Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL22304

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C(O)C1CN(CCCP(=O)(O)O)CCN1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL22304
Phase Preclinical
Structure Type MOL
InChI Key CUVGUPIVTLGRGI-UHFFFAOYSA-N
4
Targets
23
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

252.2
MW (Da)
-1.09
ALogP
4
HBA
4
HBD
110.1
PSA (Ų)
0.46
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C8H17N2O5P
MW 252.21
Aromatic Rings 0
Heavy Atoms 16
NP-Likeness -0.08

Activity Summary

IC50 22 meas. best 7.55
Ki 1 meas. best 6.88

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate NMDA receptor
CHEMBL1907608
 IC50 7.55 6.4187 28.0 15
Unchecked
CHEMBL612545
 IC50 7.14 5.9367 72.0 3
Unchecked
CHEMBL612545
 Ki 6.88 6.88 131.0 1
Glutamate [NMDA] receptor
CHEMBL2094124
 IC50 6.66 6.44 220.0 2
Rattus norvegicus
CHEMBL376
 IC50 6.1 5.86 800.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate NMDA receptor IC50 = 28.0 nM 7.55 Compound was evaluated for its ability to displace [3H]CCP binding for NMDA rece... -
Unchecked IC50 = 72.0 nM 7.14 Compound was evaluated for the inhibition of the binding of [3H]CPP against N-me... 2539478
Glutamate NMDA receptor IC50 = 79.0 nM 7.1 Tested for the inhibitory activity against NMDA receptor site as measured in a [... -
Glutamate NMDA receptor IC50 = 79.0 nM 7.1 Inhibitory activity evaluated by its ability to displace [3H]CPP from rat cortic... 1533423
Glutamate NMDA receptor IC50 = 79.0 nM 7.1 Inhibition of N-methyl-D-aspartate glutamate receptor by using [3H]CPP as a radi... 2145436
Glutamate NMDA receptor IC50 = 80.0 nM 7.1 N-methyl-D-aspartate glutamate receptor antagonistic activity was assessed from ... 2544728
Glutamate NMDA receptor IC50 = 82.0 nM 7.09 Ability to displace [3H]CPP from NMDA receptor in rat brain membrane 1533422
Glutamate NMDA receptor IC50 = 112.6 nM 6.95 Displacement of [3H]CPP from rat synaptic membrane glutamate NMDA receptor 11334562
Glutamate NMDA receptor IC50 = 112.6 nM 6.95 Tested for binding affinity against NMDA receptor, from rat synaptic membrane, u... 8093907
Unchecked Ki = 131.0 nM 6.88 In vitro binding affinity towards N-methyl-D-aspartate glutamate receptor of the... 1977908
Glutamate NMDA receptor IC50 = 148.0 nM 6.83 Inhibition of NMDA receptor binding affinity in rat brain synaptosomal membrane ... 7783127
Glutamate NMDA receptor IC50 = 190.0 nM 6.72 Tested for the ability to inhibit the specific binding of [3H]-CGS- 19755 to NMD... -
Glutamate [NMDA] receptor IC50 = 220.0 nM 6.66 Tested in vitro for the affinity against NMDA receptor by examining its ability ... -
Glutamate NMDA receptor IC50 = 220.0 nM 6.66 Inhibition of [3H]-CGS- 19755 binding to N-methyl-D-aspartic acid receptors in r... 2549246
Glutamate [NMDA] receptor IC50 = 600.0 nM 6.22 Tested in vitro for the affinity against NMDA receptor in a cortical wedge assay -
Rattus norvegicus IC50 = 800.0 nM 6.1 Percent inhibition of glutamate activity against cGMP was determined 1977908
Glutamate NMDA receptor IC50 = 837.0 nM 6.08 Inhibition of NMDA receptor binding affinity in rat brain synaptosomal membrane ... 7783127
Unchecked IC50 = 2400.0 nM 5.62 Tested for the NMDA antagonist activity, glutamate induced calcium influx in cul... -
Rattus norvegicus IC50 = 2400.0 nM 5.62 In vitro antagonist activity by its ability to inhibit glutamate-induced accumul... 1533423
Unchecked IC50 = 9000.0 nM 5.05 Tested for the NMDA antagonist activity, glutamate induced LDH release in cultur... -

Literature References

PubMed DOI Target Context # Activities
8093907 10.1021/jm00055a004 Glutamate NMDA receptor 4
7783127 10.1021/jm00011a015 Glutamate NMDA receptor 3
2544728 10.1021/jm00127a030 Glutamate NMDA receptor 2
- 10.1016/S0960-894X(00)80087-6 Mus musculus 2
- 10.1016/S0960-894X(00)80088-8 Mus musculus 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.1016/S0960-894X(00)80088-8 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
11334562 10.1021/jm000385w Glutamate NMDA receptor 2
- 10.1016/S0960-894X(00)80228-0 Mus musculus 2
2145436 10.1021/jm00172a037 Glutamate NMDA receptor 2
2549246 10.1021/jm00129a025 Mus musculus 2
- 10.1016/S0960-894X(00)80089-X Glutamate [NMDA] receptor 2
1533423 10.1021/jm00086a005 Rattus norvegicus 1
1361582 10.1021/jm00103a010 Glutamate NMDA receptor 1
- 10.1016/S0960-894X(00)80089-X Mus musculus 1
7932522 10.1021/jm00045a004 Glutamate NMDA receptor 1
- 10.1016/S0960-894X(00)80088-8 Glutamate NMDA receptor 1
- 10.1016/S0960-894X(00)80088-8 No relevant target 1
- 10.1016/S0960-894X(00)80087-6 Glutamate NMDA receptor 1

Data from ChEMBL 36 via Core Engine