KEGG   DRUG: D02096Help
Entry
D02096                      Drug                                   

Name
Fosphenytoin sodium (USP);
Cerebyx (TN)
Product
  Generic
Formula
C16H13N2O6P. 2Na
Exact mass
406.0307
Mol weight
406.2375
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Anticonvulsant
Remark
ATC code: 
Drug group: 
Comment
prodrug, active substance: Phenytoin [DR:D00512]
Target
voltage-gated sodium channel (SCN1A) blocker [HSA:6323] [KO:K04833];
voltage-gated sodium channel (SCN2A) blocker [HSA:6326] [KO:K04834];
voltage-gated sodium channel (SCN3A) blocker [HSA:6328] [KO:K04836];
voltage-gated sodium channel (SCN4A) blocker [HSA:6329] [KO:K04837];
voltage-gated sodium channel (SCN5A) blocker [HSA:6331] [KO:K04838];
voltage-gated sodium channel (SCN8A) blocker [HSA:6334] [KO:K04840];
voltage-gated sodium channel (SCN9A) blocker [HSA:6335] [KO:K04841]
Metabolism
CYP2C9 [HSA:1559], CYP2C19 [HSA:1557]
Interaction
CYP induction: CYP3A4 [HSA:1576], CYP2B6 [HSA:1555]
Drug interaction
Structure map
Anticonvulsants
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AB Hydantoin derivatives
     N03AB05 Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
USP drug classification [BR:br08302]
 Anticonvulsants
  Sodium Channel Agents
   Fosphenytoin
    D02096  Fosphenytoin sodium (USP)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated cation channels
   Na+ channel, SCN alpha, NaV1.x
    voltage-gated sodium channel (SCN1A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN2A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN3A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN4A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN5A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN8A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
    voltage-gated sodium channel (SCN9A)
     Fosphenytoin
      D02096  Fosphenytoin sodium (USP)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP2C9
   Fosphenytoin
    D02096  Fosphenytoin sodium (USP)
  CYP2C19
   Fosphenytoin
    D02096  Fosphenytoin sodium (USP)
 Inducers
  CYP2B6
   Fosphenytoin
    D02096  Fosphenytoin sodium (USP)
  CYP3A4
   Fosphenytoin
    D02096  Fosphenytoin sodium (USP)
Neurological agents [br08367.html]
 Antiepileptic agents
  D02096
BRITE hierarchy
Other DBs
CAS: 
92134-98-0
PubChem: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        27
            1   Z   Na   13.2864  -17.8245 #+
            2   Z   Na    9.8618  -21.7310 #+
            3   C1z C    17.0800  -21.2800
            4   N1x N    17.5700  -20.0200
            5   C5x C    16.4500  -19.2500
            6   N1y N    15.2600  -20.0200
            7   C5x C    15.7500  -21.2800
            8   O5x O    16.4500  -17.7800
            9   O5x O    14.9800  -22.4700
            10  C8y C    18.4800  -21.2800
            11  C8x C    19.1800  -22.5400
            12  C8x C    20.6500  -22.5400
            13  C8x C    21.3500  -21.3500
            14  C8x C    20.5800  -20.0900
            15  C8x C    19.1800  -20.0900
            16  C8y C    17.0800  -22.7500
            17  C8x C    15.8900  -23.3800
            18  C8x C    15.8900  -24.7800
            19  C8x C    17.1500  -25.5500
            20  C8x C    18.3400  -24.8500
            21  C8x C    18.3400  -23.4500
            22  C1b C    14.1400  -19.3200
            23  O2b O    12.9500  -20.0200
            24  P1b P    11.7600  -19.3200
            25  O1c O    10.4300  -20.1600 #-
            26  O1c O    11.7600  -17.9200 #-
            27  O1c O    10.5700  -18.6200
BOND        27
            1     3   4 1
            2     4   5 1
            3     5   6 1
            4     6   7 1
            5     3   7 1
            6     5   8 2
            7     7   9 2
            8     3  10 1
            9    10  11 2
            10   11  12 1
            11   12  13 2
            12   13  14 1
            13   14  15 2
            14   10  15 1
            15    3  16 1
            16   16  17 2
            17   17  18 1
            18   18  19 2
            19   19  20 1
            20   20  21 2
            21   16  21 1
            22   22   6 1
            23   22  23 1
            24   23  24 1
            25   24  25 1
            26   24  26 1
            27   24  27 2

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