Compound Detail

CHEMBL90852

N-OXALYLGLYCINE

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O=C(O)CNC(=O)C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL90852
Name	N-OXALYLGLYCINE
Phase	Preclinical
Structure Type	MOL
InChI Key	BIMZLRFONYSTPT-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

147.1

MW (Da)

-1.73

ALogP

HBA

HBD

103.7

PSA (Å²)

0.40

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C4H5NO5
MW	147.09
Aromatic Rings	0
Heavy Atoms	10
NP-Likeness	0.03

Activity Summary

IC50 59 meas. best 6.5

Kd 7 meas. best 5.7

Ki 7 meas. best 6.27

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Lysine-specific demethylase 6B CHEMBL1938211	IC50	6.5	6.5	316.2	1
Unchecked CHEMBL612545	IC50	6.3	4.9033	501.2	12
Prolyl 4-hydroxylase subunit alpha-1 CHEMBL3301	Ki	6.27	6.27	540.0	1
Prolyl hydroxylase EGLN2 CHEMBL3028	IC50	6.08	5.8133	842.0	3
Egl nine homolog 1 CHEMBL5697	Kd	5.7	5.5433	2000.0	6
Lysine-specific demethylase 3A CHEMBL1938209	IC50	5.7	5.7	1995.3	1
Prolyl 4-hydroxylase subunit alpha-1 CHEMBL3301	IC50	5.54	5.54	2890.0	1
Unchecked CHEMBL612545	Kd	5.4	5.4	4000.0	1
Egl nine homolog 1 CHEMBL5697	IC50	5.25	4.9283	5600.0	6
Methylcytosine dioxygenase TET3 CHEMBL4879414	IC50	5.16	5.16	6918.3	2
Lysine-specific demethylase 5C CHEMBL2163176	IC50	5.1	5.1	7943.3	1
Egl nine homolog 1 CHEMBL5697	Ki	5.1	5.1	8000.0	2
Methylcytosine dioxygenase TET2 CHEMBL4523344	IC50	5.05	4.94	8912.5	4
Methylcytosine dioxygenase TET1 CHEMBL4523402	IC50	4.89	4.88	13000.0	2
Unchecked CHEMBL612545	Ki	4.8	4.8	16000.0	1
Prolyl 4-hydroxylase CHEMBL4523368	IC50	4.67	4.67	21200.0	1
Lysine-specific demethylase 5B CHEMBL3774295	IC50	4.61	4.61	24500.0	2
RNA demethylase ALKBH5 CHEMBL3621037	IC50	4.59	4.59	25850.0	1
Alpha-ketoglutarate-dependent dioxygenase FTO CHEMBL2331065	IC50	4.44	4.4	36500.0	2
Lysine-specific demethylase 2A CHEMBL1938210	IC50	4.35	4.325	45000.0	2
Hypoxia-inducible factor 1-alpha inhibitor CHEMBL5909	IC50	4.34	4.34	46000.0	1
Prolyl 4-hydroxylase CHEMBL4523368	Ki	4.31	4.31	48740.0	1
Lysine-specific demethylase 4A CHEMBL5896	IC50	4.07	4.07	85000.0	1
Alpha-ketoglutarate-dependent dioxygenase alkB homolog 3 CHEMBL3112376	IC50	4.01	4.01	96800.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	2.5	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Lysine-specific demethylase 6B	IC50	=	316.23	nM	6.5	Inhibition of KDM6B (unknown origin)	26682034
Unchecked	IC50	=	501.19	nM	6.3	Inhibition of N-terminal His-tagged recombinant human TET2 catalytic domain LCId...	38294854
Prolyl 4-hydroxylase subunit alpha-1	Ki	=	540.0	nM	6.27	Compound was evaluated for the inhibition of prolyl 4-hydroxylase	1321909
Prolyl hydroxylase EGLN2	IC50	=	842.0	nM	6.08	Inhibition of PHD1 by HTRF assay	20822901
Unchecked	IC50	=	1800.0	nM	5.75	Inhibition of recombinant human MINA53 expressed in Escherichia coli BL21 (DE3) ...	34843649
Lysine-specific demethylase 3A	IC50	=	1995.26	nM	5.7	Inhibition of KDM3A (unknown origin)	26682034
Egl nine homolog 1	Kd	=	2000.0	nM	5.7	Displacement of [13C]-2OG from catalytic domain of PHD2 (181 to 426) (unknown or...	23234607
Prolyl hydroxylase EGLN2	IC50	=	2100.0	nM	5.68	Inhibition of human recombinant PHD1 expressed in Sf9 cells by time-resolved flu...	20684604
Prolyl hydroxylase EGLN2	IC50	=	2100.0	nM	5.68	Inhibition of PHD1	21955276
Egl nine homolog 1	Kd	=	2800.0	nM	5.55	Binding affinity to human PHD2-Mn(II) using 100% H2O MQC spectrometer operated a...	20025281
Prolyl 4-hydroxylase subunit alpha-1	IC50	=	2890.0	nM	5.54	Compound was evaluated for the inhibition of prolyl 4-hydroxylase	1321909
Unchecked	IC50	=	2890.0	nM	5.54	Inhibition of collagen prolyl 4-hydroxylase (unknown origin) using 2-ketoglutara...	29986141
Egl nine homolog 1	Kd	=	3000.0	nM	5.52	Binding affinity to human PHD2 catalytic domain (181 to 426) Mn2 expressed in Es...	23234607
Egl nine homolog 1	Kd	=	3100.0	nM	5.51	Binding affinity to human PHD2-Mn(II) using 12.5% H2O/87.5% D2O MQC spectrometer...	20025281
Egl nine homolog 1	Kd	=	3100.0	nM	5.51	Binding affinity to human PHD2 by nondenaturing ESI-MS	20025281
Egl nine homolog 1	Kd	=	3400.0	nM	5.47	Binding affinity to human PHD2-Mn(II) using 12.5% H2O/87.5% D2O MQC spectrometer...	20025281
Unchecked	IC50	=	3500.0	nM	5.46	Inhibition of recombinant human NO66 expressed in Escherichia coli BL21 (DE3) us...	34843649
Unchecked	Kd	=	4000.0	nM	5.4	Binding affinity to human FIH catalytic domain Mn2 expressed in Escherichia coli...	23234607
Egl nine homolog 1	IC50	=	5600.0	nM	5.25	Inhibition of human recombinant PHD2 expressed in Sf9 cells by time-resolved flu...	20684604
Egl nine homolog 1	IC50	=	6200.0	nM	5.21	Inhibition of PHD2	21955276

Literature References

PubMed	DOI	Target Context	# Activities
20025281	10.1021/jm901537q	Egl nine homolog 1	5
23234607	10.1021/jm301583m	Egl nine homolog 1	4
38294854	10.1021/acs.jmedchem.3c01820	Unchecked	4
22263962	10.1021/jm201417e	Unchecked	3
23234607	10.1021/jm301583m	Unchecked	3
18942826	10.1021/jm800936s	Unchecked	3
19359167	10.1016/j.bmcl.2009.03.098	Lysine-specific demethylase 4D	2
19359167	10.1016/j.bmcl.2009.03.098	Lysine-specific demethylase 4C	2
19359167	10.1016/j.bmcl.2009.03.098	Lysine-specific demethylase 4A	2
30737136	10.1016/j.bmc.2019.01.018	Prolyl 4-hydroxylase	2
19364117	10.1021/jm900285r	Unchecked	2
38294854	10.1021/acs.jmedchem.3c01820	Methylcytosine dioxygenase TET3	2
27980707	10.1021/acsmedchemlett.5b00366	Unchecked	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
38294854	10.1021/acs.jmedchem.3c01820	Methylcytosine dioxygenase TET2	2
38294854	10.1021/acs.jmedchem.3c01820	Methylcytosine dioxygenase TET1	2
34843649	10.1021/acs.jmedchem.1c00605	Unchecked	2
1321909	10.1021/jm00092a016	Prolyl 4-hydroxylase subunit alpha-1	2
20684604	10.1021/jm1003655	Lysine-specific demethylase 4A	1
20684604	10.1021/jm1003655	Prolyl hydroxylase EGLN2	1

Data from ChEMBL 36 via Core Engine