AN0128   Click here for help

GtoPdb Ligand ID: 10983

Synonyms: AN 0128 | AN-0128 | compound 2g [PMID: 16997550]
Compound class: Synthetic organic
Comment: AN0128 is a borinic acid picolinate ester with antibacterial and anti-inflammatory activities [1]. It was proposed as a treatment for dermatological conditions [1] and as a component for antibacterial toothpaste [2].

AN0128 is commercially available from our sponsors

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 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 59.42
Molecular weight 399.06
XLogP 6.51
No. Lipinski's rules broken 1

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 O=C(c1ncccc1O)OB(c1ccc(c(c1)Cl)C)c1ccc(c(c1)Cl)C
Isomeric SMILES O=C(c1ncccc1O)OB(c1ccc(c(c1)Cl)C)c1ccc(c(c1)Cl)C
InChI InChI=1S/C20H16BCl2NO3/c1-12-5-7-14(10-16(12)22)21(15-8-6-13(2)17(23)11-15)27-20(26)19-18(25)4-3-9-24-19/h3-11,25H,1-2H3
InChI Key ZTLSOLUCMQEGEA-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
bis(3-chloro-4-methylphenyl)boranyl 3-hydroxypyridine-2-carboxylate
Synonyms Click here for help
AN 0128 | AN-0128 | compound 2g [PMID: 16997550]
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo AN0128
Other databases
CAS Registry No. 872044-70-7 (source: PubChem)
ChEMBL Ligand CHEMBL219629
GtoPdb PubChem SID 405560424
PubChem CID 11704019
Search Google for chemical match using the InChIKey ZTLSOLUCMQEGEA-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ZTLSOLUCMQEGEA
UniChem Compound Search for chemical match using the InChIKey ZTLSOLUCMQEGEA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZTLSOLUCMQEGEA-UHFFFAOYSA-N

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MedChemExpress
AN0128 (links to external site)
Cat. No. HY-10979