zidebactam   Click here for help

GtoPdb Ligand ID: 10874

Synonyms: WCK-5107 | WCK5107
Compound class: Synthetic organic
Comment: Zidebactam (WCK 5107) is a novel β-lactamase inhibitor [1-2]. It was developed for the treatment of serious infections caused by highly drug-resistant Gram-negative pathogens.
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 CDK toolkit. 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 10
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 165.76
Molecular weight 391.12
XLogP -2.56
No. Lipinski's rules broken 0
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.

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Canonical SMILES O=C([C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O)NNC(=O)[C@@H]1CCCNC1
Isomeric SMILES O=C([C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O)NNC(=O)[C@@H]1CCCNC1
InChI InChI=1S/C13H21N5O7S/c19-11(8-2-1-5-14-6-8)15-16-12(20)10-4-3-9-7-17(10)13(21)18(9)25-26(22,23)24/h8-10,14H,1-7H2,(H,15,19)(H,16,20)(H,22,23,24)/t8-,9-,10+/m1/s1
InChI Key YCZPXRQPDCXTIO-BBBLOLIVSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
[(2S,5R)-7-oxo-2-[[[(3R)-piperidine-3-carbonyl]amino]carbamoyl]-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate
International Nonproprietary Names Click here for help
INN number INN
10006 zidebactam
Synonyms Click here for help
WCK-5107 | WCK5107
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo WCK 5107 (Zidebactam) | Zidebactam+Cefepime, WCK 5222
Other databases
GtoPdb PubChem SID 405560315
PubChem CID 77846445
Search Google for chemical match using the InChIKey YCZPXRQPDCXTIO-BBBLOLIVSA-N
Search Google for chemicals with the same backbone YCZPXRQPDCXTIO
Search PubMed clinical trials zidebactam
Search PubMed titles zidebactam
Search PubMed titles/abstracts zidebactam
UniChem Compound Search for chemical match using the InChIKey YCZPXRQPDCXTIO-BBBLOLIVSA-N
UniChem Connectivity Search for chemical match using the InChIKey YCZPXRQPDCXTIO-BBBLOLIVSA-N