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BRL-42715   Click here for help

GtoPdb Ligand ID: 10993

Synonyms: C6-(N1-Methyl-1,2,3-trazolylmethylene)penem | LS-186900 (sodium salt) | LS-187554
Compound class: Synthetic organic
Comment: Strictly BRL-42715 is the sodium salt (PubChem CID 6436245); CAS number 102209-75-6) of the parent molecule provided here. BRL-42715 is a β-lactamase-inhibiting penem antibacterial [1,4-5].
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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Click here for structure editor
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 6
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 124.48
Molecular weight 250.02
XLogP 0.01
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 O=C1/C(=C\c2c[nH]nn2)/[C@@H]2N1C(=CS2)C(=O)O
Isomeric SMILES O=C1/C(=C\c2c[nH]nn2)/[C@@H]2N1C(=CS2)C(=O)O
InChI InChI=1S/C9H6N4O3S/c14-7-5(1-4-2-10-12-11-4)8-13(7)6(3-17-8)9(15)16/h1-3,8H,(H,15,16)(H,10,11,12)/b5-1+/t8-/m1/s1
InChI Key WFUNKYVUHIZWEW-VRFQNRHZSA-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
(5R,6E)-6-[(1-methyltriazol-4-yl)methylidene]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Synonyms Click here for help
C6-(N1-Methyl-1,2,3-trazolylmethylene)penem | LS-186900 (sodium salt) | LS-187554
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo BRL-42715
Other databases
GtoPdb PubChem SID 405560434
PubChem CID 6436245
Search Google for chemical match using the InChIKey WFUNKYVUHIZWEW-VRFQNRHZSA-N
Search Google for chemicals with the same backbone WFUNKYVUHIZWEW
UniChem Compound Search for chemical match using the InChIKey WFUNKYVUHIZWEW-VRFQNRHZSA-N
UniChem Connectivity Search for chemical match using the InChIKey WFUNKYVUHIZWEW-VRFQNRHZSA-N