biapenem   Click here for help

GtoPdb Ligand ID: 12022

Synonyms: L-627 | LJC10,627 | Omegacin® | RPX2003
Approved drug
biapenem is an approved drug
Compound class: Synthetic organic
Comment: Biapenem is a β-lactam (carbapenem), with broad-spectrum antibacterial activity [2,4].

biapenem 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 6
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 127.67
Molecular weight 350.1
XLogP -1.69
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 C[C@H]([C@H]1C(=O)N2[C@@H]1[C@@H](C)C(=C2C(=O)[O-])SC1C[n+]2n(C1)cnc2)O
Isomeric SMILES C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1SC1Cn2cnc[n+]2C1)C(=O)[O-])[C@@H](C)O
InChI InChI=1S/C15H18N4O4S/c1-7-11-10(8(2)20)14(21)19(11)12(15(22)23)13(7)24-9-3-17-5-16-6-18(17)4-9/h5-11,20H,3-4H2,1-2H3/t7-,8-,10-,11-/m1/s1
InChI Key MRMBZHPJVKCOMA-YJFSRANCSA-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.
IUPAC Name Click here for help
(4R,5S,6S)-3-(6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium-6-ylsulfanyl)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
International Nonproprietary Names Click here for help
INN number INN
7074 biapenem
Synonyms Click here for help
L-627 | LJC10,627 | Omegacin® | RPX2003
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Biapenem
Other databases
CAS Registry No. 120410-24-4
ChEBI CHEBI:3089
ChEMBL Ligand CHEMBL285347
DrugBank Ligand DB13028
DrugCentral Ligand 365
GtoPdb PubChem SID 464244163
PubChem CID 71339
Search Google for chemical match using the InChIKey MRMBZHPJVKCOMA-YJFSRANCSA-N
Search Google for chemicals with the same backbone MRMBZHPJVKCOMA
Search PubMed clinical trials biapenem
Search PubMed titles biapenem
Search PubMed titles/abstracts biapenem
UniChem Compound Search for chemical match using the InChIKey MRMBZHPJVKCOMA-YJFSRANCSA-N
UniChem Connectivity Search for chemical match using the InChIKey MRMBZHPJVKCOMA-YJFSRANCSA-N

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MedChemExpress
Biapenem (links to external site)
Cat. No. HY-13573