Sisomicin

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

Identification

Generic Name
Sisomicin
DrugBank Accession Number
DB12604
Background

Sisomicin has been used in trials studying the treatment of Pyoderma.

Type
Small Molecule
Groups
Investigational
Structure
Weight
Average: 447.5264
Monoisotopic: 447.269298563
Chemical Formula
C19H37N5O7
Synonyms
  • Sisomicin
External IDs
  • SCH 13475

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.
DrugInteraction
AbacavirAbacavir may decrease the excretion rate of Sisomicin which could result in a higher serum level.
AceclofenacAceclofenac may decrease the excretion rate of Sisomicin which could result in a higher serum level.
AcemetacinAcemetacin may decrease the excretion rate of Sisomicin which could result in a higher serum level.
AcenocoumarolThe risk or severity of bleeding can be increased when Sisomicin is combined with Acenocoumarol.
AcetaminophenAcetaminophen may decrease the excretion rate of Sisomicin which could result in a higher serum level.
Food Interactions
Not Available

Categories

ATC Codes
J01GB08 — Sisomicin
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Aminocyclitol glycosides
Alternative Parents
O-glycosyl compounds / Aminocyclitols and derivatives / Cyclohexylamines / Cyclohexanols / Oxanes / Monosaccharides / Tertiary alcohols / 1,2-aminoalcohols / Oxacyclic compounds / Dialkylamines
show 4 more
Substituents
1,2-aminoalcohol / Acetal / Alcohol / Aliphatic heteromonocyclic compound / Amine / Amino cyclitol glycoside / Aminocyclitol or derivatives / Cyclic alcohol / Cyclitol or derivatives / Cyclohexanol
show 17 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
monosaccharide derivative, aminoglycoside antibiotic, amino cyclitol glycoside, beta-L-arabinoside (CHEBI:9169)
Affected organisms
Not Available

Chemical Identifiers

UNII
X55XSL74YQ
CAS number
32385-11-8
InChI Key
URWAJWIAIPFPJE-YFMIWBNJSA-N
InChI
InChI=1S/C19H37N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h3,9-18,24-27H,4-7,20-23H2,1-2H3/t9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+/m1/s1
IUPAC Name
(2R,3R,4R,5R)-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol
SMILES
[H][C@@]1(N)CC=C(CN)O[C@]1([H])O[C@]1([H])[C@@]([H])(N)C[C@@]([H])(N)[C@]([H])(O[C@@]2([H])OC[C@](C)(O)[C@]([H])(NC)[C@@]2([H])O)[C@@]1([H])O

References

General References
Not Available
KEGG Compound
C00494
PubChem Compound
36119
PubChem Substance
347828820
ChemSpider
33222
RxNav
9806
ChEBI
9169
ChEMBL
CHEMBL221886
ZINC
ZINC000056870809
PDBe Ligand
SIS
Wikipedia
Sisomicin
PDB Entries
4f8u / 4f8v / 5c4l / 5u08 / 6bbz / 6bc3 / 6bc7 / 6cap / 6car / 6mb4
show 7 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4WithdrawnTreatmentPyoderma1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility15.6 mg/mLALOGPS
logP-2ALOGPS
logP-4.3Chemaxon
logS-1.5ALOGPS
pKa (Strongest Acidic)12.55Chemaxon
pKa (Strongest Basic)9.74Chemaxon
Physiological Charge5Chemaxon
Hydrogen Acceptor Count12Chemaxon
Hydrogen Donor Count8Chemaxon
Polar Surface Area213.72 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity110.32 m3·mol-1Chemaxon
Polarizability46.67 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
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-0000900000-c257d090490406f3043c
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-0010900000-e957e2ece6cb00541b9b
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0f79-2960000000-e4019234db0edb127967
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0zmi-9500000000-581186dcec1f1ab9320d
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0ab9-9100000000-ccd5691ace392b03e90b
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0002-0000900000-060193de09eeb53e3e1a
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0230-0274900000-3f1be89196073a2aef6c
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0ir0-0970000000-e8083a0ffe7791382e2b
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03di-0920000000-eea6c730484f1d2fcc1d
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0nmi-3900000000-df6cc4b9d9d4d7f88835
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00di-0591000000-0785a7498e5373b2d8a0
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03fr-1910000000-e0b1b4029b0e6a0848b9
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-03e9-6900000000-fbac675bcbadc5d332ff
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-9300000000-71a42721119dc4209a6f
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-001i-9100000000-f588e80a7fdccf35f2e1
LC-MS/MS Spectrum - LC-ESI-IT , positiveLC-MS/MSsplash10-00di-0109600000-acd2c9f9fca4c7cfba95
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004j-0910800000-5085692d9fb9952cd0b3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0kbb-0804900000-f0f56e1df9e7fb97ecd4
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-024j-1890300000-dfc29ddebd8c2229ed21
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0920400000-1b85d65be33a1337523e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-002b-2913100000-0e4c45028164665add2b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-054t-1942200000-60a75bcec2dab0ebc3a1
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]-215.174783
predicted
DarkChem Lite v0.1.0
[M-H]-189.77202
predicted
DeepCCS 1.0 (2019)
[M+H]+215.776783
predicted
DarkChem Lite v0.1.0
[M+H]+191.49544
predicted
DeepCCS 1.0 (2019)
[M+Na]+214.900783
predicted
DarkChem Lite v0.1.0
[M+Na]+197.79118
predicted
DeepCCS 1.0 (2019)

Drug created at October 20, 2016 23:10 / Updated at February 21, 2021 18:53