IMPPAT Phytochemical information: 
Bis-gamma-glutamylcystine
Bis-gamma-glutamylcystine
Summary

SMILES: NC(C(=O)O)CCC(=O)NC(C(=O)O)CSSCC(C(=O)O)NC(=O)CCC(C(=O)O)N
InChI: InChI=1S/C16H26N4O10S2/c17-7(13(23)24)1-3-11(21)19-9(15(27)28)5-31-32-6-10(16(29)30)20-12(22)4-2-8(18)14(25)26/h7-10H,1-6,17-18H2,(H,19,21)(H,20,22)(H,23,24)(H,25,26)(H,27,28)(H,29,30)
InChIKey: GOZJYXJJQVGDOJ-UHFFFAOYSA-N
DeepSMILES: NCC=O)O))CCC=O)NCC=O)O))CSSCCC=O)O))NC=O)CCCC=O)O))N
Functional groups: CN; CC(=O)O; CNC(C)=O; CSSC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Amino acids, peptides, and analogues
NP Classifier Biosynthetic pathway: Amino acids and Peptides
NP Classifier Superclass: Small peptides
NP Classifier Class: Dipeptides|Tripeptides
Synonymous chemical names:
n,n-bis(gamma-glutamyl)cystine
External chemical identifiers:
CID:CID_440072; ChEBI:CHEBI:17257; SureChEMBL:SCHEMBL4417044
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Bis-gamma-glutamylcystine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 498.54
Log P RDKit -2.11
Topological polar surface area (Å2) RDKit 259.44
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 32
Number of heteroatoms RDKit 16
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 2
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.62
Number of rotatable bonds RDKit 17
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 0
Bis-gamma-glutamylcystine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.07881
Bis-gamma-glutamylcystine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Highly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -14.88
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes