Sulfamic Acid 2,3-O-(1-Methylethylidene)-4,5-O-Sulfonyl-Beta-Fructopyranose Ester

Identification

Name
Sulfamic Acid 2,3-O-(1-Methylethylidene)-4,5-O-Sulfonyl-Beta-Fructopyranose Ester
Accession Number
DB02894  (EXPT02924)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 361.346
Monoisotopic: 361.013737085
Chemical Formula
C9H15NO10S2
InChI Key
GGOAQSGCBDRTHT-JAKMQLQISA-N
InChI
InChI=1S/C9H15NO10S2/c1-8(2)17-7-6-5(18-22(13,14)19-6)3-15-9(7,20-8)4-16-21(10,11)12/h5-7H,3-4H2,1-2H3,(H2,10,11,12)/t5-,6-,7+,9+/m1/s1
IUPAC Name
[(1S,2S,6R,9S)-11,11-dimethyl-4,4-dioxo-3,5,8,10,12-pentaoxa-4λ⁶-thiatricyclo[7.3.0.0²,⁶]dodecan-9-yl]methyl sulfamate
SMILES
[H][[email protected]@]12CO[[email protected]@]3(COS(N)(=O)=O)OC(C)(C)O[[email protected]@]3([H])[[email protected]]1([H])OS(=O)(=O)O2

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCarbonic anhydrase 2Not AvailableHuman
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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
445393
PubChem Substance
46507400
ChemSpider
393044
BindingDB
13057
ChEMBL
CHEMBL417656
HET
SMS
PDB Entries
1eou

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility10.1 mg/mLALOGPS
logP-0.51ALOGPS
logP-0.62ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)11.09ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area149.68 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.31 m3·mol-1ChemAxon
Polarizability30.88 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9918
Blood Brain Barrier+0.9173
Caco-2 permeable-0.6098
P-glycoprotein substrateNon-substrate0.7156
P-glycoprotein inhibitor IInhibitor0.5059
P-glycoprotein inhibitor IINon-inhibitor0.9818
Renal organic cation transporterNon-inhibitor0.8993
CYP450 2C9 substrateNon-substrate0.942
CYP450 2D6 substrateNon-substrate0.8765
CYP450 3A4 substrateNon-substrate0.5136
CYP450 1A2 substrateNon-inhibitor0.67
CYP450 2C9 inhibitorNon-inhibitor0.7616
CYP450 2D6 inhibitorNon-inhibitor0.8758
CYP450 2C19 inhibitorNon-inhibitor0.6717
CYP450 3A4 inhibitorNon-inhibitor0.9078
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8448
Ames testAMES toxic0.5148
CarcinogenicityNon-carcinogens0.6375
BiodegradationNot ready biodegradable0.9669
Rat acute toxicity2.6100 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9158
hERG inhibition (predictor II)Non-inhibitor0.8684
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as dioxolopyrans. These are compounds containing a dioxolopyran moiety, which consists of a dioxole ring fused to a pyran ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Dioxolopyrans
Sub Class
Not Available
Direct Parent
Dioxolopyrans
Alternative Parents
Sulfuric acid diesters / Ketals / Oxanes / Monosaccharides / Alkyl sulfates / 1,3-dioxolanes / Oxacyclic compounds / Organic oxides / Organic nitrogen compounds / Hydrocarbon derivatives
Substituents
Dioxolopyran / Sulfuric acid diester / Ketal / Monosaccharide / Oxane / Alkyl sulfate / Sulfuric acid ester / Organic sulfuric acid or derivatives / Meta-dioxolane / Acetal
Molecular Framework
Aliphatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Details
1. Carbonic anhydrase 2
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion in...
Gene Name
CA2
Uniprot ID
P00918
Uniprot Name
Carbonic anhydrase 2
Molecular Weight
29245.895 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:04