Oxalic acid; Monoamide

AlkaPlorer ID: AK093382

Synonym: Aminooxoacetic acid, Oxamic acid, Oxaminic acid, Oxalamic acid, Aminocarbonylformic acid, Oxoglycine

IUPAC Name: oxamic acid

Structure

SMILES: NC(=O)C(=O)O

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InChI: InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6)

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InChIKey: SOWBFZRMHSNYGE-UHFFFAOYSA-N

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Source

Properties Information

Molecule Weight: 89.04999999999998

TPSA: 80.39

MolLogP: -1.4437000000000002

Number of H-Donors: 2

Number of H-Acceptors: 2

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus L-lactate dehydrogenase A chain Ki 136000.0 nM 10.1039/C7MD00222J
Homo sapiens Cerebroside-sulfatase Potency 47.8 nM None
Homo sapiens HCC1954 IC50 25000000.0 nM 10.1016/j.bmcl.2014.06.076
Homo sapiens HEK293 Potency 23099.9 nM None
Homo sapiens L-lactate dehydrogenase IC50 25000000.0 nM 10.1016/j.bmcl.2013.04.001
Homo sapiens L-lactate dehydrogenase A chain IC50 57200.0 nM 10.1016/j.bmcl.2013.04.001
Homo sapiens L-lactate dehydrogenase A chain IC50 57200.0 nM 10.1016/j.bmcl.2014.06.076
Homo sapiens L-lactate dehydrogenase A chain Inhibition 48.0 % 10.1021/jm3014844
Homo sapiens L-lactate dehydrogenase A chain Inhibition 56.0 % 10.1021/jm3014844
Homo sapiens L-lactate dehydrogenase A chain Ki 26000.0 nM 10.1021/jm3014844
Homo sapiens L-lactate dehydrogenase A chain Ki 136000.0 nM 10.1021/acs.jmedchem.5b00168
Homo sapiens L-lactate dehydrogenase A chain Ki 138000.0 nM 10.1016/j.bmcl.2015.11.025
Homo sapiens L-lactate dehydrogenase A chain Ki 138000.0 nM 10.1021/jm101007q
Homo sapiens L-lactate dehydrogenase B chain IC50 33800.0 nM 10.1016/j.bmcl.2013.04.001
Homo sapiens L-lactate dehydrogenase B chain IC50 33800.0 nM 10.1016/j.bmcl.2014.06.076
Homo sapiens L-lactate dehydrogenase B chain Ki 94400.0 nM 10.1021/acs.jmedchem.5b00168
Homo sapiens L-lactate dehydrogenase B chain Ki 94400.0 nM 10.1039/C7MD00222J
Homo sapiens Monocarboxylate transporter 4 Activity nan None 10.1111/j.1469-7793.2000.00285.x
Plasmodium falciparum Lactate dehydrogenase IC50 92500.0 nM 10.1021/jm070336k
Plasmodium falciparum Malate dehydrogenase IC50 2000000.0 nM 10.1021/jm070336k
Rattus norvegicus Gamma-amino-N-butyrate transaminase Inhibition 60.0 % 10.1021/jm00344a004
Sus scrofa Malate dehydrogenase cytoplasmic IC50 2000000.0 nM 10.1021/jm070336k
Sus scrofa Malate dehydrogenase mitochondrial IC50 2000000.0 nM 10.1021/jm070336k
None Unchecked IC50 2660.0 nM 10.1016/j.bmc.2021.116458
None Unchecked IC50 123000.0 nM 10.1021/jm070336k
None Unchecked Potency 11220.2 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT016773 NC(=O)C(=O)O.NC(=O)OP(=O)(O)O>>NC(=O)NC(=O)C(=O)O enzymemap_28132
AKRT016774 NC(=O)C(=O)O>>O=C(O)C(=O)O R11617
AKRT017014 NC(=O)NC(=O)C(=O)O>>NC(=O)C(=O)O OXAMATE-CARBAMOYLTRANSFERASE-RXN