S-Arsonocysteine

Identification

Name
S-Arsonocysteine
Accession Number
DB03352  (EXPT01037)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • S-Arsono-L-cysteine
  • S-Arsonocysteine
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 245.086
Monoisotopic: 244.933914478
Chemical Formula
C3H8AsNO5S
InChI Key
XSWAJYRRDHPZDP-REOHCLBHSA-N
InChI
InChI=1S/C3H8AsNO5S/c5-2(3(6)7)1-11-4(8,9)10/h2H,1,5H2,(H,6,7)(H2,8,9,10)/t2-/m0/s1
IUPAC Name
(2R)-2-amino-3-(arsonosulfanyl)propanoic acid
SMILES
N[C@@H](CS[As](O)(O)=O)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UArsenate reductaseNot AvailableEscherichia coli
U3-mercaptopyruvate sulfurtransferaseNot AvailableLeishmania major
UProtein ArsCNot AvailableStaphylococcus aureus
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
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

References

General References
Not Available
External Links
PubChem Compound
17753924
PubChem Substance
46508550
ChemSpider
25057131
PDBe Ligand
CSR
PDB Entries
1jzw / 1lju / 1okg / 1sk1

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 Solubility40.4 mg/mLALOGPS
logP-3ALOGPS
logP-4.1ChemAxon
logS-0.78ALOGPS
pKa (Strongest Acidic)1.1ChemAxon
pKa (Strongest Basic)9.22ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area120.85 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity34.01 m3·mol-1ChemAxon
Polarizability17.38 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.5626
Blood Brain Barrier+0.6809
Caco-2 permeable-0.7012
P-glycoprotein substrateNon-substrate0.792
P-glycoprotein inhibitor INon-inhibitor0.9766
P-glycoprotein inhibitor IINon-inhibitor1.0
Renal organic cation transporterNon-inhibitor0.9629
CYP450 2C9 substrateNon-substrate0.8075
CYP450 2D6 substrateNon-substrate0.8176
CYP450 3A4 substrateNon-substrate0.7391
CYP450 1A2 substrateNon-inhibitor0.738
CYP450 2C9 inhibitorNon-inhibitor0.8589
CYP450 2D6 inhibitorNon-inhibitor0.9227
CYP450 2C19 inhibitorNon-inhibitor0.8592
CYP450 3A4 inhibitorNon-inhibitor0.8652
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9953
Ames testNon AMES toxic0.7379
CarcinogenicityNon-carcinogens0.7568
BiodegradationReady biodegradable0.7066
Rat acute toxicity2.0653 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.987
hERG inhibition (predictor II)Non-inhibitor0.9631
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 l-cysteine-s-conjugates. These are compounds containing L-cysteine where the thio-group is conjugated.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
L-cysteine-S-conjugates
Alternative Parents
L-alpha-amino acids / Amino acids / Sulfenyl compounds / Organic metalloid salts / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
show 1 more
Substituents
L-cysteine-s-conjugate / Alpha-amino acid / L-alpha-amino acid / Amino acid / Carboxylic acid / Monocarboxylic acid or derivatives / Sulfenyl compound / Organic metalloid salt / Carbonyl group / Organic salt
show 12 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Escherichia coli
Pharmacological action
Unknown
General Function
Arsenate reductase (glutaredoxin) activity
Specific Function
Reduction of arsenate [As(V)] to arsenite [As(III)]. This protein expands the substrate specificity of ArsAB pump which can extrude arsenite and antimonite to allow for arsenate pumping and resista...
Gene Name
arsC
Uniprot ID
P08692
Uniprot Name
Arsenate reductase
Molecular Weight
15830.1 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]
Kind
Protein
Organism
Leishmania major
Pharmacological action
Unknown
General Function
3-mercaptopyruvate sulfurtransferase activity
Specific Function
Not Available
Gene Name
MST
Uniprot ID
Q7K9G0
Uniprot Name
3-mercaptopyruvate sulfurtransferase
Molecular Weight
40154.325 Da
Kind
Protein
Organism
Staphylococcus aureus
Pharmacological action
Unknown
General Function
Protein tyrosine phosphatase activity
Specific Function
Reduces arsenate [As(V)] to arsenite [As(III)] and dephosphorylates tyrosine phosphorylated proteins, low-MW aryl phosphates and natural and synthetic acyl phosphates. Could switch between differen...
Gene Name
arsC
Uniprot ID
P0A006
Uniprot Name
Protein ArsC
Molecular Weight
14812.62 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 March 01, 2020 19:08

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