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Bekanamycin

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

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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
3D
Similar Structures
Weight
Average: 483.5139
Monoisotopic: 483.254042429
Chemical Formula
C18H37N5O10
Synonyms
  • Bekanamycin
External IDs
  • NK-1006
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Pharmacology

Indication

Not Available

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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.
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interactions in your software
AmbroxolThe risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Ambroxol.
ArticaineThe risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Articaine.
BenzocaineThe risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Benzocaine.
Benzyl alcoholThe risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Benzyl alcohol.
BupivacaineThe risk or severity of methemoglobinemia can be increased when Bekanamycin is combined with Bupivacaine.
Food Interactions
Not Available

Products

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
VISUCLOBEN ANTIBIOTICOBekanamycin (14.4 MG/ML) + Clobetasone butyrate (1 MG/ML)Suspension / dropsOphthalmicVisufarma S.P.A.2014-07-082022-04-12Italy flag
VISUMETAZONE ANTIBIOTICOBekanamycin (1.44 g/100ml) + Betamethasone (100 mg/100ml) + Tetrahydrozoline hydrochloride (50 mg/100ml)Solution / dropsOphthalmicVisufarma S.P.A.2014-07-082022-07-06Italy flag

Categories

ATC Codes
J01GB13 — Bekanamycin
Drug Categories
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
  1. AIFA Package Leaflet: VISUCLOBEN ANTIBIOTICO (bekanamycin and clobetasone) ophthalmic suspension [Link]
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

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Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Suspension / dropsOphthalmic
Solution / dropsOphthalmic
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility75.9 mg/mLALOGPS
logP-3ALOGPS
logP-7.2Chemaxon
logS-0.8ALOGPS
pKa (Strongest Acidic)12.49Chemaxon
pKa (Strongest Basic)9.56Chemaxon
Physiological Charge5Chemaxon
Hydrogen Acceptor Count15Chemaxon
Hydrogen Donor Count11Chemaxon
Polar Surface Area288.4 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity107.79 m3·mol-1Chemaxon
Polarizability47.72 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-01si-0504900000-83d3b2e25b64d4d2fc96
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0100900000-b801d36acf1a99e6b77c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-08nc-0809400000-3b448aeb24a463e60800
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-3408900000-ca477c07190faead0ad3
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-001s-5529300000-0d8182af5d1b14c2eb7b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0bu0-4759300000-6cea28528bee20be5fb7
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]-208.8439573
predicted
DarkChem Lite v0.1.0
[M-H]-209.5600573
predicted
DarkChem Lite v0.1.0
[M-H]-185.63907
predicted
DeepCCS 1.0 (2019)
[M+H]+210.4019573
predicted
DarkChem Lite v0.1.0
[M+H]+209.9731573
predicted
DarkChem Lite v0.1.0
[M+H]+187.36278
predicted
DeepCCS 1.0 (2019)
[M+Na]+209.9949573
predicted
DarkChem Lite v0.1.0
[M+Na]+193.56725
predicted
DeepCCS 1.0 (2019)

Drug created at June 23, 2017 20:46 / Updated at May 29, 2021 18:12