IMPPAT Phytochemical information: 
Glycylglycylglycine
Glycylglycylglycine
Summary

SMILES: NCC(=O)NCC(=O)NCC(=O)O
InChI: InChI=1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13)
InChIKey: XKUKSGPZAADMRA-UHFFFAOYSA-N
DeepSMILES: NCC=O)NCC=O)NCC=O)O
Functional groups: CN; CNC(C)=O; CC(=O)O
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: Tripeptides
Synonymous chemical names:
diglycylglycine, glycylglycylglycine
External chemical identifiers:
CID:CID_11161; ChEMBL:CHEMBL54278; ChEBI:CHEBI:63961; ZINC:ZINC000001678871; FDASRS:CVK73ZDQ8B; SureChEMBL:SCHEMBL98565; MolPort-001-792-336
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Glycylglycylglycine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 189.17
Log P RDKit -2.74
Topological polar surface area (Å2) RDKit 121.52
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 6
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 5
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
Glycylglycylglycine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 1
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.37
Glycylglycylglycine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
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 -9.36
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Glycylglycylglycine
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000464383742
ENSP00000215095STX1B712
ENSP00000222812STX1A742
ENSP00000299518IDH3A752
ENSP00000314214VAMP2742
ENSP00000319377NLRP12800
ENSP00000379602VAMP1712
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.