amantadine   

GtoPdb Ligand ID: 4128

Synonyms: ADS-5102 | Gocovri® | Symadine® | Symmetrel®
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.
2D Structure
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Physico-chemical Properties
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
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
Compound class Synthetic organic
Approved drug? Yes (FDA (1966))
IUPAC Name
adamantan-1-amine
International Nonproprietary Names
INN number INN
1816 amantadine
Synonyms
ADS-5102 | Gocovri® | Symadine® | Symmetrel®
Database Links
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
Search Google for chemical match using the InChIKey DKNWSYNQZKUICI-UHFFFAOYSA-N
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Search UniChem for chemical match using the InChIKey DKNWSYNQZKUICI-UHFFFAOYSA-N
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Wikipedia Amantadine