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Compound Detail

CHEMBL784

IMIDAZOLE ACETIC ACID
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O=C(O)Cc1c[nH]cn1

Basic Information

ChEMBL ID CHEMBL784
Name IMIDAZOLE ACETIC ACID
Phase Preclinical
Structure Type MOL
InChI Key PRJKNHOMHKJCEJ-UHFFFAOYSA-N
8
Targets
36
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

126.1
MW (Da)
0.04
ALogP
2
HBA
2
HBD
66.0
PSA (Ų)
0.59
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 C5H6N2O2
MW 126.11
Aromatic Rings 1
Heavy Atoms 9
NP-Likeness -0.17

Activity Summary

EC50 29 meas. best 5.76
IC50 5 meas. best 6.05
Ki 2 meas. best 6.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
Ki 6.2 6.195 631.0 2
GABA-A receptor; anion channel
CHEMBL1907607
IC50 6.05 6.05 900.0 1
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2
CHEMBL4523641
EC50 5.76 5.755 1737.8 2
Gamma-aminobutyric acid receptor subunit rho-2
CHEMBL2375
EC50 5.52 5.52 3000.0 1
Gamma-aminobutyric acid receptor subunit rho-1
CHEMBL3561
EC50 5.34 5.16 4570.9 3
Unchecked
CHEMBL612545
EC50 5.3 4.955 5011.9 10
GABA transporter 4
CHEMBL3699
IC50 4.76 4.76 17378.0 1
Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2
CHEMBL4523640
EC50 4.73 4.725 18620.9 2
GABA-A receptor; alpha-1/beta-2/gamma-2
CHEMBL2095172
EC50 4.62 4.615 24000.0 2
Unchecked
CHEMBL612545
IC50 4.33 4.33 46773.5 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 630.96 nM 6.2 Displacement of [3H]muscimol from GABAA receptor in rat brain membrane 17655213
Unchecked Ki = 650.0 nM 6.19 Displacement of [3H]muscimol from GABAA receptor in rat brain membrane 17655213
GABA-A receptor; anion channel IC50 = 900.0 nM 6.05 Inhibition of [3H]GABA binding to Gamma-aminobutyric acid A (GABA-A) receptor of... 3027337
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 EC50 = 1737.8 nM 5.76 Agonist activity at recombinant human GABA-A alpha5beta2gamma2S receptor transie... 31117514
Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 EC50 = 1800.0 nM 5.75 Agonist activity at recombinant human GABA-A alpha5beta2gamma2S receptor transie... 31117514
Gamma-aminobutyric acid receptor subunit rho-2 EC50 = 3000.0 nM 5.52 Partial agonist activity against rho-2 subunit GABA-C receptor expressed in Xeno... 10780899
Gamma-aminobutyric acid receptor subunit rho-1 EC50 = 4600.0 nM 5.34 Agonist activity at recombinant human GABA-A rho-1 receptor transiently expresse... 31117514
Gamma-aminobutyric acid receptor subunit rho-1 EC50 = 4570.88 nM 5.34 Agonist activity at recombinant human GABA-A rho-1 receptor transiently expresse... 31117514
Unchecked EC50 = 5011.87 nM 5.3 Agonist activity at GABAC rho 1 receptor expressed in tsA-201 cells by FMP assay 17655213
Unchecked EC50 = 5500.0 nM 5.26 Agonist activity at GABAC rho 1 receptor expressed in tsA-201 cells by FMP assay 17655213
Unchecked EC50 = 5495.41 nM 5.26 Agonist activity at human GABAC rho 1 receptor expressed in HEK293 cells by Whol... 17655213
Unchecked EC50 = 5500.0 nM 5.26 Agonist activity at human GABAC rho 1 receptor expressed in HEK293 cells by Whol... 17655213
Unchecked EC50 = 8128.31 nM 5.09 Agonist activity at recombinant human GABA-A alpha3beta2gamma2S receptor transie... 31117514
Unchecked EC50 = 8100.0 nM 5.09 Agonist activity at recombinant human GABA-A alpha3beta2gamma2S receptor transie... 31117514
Unchecked EC50 = 13000.0 nM 4.89 Agonist activity at human GABAC rho 1 receptor expressed in HEK293 cells by FMP ... 17655213
Gamma-aminobutyric acid receptor subunit rho-1 EC50 = 16000.0 nM 4.8 Partial agonist activity against rho-1 subunit GABA-C receptor expressed in Xeno... 10780899
GABA transporter 4 IC50 = 17378.01 nM 4.76 Inhibition of mouse GAT3-mediated [3H]GABA uptake expressed in human HEK cells 21353350
Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2 EC50 = 18620.87 nM 4.73 Agonist activity at recombinant human GABA-A alpha4beta2gamma2S receptor transie... 31117514
Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2 EC50 = 19000.0 nM 4.72 Agonist activity at recombinant human GABA-A alpha4beta2gamma2S receptor transie... 31117514
Unchecked EC50 = 20000.0 nM 4.7 Agonist activity at rat GABA alpha-1-T129S-beta-2-gamma-2 receptor mutant expres... 17655213

Literature References

PubMed DOI Target Context # Activities
17655213 10.1021/jm070447j Unchecked 16
31117514 10.1021/acs.jmedchem.9b00026 Gamma-aminobutyric acid receptor subunit rho-1 4
21353350 10.1016/j.ejmech.2011.01.042 Unchecked 4
31117514 10.1021/acs.jmedchem.9b00026 Gamma-aminobutyric acid receptor subunit alpha-5/beta-2/gamma-2 3
31117514 10.1021/acs.jmedchem.9b00026 Gamma-aminobutyric acid receptor subunit alpha-4/beta-2/gamma-2 3
31117514 10.1021/acs.jmedchem.9b00026 Unchecked 3
31117514 10.1021/acs.jmedchem.9b00026 GABA-A receptor; alpha-1/beta-2/gamma-2 3
17655213 10.1021/jm070447j GABA A receptor alpha-1/beta-1/gamma-2 3
11412984 10.1016/s0960-894x(01)00184-6 GABA-A receptor; alpha-6/beta-3/gamma-2 2
11412984 10.1016/s0960-894x(01)00184-6 GABA-A receptor; alpha-5/beta-3/gamma-2 2
11412984 10.1016/s0960-894x(01)00184-6 GABA A receptor alpha-4/beta-3/gamma-2 2
11412984 10.1016/s0960-894x(01)00184-6 GABA-A receptor; alpha-3/beta-3/gamma-2 2
11412984 10.1016/s0960-894x(01)00184-6 GABA-A receptor; alpha-2/beta-3/gamma-2 2
11412984 10.1016/s0960-894x(01)00184-6 GABA-A receptor; alpha-1/beta-3/gamma-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
18528996 10.1021/jm7015842 Gamma-aminobutyric acid receptor subunit rho-1 1
21353350 10.1016/j.ejmech.2011.01.042 Sodium- and chloride-dependent GABA transporter 1 1
3027337 10.1021/jm00385a003 GABA-A receptor; anion channel 1
10780899 10.1021/jm9904349 Gamma-aminobutyric acid receptor subunit rho-2 1

Data from ChEMBL 36 via Core Engine