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Compound Detail

CHEMBL33567

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

Basic Information

ChEMBL ID CHEMBL33567
Phase Preclinical
Structure Type MOL
InChI Key DDOQBQRIEWHWBT-VKHMYHEASA-N
10
Targets
105
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

183.1
MW (Da)
-1.03
ALogP
3
HBA
4
HBD
120.8
PSA (Ų)
0.41
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C4H10NO5P
MW 183.10
Aromatic Rings 0
Heavy Atoms 11
NP-Likeness 1.12

Activity Summary

EC50 82 meas. best 7.52
Ki 12 meas. best 7.21
IC50 11 meas. best 6.58

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Metabotropic glutamate receptor 4
CHEMBL2787
 EC50 7.52 6.4659 30.0 22
Metabotropic glutamate receptor 6
CHEMBL3842
 EC50 7.26 5.9746 55.0 13
Metabotropic glutamate receptor 6
CHEMBL4573
 EC50 7.26 6.2933 55.0 3
Metabotropic glutamate receptor 8
CHEMBL2718
 EC50 7.22 6.8338 60.0 8
Metabotropic glutamate receptor 8
CHEMBL3228
 EC50 7.22 6.6375 60.0 4
Metabotropic glutamate receptor 8
CHEMBL3228
 Ki 7.21 7.21 61.0 1
Metabotropic glutamate receptor 4
CHEMBL2736
 EC50 7.0 6.5933 100.0 6
Metabotropic glutamate receptor 4
CHEMBL2736
 Ki 6.8 6.39 160.0 3
Metabotropic glutamate receptor 4
CHEMBL2787
 Ki 6.8 6.8 160.0 2
Unchecked
CHEMBL612545
 IC50 6.58 6.0567 260.0 3
Metabotropic glutamate receptor 8
CHEMBL4626
 EC50 6.4 6.4 400.0 1
Unchecked
CHEMBL612545
 EC50 6.37 5.495 430.0 4
Metabotropic glutamate receptor 6
CHEMBL4573
 Ki 6.05 6.05 900.0 1
Rattus norvegicus
CHEMBL376
 IC50 5.82 4.9967 1500.0 6
Metabotropic glutamate receptor 8
CHEMBL2718
 Ki 5.72 5.72 1900.0 2
Metabotropic glutamate receptor 7
CHEMBL3879
 EC50 4.98 4.98 10500.0 1
Unchecked
CHEMBL612545
 Ki 4.27 4.27 54000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Metabotropic glutamate receptor 4 EC50 = 30.0 nM 7.52 Agonist activity at rat mGluR4 expressed in HEK293 cells assessed as induction o... 25958247
Metabotropic glutamate receptor 4 EC50 = 30.0 nM 7.52 Agonist activity at rat mGlu4 receptor expressed in HEK293 cells assessed as IP1... 26814576
Metabotropic glutamate receptor 6 EC50 = 55.0 nM 7.26 Metabotropic glutamate receptor 6 agonist activity to influence forskolin stimul... 14711315
Metabotropic glutamate receptor 6 EC50 = 55.0 nM 7.26 Activation of human metabotropic glutamate 6 receptor expressed in golden hamste... 30365309
Metabotropic glutamate receptor 8 EC50 = 60.0 nM 7.22 Metabotropic glutamate receptor 8 agonist activity against forskolin stimulated ... 14711315
Metabotropic glutamate receptor 8 EC50 = 60.0 nM 7.22 Activation of human metabotropic glutamate 8 receptor expressed in golden hamste... 30365309
Metabotropic glutamate receptor 8 Ki = 61.0 nM 7.21 Agonist potency against cloned Metabotropic glutamate receptor 8 (mGluR-8). 10893301
Metabotropic glutamate receptor 8 EC50 = 70.0 nM 7.16 Agonist activity at rat mGlu8 receptor expressed in HEK293 cells assessed as IP1... 26814576
Metabotropic glutamate receptor 4 EC50 = 80.0 nM 7.1 Agonist activity at rat mGluR4 receptor expressed HEK293 cells assessed as effec... 17722902
Metabotropic glutamate receptor 4 EC50 = 96.0 nM 7.02 Agonist activity at rat mGlu4 receptor expressed in HEK293 cells co-transfected ... 20218620
Metabotropic glutamate receptor 4 EC50 = 100.0 nM 7.0 Agonist activity at mGlu4 (unknown origin) expressed in HEK293 cells coexpressin... 29397723
Metabotropic glutamate receptor 8 EC50 = 110.0 nM 6.96 Agonist activity at rat mGluR8 expressed in HEK293 cells assessed as induction o... 25958247
Metabotropic glutamate receptor 4 EC50 = 130.0 nM 6.89 Agonist activity at mGlu4 (unknown origin) expressed in HEK293 cells coexpressin... 29397723
Metabotropic glutamate receptor 4 EC50 = 130.0 nM 6.89 Agonist activity at rat mGlu4 receptor expressed in HEK293 cells co-transfected ... 20218620
Metabotropic glutamate receptor 8 EC50 = 128.0 nM 6.89 Agonist activity at rat mGluR8 receptor expressed HEK293 cells assessed as effec... 17722902
Metabotropic glutamate receptor 4 EC50 = 130.0 nM 6.89 Agonist activity at rat mGlu4 receptor expressed in HEK293 cells coexpressing Gq... 22750138
Metabotropic glutamate receptor 4 Ki = 160.0 nM 6.8 Displacement of [3H]L-AP4 from rat recombinant mGluR4 expressed in BHK cells by ... 17350267
Metabotropic glutamate receptor 4 Ki = 160.0 nM 6.8 Displacement of [3H]L-AP4 from rat mGluR4 expressed in BHK cells 16213710
Metabotropic glutamate receptor 4 Ki = 160.0 nM 6.8 Displacement of [3H]Quisqualate from human mGluR4 receptor expressed in BHK cell... 19042134
Metabotropic glutamate receptor 4 EC50 = 173.78 nM 6.76 Agonist activity at rat mGlu4 transfected in HEK293 cells co-transfected with ch... 38170918

Literature References

PubMed DOI Target Context # Activities
38691510 10.1021/acs.jmedchem.3c01924 Metabotropic glutamate receptor 4 6
38691510 10.1021/acs.jmedchem.3c01924 Unchecked 6
- 10.6019/CHEMBL5058564 U2OS 6
3020251 10.1021/jm00160a031 Rattus norvegicus 5
15801843 10.1021/jm049092j Metabotropic glutamate receptor 4 4
- 10.6019/CHEMBL5058564 HEK-293T 4
38691510 10.1021/acs.jmedchem.3c01924 Metabotropic glutamate receptor 7 4
7738999 10.1021/jm00009a001 Metabotropic glutamate receptor 7 3
18462943 10.1016/j.bmc.2008.04.015 Unchecked 3
38170918 10.1021/acs.jmedchem.3c01811 Metabotropic glutamate receptor 4 3
7738999 10.1021/jm00009a001 Metabotropic glutamate receptor 4 3
7966155 10.1021/jm00049a013 Unchecked 3
38170918 10.1021/acs.jmedchem.3c01811 Metabotropic glutamate receptor 8 3
38170918 10.1021/acs.jmedchem.3c01811 Metabotropic glutamate receptor 6 3
1469691 10.1021/jm00102a014 Rattus norvegicus 3
7738999 10.1021/jm00009a001 Metabotropic glutamate receptor 2 3
20218620 10.1021/jm901523t Metabotropic glutamate receptor 4 2
20218620 10.1021/jm901523t Metabotropic glutamate receptor 7 2
19042134 10.1016/j.bmc.2008.11.015 Unchecked 2
20218620 10.1021/jm901523t Metabotropic glutamate receptor 6 2

Data from ChEMBL 36 via Core Engine