S-2-(Boronoethyl)-L-Cysteine

Identification

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Name
S-2-(Boronoethyl)-L-Cysteine
Accession Number
DB03731  (EXPT02831)
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: 210.036
Monoisotopic: 210.060748687
Chemical Formula
C5H13BNO5S
InChI Key
XLVRIIJULVQAMP-BYPYZUCNSA-N
InChI
InChI=1S/C5H13BNO5S/c7-4(5(8)9)3-13-2-1-6(10,11)12/h4,10-12H,1-3,7H2,(H,8,9)/q-1/t4-/m0/s1
IUPAC Name
(2-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}ethyl)trihydroxyboranuide
SMILES
[H][C@](N)(CSCC[B-](O)(O)O)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UArginase-1Not AvailableHumans
UArginase-2, mitochondrialNot AvailableHumans
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
446122
PubChem Substance
46504906
ChemSpider
393561
HET
S2C
PDB Entries
1hq5 / 1p8r / 1pq3 / 1wva / 1wvb / 3e9b / 4iu4 / 4q3v

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 Solubility1.46 mg/mLALOGPS
logP-3ALOGPS
logP-5.4ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)1.78ChemAxon
pKa (Strongest Basic)9.14ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area124.01 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity44.1 m3·mol-1ChemAxon
Polarizability20.53 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.6527
Blood Brain Barrier+0.5517
Caco-2 permeable-0.6766
P-glycoprotein substrateNon-substrate0.595
P-glycoprotein inhibitor INon-inhibitor0.9675
P-glycoprotein inhibitor IINon-inhibitor1.0
Renal organic cation transporterNon-inhibitor0.9361
CYP450 2C9 substrateNon-substrate0.8088
CYP450 2D6 substrateNon-substrate0.806
CYP450 3A4 substrateNon-substrate0.6879
CYP450 1A2 substrateNon-inhibitor0.5504
CYP450 2C9 inhibitorNon-inhibitor0.9017
CYP450 2D6 inhibitorNon-inhibitor0.9279
CYP450 2C19 inhibitorNon-inhibitor0.8602
CYP450 3A4 inhibitorNon-inhibitor0.8471
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9868
Ames testNon AMES toxic0.6856
CarcinogenicityNon-carcinogens0.8861
BiodegradationNot ready biodegradable0.8676
Rat acute toxicity1.8303 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9006
hERG inhibition (predictor II)Non-inhibitor0.9063
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not 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 / Boronic acids / Sulfenyl compounds / Polyols / Organic metalloid salts / Carboxylic acids / Monocarboxylic acids and derivatives / Dialkylthioethers / Organopnictogen compounds
show 6 more
Substituents
L-cysteine-s-conjugate / Alpha-amino acid / L-alpha-amino acid / Boronic acid derivative / Boronic acid / Amino acid / Carboxylic acid / Monocarboxylic acid or derivatives / Polyol / Thioether
show 21 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Manganese ion binding
Specific Function
Not Available
Gene Name
ARG1
Uniprot ID
P05089
Uniprot Name
Arginase-1
Molecular Weight
34734.655 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]
  3. 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
Humans
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
May play a role in the regulation of extra-urea cycle arginine metabolism and also in down-regulation of nitric oxide synthesis. Extrahepatic arginase functions to regulate L-arginine bioavailabili...
Gene Name
ARG2
Uniprot ID
P78540
Uniprot Name
Arginase-2, mitochondrial
Molecular Weight
38577.515 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 June 04, 2019 05:55