bederocin   Click here for help

GtoPdb Ligand ID: 10764

Synonyms: REP-8839 | REP8839
PDB Ligand
Compound class: Synthetic organic
Comment: Bederocin (REP8839) is an antibacterial. It blocks bacterial protein synthesis by inhibiting methionyl tRNA synthetase [1].
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 3
Rotatable bonds 8
Topological polar surface area 85.16
Molecular weight 449.06
XLogP 5.03
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 FC(=C)c1sc(c(c1Br)C)CNCCCNc1cc(=O)c2c([nH]1)cccc2
Isomeric SMILES FC(=C)c1sc(c(c1Br)C)CNCCCNc1cc(=O)c2c([nH]1)cccc2
InChI InChI=1S/C20H21BrFN3OS/c1-12-17(27-20(13(2)22)19(12)21)11-23-8-5-9-24-18-10-16(26)14-6-3-4-7-15(14)25-18/h3-4,6-7,10,23H,2,5,8-9,11H2,1H3,(H2,24,25,26)
InChI Key BGJMKHPWCFXMOW-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
International Nonproprietary Names Click here for help
INN number INN
8945 bederocin
Synonyms Click here for help
REP-8839 | REP8839
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Bederocin
Other databases
BindingDB Ligand 50333116
CAS Registry No. 757942-43-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL1631216
GtoPdb PubChem SID 405560205
PubChem CID 9868368
RCSB PDB Ligand U7S
Search Google for chemical match using the InChIKey BGJMKHPWCFXMOW-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BGJMKHPWCFXMOW
Search PubMed clinical trials bederocin
Search PubMed titles bederocin
Search PubMed titles/abstracts bederocin
UniChem Compound Search for chemical match using the InChIKey BGJMKHPWCFXMOW-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey BGJMKHPWCFXMOW-UHFFFAOYSA-N