KEGG   DRUG: ProcainamideHelp
Entry
D08421                      Drug                                   

Name
Procainamide (INN)
Formula
C13H21N3O
Exact mass
235.1685
Mol weight
235.3253
Structure
Mol fileKCF fileDB search
Simcomp SIMCOMP
Class
Cardiovascular agent
 DG01653  Antiarrhythmics
  DG01652  Class I antiarrhythmic agent
   DG01649  Class Ia antiarrhythmic agent
Transporter substrate
 DG02854  SLC22A2 (OCT2) substrate
Transporter inhibitor
 DG02864  SLC47A1 (MATE1) inhibitor
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
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 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)
BRITE hierarchy
Other DBs
CAS: 51-06-9
PubChem: 96025107
ChEBI: 8428
ChEMBL: CHEMBL640
DrugBank: DB01035
LigandBox: D08421
NIKKAJI: J4.110F
LinkDB All DBs
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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