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

Identification

Name
S-[(1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl] methanesulfonothioate
Accession Number
DB08217
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: 265.393
Monoisotopic: 265.080634859
Chemical Formula
C10H19NO3S2
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

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UEukaryotic translation initiation factor 4ENot AvailableHuman
UUncharacterized proteinNot AvailableMycobacterium tuberculosis H37Rv
UCarcinoembryonic antigen-related cell adhesion molecule 5Not AvailableHuman
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
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
40428878
PubChem Substance
99444688
ChemSpider
24726312
HET
MTN
PDB Entries
1rf8 / 1zyt / 2cuu / 2igc / 2jxn / 2k3m / 2ksq / 2n2k / 2nth / 2ou8
show 27 more

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 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

Taxonomy

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
Sulfonyl / Pyrroline / Azacycle / N-organohydroxylamine / Sulfenyl compound / Organic nitrogen compound / Organic oxygen compound / Organic oxide / Hydrocarbon derivative / Organosulfur compound
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
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. [PubMed:10592235]
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. [PubMed:10592235]
Kind
Protein
Organism
Human
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. [PubMed:10592235]
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. [PubMed:10592235]

Drug created on September 15, 2010 15:29 / Updated on December 01, 2017 16:02