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Compound Detail

CHEMBL84612

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N[C@H](CCCP(=O)(O)O)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL84612
Phase Preclinical
Structure Type MOL
InChI Key VOROEQBFPPIACJ-SCSAIBSYSA-N
7
Targets
19
Activities
3
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

197.1
MW (Da)
-0.64
ALogP
3
HBA
4
HBD
120.8
PSA (Ų)
0.43
QED
0
Ro5 Violations
5
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

Ki 12 meas. best 6.77
EC50 4 meas. best 6.55
IC50 3 meas. best 6.75

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 6.77 6.1 170.0 4
Glutamate [NMDA] receptor
CHEMBL2094124
 IC50 6.75 6.09 177.0 2
Glutamate NMDA receptor; Grin1/Grin2a
CHEMBL2096680
 Ki 6.55 6.48 280.0 2
Unchecked
CHEMBL612545
 EC50 6.55 6.0275 280.0 4
Glutamate NMDA receptor; Grin1/Grin2b
CHEMBL2096666
 Ki 6.34 5.945 460.0 2
Glutamate NMDA receptor
CHEMBL1907608
 IC50 6.06 6.06 880.0 1
Glutamate NMDA receptor; Grin1/Grin2c
CHEMBL2096911
 Ki 5.79 5.51 1640.0 2
Glutamate NMDA receptor
CHEMBL1907608
 Ki 5.42 5.42 3830.0 1
Ionotropic glutamate receptor NMDA 1/2D
CHEMBL3038506
 Ki 4.68 4.68 21000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 170.0 nM 6.77 Inhibitory constant against (S)-glutamate and glycine evoked currents mediated b... 15801853
Glutamate [NMDA] receptor IC50 = 177.0 nM 6.75 Tested in vitro for the affinity against NMDA receptor by examining its ability ... -
Unchecked EC50 = 280.0 nM 6.55 Effective concentration against NR1/NR2A receptor 10893301
Unchecked Ki = 280.0 nM 6.55 Inhibitory constant against (S)-glutamate and glycine evoked currents mediated b... 15801853
Glutamate NMDA receptor; Grin1/Grin2a Ki = 280.0 nM 6.55 Inhibitory constant against (S)-glutamate and glycine evoked currents mediated b... 15801853
Glutamate NMDA receptor; Grin1/Grin2a Ki = 390.0 nM 6.41 Antagonist activity at recombinant rat GluN1a/GluN2A expressed in Xenopus laevis... 29205034
Unchecked EC50 = 460.0 nM 6.34 Effective concentration against NR1/NR2B receptor 10893301
Glutamate NMDA receptor; Grin1/Grin2b Ki = 460.0 nM 6.34 Inhibitory constant against (S)-glutamate and glycine evoked currents mediated b... 15801853
Glutamate NMDA receptor IC50 = 880.0 nM 6.06 In vitro binding affinity for rat cortical membrane N-methyl-D-aspartate glutama... 12825948
Unchecked EC50 = 1640.0 nM 5.79 Effective concentration against NR1/NR2C receptor 10893301
Glutamate NMDA receptor; Grin1/Grin2c Ki = 1640.0 nM 5.79 Inhibitory constant against (S)-glutamate and glycine evoked currents mediated b... 15801853
Unchecked Ki = 2260.0 nM 5.65 Inhibitory constant against (S)-glutamate and glycine evoked currents mediated b... 15801853
Glutamate NMDA receptor; Grin1/Grin2b Ki = 2800.0 nM 5.55 Antagonist activity at recombinant rat GluN1a/GluN2B expressed in Xenopus laevis... 29205034
Glutamate [NMDA] receptor IC50 = 3700.0 nM 5.43 Tested in vitro for the affinity against NMDA receptor in a cortical wedge assay -
Unchecked EC50 = 3710.0 nM 5.43 Effective concentration against NR1/NR2D receptor 10893301
Unchecked Ki = 3710.0 nM 5.43 Inhibitory constant against (S)-glutamate and glycine evoked currents mediated b... 15801853
Glutamate NMDA receptor Ki = 3830.0 nM 5.42 Displacement of L-[3H]glutamate from N-methyl-D-aspartate glutamate receptor in ... 15837309
Glutamate NMDA receptor; Grin1/Grin2c Ki = 5900.0 nM 5.23 Antagonist activity at recombinant rat GluN1a/GluN2C expressed in Xenopus laevis... 29205034
Ionotropic glutamate receptor NMDA 1/2D Ki = 21000.0 nM 4.68 Antagonist activity at recombinant rat GluN1a/GluN2D expressed in Xenopus laevis... 29205034

Literature References

PubMed DOI Target Context # Activities
29205034 10.1021/acs.jmedchem.7b01624 Unchecked 8
10893301 10.1021/jm000007r Unchecked 4
15801853 10.1021/jm0492498 Unchecked 4
- 10.1016/S0960-894X(00)80089-X Glutamate [NMDA] receptor 2
17346858 10.1016/j.ejmech.2007.01.013 Unchecked 2
12825948 10.1021/jm0308085 Glutamate NMDA receptor 1
- 10.1016/S0960-894X(00)80089-X Mus musculus 1
15801853 10.1021/jm0492498 Glutamate NMDA receptor; Grin1/Grin2a 1
15801853 10.1021/jm0492498 Glutamate NMDA receptor; Grin1/Grin2b 1
15801853 10.1021/jm0492498 Glutamate NMDA receptor; Grin1/Grin2c 1
15837309 10.1016/j.bmcl.2005.03.015 Glutamate NMDA receptor 1
23140383 10.1021/jm301508d Glutamate receptor ionotropic, NMDA 2B 1
29205034 10.1021/acs.jmedchem.7b01624 Glutamate NMDA receptor; Grin1/Grin2a 1
29205034 10.1021/acs.jmedchem.7b01624 Glutamate NMDA receptor; Grin1/Grin2b 1
29205034 10.1021/acs.jmedchem.7b01624 Glutamate NMDA receptor; Grin1/Grin2c 1
29205034 10.1021/acs.jmedchem.7b01624 Ionotropic glutamate receptor NMDA 1/2D 1

Data from ChEMBL 36 via Core Engine