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Identification
NameS-Benzyl-Glutathione
Accession NumberDB03602  (EXPT01647)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 397.446
Monoisotopic: 397.130756173
Chemical FormulaC17H23N3O6S
InChI KeyXYJWEQWNNKNSFU-QWHCGFSZSA-N
InChI
InChI=1S/C17H23N3O6S/c18-12(17(25)26)6-7-14(21)20-13(16(24)19-8-15(22)23)10-27-9-11-4-2-1-3-5-11/h1-5,12-13H,6-10,18H2,(H,19,24)(H,20,21)(H,22,23)(H,25,26)/t12-,13+/m0/s1
IUPAC Name
(2S)-2-amino-4-{[(1S)-2-(benzylsulfanyl)-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid
SMILES
N[C@@H](CCC(=O)N[C@H](CSCC1=CC=CC=C1)C(=O)NCC(O)=O)C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassAmino Acids, Peptides, and Analogues
Direct parentPeptides
Alternative parentsN-acyl-alpha Amino Acids; Alpha Amino Acid Amides; Amino Fatty Acids; Dicarboxylic Acids and Derivatives; Benzene and Substituted Derivatives; Secondary Carboxylic Acid Amides; Polyols; Thioethers; Carboxylic Acids; Enolates; Polyamines; Monoalkylamines
Substituentsn-acyl-alpha-amino acid; n-acyl-alpha amino acid or derivative; alpha-amino acid amide; alpha-amino acid or derivative; benzene; dicarboxylic acid derivative; carboxamide group; secondary carboxylic acid amide; polyol; thioether; polyamine; carboxylic acid; enolate; amine; primary amine; primary aliphatic amine; organonitrogen compound
Classification descriptionThis compound belongs to the peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.7306
Blood Brain Barrier + 0.5795
Caco-2 permeable - 0.7604
P-glycoprotein substrate Substrate 0.6015
P-glycoprotein inhibitor I Non-inhibitor 0.9424
P-glycoprotein inhibitor II Non-inhibitor 0.9965
Renal organic cation transporter Non-inhibitor 0.903
CYP450 2C9 substrate Non-substrate 0.8784
CYP450 2D6 substrate Non-substrate 0.8239
CYP450 3A4 substrate Non-substrate 0.7597
CYP450 1A2 substrate Non-inhibitor 0.9572
CYP450 2C9 substrate Non-inhibitor 0.9466
CYP450 2D6 substrate Non-inhibitor 0.9145
CYP450 2C19 substrate Non-inhibitor 0.9281
CYP450 3A4 substrate Non-inhibitor 0.8931
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.993
Ames test Non AMES toxic 0.5
Carcinogenicity Non-carcinogens 0.9412
Biodegradation Not ready biodegradable 0.6825
Rat acute toxicity 1.8241 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.973
hERG inhibition (predictor II) Non-inhibitor 0.9164
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.116ALOGPS
logP-1.9ALOGPS
logP-2.9ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)1.81ChemAxon
pKa (Strongest Basic)9.31ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area158.82 Å2ChemAxon
Rotatable Bond Count12ChemAxon
Refractivity98.43 m3·mol-1ChemAxon
Polarizability40.21 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound46936726
PubChem Substance46507389
HETGSB
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Glutathione S-transferase A1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Glutathione S-transferase A1 P08263 Details

2. Lactoylglutathione lyase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Lactoylglutathione lyase Q04760 Details

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
  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

Enzymes

1. Glutathione S-transferase A1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Glutathione S-transferase A1 P08263 Details
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:21