General
Preferred name
AMANTADINE
Synonyms
AMANTADINE HYDROCHLORIDE ()
1-Adamantylamine hydrochloride ()
CI-719 ()
1-Adamantanamine hydrochloride ()
Amantadine HCl ()
1-adamantanamine HCl ()
Symmetrel ()
1-Adamantanamine ()
1-Aminoadamantane ()
1-Adamantylamine ()
Adamantamine fumarate ()
Amantadine (hydrochloride) ()
Symmetrel665-66-7 ()
1-Aminoadamantane hydrochloride ()
1-Adamantanamine, 1-Adamantylamine, 1-Aminoadamantane ()
Adamantanamine hydrochloride ()
Lysovir ()
EXP-105-1 ()
Osmolex er ()
Mantadine ()
Gocovri ()
Mantadix ()
Osmolex ()
Symadine ()
NSC-83653 ()
TCMDC-125869 ()
amantidine ()
NSC-341865 ()
P&D ID
PD009648
CAS
665-66-7
768-94-5
80789-67-9
102395-13-1
Tags
natural product
drug
available
Approved by
FDA
First approval
1968
Drug Status
approved
Drug indication
Influenza A virus infection
Antiviral
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Chemically amantidine has an adamantane backbone with an amino group substituted at one of the four methyne positions. Clinically it has antiviral (blocking the viral M2 proton channel) and antiparkinsonian actions.
DESCRIPTION Chemically amantadine has an adamantane backbone with an amino group substituted at one of the four methyne positions. Clinically it has antiviral (blocking the viral M2 proton channel) and antiparkinsonian actions. (GtoPdb)
DESCRIPTION Dopamine releaser used in the treatment of Parkinsonism and drug-;related extrapyramidal reactions; antiviral (Influenza A) (LOPAC library)
Cell lines
1
Organisms
8
Compound Sets
30
CeMM library of unique drugs (CLOUD)
ChEMBL Approved Drugs
CHEMBL1569
CHEMBL660
ChEMBL Drugs
CHEMBL1569
CHEMBL660
Concise Guide to Pharmacology 2017/18
4128
Concise Guide to Pharmacology 2019/20
4128
Concise Guide to Pharmacology 2021/22
4128
Concise Guide to Pharmacology 2023/24
4128
Drug Repurposing Hub
DrugBank
DB00915
DrugBank Approved Drugs
DB00915
DrugCentral
144
DrugCentral Approved Drugs
144
DrugMAP
DMS3YE9
DrugMAP Approved Drugs
DMS3YE9
DrugMatrix
Enamine BioReference Compounds
Guide to Pharmacology
4128
Ki Database
Amantadine
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL660
MedChem Express Bioactive Compound Library
HY-B0402A
HY-B0402
NCATS Inxight Approved Drugs
BF4C9Z1J53
NIH Clinical Collections (NCC)
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Other bioactive compounds
ReFrame library
Selleckchem Bioactive Compound Library
Amantadine-hydrochloride(Symmetrel)
amantadine
TargetMol Bioactive Compound Library
T1406
T7060
The Spectrum Collection
External IDs
74
Properties
(calculated by RDKit )
Molecular Weight
151.14
Hydrogen Bond Acceptors
1
Hydrogen Bond Donors
1
Rotatable Bonds
0
Ring Count
4
Aromatic Ring Count
0
cLogP
1.91
TPSA
26.02
Fraction CSP3
1.0
Chiral centers
0.0
Largest ring
6.0
QED
0.56
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
MOA
viral matrix protein 2 inhibitor
Dopamine Receptor Agonists
NMDA Antagonists
M2 Channel Inhibitors
glutamate receptor antagonist
Target
Glutamate [NMDA] receptor
Matrix protein 2
dopamine
DRD2, GRIN2A, GRIN2B, GRIN2C, GRIN2D, GRIN3A
Bcl-2 Family
CDK
Influenza Virus
Orthopoxvirus
SARS-CoV
Dopamine Receptor
Pathway
GPCR/G protein
Neuroscience
Anti-infection
Apoptosis
Cell Cycle/DNA Damage
Member status
virtual
Indication
influenza A virus infection, Parkinson's Disease
Disease Area
infectious disease, neurology/psychiatry
Therapeutic Class
Antiviral Agents
Source data