KEGG   DRUG: ProcainamideHelp
Entry
D08421                      Drug                                   

Name
Procainamide (INN)
Formula
C13H21N3O
Exact mass
235.1685
Mol weight
235.3253
Structure
Mol fileKCF fileDB searchJmolKegDraw
Simcomp SIMCOMP
Class
Cardiovascular agent
 DG01653  Antiarrhythmics
  DG01652  Class I antiarrhythmic agent
   DG01649  Class Ia antiarrhythmic agent
Remark
Same as: C07401
ATC code: C01BA02
Chemical structure group: DG00193
Product (DG00193): D00477<JP/US>
Efficacy
Antiarrhythmic, Sodium channel blocker
Target
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]
  Pathway
hsa04261  Adrenergic signaling in cardiomyocytes
hsa04728  Dopaminergic synapse
Metabolism
Transporter: SLC22A2 [HSA:6582], SLC22A3 [HSA:6581]
Interaction
Transporter inhibition: SLC47A1 [HSA:55244]
Drug interaction
Structure map
map07037  Antiarrhythmic drugs
map07213  Dopamine receptor agonists/antagonists
map07231  Sodium channel blocking drugs
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C01 CARDIAC THERAPY
   C01B ANTIARRHYTHMICS, CLASS I AND III
    C01BA Antiarrhythmics, class Ia
     C01BA02 Procainamide
      D08421  Procainamide (INN)
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Antiarrhythmics
   Procainamide
    D08421  Procainamide (INN)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated cation channels
   Na+ channel, SCN alpha, NaV1.x
    voltage-gated sodium channel (SCN1A)
     Procainamide
      D08421  Procainamide (INN)
    voltage-gated sodium channel (SCN2A)
     Procainamide
      D08421  Procainamide (INN)
    voltage-gated sodium channel (SCN3A)
     Procainamide
      D08421  Procainamide (INN)
    voltage-gated sodium channel (SCN4A)
     Procainamide
      D08421  Procainamide (INN)
    voltage-gated sodium channel (SCN5A)
     Procainamide
      D08421  Procainamide (INN)
    voltage-gated sodium channel (SCN8A)
     Procainamide
      D08421  Procainamide (INN)
    voltage-gated sodium channel (SCN9A)
     Procainamide
      D08421  Procainamide (INN)
    voltage-gated sodium channel (SCN10A)
     Procainamide
      D08421  Procainamide (INN)
    voltage-gated sodium channel (SCN11A)
     Procainamide
      D08421  Procainamide (INN)
   potassium channel
    Procainamide
     D08421  Procainamide (INN)
BRITE hierarchy
Other DBs
CAS: 51-06-9
PubChem: 96025107
ChEBI: 8428
ChEMBL: CHEMBL640
DrugBank: DB01035
LigandBox: D08421
NIKKAJI: J4.110F
KCF data Show

ATOM        17
            1   C8y C    16.1435  -15.8683
            2   C5a C    17.4720  -16.5674
            3   C8x C    16.1436  -14.4001
            4   C8x C    15.0250  -16.4975
            5   N1b N    18.6605  -15.8683
            6   O5a O    17.4721  -17.9656
            7   C8x C    15.0250  -13.7010
            8   C8x C    13.7665  -15.7983
            9   C1b C    19.8490  -16.5674
            10  C8y C    13.7664  -14.4001
            11  C1b C    21.1074  -15.8683
            12  N1a N    12.5780  -13.7010
            13  N1c N    22.2960  -16.5674
            14  C1b C    23.4845  -15.8683
            15  C1b C    22.2960  -17.9656
            16  C1a C    24.7430  -16.5674
            17  C1a C    23.4845  -18.6648
BOND        17
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 1
            5     2   6 2
            6     3   7 1
            7     4   8 2
            8     5   9 1
            9     7  10 2
            10    9  11 1
            11   10  12 1
            12   11  13 1
            13   13  14 1
            14   13  15 1
            15   14  16 1
            16   15  17 1
            17    8  10 1

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