KEGG   DRUG: Procainamide hydrochloride
Entry
D00477                      Drug                                   
Name
Procainamide hydrochloride (JP18/USP);
Procan SR (TN);
Procanbid (TN);
Pronestyl (TN)
Product
  Generic
Formula
C13H21N3O. HCl
Exact mass
271.1451
Mol weight
271.7863
Structure
Simcomp
Class
Cardiovascular agent
 DG01653  Antiarrhythmics
  DG01652  Class I antiarrhythmic agent
   DG01649  Class Ia antiarrhythmic agent
Metabolizing enzyme substrate
 DG02928  NAT substrate
Transporter substrate
 DG02858  SLC22A1 substrate
 DG02854  SLC22A2 substrate
 DG02964  SLC47A1 substrate
 DG03002  SLC47A2 substrate
Remark
Therapeutic category: 2121
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
Enzyme: NAT [HSA:9 10]
Transporter: SLC22A1 [HSA:6580], SLC22A2 [HSA:6582], SLC47A1 [HSA:55244], SLC47A2 [HSA:146802]
Interaction
Structure map
map07028  Antipsychotics
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
      D00477  Procainamide hydrochloride (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Antiarrhythmics
   Vaughn Williams-Class I
    Procainamide
     D00477  Procainamide hydrochloride (JP18/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   212  Antiarrhythmic agents
    2121  Procainamides
     D00477  Procainamide hydrochloride (JP18/USP)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01653  Antiarrhythmics
   DG01652  Class I antiarrhythmic agent
    DG01649  Class Ia antiarrhythmic agent
     DG00193  Procainamide
      D00477  Procainamide hydrochloride
 Metabolizing enzyme substrate
  DG02928  NAT substrate
   DG00193  Procainamide
    D00477  Procainamide hydrochloride
 Transporter substrate
  DG02858  SLC22A1 substrate
   DG00193  Procainamide
    D00477  Procainamide hydrochloride
  DG02854  SLC22A2 substrate
   DG00193  Procainamide
    D00477  Procainamide hydrochloride
  DG02964  SLC47A1 substrate
   DG00193  Procainamide
    D00477  Procainamide hydrochloride
  DG03002  SLC47A2 substrate
   DG00193  Procainamide
    D00477  Procainamide hydrochloride
Drug classes [BR:br08332]
 Cardiovascular agent
  DG01653  Antiarrhythmics
   D00477  Procainamide hydrochloride
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated ion channels
   Sodium channels
    SCN1A
     D00477  Procainamide hydrochloride (JP18/USP) <JP/US>
    SCN2A
     D00477  Procainamide hydrochloride (JP18/USP) <JP/US>
    SCN3A
     D00477  Procainamide hydrochloride (JP18/USP) <JP/US>
    SCN4A
     D00477  Procainamide hydrochloride (JP18/USP) <JP/US>
    SCN5A
     D00477  Procainamide hydrochloride (JP18/USP) <JP/US>
    SCN8A
     D00477  Procainamide hydrochloride (JP18/USP) <JP/US>
    SCN9A
     D00477  Procainamide hydrochloride (JP18/USP) <JP/US>
    SCN10A
     D00477  Procainamide hydrochloride (JP18/USP) <JP/US>
    SCN11A
     D00477  Procainamide hydrochloride (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00477  Procainamide hydrochloride
  D00477  Procainamide hydrochloride tablets
  D00477  Procainamide hydrochloride injection
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00477
 Drug transporters
  D00477
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00477
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01653  Antiarrhythmics
   DG01652  Class I antiarrhythmic agent
    DG01649  Class Ia antiarrhythmic agent
     DG00193  Procainamide
 Metabolizing enzyme substrate
  DG02928  NAT substrate
   DG00193  Procainamide
 Transporter substrate
  DG02858  SLC22A1 substrate
   DG00193  Procainamide
  DG02854  SLC22A2 substrate
   DG00193  Procainamide
  DG02964  SLC47A1 substrate
   DG00193  Procainamide
  DG03002  SLC47A2 substrate
   DG00193  Procainamide
Other DBs
CAS: 614-39-1
PubChem: 7847543
ChEBI: 8429
LigandBox: D00477
NIKKAJI: J300.505D
KCF data

ATOM        18
            1   C8y C    18.9171  -15.8141
            2   C5a C    20.1248  -16.5201
            3   C8x C    18.9231  -14.4081
            4   C8x C    17.6921  -16.5084
            5   N1b N    21.3384  -15.8257
            6   O5a O    20.1190  -17.9203
            7   C8x C    17.7154  -13.6964
            8   C8x C    16.4902  -15.7966
            9   C1b C    22.5518  -16.5258
            10  C8y C    16.5018  -14.4022
            11  C1b C    23.7594  -15.8317
            12  N1a N    15.2884  -13.6906
            13  N1c N    24.9728  -16.5318
            14  C1b C    26.1805  -15.8433
            15  C1b C    24.9671  -17.9320
            16  C1a C    27.3941  -16.5375
            17  C1a C    26.1747  -18.6437
            18  X   Cl   30.9992  -17.3018
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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