NAV

S-[(1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl] methanesulfonothioate

Identification

Generic Name
S-[(1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl] methanesulfonothioate
DrugBank Accession Number
DB08217
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 265.393
Monoisotopic: 265.080634859
Chemical Formula
C10H19NO3S2
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UEukaryotic translation initiation factor 4ENot AvailableHumans
UUncharacterized proteinNot AvailableMycobacterium tuberculosis H37Rv
UCarcinoembryonic antigen-related cell adhesion molecule 5Not AvailableHumans
UAfimbrial adhesin AFA-IIINot AvailableEscherichia coli
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.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as pyrrolines. These are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyrrolines
Sub Class
Not Available
Direct Parent
Pyrrolines
Alternative Parents
Sulfonyls / Sulfenyl compounds / N-organohydroxylamines / Azacyclic compounds / Organic oxides / Hydrocarbon derivatives
Substituents
Aliphatic heteromonocyclic compound / Azacycle / Hydrocarbon derivative / N-organohydroxylamine / Organic nitrogen compound / Organic oxide / Organic oxygen compound / Organonitrogen compound / Organosulfur compound / Pyrroline
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
MXZPGYFBZHBAQM-UHFFFAOYSA-N
InChI
InChI=1S/C10H19NO3S2/c1-9(2)6-8(7-15-16(5,13)14)10(3,4)11(9)12/h6,12H,7H2,1-5H3
IUPAC Name
3-[(methanesulfonylsulfanyl)methyl]-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-ol
SMILES
CC1(C)C=C(CSS(C)(=O)=O)C(C)(C)N1O

References

General References
Not Available
PubChem Compound
40428878
PubChem Substance
99444688
ChemSpider
24726312
ZINC
ZINC000002569540
PDBe Ligand
MTN
PDB Entries
1rf8 / 1zyt / 2cuu / 2igc / 2jxn / 2k3m / 2ksq / 2n2k / 2nth / 2ou8 …
show 30 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.754 mg/mLALOGPS
logP1.22ALOGPS
logP0.57Chemaxon
logS-2.6ALOGPS
pKa (Strongest Acidic)14.76Chemaxon
pKa (Strongest Basic)0.37Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area57.61 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity68.23 m3·mol-1Chemaxon
Polarizability27.51 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9785
Blood Brain Barrier+0.9696
Caco-2 permeable-0.5309
P-glycoprotein substrateNon-substrate0.6155
P-glycoprotein inhibitor INon-inhibitor0.6553
P-glycoprotein inhibitor IINon-inhibitor0.9197
Renal organic cation transporterNon-inhibitor0.8164
CYP450 2C9 substrateNon-substrate0.7501
CYP450 2D6 substrateNon-substrate0.7935
CYP450 3A4 substrateSubstrate0.5729
CYP450 1A2 substrateNon-inhibitor0.6899
CYP450 2C9 inhibitorNon-inhibitor0.725
CYP450 2D6 inhibitorNon-inhibitor0.8417
CYP450 2C19 inhibitorNon-inhibitor0.6467
CYP450 3A4 inhibitorNon-inhibitor0.5944
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5485
Ames testNon AMES toxic0.7462
CarcinogenicityNon-carcinogens0.7756
BiodegradationNot ready biodegradable0.997
Rat acute toxicity2.6125 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9426
hERG inhibition (predictor II)Non-inhibitor0.8266
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

Targets

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Details1. Eukaryotic translation initiation factor 4E
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Translation initiation factor activity
Specific Function
Recognizes and binds the 7-methylguanosine-containing mRNA cap during an early step in the initiation of protein synthesis and facilitates ribosome binding by inducing the unwinding of the mRNAs se...
Gene Name
EIF4E
Uniprot ID
P06730
Uniprot Name
Eukaryotic translation initiation factor 4E
Molecular Weight
25097.07 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details2. Uncharacterized protein
Kind
Protein
Organism
Mycobacterium tuberculosis H37Rv
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
O06796
Uniprot Name
Possible exported protein
Molecular Weight
13487.38 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details3. Carcinoembryonic antigen-related cell adhesion molecule 5
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein homodimerization activity
Specific Function
Cell surface glycoprotein that plays a role in cell adhesion and in intracellular signaling. Receptor for E.coli Dr adhesins.
Gene Name
CEACAM5
Uniprot ID
P06731
Uniprot Name
Carcinoembryonic antigen-related cell adhesion molecule 5
Molecular Weight
76794.015 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details4. Afimbrial adhesin AFA-III
Kind
Protein
Organism
Escherichia coli
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Hemagglutinins of uropathogenic E.coli mediate adherence to the upper urinary tract. These adhesins bind to the Dr blood group antigen and also agglutinate human erythrocytes in the presence of D-m...
Gene Name
afaE3
Uniprot ID
Q57254
Uniprot Name
Afimbrial adhesin AFA-III
Molecular Weight
17075.155 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:29 / Updated at June 12, 2020 16:52