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Compound Detail

CHEMBL495187

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O=c1[nH]c2cccc(Cl)c2cc1O

Basic Information

ChEMBL ID CHEMBL495187
Phase Preclinical
Structure Type MOL
InChI Key ZSDKFSDQDDGDRA-UHFFFAOYSA-N
3
Targets
7
Activities
2
Assay Types
14
PK Parameters
14
Publications
0
Known Names

Molecular Properties

195.6
MW (Da)
1.89
ALogP
2
HBA
2
HBD
53.1
PSA (Ų)
0.67
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C9H6ClNO2
MW 195.60
Aromatic Rings 2
Heavy Atoms 13
NP-Likeness -0.37

Activity Summary

IC50 5 meas. best 8.4
Kd 2 meas. best 8.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D-amino-acid oxidase
CHEMBL5485
Kd 8.6 8.375 2.5 2
D-amino-acid oxidase
CHEMBL5485
IC50 8.4 8.225 4.0 2
D-amino-acid oxidase
CHEMBL5756
IC50 7.4 7.4 40.0 1
Mushroom tyrosinase
CHEMBL6066154
IC50 4.03 4.03 92700.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUClast - - Rattus norvegicus
AUClast - - Mus musculus
CL 308.0 mL.min-1.g-1 Homo sapiens
CL 30.0 mL.min-1.kg-1 Rattus norvegicus
CL 44.0 mL.min-1.kg-1 Mus musculus
Cmax - - Rattus norvegicus
Cmax 59.82 nM Mus musculus
F 1.4 % Rattus norvegicus
F 0.65 % Mus musculus
T1/2 2.0 hr Homo sapiens
Tmax - - Rattus norvegicus
Tmax 0.25 hr Mus musculus
Vd 0.3 L.kg-1 Rattus norvegicus
Vd 0.3 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

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 No relevant target 6
21880399 10.1016/j.ejmech.2011.04.023 Plasma 6
21880399 10.1016/j.ejmech.2011.04.023 D-amino-acid oxidase 5
19438227 10.1021/jm900128w D-amino-acid oxidase 2
19438227 10.1021/jm900128w Unchecked 2
21880399 10.1016/j.ejmech.2011.04.023 Nucleic Acid 2
25408840 10.1021/ml500335z ADMET 2
25408840 10.1021/ml500335z Liver microsome 2
19438227 10.1021/jm900128w D-aspartate oxidase 1
21880399 10.1016/j.ejmech.2011.04.023 D-aspartate oxidase 1
21880399 10.1016/j.ejmech.2011.04.023 Voltage-gated inwardly rectifying potassium channel KCNH2 1
21880399 10.1016/j.ejmech.2011.04.023 Liver microsomes 1
38823727 10.1016/j.bmcl.2024.129823 Mushroom tyrosinase 1

Data from ChEMBL 36 via Core Engine