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Compound Detail

CHEMBL30285

IBOTENIC ACID
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N[C@H](C(=O)O)c1cc(O)no1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL30285
Name IBOTENIC ACID
Phase Preclinical
Structure Type MOL
InChI Key IRJCBFDCFXCWGO-BYPYZUCNSA-N
10
Targets
27
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

158.1
MW (Da)
-0.54
ALogP
5
HBA
3
HBD
109.6
PSA (Ų)
0.53
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C5H6N2O4
MW 158.11
Aromatic Rings 1
Heavy Atoms 11
NP-Likeness -0.08

Activity Summary

EC50 18 meas. best 5.22
Ki 6 meas. best 5.76
IC50 3 meas. best 4.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate receptor ionotropic, kainate 3
CHEMBL3744
 Ki 5.76 5.76 1740.0 1
Glutamate receptor ionotropic, kainate 1
CHEMBL2919
 Ki 5.61 5.61 2430.0 1
Glutamate receptor ionotropic, kainate 2
CHEMBL3607
 Ki 5.49 5.49 3230.0 1
Glutamate NMDA receptor
CHEMBL1907608
 Ki 5.28 5.28 5248.1 3
Metabotropic glutamate receptor 1
CHEMBL3772
 EC50 5.22 5.22 6000.0 1
Metabotropic glutamate receptor 1
CHEMBL4477
 EC50 5.22 4.534 6000.0 5
Unchecked
CHEMBL612545
 EC50 5.22 4.76 6000.0 2
Metabotropic glutamate receptor 5
CHEMBL2564
 EC50 5.1 5.0667 8000.0 3
Metabotropic glutamate receptor 3
CHEMBL3067
 EC50 5.0 5.0 10000.0 1
Unchecked
CHEMBL612545
 IC50 4.66 4.66 21877.6 3
Metabotropic glutamate receptor 2
CHEMBL2851
 EC50 4.46 4.46 35000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate receptor ionotropic, kainate 3 Ki = 1740.0 nM 5.76 Displacement of [3H[SYM2081 from rat recombinant GluK3a expressed in sS9 cells 21067182
Glutamate receptor ionotropic, kainate 1 Ki = 2430.0 nM 5.61 Displacement of [3H[SYM2081 from rat recombinant GluK1(Q)1b expressed in sS9 cel... 21067182
Glutamate receptor ionotropic, kainate 2 Ki = 3230.0 nM 5.49 Displacement of [3H[SYM2081 from rat recombinant GluK2(VCR)a expressed in sS9 ce... 21067182
Glutamate NMDA receptor Ki = 5300.0 nM 5.28 Displacement of [3H]CGP39653 from NMDA receptor in rat brain membrane 21067182
Glutamate NMDA receptor Ki = 5248.07 nM 5.28 Displacement of [3H]CGP-39653 from NMDA receptor in rat cortical membrane 18338843
Glutamate NMDA receptor Ki = 5300.0 nM 5.28 Displacement of [3H]CGP-39653 from NMDA receptor in rat cortical membrane 18338843
Unchecked EC50 = 6000.0 nM 5.22 The effective concentration for 50% glutamate response was measured on Group I M... 10425091
Metabotropic glutamate receptor 1 EC50 = 6000.0 nM 5.22 Concentration for half maximal activation of metabotropic glutamate mGluR1a in r... 7738999
Metabotropic glutamate receptor 1 EC50 = 6000.0 nM 5.22 Effective concentration for half maximal stimulation of PI hydrolysis (mGluR1a) 8831765
Metabotropic glutamate receptor 5 EC50 = 8000.0 nM 5.1 Concentration for half maximal activation of metabotropic glutamate mGluR5b in r... 7738999
Metabotropic glutamate receptor 5 EC50 = 8000.0 nM 5.1 Concentration for half maximal activation of metabotropic glutamate mGluR5a in r... 7738999
Metabotropic glutamate receptor 5 EC50 = 10000.0 nM 5.0 Concentration for half maximal activation of metabotropic glutamate mGluR5a in r... 7738999
Metabotropic glutamate receptor 3 EC50 = 10000.0 nM 5.0 Concentration for half maximal activation of metabotropic glutamate mGluR3 in ra... 7738999
Unchecked IC50 = 22000.0 nM 4.66 Displacement of [3H]KA from kainate receptor in rat cortical membrane 18338843
Unchecked IC50 = 21877.62 nM 4.66 Displacement of [3H]KA from kainate receptor in rat cortical membrane 18338843
Unchecked IC50 = 22000.0 nM 4.66 Displacement of [3H]KA from kainate receptor in rat brain membrane 21067182
Metabotropic glutamate receptor 1 EC50 = 32000.0 nM 4.5 Concentration for half maximal activation of metabotropic glutamate mGluR1a in r... 7738999
Metabotropic glutamate receptor 2 EC50 = 35000.0 nM 4.46 Concentration for half maximal activation of metabotropic glutamate mGluR2 in ra... 7738999
Metabotropic glutamate receptor 1 EC50 = 43000.0 nM 4.37 Activity at rat cloned mGluR1a expressed in CHO cells assessed as effect on cAMP... 18338843
Metabotropic glutamate receptor 1 EC50 = 44000.0 nM 4.36 Concentration for half maximal activation of metabotropic glutamate mGluR1b in r... 7738999

Literature References

PubMed DOI Target Context # Activities
7738999 10.1021/jm00009a001 Metabotropic glutamate receptor 1 4
7738999 10.1021/jm00009a001 Metabotropic glutamate receptor 5 3
18338843 10.1021/jm701394a Unchecked 3
21067182 10.1021/jm101218a Unchecked 2
18338843 10.1021/jm701394a Metabotropic glutamate receptor 2 2
18338843 10.1021/jm701394a Metabotropic glutamate receptor 1 2
18338843 10.1021/jm701394a Glutamate receptor ionotropic, kainate 2 2
18338843 10.1021/jm701394a Glutamate receptor ionotropic, kainate 1 2
18338843 10.1021/jm701394a Glutamate receptor 4 2
18338843 10.1021/jm701394a Glutamate receptor 3 2
18338843 10.1021/jm701394a Glutamate receptor 2 2
18338843 10.1021/jm701394a Glutamate receptor 1 2
18338843 10.1021/jm701394a Glutamate NMDA receptor 2
10425091 10.1021/jm990182b Unchecked 2
10229625 10.1021/jm980571q Metabotropic glutamate receptor 1 1
21067182 10.1021/jm101218a Glutamate receptor ionotropic, kainate 3 1
7738999 10.1021/jm00009a001 Metabotropic glutamate receptor 4 1
7738999 10.1021/jm00009a001 Metabotropic glutamate receptor 3 1
7738999 10.1021/jm00009a001 Metabotropic glutamate receptor 2 1
8831765 10.1021/jm9601718 Metabotropic glutamate receptor 1 1

Data from ChEMBL 36 via Core Engine