relebactam   Click here for help

GtoPdb Ligand ID: 10852

Synonyms: MK-7655 | MK-7655A | MK7655
Approved drug
relebactam is an approved drug (FDA (2019), EMA (2020))
Compound class: Synthetic organic
Comment: Relebactam is a β-lactamase inhibitor [1].

relebactam 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 8
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 136.66
Molecular weight 348.11
XLogP -2.53
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=C([C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O)NC1CCNCC1
Isomeric SMILES O=C([C@@H]1CC[C@@H]2CN1C(=O)N2OS(=O)(=O)O)NC1CCNCC1
InChI InChI=1S/C12H20N4O6S/c17-11(14-8-3-5-13-6-4-8)10-2-1-9-7-15(10)12(18)16(9)22-23(19,20)21/h8-10,13H,1-7H2,(H,14,17)(H,19,20,21)/t9-,10+/m1/s1
InChI Key SMOBCLHAZXOKDQ-ZJUUUORDSA-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
Approved drug? Yes. FDA (2019)  |  EMA (2020)
IUPAC Name Click here for help
[(2S,5R)-7-oxo-2-(piperidin-4-ylcarbamoyl)-1,6-diazabicyclo[3.2.1]octan-6-yl] hydrogen sulfate
International Nonproprietary Names Click here for help
INN number INN
10027 relebactam
Synonyms Click here for help
MK-7655 | MK-7655A | MK7655
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Relebactam
Other databases
CAS Registry No. 1174018-99-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL3112741
DrugBank Ligand DB12377
DrugCentral Ligand 5342
GtoPdb PubChem SID 405560293
PubChem CID 44129647
Search Google for chemical match using the InChIKey SMOBCLHAZXOKDQ-ZJUUUORDSA-N
Search Google for chemicals with the same backbone SMOBCLHAZXOKDQ
Search PubMed clinical trials relebactam
Search PubMed titles relebactam
Search PubMed titles/abstracts relebactam
UniChem Compound Search for chemical match using the InChIKey SMOBCLHAZXOKDQ-ZJUUUORDSA-N
UniChem Connectivity Search for chemical match using the InChIKey SMOBCLHAZXOKDQ-ZJUUUORDSA-N

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MedChemExpress
Relebactam (links to external site)
Cat. No. HY-16752