Compound Detail

CHEMBL28862

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NC(CCCP(=O)(O)O)C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL28862
Phase	Preclinical
Structure Type	MOL
InChI Key	VOROEQBFPPIACJ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

197.1

MW (Da)

-0.64

ALogP

HBA

HBD

120.8

PSA (Å²)

0.43

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C5H12NO5P
MW	197.13
Aromatic Rings	0
Heavy Atoms	12
NP-Likeness	1.18

Activity Summary

IC50 11 meas. best 6.55

Ki 3 meas. best 6.75

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	6.75	6.75	176.0	1
Glutamate NMDA receptor CHEMBL1907608	Ki	6.58	6.48	260.0	2
Glutamate NMDA receptor CHEMBL1907608	IC50	6.55	6.542	280.0	5
Unchecked CHEMBL612545	IC50	6.51	5.9367	310.0	3
Rattus norvegicus CHEMBL376	IC50	5.26	5.235	5500.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	176.0	nM	6.75	In vitro binding affinity towards N-methyl-D-aspartate glutamate receptor of the...	1977908
Glutamate NMDA receptor	Ki	=	260.0	nM	6.58	Compound was evaluated for its ability to displace [3H]CPP ligand from N-methyl-...	1533680
Glutamate NMDA receptor	IC50	=	280.0	nM	6.55	Displacement of [3H]CPP from N-methyl-D-aspartate glutamate receptor in rat brai...	1533422
Glutamate NMDA receptor	IC50	=	290.0	nM	6.54	Inhibitory activity evaluated by its ability to displace [3H]CPP from N-methyl-D...	1533423
Glutamate NMDA receptor	IC50	=	290.0	nM	6.54	Binding affinity was determined by the ability to displace [3H]-CPP from N-methy...	2145436
Glutamate NMDA receptor	IC50	=	290.0	nM	6.54	In vitro binding affinity for rat cortical membrane N-methyl-D-aspartate glutama...	12825948
Glutamate NMDA receptor	IC50	=	290.0	nM	6.54	Compound was tested in vitro for its inhibitory activity against N-methyl-D-aspa...	1671413
Unchecked	IC50	=	310.0	nM	6.51	sensitization of CA1 pyramidal neurons by 2 to depolarizations by L-AP4,L-AP5 an...	7966155
Glutamate NMDA receptor	Ki	=	420.0	nM	6.38	Compound was tested in vitro for N-methyl-D-aspartate glutamate receptor binding...	1671413
Unchecked	IC50	=	2200.0	nM	5.66	sensitization of CA1 pyramidal neurons by 2 to depolarizations by L-AP4, L-AP5 a...	7966155
Unchecked	IC50	=	2300.0	nM	5.64	sensitization of CA1 pyramidal neurons by 2 to depolarizations by L-AP4, L-AP5 a...	7966155
Rattus norvegicus	IC50	=	5500.0	nM	5.26	Percent inhibition of glutamate activity against cGMP was determined	1977908
Rattus norvegicus	IC50	=	6100.0	nM	5.21	In vitro antagonist activity by its ability to inhibit glutamate-induced accumul...	1533423

Literature References

PubMed	DOI	Target Context	# Activities
6827527	10.1021/jm00355a009	Rattus norvegicus	4
15679317	10.1021/np049705v	Unchecked	3
12444706	10.1021/np0202172	Cortical neurone	3
7966155	10.1021/jm00049a013	Unchecked	3
1533680	10.1021/jm00087a002	Glutamate NMDA receptor	2
2145436	10.1021/jm00172a037	Glutamate NMDA receptor	2
1671413	10.1021/jm00105a024	Glutamate NMDA receptor	2
1386112	10.1021/jm00092a005	Mus musculus	2
17417631	10.1038/nchembio873	Unchecked	1
1652018	10.1021/jm00112a012	Unchecked	1
1533422	10.1021/jm00086a004	Glutamate NMDA receptor	1
1977908	10.1021/jm00173a009	Glutamate receptor 1	1
1977908	10.1021/jm00173a009	Glutamate receptor ionotropic, kainate 3	1
1977908	10.1021/jm00173a009	Rattus norvegicus	1
1977908	10.1021/jm00173a009	Unchecked	1
1671413	10.1021/jm00105a024	Unchecked	1
12182877	10.1016/s0960-894x(02)00510-3	Unchecked	1
12825948	10.1021/jm0308085	Glutamate NMDA receptor	1
1533423	10.1021/jm00086a005	Rattus norvegicus	1
1533423	10.1021/jm00086a005	Glutamate NMDA receptor	1

Data from ChEMBL 36 via Core Engine