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Compound Detail

CHEMBL2165084

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NC(=O)c1ccn(-c2cccc(OC(=O)NCCCCCCc3ccccc3)c2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2165084
Phase Preclinical
Structure Type MOL
InChI Key ACYWZPXRNUHROM-UHFFFAOYSA-N
4
Targets
6
Activities
2
Assay Types
4
PK Parameters
18
Publications
0
Known Names

Molecular Properties

405.5
MW (Da)
4.47
ALogP
4
HBA
2
HBD
86.3
PSA (Ų)
0.49
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H27N3O3
MW 405.50
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -0.96

Activity Summary

IC50 5 meas. best 9.22
Ki 1 meas. best 9.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Fatty-acid amide hydrolase 1
CHEMBL3455
 Ki 9.8 9.8 0.2 1
Fatty-acid amide hydrolase 1
CHEMBL3455
 IC50 9.22 9.22 0.6 1
Fatty-acid amide hydrolase 1
CHEMBL2243
 IC50 8.43 8.43 3.7 1
U373 MG
CHEMBL615024
 IC50 4.3 4.3 50000.0 1
NIH3T3
CHEMBL614822
 IC50 4.12 4.12 75000.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 23.45 mL.min-1.g-1 Rattus norvegicus
CL 41.6 mL.min-1.g-1 Homo sapiens
T1/2 0.8377 hr Rattus norvegicus
T1/2 0.4628 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Fatty-acid amide hydrolase 1 Ki = 0.16 nM 9.8 Inhibition of mouse FAAH isolated from brain homogenate using [3H-ethanolamine]A... 22779702
Fatty-acid amide hydrolase 1 IC50 = 0.6 nM 9.22 Inhibition of mouse FAAH isolated from brain homogenate using [3H-ethanolamine]A... 22779702
Fatty-acid amide hydrolase 1 IC50 = 3.72 nM 8.43 Inhibition of human recombinant FAAH using AMC-AA as substrate preincubated for ... 36462439
U373 MG IC50 = 50000.0 nM 4.3 Cytotoxicity against human U373MG cells assessed as cell viability incubated for... 31518969
NIH3T3 IC50 = 75000.0 nM 4.12 Cytotoxicity against mouse NIH/3T3 cells assessed as cell viability incubated fo... 31518969
NIH3T3 IC50 = 75000.0 nM 4.12 Cytotoxicity against mouse NIH3T3 cells assessed as inhibition of cell growth me... 36462439

Literature References

PubMed DOI Target Context # Activities
22779702 10.1021/jm300689c Mus musculus 9
31518969 10.1016/j.ejmech.2019.111674 ADMET 7
22779702 10.1021/jm300689c Fatty-acid amide hydrolase 1 5
22779702 10.1021/jm300689c Rattus norvegicus 3
31518969 10.1016/j.ejmech.2019.111674 No relevant target 3
31518969 10.1016/j.ejmech.2019.111674 IMR-32 3
36462439 10.1016/j.ejmech.2022.114952 No relevant target 3
22779702 10.1021/jm300689c Monoglyceride lipase 1
22779702 10.1021/jm300689c Unchecked 1
22779702 10.1021/jm300689c N-acyl-phosphatidylethanolamine-hydrolyzing phospholipase D 1
22779702 10.1021/jm300689c Transient receptor potential cation channel subfamily V member 1 1
22779702 10.1021/jm300689c Cannabinoid receptor 2 1
22779702 10.1021/jm300689c Cannabinoid receptor 1 1
31518969 10.1016/j.ejmech.2019.111674 NIH3T3 1
31518969 10.1016/j.ejmech.2019.111674 U373 MG 1
22779702 10.1021/jm300689c Voltage-gated inwardly rectifying potassium channel KCNH2 1
36462439 10.1016/j.ejmech.2022.114952 Fatty-acid amide hydrolase 1 1
36462439 10.1016/j.ejmech.2022.114952 NIH3T3 1

Data from ChEMBL 36 via Core Engine