NAV

S-Benzylcysteine

Identification

Generic Name
S-Benzylcysteine
DrugBank Accession Number
DB04531
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 211.281
Monoisotopic: 211.066699355
Chemical Formula
C10H13NO2S
Synonyms
  • (R)-S-Benzylcysteine
  • 3-Benzylthioalanine
  • L-S-Benzylcysteine
External IDs
  • NSC-523123
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UMethylated-DNA--protein-cysteine methyltransferaseNot 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

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
Chemical TaxonomyProvided by Classyfire
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 / Benzene and substituted derivatives / Amino acids / Sulfenyl compounds / Monocarboxylic acids and derivatives / Dialkylthioethers / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines
show 2 more
Substituents
Alpha-amino acid / Amine / Amino acid / Aromatic homomonocyclic compound / Benzenoid / Carbonyl group / Carboxylic acid / Dialkylthioether / Hydrocarbon derivative / L-alpha-amino acid
show 14 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
S-hydrocarbyl-L-cysteine (CHEBI:41085)
Affected organisms
Not Available

Chemical Identifiers

UNII
9VRE13M548
CAS number
3054-01-1
InChI Key
GHBAYRBVXCRIHT-VIFPVBQESA-N
InChI
InChI=1S/C10H13NO2S/c11-9(10(12)13)7-14-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1
IUPAC Name
(2R)-2-amino-3-(benzylsulfanyl)propanoic acid
SMILES
N[C@@H](CSCC1=CC=CC=C1)C(O)=O

References

General References
Not Available
PubChem Compound
193613
PubChem Substance
46508797
ChemSpider
168022
BindingDB
50213728
ChEBI
145803
ChEMBL
CHEMBL63130
ZINC
ZINC000000404298
PDBe Ligand
BCS
PDB Entries
1eh8 / 3l00 / 6bav

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 Solubility1.07 mg/mLALOGPS
logP-0.84ALOGPS
logP-0.78Chemaxon
logS-2.3ALOGPS
pKa (Strongest Acidic)2.42Chemaxon
pKa (Strongest Basic)9.14Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area63.32 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity57.54 m3·mol-1Chemaxon
Polarizability22.67 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9851
Blood Brain Barrier+0.5111
Caco-2 permeable+0.6173
P-glycoprotein substrateNon-substrate0.59
P-glycoprotein inhibitor INon-inhibitor0.9907
P-glycoprotein inhibitor IINon-inhibitor0.9961
Renal organic cation transporterNon-inhibitor0.8678
CYP450 2C9 substrateNon-substrate0.8388
CYP450 2D6 substrateNon-substrate0.8049
CYP450 3A4 substrateNon-substrate0.8109
CYP450 1A2 substrateNon-inhibitor0.9381
CYP450 2C9 inhibitorNon-inhibitor0.9681
CYP450 2D6 inhibitorNon-inhibitor0.9525
CYP450 2C19 inhibitorNon-inhibitor0.9599
CYP450 3A4 inhibitorNon-inhibitor0.9491
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9885
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.8843
BiodegradationNot ready biodegradable0.7358
Rat acute toxicity2.1261 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9679
hERG inhibition (predictor II)Non-inhibitor0.9509
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-MSsplash10-0006-9400000000-d382200f85f43d31a2e6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-8ac2dad4e5453f284f58
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9300000000-dc5133da1dbfaa3d8bd9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-268b7d356d6d9d3c19da
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-944ca213eecfc3b7c06a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-9100000000-5cc8dd2cd5c9d6e89995
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-6900000000-497400ad38759cfb6ca9
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-150.0139289
predicted
DarkChem Lite v0.1.0
[M-H]-136.22961
predicted
DeepCCS 1.0 (2019)
[M+H]+150.5416289
predicted
DarkChem Lite v0.1.0
[M+H]+139.04219
predicted
DeepCCS 1.0 (2019)
[M+Na]+150.0944289
predicted
DarkChem Lite v0.1.0
[M+Na]+148.1664
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Methylated-DNA--protein-cysteine methyltransferase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Methyltransferase activity
Specific Function
Involved in the cellular defense against the biological effects of O6-methylguanine (O6-MeG) in DNA. Repairs alkylated guanine in DNA by stoichiometrically transferring the alkyl group at the O-6 p...
Gene Name
MGMT
Uniprot ID
P16455
Uniprot Name
Methylated-DNA--protein-cysteine methyltransferase
Molecular Weight
21645.83 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. [Article]
  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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52