KEGG   DRUG: Amantadine
Entry
D07441                      Drug                                   
Name
Amantadine (INN)
Formula
C10H17N
Exact mass
151.1361
Mol weight
151.25
Structure
Simcomp
Class
Antiviral
 DG03029  Anti-influenza virus agent
  DG02841  Viral uncoating inhibitor
Neuropsychiatric agent
 DG01498  NMDA receptor antagonist
 DG01967  Antiparkinson agent
Transporter substrate
 DG02854  SLC22A2 substrate
Remark
Same as: C06818
ATC code: N04BB01
Chemical structure group: DG00860
Product (DG00860): D00777<JP/US>
Efficacy
Antiviral, M2 protein inhibitor, Antiparkinsonian, Dopamine secretagogue
Comment
Adamantane derivative
Target
Influenza A virus M2 [KO:K19394]
GRIN (NMDAR) [HSA:2902 2903 2904 2905 2906] [KO:K05208 K05209 K05210 K05211 K05212]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04724  Glutamatergic synapse
hsa04728  Dopaminergic synapse
ko03230  Viral genome structure
ko05164  Influenza A
Metabolism
Transporter: SLC22A2 [HSA:6582]
Interaction
Structure map
map07044  Antiviral agents
map07057  Antiparkinsonian agents
map07235  N-Methyl-D-aspartic acid (NMDA) receptor antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N04 ANTI-PARKINSON DRUGS
   N04B DOPAMINERGIC AGENTS
    N04BB Adamantane derivatives
     N04BB01 Amantadine
      D07441  Amantadine (INN)
Drug groups [BR:br08330]
 Antiviral
  DG03029  Anti-influenza virus agent
   DG02841  Viral uncoating inhibitor
    DG00860  Amantadine
     D07441  Amantadine
 Neuropsychiatric agent
  DG01498  NMDA receptor antagonist
   DG00860  Amantadine
    D07441  Amantadine
  DG01967  Antiparkinson agent
   DG00860  Amantadine
    D07441  Amantadine
 Transporter substrate
  DG02854  SLC22A2 substrate
   DG00860  Amantadine
    D07441  Amantadine
Target-based classification of drugs [BR:br08310]
 Ion channels
  Ligand-gated ion channels
   Glutamate (ionotropic), NMDA
    GRIN (NMDAR)
     D07441  Amantadine (INN)
Antimicrobials [BR:br08307]
 Antivirals
  Entry, fusion or uncoating inhibitor
   Influenza virus uncoating inhibitor
    D07441  Amantadine (INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug transporters
  D07441
Drug groups [BR:br08330]
 Antiviral
  DG03029  Anti-influenza virus agent
   DG02841  Viral uncoating inhibitor
    DG00860  Amantadine
 Neuropsychiatric agent
  DG01498  NMDA receptor antagonist
   DG00860  Amantadine
  DG01967  Antiparkinson agent
   DG00860  Amantadine
 Transporter substrate
  DG02854  SLC22A2 substrate
   DG00860  Amantadine
Antimicrobials abbreviations [BR:br08327]
 Antivirals
  Entry, fusion or uncoating inhibitor
   Influenza virus uncoating inhibitor
    DG00860  Amantadine
Other DBs
CAS: 768-94-5
PubChem: 51091772
ChEBI: 2618
PDB-CCD: 308[PDBj]
LigandBox: D07441
NIKKAJI: J6.971J
LinkDB
KCF data

ATOM        11
            1   C1z C    24.7800  -16.7300
            2   C1x C    23.7300  -17.3600
            3   C1x C    24.1500  -18.2000
            4   C1x C    25.8300  -17.3600
            5   N1a N    24.7800  -15.5400
            6   C1y C    23.7300  -18.5500
            7   C1y C    24.1500  -19.3200
            8   C1y C    25.8300  -18.5500
            9   C1x C    22.4700  -19.8100
            10  C1x C    24.7800  -19.1800
            11  C1x C    25.3400  -20.3700
BOND        13
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     1   5 1
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     6   9 1
            9     6  10 1
            10    7  11 1
            11    7   9 1
            12    8  10 1
            13    8  11 1

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