Sisomicin

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

Identification

Name
Sisomicin
Accession Number
DB12604
Type
Small Molecule
Groups
Investigational
Description

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

Structure
Thumb
Synonyms
Not Available
External IDs
SCH 13475
Categories
UNII
X55XSL74YQ
CAS number
32385-11-8
Weight
Average: 447.5264
Monoisotopic: 447.269298563
Chemical Formula
C19H37N5O7
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

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
(4R)-limonene(4R)-limonene 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.
AcetaminophenSisomicin may decrease the excretion rate of Acetaminophen which could result in a higher serum level.
AcetyldigitoxinThe serum concentration of Acetyldigitoxin can be decreased when it is combined with Sisomicin.
AcetyldigoxinThe serum concentration of Acetyldigoxin can be decreased when it is combined with Sisomicin.
Acetylsalicylic acidThe risk or severity of nephrotoxicity can be increased when Acetylsalicylic acid is combined with Sisomicin.
AlclofenacAlclofenac may decrease the excretion rate of Sisomicin which could result in a higher serum level.
AlcuroniumSisomicin may increase the respiratory depressant activities of Alcuronium.
Alendronic acidSisomicin may increase the hypocalcemic activities of Alendronic acid.
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C00494
PubChem Compound
36119
PubChem Substance
347828820
ChemSpider
33222
ChEBI
9169
ChEMBL
CHEMBL221886
HET
SIS
Wikipedia
Sisomicin
ATC Codes
J01GB08 — Sisomicin
PDB Entries
4f8u / 4f8v / 5c4l / 5u08 / 6bbz / 6bc3 / 6bc7 / 6cap / 6car

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)9.88ChemAxon
Physiological Charge5ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area213.72 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity110.32 m3·mol-1ChemAxon
Polarizability46.45 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, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
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

Taxonomy

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
Amino cyclitol glycoside / Glycosyl compound / O-glycosyl compound / Aminocyclitol or derivatives / Cyclohexanol / Cyclohexylamine / Cyclitol or derivatives / Monosaccharide / Oxane / Cyclic alcohol
show 17 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
monosaccharide derivative, aminoglycoside antibiotic, amino cyclitol glycoside, beta-L-arabinoside (CHEBI:9169)

Drug created on October 20, 2016 17:10 / Updated on August 02, 2018 06:41