This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Summary
Bekanamycin is an aminoglycoside antibiotic indicated in the treatment of eye infections.
- Generic Name
- Bekanamycin
- DrugBank Accession Number
- DB13673
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Bekanamycin (DB13673)
- Weight
- Average: 483.5139
Monoisotopic: 483.254042429 - Chemical Formula
- C18H37N5O10
- Synonyms
- Bekanamycin
- External IDs
- NK-1006
Pharmacology
- Indication
Not Available
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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
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.- 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.
Drug Interaction Integrate drug-drug
interactions in your softwareAmbroxol The risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Ambroxol. Articaine The risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Articaine. Benzocaine The risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Benzocaine. Benzyl alcohol The risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Benzyl alcohol. Bupivacaine The risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Bupivacaine. Butacaine The risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Butacaine. Butamben The risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Butamben. Capecitabine Capecitabine may increase the nephrotoxic activities of Bekanamycin. Capsaicin The risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Capsaicin. Cefepime The risk or severity of ototoxicity and nephrotoxicity can be increased when Cefepime is combined with Bekanamycin. 
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- Not Available
Products
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Categories
- ATC Codes
- J01GB13 — Bekanamycin
- Drug Categories
- Agents that produce neuromuscular block (indirect)
- Aminoglycoside Antibacterials
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibacterials for Systemic Use
- Antiinfectives for Systemic Use
- Carbohydrates
- Drugs that are Mainly Renally Excreted
- Drugs that are Mainly Renally Excreted with a Narrow Therapeutic Index
- Glycosides
- Narrow Therapeutic Index Drugs
- Nephrotoxic agents
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as 4,6-disubstituted 2-deoxystreptamines. These are 2-deoxystreptamine aminoglycosides that a glycosidically linked to a pyranose of furanose unit at the C4- and C6-positions.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbohydrates and carbohydrate conjugates
- Direct Parent
- 4,6-disubstituted 2-deoxystreptamines
- Alternative Parents
- O-glycosyl compounds / Aminocyclitols and derivatives / Cyclohexylamines / Cyclohexanols / Oxanes / Monosaccharides / 1,2-aminoalcohols / Oxacyclic compounds / Acetals / Primary alcohols show 3 more
- Substituents
- 1,2-aminoalcohol / 4,6-disubstituted 2-deoxystreptamine / Acetal / Alcohol / Aliphatic heteromonocyclic compound / Amine / Aminocyclitol or derivatives / Cyclic alcohol / Cyclitol or derivatives / Cyclohexanol show 15 more
- Molecular Framework
- Aliphatic heteromonocyclic compounds
- External Descriptors
- kanamycins (CHEBI:28098)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 15JT14C3GI
- CAS number
- 4696-76-8
- InChI Key
- SKKLOUVUUNMCJE-FQSMHNGLSA-N
- InChI
- InChI=1S/C18H37N5O10/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18/h4-18,24-29H,1-3,19-23H2/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+/m0/s1
- IUPAC Name
- (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2S,3S,4R,6S)-4,6-diamino-3-{[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}oxane-3,4-diol
- SMILES
- [H][C@]1(N)C[C@@]([H])(N)[C@]([H])(O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(N)[C@@]2([H])O)[C@@]([H])(O)[C@]1([H])O[C@@]1([H])O[C@]([H])(CN)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])N
References
- General References
- AIFA Package Leaflet: VISUCLOBEN ANTIBIOTICO (bekanamycin and clobetasone) ophthalmic suspension [Link]
- External Links
- KEGG Compound
- C00825
- ChemSpider
- 388449
- BindingDB
- 50368267
- ChEBI
- 28098
- ChEMBL
- CHEMBL176
- ZINC
- ZINC000053132258
- PDBe Ligand
- 9CS
- Wikipedia
- Bekanamycin
- PDB Entries
- 2qir / 5u1e / 6np5 / 6nti / 6s0w / 7cl3 / 7cl5 / 7uul
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Suspension / drops Ophthalmic Solution / drops Ophthalmic - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 75.9 mg/mL ALOGPS logP -3 ALOGPS logP -7.2 Chemaxon logS -0.8 ALOGPS pKa (Strongest Acidic) 12.49 Chemaxon pKa (Strongest Basic) 9.56 Chemaxon Physiological Charge 5 Chemaxon Hydrogen Acceptor Count 15 Chemaxon Hydrogen Donor Count 11 Chemaxon Polar Surface Area 288.4 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 107.79 m3·mol-1 Chemaxon Polarizability 47.72 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Drug created at June 23, 2017 20:46 / Updated at May 29, 2021 18:12