N-Oxalylglycine

N-Oxalylglycine
IUPAC name N-Oxalylglycine[citation needed]
Other names [(Carboxymethyl)amino](oxo)acetic acid[citation needed]
Identifiers
Abbreviations	NOG[citation needed]
CAS number	5262-39-5 Y
PubChem	3080614
ChemSpider	2338366 Y
MeSH	oxalylglycine
ChEBI	CHEBI:44482 N
ChEMBL	CHEMBL90852 Y
Jmol-3D images	Image 1
SMILES OC(=O)CNC(=O)C(O)=O
InChI InChI=1S/C4H5NO5/c6-2(7)1-5-3(8)4(9)10/h1H2,(H,5,8)(H,6,7)(H,9,10) Y Key: BIMZLRFONYSTPT-UHFFFAOYSA-N Y
Properties
Molecular formula	C4H5NO5
Molar mass	147.09 g mol−1
Appearance	colourless crystals
log P	1.232
Acidity (pKa)	2.827
Basicity (pKb)	11.170
Related compounds
Related alkanoic acids	Acetylcysteine Glycylglycine Iminodiacetic acid Nitrilotriacetic acid Tiopronin Bucillamine Oxalyldiaminopropionic acid
Related compounds	N-Acetylglycinamide
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

N-Oxalylglycine is the organic compound with the formula HO₂CC(O)NHCH₂CO₂H. This colourless solid is used as an inhibitor of α-ketoglutarate-dependent enzymes.^[1] It is isosteric with α-ketoglutaric acid. Such enzymes are pervasive and, for example, are required for the synthesis of 4-hydroxyproline.

References