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Compound Detail

CHEMBL2171701

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COc1nn(-c2cccc(Oc3ccccc3)c2)c(=O)o1

Basic Information

ChEMBL ID CHEMBL2171701
Phase Preclinical
Structure Type MOL
InChI Key MAWQNKAJQQKDTD-UHFFFAOYSA-N
2
Targets
2
Activities
1
Assay Types
6
PK Parameters
11
Publications
0
Known Names

Molecular Properties

284.3
MW (Da)
2.63
ALogP
6
HBA
0
HBD
66.5
PSA (Ų)
0.74
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 C15H12N2O4
MW 284.27
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness -1.06

Activity Summary

IC50 2 meas. best 8.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Fatty-acid amide hydrolase 1
CHEMBL3229
IC50 8.21 8.21 6.1 1
Monoglyceride lipase
CHEMBL4191
IC50 6.96 6.96 110.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.015 hr Homo sapiens
T1/2 0.03133 hr Canis lupus familiaris
T1/2 0.007667 hr Cavia porcellus
T1/2 0.013 hr Homo sapiens
T1/2 0.02817 hr Sus scrofa
T1/2 2.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Fatty-acid amide hydrolase 1 IC50 = 6.1 nM 8.21 Inhibition of rat FAAH 27766867
Monoglyceride lipase IC50 = 110.0 nM 6.96 Inhibition of MAGL (unknown origin) using 2-AG as substrate 27766867

Literature References

PubMed DOI Target Context # Activities
23153815 10.1016/j.ejmech.2012.10.040 Pancreatic lipase-related protein 2 10
23153815 10.1016/j.ejmech.2012.10.040 Pancreatic triacylglycerol lipase 8
23153815 10.1016/j.ejmech.2012.10.040 Gastric triacylglycerol lipase 7
27543878 10.1016/j.ejmech.2016.08.009 Pancreatic triacylglycerol lipase 6
23153815 10.1016/j.ejmech.2012.10.040 Bile salt-activated lipase 5
33071055 10.1016/j.ejmech.2020.112908 Unchecked 3
23153815 10.1016/j.ejmech.2012.10.040 Unchecked 1
27766867 10.1021/acs.jmedchem.6b00538 Monoglyceride lipase 1
27766867 10.1021/acs.jmedchem.6b00538 Fatty-acid amide hydrolase 1 1
33071055 10.1016/j.ejmech.2020.112908 Mycobacterium tuberculosis 1
33071055 10.1016/j.ejmech.2020.112908 Mycobacterium tuberculosis variant bovis 1

Data from ChEMBL 36 via Core Engine