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Compound Detail

CHEMBL391574

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Cc1cc(C(=O)O)n[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL391574
Phase Preclinical
Structure Type MOL
InChI Key WSMQKESQZFQMFW-UHFFFAOYSA-N
4
Targets
12
Activities
3
Assay Types
15
PK Parameters
20
Publications
0
Known Names

Molecular Properties

126.1
MW (Da)
0.42
ALogP
2
HBA
2
HBD
66.0
PSA (Ų)
0.57
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C5H6N2O2
MW 126.11
Aromatic Rings 1
Heavy Atoms 9
NP-Likeness -1.37

Activity Summary

IC50 6 meas. best 6.33
EC50 4 meas. best 7.61
Kd 2 meas. best 6.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hydroxycarboxylic acid receptor 2
CHEMBL3785
 EC50 7.61 6.6667 24.6 3
D-amino-acid oxidase
CHEMBL5485
 IC50 6.33 6.1367 473.0 3
D-amino-acid oxidase
CHEMBL5485
 Kd 6.21 6.13 617.0 2
D-amino-acid oxidase
CHEMBL6172
 IC50 6.03 6.03 933.0 2
Adipocyte
CHEMBL614658
 EC50 5.85 5.85 1400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 631.0 ng.hr.mL-1 Rattus norvegicus
AUC 831.0 ng.hr.mL-1 Mus musculus
CL 11.0 mL.min-1.kg-1 Rattus norvegicus
CL 10.0 mL.min-1.kg-1 Mus musculus
Cmax 888.11 nM Rattus norvegicus
Cmax 2846.72 nM Mus musculus
F 97.0 % Rattus norvegicus
F 33.0 % Mus musculus
T1/2 0.0002778 hr Homo sapiens
T1/2 3.0 hr Rattus norvegicus
T1/2 1.0 hr Mus musculus
Tmax 1.0 hr Rattus norvegicus
Tmax 0.5 hr Mus musculus
Vd 3.5 L.kg-1 Rattus norvegicus
Vd 0.4 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hydroxycarboxylic acid receptor 2 EC50 = 24.55 nM 7.61 Agonist activity at human GPR109a expressed in human adipocytes assessed as decr... 17804224
Hydroxycarboxylic acid receptor 2 EC50 = 460.0 nM 6.34 Agonist activity at human cloned GPR109a receptor by forskolin-stimulated cAMP p... 17588745
D-amino-acid oxidase IC50 = 473.0 nM 6.33 Inhibition of human recombinant DAAO expressed in Escherichia coli assessed as H... 21880399
D-amino-acid oxidase Kd = 617.0 nM 6.21 Binding affinity to human recombinant DAAO by isothermal titration calorimeter a... 21880399
Hydroxycarboxylic acid receptor 2 EC50 = 900.0 nM 6.05 Activation of GPR109A receptor in CHOK1 cells assessed as ERK1/2 MAP kinase acti... 17452318
D-amino-acid oxidase Kd = 900.0 nM 6.05 Binding affinity to human recombinant DAAO by kinetic study scintillation proxim... 21880399
D-amino-acid oxidase IC50 = 910.0 nM 6.04 Inhibition of human DAAO 21880399
D-amino-acid oxidase IC50 = 910.0 nM 6.04 Inhibition of human D-amino acid oxidase 25408840
D-amino-acid oxidase IC50 = 933.0 nM 6.03 Inhibition of porcine kidney DAAO using D-serine as substrate assessed as H2O2 f... 36307034
D-amino-acid oxidase IC50 = 933.0 nM 6.03 Inhibition of porcine kidney DAAO using D-serine as substrate by Amplex red and ... 36179486
Adipocyte EC50 = 1400.0 nM 5.85 Inhibition of isoproterenol-induced lipolysis in human subcutaneous adipocytes a... 17452318

Literature References

PubMed DOI Target Context # Activities
21880399 10.1016/j.ejmech.2011.04.023 Brain 8
21880399 10.1016/j.ejmech.2011.04.023 Plasma 6
21880399 10.1016/j.ejmech.2011.04.023 D-amino-acid oxidase 6
21880399 10.1016/j.ejmech.2011.04.023 No relevant target 5
17804224 10.1016/j.bmcl.2007.07.101 Hydroxycarboxylic acid receptor 2 3
17452318 10.1074/jbc.m701866200 Hydroxycarboxylic acid receptor 2 3
17452318 10.1074/jbc.m701866200 Rattus norvegicus 3
17804224 10.1016/j.bmcl.2007.07.101 Hydroxycarboxylic acid receptor 3 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
35080396 10.1021/acs.jmedchem.1c01684 Unchecked 2
25408840 10.1021/ml500335z ADMET 2
21880399 10.1016/j.ejmech.2011.04.023 Nucleic Acid 2
17452318 10.1074/jbc.m701866200 Mus musculus 2
21880399 10.1016/j.ejmech.2011.04.023 Voltage-gated inwardly rectifying potassium channel KCNH2 1
21880399 10.1016/j.ejmech.2011.04.023 D-aspartate oxidase 1
19438227 10.1021/jm900128w No relevant target 1
17452318 10.1074/jbc.m701866200 Adipocyte 1
25408840 10.1021/ml500335z D-amino-acid oxidase 1
36179486 10.1016/j.bmc.2022.117030 D-amino-acid oxidase 1
17588745 10.1016/j.bmcl.2007.06.028 Hydroxycarboxylic acid receptor 3 1

Data from ChEMBL 36 via Core Engine