alpibectir   Click here for help

GtoPdb Ligand ID: 12957

Synonyms: BVL-GSK098
Compound class: Synthetic organic
Comment: Alpibectir is being developed by BioVersys AG and GlaxoSmithKline as an oral treatment for tuberculosis (TB) in combination with ethionamide or prothionamide. Alpibectir targets bacterial transcriptional regulators and potentiates the activity of drugs used in the treatment of TB, in particular drugs that are activatable via the EthA pathway. It is one of the spiroisoxazoline class of compounds claimed in patent WO2019034700A1 [1].

alpibectir 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 2
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 41.9
Molecular weight 332.24
XLogP 3.13
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 C(CC(F)(F)F)C(=O)N1CCC2(CC1)CC(=NO2)C(F)(F)F
Isomeric SMILES C1CN(CCC12CC(=NO2)C(F)(F)F)C(=O)CCC(F)(F)F
InChI InChI=1S/C12H14F6N2O2/c13-11(14,15)2-1-9(21)20-5-3-10(4-6-20)7-8(19-22-10)12(16,17)18/h1-7H2
InChI Key ZEAVKHMQTZBUND-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
4,4,4-trifluoro-1-[3-(trifluoromethyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-en-8-yl]butan-1-one
International Nonproprietary Names Click here for help
INN number INN
12217 alpibectir
Synonyms Click here for help
BVL-GSK098
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo BVL-GSK098
Other databases
CAS Registry No. 2285440-39-1 (source: Scifinder)
ChEMBL Ligand CHEMBL5095086
GtoPdb PubChem SID 485206078
PubChem CID 137500045
Search Google for chemical match using the InChIKey ZEAVKHMQTZBUND-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ZEAVKHMQTZBUND
Search PubMed clinical trials alpibectir
Search PubMed titles alpibectir
Search PubMed titles/abstracts alpibectir
UniChem Compound Search for chemical match using the InChIKey ZEAVKHMQTZBUND-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZEAVKHMQTZBUND-UHFFFAOYSA-N

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MedChemExpress
Alpibectir (links to external site)
Cat. No. HY-147241