KEGG   DRUG: TopiramateHelp
Entry
D00537                      Drug                                   

Name
Topiramate (JAN/USAN/INN);
Topamax (TN);
Trokendi xr (TN)
Product
  Generic
TOPIRAMATE (A-S Medication Solutions), TOPIRAMATE (A-S Medication Solutions), TOPIRAMATE (Aidarex Pharmaceuticals LLC), TOPIRAMATE (Aidarex Pharmaceuticals LLC), TOPIRAMATE (American Health Packaging), TOPIRAMATE (American Health Packaging), TOPIRAMATE (Apotex Corp), TOPIRAMATE (Apotheca), TOPIRAMATE (Apotheca), TOPIRAMATE (Apotheca), TOPIRAMATE (Aurobindo Pharma Limited), TOPIRAMATE (AvPAK), TOPIRAMATE (Blenheim Pharmacal), TOPIRAMATE (Blenheim Pharmacal), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Cadila Healthcare Limited), TOPIRAMATE (Cadila Healthcare Limited), TOPIRAMATE (Camber Pharmaceuticals), TOPIRAMATE (Cardinal Health), TOPIRAMATE (Cardinal Health), TOPIRAMATE (Cipla USA), TOPIRAMATE (Cipla USA), TOPIRAMATE (Citron Pharma LLC), TOPIRAMATE (Clinical Solutions Wholesale), TOPIRAMATE (Cobalt Laboratories), TOPAMAX (DIRECT RX), TOPIRAMATE (DIRECT RX), TOPIRAMATE (DIRECT RX), TOPIRAMATE (DIRECT RX), TOPIRAMATE (DIRECT RX), TOPIRAMATE (DIRECT RX), TOPIRAMATE (DIRECT RX), TOPIRAMATE (DirectRX), TOPIRAMATE (DirectRX), TOPIRAMATE (Dispensing Solutions), TOPIRAMATE (Dispensing Solutions), TOPIRAMATE (Dispensing Solutions), TOPIRAMATE (Glenmark Pharmaceuticals), TOPIRAMATE (Golden State Medical Supply), TOPIRAMATE (H.J. Harkins Company), TOPIRAMATE (H.J. Harkins Company), TOPIRAMATE (Hikma Pharmaceutical), TOPIRAMATE (Keltman Pharmaceuticals), TOPIRAMATE (Lake Erie Medical & Surgical Supply DBA Quality Care Products LLC), TOPIRAMATE (Lake Erie Medical & Surgical Supply DBA Quality Care Products LLC), TOPIRAMATE (Lake Erie Medical DBA Quality Care Products LLC), TOPIRAMATE (Lake Erie Medical DBA Quality Care Products LLC), TOPIRAMATE (Lake Erie Medical DBA Quality Care Products LLC), TOPIRAMATE (Major Pharmaceuticals), TOPIRAMATE (Mylan Pharmaceuticals), TOPIRAMATE (Mylan institutional), TOPIRAMATE (NCS HealthCare of KY), TOPIRAMATE (Northwind Pharmaceuticals), TOPIRAMATE (Northwind Pharmaceuticals), TOPIRAMATE (Northwind Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (Physicians Total Care), TOPIRAMATE (Preferred Pharmacetucals), TOPIRAMATE (Preferred Pharmaceuticalc), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (Ranbaxy Pharmaceuticals), TOPIRAMATE (Rebel Distributors Corp), TOPIRAMATE (STAT Rx USA LLC), TOPIRAMATE (STAT Rx USA LLC), TOPIRAMATE (St Marys Medical Park Pharmacy), TOPIRAMATE (St Marys Medical Park Pharmacy), TOPIRAMATE (State of Florida DOH Central Pharmacy), TOPIRAMATE (State of Florida DOH Central Pharmacy), TOPIRAMATE (State of Florida DOH Central Pharmacy), TOPIRAMATE (Sun Pharma Global FZE), TOPIRAMATE (Sun Pharmaceutical Industries Limited), TOPIRAMATE (TYA Pharmaceuticals), TOPIRAMATE (Teva Pharmaceuticals USA), TOPIRAMATE (Torrent Pharmaceuticals Limited), TOPIRAMATE (Unichem Pharmaceuticals (USA)), TOPIRAMATE (Unit Dose Services), TOPIRAMATE (Unit Dose Services), TOPIRAMATE (Unit Dose Services), TOPIRAMATE (Unit Dose Services), TOPIRAMATE (Upsher-Smith Laboratories), TOPIRAMATE (Upsher-Smith Laboratories), TOPIRAMATE (Upsher-Smith Laboratories), TOPIRAMATE (West-Ward Pharmaceutical Corp), TOPIRAMATE (Zydus Pharmaceuticals (USA)), TOPIRAMATE (Zydus Pharmaceuticals (USA)), TOPIRAMATE (DIRECT RX)
Formula
C12H21NO8S
Exact mass
339.0988
Mol weight
339.362
Structure
Mol fileKCF fileDB searchJmolKegDraw
Class
Neuropsychiatric agent
 DG01569  AMPA receptor antagonist
Other
 DG01575  Calcium channel blocker
  DG01496  Calcium channel L type blocker
Cyp substrate
 DG01633  CYP3A4 substrate
Cyp inhibitor
 DG01933  CYP2C19 inhibitor
Remark
Same as: 
Therapeutic category: 
ATC code: 
Activity
Anticonvulsant, AMPA receptor antagonist
Target
GRIA [HSA:2890 2891 2892 2893] [KO:K05197 K05198 K05199 K05200];
GRIK [HSA:2897 2898 2899 2900 2901] [KO:K05201 K05202 K05203 K05204 K05205];
CACNA1-L [HSA:775 776 778 779] [KO:K04850 K04851 K04853 K04857];
SCN1A [HSA:6323] [KO:K04833];
SCN2A [HSA:6326] [KO:K04834];
SCN3A [HSA:6328] [KO:K04836];
SCN4A [HSA:6329] [KO:K04837];
SCN5A [HSA:6331] [KO:K04838];
SCN8A [HSA:6334] [KO:K04840];
SCN9A [HSA:6335] [KO:K04841]
  Pathway
Calcium signaling pathway
Neuroactive ligand-receptor interaction
Long-term potentiation
Glutamatergic synapse
GABAergic synapse
Long-term depression
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
CYP inhibition: CYP2C19 [HSA:1557]
Drug interaction
Structure map
Anticonvulsants
Sodium channel blocking drugs
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AX Other antiepileptics
     N03AX11 Topiramate
      D00537  Topiramate (JAN/USAN/INN)
USP drug classification [BR:br08302]
 Anticonvulsants
  Glutamate Reducing Agents
   Topiramate
    D00537  Topiramate (JAN/USAN/INN)
 Antimigraine Agents
  Prophylactic
   Topiramate
    D00537  Topiramate (JAN/USAN/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   113  Antiepileptics
    1139  Others
     D00537  Topiramate (JAN/USAN/INN)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Glutamate-gated cation channels
   Glutamate (ionotropic), non-NMDA
    kainate receptor
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
    AMPA receptor
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
  Voltage-gated cation channels
   Na+ channel, SCN alpha, NaV1.x
    voltage-gated sodium channel (SCN1A)
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
    voltage-gated sodium channel (SCN2A)
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
    voltage-gated sodium channel (SCN3A)
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
    voltage-gated sodium channel (SCN4A)
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
    voltage-gated sodium channel (SCN5A)
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
    voltage-gated sodium channel (SCN8A)
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
    voltage-gated sodium channel (SCN9A)
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
   Ca2+ channel, CACN alpha-1, CaVx.x
    calcium channel L type
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
Cytochrome P450 interactions [BR:br08309]
 CYP inhbitors
  CYP2C19
   Topiramate
    D00537  Topiramate (JAN/USAN/INN)
 CYP substrates
  CYP3A4
   Topiramate
    D00537  Topiramate (JAN/USAN/INN)
Neurological agents [br08367.html]
 Antiepileptic agents
  D00537
Orphan drugs in the USA [br08355.html]
 Orphan drugs in the USA
  D00537
BRITE hierarchy
Other DBs
CAS: 
97240-79-4
PubChem: 
DrugBank: 
PDB-CCD: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        22
            1   C1z C    25.3046  -17.3949
            2   C1y C    24.0984  -18.0942
            3   O2x O    26.3475  -18.3213
            4   O2x O    25.3046  -15.9906
            5   C1y C    22.8865  -17.3949
            6   O2x O    24.3957  -19.4576
            7   C1z C    25.9282  -19.6733
            8   C1x C    24.0925  -15.2856
            9   C1y C    22.8806  -15.9906
            10  O2x O    21.5521  -17.8260
            11  O2x O    21.5462  -15.5595
            12  C1z C    20.7247  -16.6957
            13  C1a C    19.7225  -15.6876
            14  C1a C    19.7225  -17.6803
            15  C1b C    26.6914  -17.3949
            16  O2a O    27.3906  -16.1829
            17  S4a S    28.7831  -16.1829
            18  O3c O    28.7774  -17.5813
            19  C1a C    25.5659  -21.0256
            20  C1a C    27.3282  -19.6733
            21  O3c O    30.1831  -16.1829
            22  N1a N    28.7831  -14.7829
BOND        24
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 1
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     5   9 1
            9     5  10 1
            10    9  11 1
            11   10  12 1
            12   12  13 1
            13   12  14 1
            14    6   7 1
            15    8   9 1
            16   11  12 1
            17   15  16 1
            18   16  17 1
            19   17  18 2
            20    1  15 1 #Down
            21    7  19 1
            22    7  20 1
            23   17  21 2
            24   17  22 1

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