KEGG   DRUG: TopiramateHelp
Entry
D00537                      Drug                                   

Name
Topiramate (JAN/USAN/INN);
Topamax (TN);
Trokendi xr (TN)
Product
  Generic
TOPIRAMATE (Aidarex Pharmaceuticals LLC), TOPIRAMATE (Aidarex Pharmaceuticals LLC), TOPIRAMATE (Aidarex Pharmaceuticals LLC), TOPIRAMATE (Aidarex Pharmaceuticals LLC), TOPIRAMATE (Aidarex Pharmaceuticals LLC), TOPIRAMATE (American Health Packaging), TOPIRAMATE (American Health Packaging), TOPIRAMATE (Aphena Pharma Solutions - Tennessee), TOPIRAMATE (Aphena Pharma Solutions - Tennessee), 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 (Bryant Ranch Prepack), 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 (Cadila Healthcare Limited), TOPIRAMATE (Camber Pharmaceuticals), TOPIRAMATE (Cardinal Health), TOPIRAMATE (Cipla USA), TOPIRAMATE (Cipla USA), TOPIRAMATE (Citron Pharma LLC), TOPAMAX (DIRECT RX), TOPIRAMATE (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 (Keltman Pharmaceuticals), 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 (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 (NCS HealthCare of KY), TOPIRAMATE (Northwind Pharmaceuticals), TOPIRAMATE (Northwind Pharmaceuticals), TOPIRAMATE (Northwind Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare 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 (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 (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 (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 (Ranbaxy Pharmaceuticals), TOPIRAMATE (Rebel Distributors Corp), TOPIRAMATE (St Marys Medical Park Pharmacy), TOPIRAMATE (St. Mary's 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 (Unit Dose Services), TOPIRAMATE (Unit Dose Services), TOPIRAMATE (Upsher-Smith Laboratories), TOPIRAMATE (Zydus Pharmaceuticals (USA)), 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
Simcomp SIMCOMP
Class
Neuropsychiatric agent
 DG01569  AMPA receptor antagonist
Other
 DG01575  Calcium channel blocker
  DG01496  Calcium channel L type blocker
Cyp substrate
 DG01633  CYP3A substrate
Cyp inhibitor
 DG01933  CYP2C19 inhibitor
Remark
Same as: C07502
Therapeutic category: 1139
ATC code: N03AX11
Product: D00537<JP/US>
Efficacy
Anticonvulsant, Antiepileptic, AMPA receptor antagonist
  Disease
Lennox-Gastaut syndrome [DS:H01813]
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]
SCN10A [HSA:6336] [KO:K04842]
SCN11A [HSA:11280] [KO:K04843]
GABR [HSA:2554 2555 2556 2557 2558 2559 2560 2561 2562 2563 2564 2565 2566 2567 2568 55879] [KO:K05175 K05181 K05184 K05185 K05186 K05189 K05192]
CA2 [HSA:760] [KO:K18245]
CA4 [HSA:762] [KO:K18246]
  Pathway
hsa04020  Calcium signaling pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04724  Glutamatergic synapse
hsa04727  GABAergic synapse
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
Drug interaction
Structure map
map07033  Anticonvulsants
map07231  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
  Cys-loop superfamily
   GABA-A
    GABAA-receptor
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
  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)
    voltage-gated sodium channel (SCN10A)
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
    voltage-gated sodium channel (SCN11A)
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
   Ca2+ channel, CACN alpha-1, CaVx.x
    calcium channel L type
     Topiramate
      D00537  Topiramate (JAN/USAN/INN)
 Enzymes
  Lyases
   carbonic anhydrase 2
    Topiramate
     D00537  Topiramate (JAN/USAN/INN)
   carbonic anhydrase 4
    Topiramate
     D00537  Topiramate (JAN/USAN/INN)
Drug classes of therapeutic agents [br08360.html]
 Neurological agents
  D00537
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D00537
BRITE hierarchy
Other DBs
CAS: 97240-79-4
PubChem: 7847603
ChEBI: 63631
ChEMBL: CHEMBL220492
DrugBank: DB00273
PDB-CCD: TOR[PDBj]
LigandBox: D00537
NIKKAJI: J345.989F
LinkDB All DBs
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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