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Compound Detail

CHEMBL367966

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O=C(CCCCCCc1ccccc1)c1nc2ncccc2o1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL367966
Phase Preclinical
Structure Type MOL
InChI Key OVFUWDCWLWBDJD-UHFFFAOYSA-N
6
Targets
18
Activities
2
Assay Types
1
PK Parameters
14
Publications
0
Known Names

Molecular Properties

308.4
MW (Da)
4.60
ALogP
4
HBA
0
HBD
56.0
PSA (Ų)
0.45
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H20N2O2
MW 308.38
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -0.41

Activity Summary

IC50 12 meas. best 9.52
Ki 6 meas. best 10.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Fatty-acid amide hydrolase 1
CHEMBL3229
 Ki 10.55 9.8833 0.0 3
Fatty-acid amide hydrolase 1
CHEMBL2243
 Ki 9.55 9.55 0.3 2
Fatty-acid amide hydrolase 1
CHEMBL3455
 Ki 9.55 9.55 0.3 1
Fatty-acid amide hydrolase 1
CHEMBL2243
 IC50 9.52 8.3886 0.3 7
Liver carboxylesterase 1
CHEMBL2265
 IC50 8.52 8.52 3.0 2
Diacylglycerol lipase-alpha
CHEMBL5545
 IC50 6.28 6.28 524.8 1
Unchecked
CHEMBL612545
 IC50 4.7 4.7 20000.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 10.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Fatty-acid amide hydrolase 1 Ki = 0.028 nM 10.55 Inhibition of rat cortex FAAH by [3H]anandamide carbon filtration assay 19072118
Fatty-acid amide hydrolase 1 Ki = 0.28 nM 9.55 Inhibition of rat FAAH assessed as reduction in [14C]oleamide conversion to olei... 27766867
Fatty-acid amide hydrolase 1 Ki = 0.28 nM 9.55 Inhibition of FAAH 21764305
Fatty-acid amide hydrolase 1 Ki = 0.28 nM 9.55 Inhibition of FAAH 18983142
Fatty-acid amide hydrolase 1 Ki = 0.28 nM 9.55 Inhibitor affinity towards enzymes of class serine hydrolase was determined usin... 15713400
Fatty-acid amide hydrolase 1 Ki = 0.28 nM 9.55 Inhibitory constant determined against recombinant Fatty-acid amide hydrolase fr... 15771430
Fatty-acid amide hydrolase 1 IC50 = 0.3 nM 9.52 Inhibitory concentration of fatty acid amide hydrolase using FP-Rh radioligand 15713400
Fatty-acid amide hydrolase 1 IC50 = 0.3 nM 9.52 Inhibitory concentration against Fatty-acid amide hydrolase 15771430
Fatty-acid amide hydrolase 1 IC50 = 2.1 nM 8.68 Inhibitory concentration against fatty acid amide hydrolase 16078824
Liver carboxylesterase 1 IC50 = 3.0 nM 8.52 Inhibitory concentration of triacylgylcerol hydrolase using FP-Rh radioligand 15713400
Liver carboxylesterase 1 IC50 = 3.0 nM 8.52 Inhibitory concentration against Triacylglycerol hydrolase 15771430
Fatty-acid amide hydrolase 1 IC50 = 12.0 nM 7.92 Inhibition of human recombinant FAAH expressed in HEK293 cells preincubated for ... 19072118
Fatty-acid amide hydrolase 1 IC50 = 16.0 nM 7.8 Inhibition of human recombinant FAAH expressed in HEK293 cells preincubated for ... 19072118
Fatty-acid amide hydrolase 1 IC50 = 17.0 nM 7.77 Inhibition of human recombinant FAAH expressed in HEK293 cells preincubated for ... 19072118
Fatty-acid amide hydrolase 1 IC50 = 31.0 nM 7.51 Inhibition of human recombinant FAAH expressed in HEK293 cells by [3H]anandamide... 19072118
Diacylglycerol lipase-alpha IC50 = 524.81 nM 6.28 Inhibition of full-length human DAGLalpha expressed in HEK293T cell membranes us... 26584396
Unchecked IC50 = 20000.0 nM 4.7 Inhibitory concentration against KIAA1363 hydrolase 15771430
Unchecked IC50 = 20000.0 nM 4.7 Concentration of 50% inhibition of KIAA1363 was determined using FP-Rh as radiol... 15713400

Literature References

PubMed DOI Target Context # Activities
19072118 10.1021/jm801042a Fatty-acid amide hydrolase 1 5
15771430 10.1021/jm049614v Fatty-acid amide hydrolase 1 2
15713400 10.1016/j.bmcl.2004.12.085 Fatty-acid amide hydrolase 1 2
15771430 10.1021/jm049614v Unchecked 1
15771430 10.1021/jm049614v Liver carboxylesterase 1 1
15713400 10.1016/j.bmcl.2004.12.085 Unchecked 1
15713400 10.1016/j.bmcl.2004.12.085 Liver carboxylesterase 1 1
16078824 10.1021/jm058183t Fatty-acid amide hydrolase 1 1
18983142 10.1021/jm800311k Fatty-acid amide hydrolase 1 1
21764305 10.1016/j.bmcl.2011.06.096 Fatty-acid amide hydrolase 1 1
23287055 10.1016/j.ejmech.2012.11.035 Fatty-acid amide hydrolase 1 1
25782745 10.1016/j.bmcl.2015.02.027 Fatty-acid amide hydrolase 1 1
26584396 10.1021/acs.jmedchem.5b01627 Diacylglycerol lipase-alpha 1
27766867 10.1021/acs.jmedchem.6b00538 Fatty-acid amide hydrolase 1 1

Data from ChEMBL 36 via Core Engine