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Compound Detail

CHEMBL570812

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COc1nn(-c2ccc(NC(=O)OCc3ccccc3)c(C)c2)c(=O)o1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL570812
Phase Preclinical
Structure Type MOL
InChI Key QTENHWTVRQKWRI-UHFFFAOYSA-N
10
Targets
57
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

355.4
MW (Da)
2.89
ALogP
7
HBA
1
HBD
95.6
PSA (Ų)
0.76
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H17N3O5
MW 355.35
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.41

Activity Summary

IC50 57 meas. best 8.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Fatty-acid amide hydrolase 1
CHEMBL2243
 IC50 8.72 7.8583 1.9 6
Monoglyceride lipase
CHEMBL4191
 IC50 8.05 7.0133 9.0 21
Fatty-acid amide hydrolase 1
CHEMBL3229
 IC50 7.07 6.6767 86.0 3
MCF7
CHEMBL387
 IC50 5.38 5.38 4200.0 1
Unchecked
CHEMBL612545
 IC50 4.76 4.4525 17200.0 4
SK-OV-3
CHEMBL614925
 IC50 4.48 4.4733 33000.0 3
HCT-116
CHEMBL394
 IC50 4.42 4.2833 38000.0 3
MDA-MB-231
CHEMBL400
 IC50 4.38 4.2125 42000.0 4
OVCAR-3
CHEMBL614213
 IC50 4.37 4.32 43000.0 5
Caov-3 cell line
CHEMBL614379
 IC50 4.11 4.058 77000.0 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Fatty-acid amide hydrolase 1 IC50 = 1.9 nM 8.72 Inhibition of human recombinant FAAH using AMC arachidonoyl amide as substrate p... 26002335
Fatty-acid amide hydrolase 1 IC50 = 3.5 nM 8.46 Inhibition of human recombinant FAAH using AMC arachidonoyl amide as substrate p... 26002335
Monoglyceride lipase IC50 = 9.0 nM 8.05 Inhibition of human recombinant MAGL using 4-nitrophenylacetate as substrate pre... 24853323
Fatty-acid amide hydrolase 1 IC50 = 13.0 nM 7.89 Inhibition of human recombinant FAAH using AMC arachidonoyl amide as substrate p... 26002335
Fatty-acid amide hydrolase 1 IC50 = 14.0 nM 7.85 Inhibition of human recombinant FAAH using AMC arachidonoyl amide as substrate a... 26002335
Monoglyceride lipase IC50 = 20.0 nM 7.7 Inhibition of human MAGL using 4-Nitrophenylacetate substrate incubated for 15 m... 25011912
Monoglyceride lipase IC50 = 20.0 nM 7.7 Inhibition of MAGL (unknown origin) 27267002
Monoglyceride lipase IC50 = 20.0 nM 7.7 Inhibition of MAGL (unknown origin) 33766770
Monoglyceride lipase IC50 = 20.42 nM 7.69 Inhibition of human MGL activity using [3H]2-oleoylglycerol substrate by liquid ... 19883085
Monoglyceride lipase IC50 = 26.0 nM 7.58 Inhibition of human recombinant MAGL using 4-nitrophenylacetate as substrate pre... 24853323
Fatty-acid amide hydrolase 1 IC50 = 76.0 nM 7.12 Inhibition of FAAH (unknown origin) 23455058
Fatty-acid amide hydrolase 1 IC50 = 77.62 nM 7.11 Inhibition of human recombinant FAAH-maltose binding protein 19883085
Fatty-acid amide hydrolase 1 IC50 = 86.0 nM 7.07 Inhibition of rat FAAH 27766867
Fatty-acid amide hydrolase 1 IC50 = 86.0 nM 7.07 Inhibition of rat FAAH 32429662
Monoglyceride lipase IC50 = 92.0 nM 7.04 Inhibition of human recombinant MAGL 32429662
Monoglyceride lipase IC50 = 92.0 nM 7.04 Inhibition of recombinant human MAGL 27766867
Monoglyceride lipase IC50 = 92.0 nM 7.04 Inhibition of MAGL (unknown origin) 23455058
Monoglyceride lipase IC50 = 130.0 nM 6.89 Inhibition of human recombinant MAGL using 4-nitrophenylacetate as substrate inc... 33045662
Monoglyceride lipase IC50 = 134.0 nM 6.87 Inhibition of human recombinant MAGL using 4-NPA substrate incubated for 30 mins 27809504
Monoglyceride lipase IC50 = 134.0 nM 6.87 Inhibition of human recombinant MAGL using 4-NPA as substrate after 30 mins 30715876

Literature References

PubMed DOI Target Context # Activities
25011912 10.1016/j.bmcl.2014.06.029 Monoglyceride lipase 7
24853323 10.1016/j.bmc.2014.04.057 Monoglyceride lipase 6
26002335 10.1016/j.ejmech.2015.04.064 Fatty-acid amide hydrolase 1 4
27809504 10.1021/acs.jmedchem.6b01459 Monoglyceride lipase 3
23455058 10.1016/j.ejmech.2013.01.050 Monoglyceride lipase 3
27809504 10.1021/acs.jmedchem.6b01459 Unchecked 2
23455058 10.1016/j.ejmech.2013.01.050 Fatty-acid amide hydrolase 1 2
24853323 10.1016/j.bmc.2014.04.057 NON-PROTEIN TARGET 2
27267002 10.1016/j.ejmech.2016.05.038 Monoglyceride lipase 2
29309142 10.1021/acs.jmedchem.7b01845 Unchecked 2
24853323 10.1016/j.bmc.2014.04.057 ADMET 1
27766867 10.1021/acs.jmedchem.6b00538 Monoglyceride lipase 1
29309142 10.1021/acs.jmedchem.7b01845 Monoglyceride lipase 1
29309142 10.1021/acs.jmedchem.7b01845 Caov-3 cell line 1
29309142 10.1021/acs.jmedchem.7b01845 MRC5 1
27989417 10.1016/j.bmc.2016.11.025 Monoglyceride lipase 1
19883085 10.1021/jm901323s Fatty-acid amide hydrolase 1 1
24853323 10.1016/j.bmc.2014.04.057 MDA-MB-231 1
24853323 10.1016/j.bmc.2014.04.057 MCF7 1
33766770 10.1016/j.bmcl.2021.127986 Monoglyceride lipase 1

Data from ChEMBL 36 via Core Engine