Biapenem

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Summary

Biapenem is a carbapenem antibiotic indicated in the treatment of bacterial infections.

Generic Name
Biapenem
DrugBank Accession Number
DB13028
Background

Biapenem has been used in trials studying the treatment of Bacterial Infections.

Type
Small Molecule
Groups
Investigational
Structure
Weight
Average: 350.39
Monoisotopic: 350.10487625
Chemical Formula
C15H18N4O4S
Synonyms
  • Biapenem
External IDs
  • CL 186,815
  • CL-186815
  • L-627
  • LJ C10,627
  • LJC-10627

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Treatment ofBacterial pyelonephritis•••••••••••••••••••••• ••••••• ••• ••••••••
Treatment ofBloodstream infections caused by susceptible bacteria•••••••••••••••••••••• ••••••• ••• ••••••••
Treatment ofEndometritis bacterial•••••••••••••••••••••• ••••••• ••• ••••••••
Treatment ofLung abscess•••••••••••••••••••••• ••••••• ••• ••••••••
Treatment ofPeritonitis bacterial•••••••••••••••••••••• ••••••• ••• ••••••••
Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
AcenocoumarolThe risk or severity of bleeding can be increased when Biapenem is combined with Acenocoumarol.
AmbroxolThe risk or severity of methemoglobinemia can be increased when Biapenem is combined with Ambroxol.
ArticaineThe risk or severity of methemoglobinemia can be increased when Biapenem is combined with Articaine.
BCG vaccineThe therapeutic efficacy of BCG vaccine can be decreased when used in combination with Biapenem.
BenzocaineThe risk or severity of methemoglobinemia can be increased when Biapenem is combined with Benzocaine.
Food Interactions
Not Available

Products

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Categories

ATC Codes
J01DH05 — Biapenem
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as thienamycins. These are beta-lactam antibiotics that differ from penicillins in having the thiazolidine sulfur atom replaced by carbon, the sulfur then becoming the first atom in the side chain.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Lactams
Sub Class
Beta lactams
Direct Parent
Thienamycins
Alternative Parents
Alpha amino acids and derivatives / Pyrroline carboxylic acids / Azepines / Vinylogous thioesters / Triazoles / Tertiary carboxylic acid amides / Heteroaromatic compounds / Thioenol ethers / Azetidines / Carboxylic acid salts
show 12 more
Substituents
1,2,4-triazole / Alcohol / Alpha-amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Azepine / Azetidine / Azole / Carbonyl group / Carboxamide group
show 24 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
organic sulfide, carbapenems, pyrazolotriazole (CHEBI:3089)
Affected organisms
  • Pseudomonas aeruginosa
  • Streptococcus pneumoniae
  • Haemophilus influenzae
  • Escherichia coli
  • Enterococcus faecalis
  • Moraxella catarrhalis
  • Enterococcus hirae
  • Acinetobacter spp.
  • Enterobacter spp.
  • Klebsiella spp.
  • Citrobacter spp.
  • Proteus spp.
  • Peptostreptococcus spp.
  • Bacteroides spp.
  • Fusobacterium spp.
  • Serratia spp.
  • Staphylococcus
  • Streptococcus

Chemical Identifiers

UNII
YR5U3L9ZH1
CAS number
120410-24-4
InChI Key
MRMBZHPJVKCOMA-YJFSRANCSA-N
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
IUPAC Name
6-{[(4R,5S,6S)-2-carboxylato-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]sulfanyl}-5H,6H,7H-4λ⁵-pyrazolo[1,2-a][1,2,4]triazol-4-ylium
SMILES
[H][C@](C)(O)[C@@]1([H])C(=O)N2C(C([O-])=O)=C(SC3CN4C=NC=[N+]4C3)[C@]([H])(C)[C@]12[H]

References

General References
  1. FDA Thailand Product Information: Omegacin (biapenem) for intravenous infusion [Link]
KEGG Compound
C11268
PubChem Compound
71339
PubChem Substance
347829162
ChemSpider
64442
ChEBI
3089
ChEMBL
CHEMBL285347
Wikipedia
Biapenem

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedTreatmentBacterial Infections / Healthy Volunteers (HV)2
Not AvailableRecruitingNot AvailableElderly Infection1
Not AvailableUnknown StatusNot AvailableHigh-dose Biapenem1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Powder300 mg/1vial
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility2.75 mg/mLALOGPS
logP-2ALOGPS
logP-6.1Chemaxon
logS-2.2ALOGPS
pKa (Strongest Acidic)3.51Chemaxon
pKa (Strongest Basic)-1.6Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area102.37 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity120.82 m3·mol-1Chemaxon
Polarizability35.06 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-190.0346138
predicted
DarkChem Lite v0.1.0
[M-H]-163.11008
predicted
DeepCCS 1.0 (2019)
[M+H]+190.5598138
predicted
DarkChem Lite v0.1.0
[M+H]+165.50565
predicted
DeepCCS 1.0 (2019)
[M+Na]+189.8393138
predicted
DarkChem Lite v0.1.0
[M+Na]+171.28456
predicted
DeepCCS 1.0 (2019)

Drug created at October 21, 2016 02:10 / Updated at June 12, 2021 10:54