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auriclosene   Click here for help

GtoPdb Ligand ID: 13417

Synonyms: NVC-422
Compound class: Synthetic organic
Comment: Auriclosene is the clinical lead from a novel class of synthetic analogues of N-chlorotaurine, an antimicrobial and anti-inflammatory oxidant produced by activated human granulocytes and monocytes [1]. It has broad-spectrum activity against Gram-positive and Gram-negative bacteria.
2D Structure
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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.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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.

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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 65.99
Molecular weight 222.09
XLogP 1.05
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CC(C)(CS(=O)(=O)O)N(Cl)Cl
Isomeric SMILES CC(C)(CS(=O)(=O)O)N(Cl)Cl
InChI InChI=1S/C4H9Cl2NO3S/c1-4(2,7(5)6)3-11(8,9)10/h3H2,1-2H3,(H,8,9,10)
InChI Key QYNRGGHZWCUZLK-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-(dichloroamino)-2-methylpropane-1-sulfonic acid
International Nonproprietary Names Click here for help
INN number INN
9640 auriclosene
Synonyms Click here for help
NVC-422
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo NVC-422 (Aganocide®, Auriclosene)
Other databases
CAS Registry No. 846056-87-9 (source: Scifinder)
ChEMBL Ligand CHEMBL1207907
DrugBank Ligand DB12197
GtoPdb PubChem SID 496703387
PubChem CID 11708365
Search Google for chemical match using the InChIKey QYNRGGHZWCUZLK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QYNRGGHZWCUZLK
Search PubMed clinical trials auriclosene
Search PubMed titles auriclosene
Search PubMed titles/abstracts auriclosene
UniChem Compound Search for chemical match using the InChIKey QYNRGGHZWCUZLK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QYNRGGHZWCUZLK-UHFFFAOYSA-N