NMT5   Click here for help

GtoPdb Ligand ID: 12201

Compound class: Synthetic organic
Comment: NMT5 is an aminoadamantane nitrate compound. It has been reported as a small molecule that reduces SARS-CoV-2 infection in vitro and in the Syrian hamster COVID-19 model [2]. NMT5 has a dual-mechanism of action. It simultaneously blocks SARS-CoV-2 ion channels (that are formed by the envelope protein, E, and are implicated in viral assembly, release, and pathogenesis) on the surface of the virion, and it chemically modifies the spike protein (S) to disrupt binding to ACE2 on host cells [2].
A patent from 2017 reveals that aminoadamantyl nitrate compounds have been proposed for the treatment of CNS disorders, by acting as selective uncompetitive antagonists of activated extrasynaptic NMDA receptors [1].
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 78.39
Molecular weight 268.18
XLogP 3.91
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES NCC12CC3(CO[N+](=O)[O-])CC(C2)(CC(C1)(C3)C)C
Isomeric SMILES CC12CC3(C)CC(CN)(C1)CC(CO[N+](=O)[O-])(C2)C3
InChI InChI=1S/C14H24N2O3/c1-11-3-12(2)5-13(4-11,9-15)8-14(6-11,7-12)10-19-16(17)18/h3-10,15H2,1-2H3
InChI Key SYDDVDMTNCXIDJ-UHFFFAOYSA-N
Download 2D Structure Click here for help
Canonical SMILES Download
Isomeric SMILES Download
InChI standard identifier Download
InChI standard key Download

Molecular structure representations generated using Open Babel