amantadine   Click here for help

GtoPdb Ligand ID: 4128

Synonyms: ADS-5102 | Gocovri® | Symadine® | Symmetrel®
Approved drug
amantadine is an approved drug (FDA (1966))
Compound class: Synthetic organic
Comment: 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.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 26.02
Molecular weight 151.14
XLogP 2.31
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NC12CC3CC(C2)CC(C1)C3
Isomeric SMILES NC12CC3CC(C2)CC(C1)C3
InChI InChI=1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2
InChI Key DKNWSYNQZKUICI-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1966))
IUPAC Name Click here for help
adamantan-1-amine
International Nonproprietary Names Click here for help
INN number INN
1816 amantadine
Synonyms Click here for help
ADS-5102 | Gocovri® | Symadine® | Symmetrel®
Database Links Click here for help
CAS Registry No. 768-94-5 (source: Scifinder)
ChEBI CHEBI:2618
ChEMBL Ligand CHEMBL660
DrugBank Ligand DB00915
DrugCentral Ligand 144
GtoPdb PubChem SID 178100950
PubChem CID 2130
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Wikipedia Amantadine