KEGG   DRUG: Procainamide
Entry
D08421                      Drug                                   
Name
Procainamide (INN)
Formula
C13H21N3O
Exact mass
235.1685
Mol weight
235.3253
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
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
Enzyme: NAT [HSA:9 10]
Transporter: SLC22A1 [HSA:6580], SLC22A2 [HSA:6582], SLC47A1 [HSA:55244], SLC47A2 [HSA:146802]
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)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01653  Antiarrhythmics
   DG01652  Class I antiarrhythmic agent
    DG01649  Class Ia antiarrhythmic agent
     DG00193  Procainamide
      D08421  Procainamide
 Metabolizing enzyme substrate
  DG02928  NAT substrate
   DG00193  Procainamide
    D08421  Procainamide
 Transporter substrate
  DG02858  SLC22A1 substrate
   DG00193  Procainamide
    D08421  Procainamide
  DG02854  SLC22A2 substrate
   DG00193  Procainamide
    D08421  Procainamide
  DG02964  SLC47A1 substrate
   DG00193  Procainamide
    D08421  Procainamide
  DG03002  SLC47A2 substrate
   DG00193  Procainamide
    D08421  Procainamide
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated ion channels
   Sodium channels
    SCN1A
     D08421  Procainamide (INN)
    SCN2A
     D08421  Procainamide (INN)
    SCN3A
     D08421  Procainamide (INN)
    SCN4A
     D08421  Procainamide (INN)
    SCN5A
     D08421  Procainamide (INN)
    SCN8A
     D08421  Procainamide (INN)
    SCN9A
     D08421  Procainamide (INN)
    SCN10A
     D08421  Procainamide (INN)
    SCN11A
     D08421  Procainamide (INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D08421
 Drug transporters
  D08421
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D08421
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: 51-06-9
PubChem: 96025107
ChEBI: 8428
LigandBox: D08421
NIKKAJI: J4.110F
KCF data

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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