Compound: Piperazine-2,5-dione
SMILES: OC1=NCC(O)=NC1
InChIKey: BXRNXXXXHLBUKK-UHFFFAOYSA-N
Synonyms: Piperazine-2,5-dione, 2,5-Piperazinedione, 106-57-0, GLYCINE ANHYDRIDE, 2,5-DIKETOPIPERAZINE, 2,5-Dioxopiperazine, Cycloglycylglycine, Cyclodiglycine, Cyclo(glycylglycyl), Glycylglycine lactam, Diglycolyl diamide, Glycine, bimol. cyclic peptide, diglycolyldiamide, alpha,gamma-Diacipiperazine, 240L69DTV7, NSC-26345, DTXSID8059342, CHEBI:16535, 2,5-Diazacyclohexane-1,4-dione, cyclo(Gly-Gly), RefChem:83021, DTXCID5032997, 203-411-5, MFCD00006009, Piperazinedione, Glycine, N-glycyl-, cyclic peptide, NSC 26345, Cyclic(glycylglycyl), .alpha.,.gamma.-Diacipiperazine, NSC26345, Piperazine-2,5-dione (Glycine Anhydride), F0278-0016, 1,4-diazaperhydroine-2,5-dione, Glycine Anhydride(2,5-Piperazinedione), Glycocoll Anhydride, Glycine EP Impurity B, EINECS 203-411-5, BRN 0112112, UNII-240L69DTV7, cyclo-(Gly-Gly), Oxiracetam Impurity 6, Glycine, cyclic peptide, piperazine-2,5-quinone, SCHEMBL66638, 5-24-05-00294 (Beilstein Handbook Reference), SCHEMBL137800, CHEMBL125229, orb3029595, SCHEMBL1057700, SCHEMBL7365089, PDK0012, 2,5-PIPERAZINEDIONE [MI], Glycine anhydride, cyclic dipeptide, SMSSF-0531123, EBC-14510, SBB079702, STK741583, TETRAHYDRO-2,5-PYRAZINEDIONE, AKOS001056505, FD05300, PS-4716, SY011208, ST4016141, CS-0046695, EU-0051025, G0100, NS00015771, CYCLO-GLYCYLGLYCINE (3,3,6,6-D4), EN300-16993, Oxiracetam Impurity B; Glycine EP Impurity B, C02777, F11382, G-4600, AC-907/30002028, F358180, BRD-K95941975-001-01-5, Q27101960, Z56854487, InChI=1/C4H6N2O2/c7-3-1-5-4(8)2-6-3/h1-2H2,(H,5,8)(H,6,7, Cyclodiglycine, Glycine, N-glycyl-, cyclic peptide,2,5-Piperazinedione, Glycylglycine lactam, Cyclo(glycylglycyl), Glycine cyclic dimer, 2,5-Dioxopiperazine, Diglycolyl diamide, alpha,gamma-Diacipiperazine, Cyclo(Gly-Gly), Glycine, bimol. cyclic peptide, Cycloglycylglycine, NSC 26345, Diketopiperazine, 2,5-Diketopiperazine
Theoretical properties:
molecular_formula: C4H6N2O2
molecular_weight: 114.10 g/mol
exact_mass: 114.042927438 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 8
topological_polar_surface_area: 58.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Piperazine-2,5-dione is a cyclic peptide that is piperazine in which the hydrogens at positions 2 and 5 are replaced by oxo groups. It is a cyclic peptide and a member of 2,5-diketopiperazines.
chembl: DIKETOPIPERAZINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 2,5-Diketopiperazine is an organic compound with the formula (NHCH2C(O))2. The compound features a six-membered ring containing two amide groups at opposite positions in the ring.  It was  first compound containing a peptide bond to be characterized by X-ray crystallography in 1938.  It is the parent of a large class of 2,5-Diketopiperazines (2,5-DKPs)
with the formula (NHCH2(R)C(O))2 (R = H, CH3, etc.). They are ubiquitous peptides in nature. They are often found in fermentation broths and yeast cultures as well as embedded in larger more complex architectures in a variety of natural products as well as several drugs.  In addition, they are often produced as degradation products of polypeptides, especially in processed foods and beverages. They have also been identified in the contents of comets.