP)
Therapeutic category of drugs in Japan [BR:br08301]
 3  Agents affecting metabolism
  33  Blood and body fluid agents
   339  Miscellaneous
    3399  Others
     D00769  Clopidogrel bisulfate (USP); Clopidogrel sulfate (JP18); Clopidogrel sulfate tablets (JP18)
Drug groups [BR:br08330]
 Blood modifier agent
  DG01950  Antithrombotic agent
   DG01712  Antiplatelet agent
    DG01808  Thienopyridine
     DG00155  Clopidogrel
      D00769  Clopidogrel bisulfate
  DG01809  P2Y12 receptor antagonist
   DG01808  Thienopyridine
    DG00155  Clopidogrel
     D00769  Clopidogrel bisulfate
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00155  Clopidogrel
    D00769  Clopidogrel bisulfate
  DG02919  CYP2B6 substrate
   DG00155  Clopidogrel
    D00769  Clopidogrel bisulfate
  DG01639  CYP2C19 substrate
   DG00155  Clopidogrel
    D00769  Clopidogrel bisulfate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00155  Clopidogrel
     D00769  Clopidogrel bisulfate
 Metabolizing enzyme inhibitor
  DG01641  CYP2C8 inhibitor
   DG00155  Clopidogrel
    D00769  Clopidogrel bisulfate
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Purine / pyrimidine
    P2RY12
     D00769  Clopidogrel bisulfate (USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00769  Clopidogrel sulfate
  D00769  Clopidogrel sulfate tablets
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D00769
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D00769
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00769
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00769
Drug groups [BR:br08330]
 Blood modifier agent
  DG01950  Antithrombotic agent
   DG01712  Antiplatelet agent
    DG01808  Thienopyridine
     DG00155  Clopidogrel
  DG01809  P2Y12 receptor antagonist
   DG01808  Thienopyridine
    DG00155  Clopidogrel
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00155  Clopidogrel
  DG02919  CYP2B6 substrate
   DG00155  Clopidogrel
  DG01639  CYP2C19 substrate
   DG00155  Clopidogrel
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00155  Clopidogrel
 Metabolizing enzyme inhibitor
  DG01641  CYP2C8 inhibitor
   DG00155  Clopidogrel
Other DBs
CAS: 120202-66-6
PubChem: 7847834
ChEBI: 3759
LigandBox: D00769
LinkDB
KCF data

ATOM        26
            1   N1y N    21.9223  -14.0768
            2   C1c C    20.7116  -14.7786
            3   C1x C    23.1271  -14.7786
            4   C1x C    21.9164  -12.6791
            5   C8y C    19.5011  -14.0768
            6   C7a C    20.7116  -16.1766
            7   C8y C    24.3378  -14.0827
            8   C1x C    23.1271  -11.9773
            9   C8y C    19.5011  -12.6791
            10  C8x C    18.2904  -14.7786
            11  O7a O    19.5011  -16.8782
            12  O6a O    21.9223  -16.8725
            13  C8y C    24.3378  -12.6791
            14  C8x C    25.6771  -14.5154
            15  C8x C    18.2904  -11.9773
            16  X   Cl   20.7116  -11.9773
            17  C8x C    17.0797  -14.0768
            18  C1a C    18.2904  -16.1766
            19  S2x S    25.6712  -12.2405
            20  C8x C    26.5018  -13.3751
            21  C8x C    17.0797  -12.6791
            22  S4a S    29.6520  -14.3900
            23  O1d O    29.6520  -12.9900
            24  O1d O    29.6520  -15.7900
            25  O1d O    28.2519  -14.3900
            26  O1d O    31.0519  -14.3900
BOND        27
            1     2   5 1
            2     2   6 1 #Down
            3     3   7 1
            4     4   8 1
            5     5   9 1
            6     5  10 2
            7     6  11 1
            8     6  12 2
            9     7  13 2
            10    7  14 1
            11    9  15 2
            12    9  16 1
            13   10  17 1
            14   11  18 1
            15   13  19 1
            16   14  20 2
            17   15  21 1
            18    8  13 1
            19   17  21 2
            20   19  20 1
            21    1   2 1
            22    1   3 1
            23    1   4 1
            24   22  23 2
            25   22  24 2
            26   22  25 1
            27   22  26 1

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