pralurbactam   Click here for help

GtoPdb Ligand ID: 13037

Compound class: Synthetic organic
Comment: We obtained the chemical structure for pralurbactam from the WHO's proposed INN list 128 (published 19 January 2023), in which it is described as a β-lactamase inhibitor. The chemical structure is claimed in patent WO2017206947A1 [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 8
Hydrogen bond donors 5
Rotatable bonds 10
Topological polar surface area 204.99
Molecular weight 382.35
XLogP -2.66
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 C1C[C@@H](C(=O)NOCCONC(=N)N)[N@]2C[C@]1([H])N(C2=O)OS(=O)(=O)O
Isomeric SMILES C(NOCCONC(=N)N)(=O)[C@H]1[N@@]2C(=O)N(OS(=O)(=O)O)[C@@](C2)(CC1)[H]
InChI InChI=1S/C10H18N6O8S/c11-9(12)14-23-4-3-22-13-8(17)7-2-1-6-5-15(7)10(18)16(6)24-25(19,20)21/h6-7H,1-5H2,(H,13,17)(H4,11,12,14)(H,19,20,21)/t6-,7+/m1/s1
InChI Key HOJIPBUGHMYVQD-RQJHMYQMSA-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
[(2S,5R)-2-[2-(diaminomethylideneamino)oxyethoxycarbamoyl]-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate
International Nonproprietary Names Click here for help
INN number INN
12554 pralurbactam
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Pralurbactam
Other databases
CAS Registry No. 2163782-59-8 (source: Scifinder)
GtoPdb PubChem SID 485206158
PubChem CID 155048066
Search Google for chemical match using the InChIKey HOJIPBUGHMYVQD-RQJHMYQMSA-N
Search Google for chemicals with the same backbone HOJIPBUGHMYVQD
Search PubMed clinical trials pralurbactam
Search PubMed titles pralurbactam
Search PubMed titles/abstracts pralurbactam
UniChem Compound Search for chemical match using the InChIKey HOJIPBUGHMYVQD-RQJHMYQMSA-N
UniChem Connectivity Search for chemical match using the InChIKey HOJIPBUGHMYVQD-RQJHMYQMSA-N