1-Hydroxy-2-S-Glutathionyl-3-Para-Nitrophenoxy-Propane

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as gamma-glutamyl peptides. These are oligo- and polypeptides consisting of any C-terminal alpha peptide having a gamma-glutamyl residue attached at the N alpha-position.

Gamma-glutamyl peptides

Organic compounds

Organic acids and derivatives

Carboxylic acids and derivatives

Amino acids, peptides, and analogues

Calculated Property

kind Value Source
logP -1.9 ALOGPS
logS -3.3 ALOGPS
Water Solubility 2.74e-01 g/l ALOGPS
logP -4 ChemAxon
IUPAC Name (2S)-2-amino-4-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-{[(2R)-1-hydroxy-3-(4-nitrophenoxy)propan-2-yl]sulfanyl}ethyl]carbamoyl}butanoic acid ChemAxon
Traditional IUPAC Name (2S)-2-amino-4-{[(1S)-1-(carboxymethylcarbamoyl)-2-{[(2R)-1-hydroxy-3-(4-nitrophenoxy)propan-2-yl]sulfanyl}ethyl]carbamoyl}butanoic acid ChemAxon
Molecular Weight 502.496 ChemAxon
Monoisotopic Weight 502.136963762 ChemAxon
SMILES N[C@@H](CCC(=O)N[C@H](CS[C@H](CO)COC1=CC=C(C=C1)[N+]([O-])=O)C(=O)NCC(O)=O)C(O)=O ChemAxon
Molecular Formula C19H26N4O10S ChemAxon
InChI InChI=1S/C19H26N4O10S/c20-14(19(29)30)5-6-16(25)22-15(18(28)21-7-17(26)27)10-34-13(8-24)9-33-12-3-1-11(2-4-12)23(31)32/h1-4,13-15,24H,5-10,20H2,(H,21,28)(H,22,25)(H,26,27)(H,29,30)/t13-,14+,15-/m1/s1 ChemAxon
InChIKey InChIKey=YWXHXYSGHBAIBL-QLFBSQMISA-N ChemAxon
Polar Surface Area (PSA) 234.1 ChemAxon
Refractivity 117.84 ChemAxon
Polarizability 48.54 ChemAxon
Rotatable Bond Count 16 ChemAxon
H Bond Acceptor Count 11 ChemAxon
H Bond Donor Count 6 ChemAxon
pKa (strongest acidic) 1.8 ChemAxon
pKa (strongest basic) 9.31 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Glutathione S-transferase Mu 4 : in Human