Compound Detail

CHEMBL4216368

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O=C(Nc1ccc(OC(F)(F)F)cc1)N[C@H]1CC[C@H](Oc2ccc(O)cc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4216368
Phase	Preclinical
Structure Type	MOL
InChI Key	FTVGDRKKJVKLHA-SAZUREKKSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

410.4

MW (Da)

4.80

ALogP

HBA

HBD

79.8

PSA (Å²)

0.66

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C20H21F3N2O4
MW	410.39
Aromatic Rings	2
Heavy Atoms	29
NP-Likeness	-0.83

Activity Summary

IC50 13 meas. best 9.4

Ki 1 meas. best 8.04

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Bifunctional epoxide hydrolase 2 CHEMBL4140	IC50	9.4	9.4	0.4	1
Bifunctional epoxide hydrolase 2 CHEMBL5669	IC50	9.0	9.0	1.0	1
Bifunctional epoxide hydrolase 2 CHEMBL2409	IC50	8.7	8.7	2.0	1
Unchecked CHEMBL612545	IC50	8.37	7.3617	4.3	6
Bifunctional epoxide hydrolase 2 CHEMBL2409	Ki	8.04	8.04	9.1	1
Fatty-acid amide hydrolase 1 CHEMBL2243	IC50	6.92	6.92	120.0	1
Fatty-acid amide hydrolase 1 CHEMBL3455	IC50	6.46	6.46	350.0	1
Fatty-acid amide hydrolase 1 CHEMBL3229	IC50	5.77	5.77	1700.0	1
Arylacetamide deacetylase CHEMBL3509584	IC50	5.27	5.27	5400.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Bifunctional epoxide hydrolase 2	IC50	=	0.4	nM	9.4	Inhibition of soluble epoxide in mouse brain microsomes using CMNPC substrate by...	29366648
Bifunctional epoxide hydrolase 2	IC50	=	1.0	nM	9.0	Inhibition of soluble epoxide in rat brain microsomes using CMNPC substrate by f...	29366648
Bifunctional epoxide hydrolase 2	IC50	=	2.0	nM	8.7	Inhibition of human recombinant soluble epoxide hydrolase expressed in baculovir...	29366648
Unchecked	IC50	=	4.3	nM	8.37	Inhibition of soluble epoxide in cat brain microsomes using CMNPC substrate by f...	29366648
Bifunctional epoxide hydrolase 2	Ki	=	9.1	nM	8.04	Competitive inhibition of human recombinant soluble epoxide hydrolase expressed ...	29366648
Unchecked	IC50	=	11.0	nM	7.96	Inhibition of soluble epoxide in dog brain microsomes using CMNPC substrate by f...	29366648
Unchecked	IC50	=	21.0	nM	7.68	Inhibition of soluble epoxide in horse brain microsomes using CMNPC substrate by...	29366648
Unchecked	IC50	=	92.0	nM	7.04	Inhibition of FAAH in cat brain microsomes using OMP substrate by fluorescence b...	29366648
Fatty-acid amide hydrolase 1	IC50	=	120.0	nM	6.92	Inhibition of human FAAH expressed in baculovirus-infected High Five cells S9 fr...	29366648
Unchecked	IC50	=	270.0	nM	6.57	Inhibition of FAAH in horse brain microsomes using OMP substrate by fluorescence...	29366648
Unchecked	IC50	=	280.0	nM	6.55	Inhibition of FAAH in dog brain microsomes using OMP substrate by fluorescence b...	29366648
Fatty-acid amide hydrolase 1	IC50	=	350.0	nM	6.46	Inhibition of FAAH in mouse brain microsomes using OMP substrate by fluorescence...	29366648
Fatty-acid amide hydrolase 1	IC50	=	1700.0	nM	5.77	Inhibition of FAAH in rat brain microsomes using OMP substrate by fluorescence b...	29366648
Arylacetamide deacetylase	IC50	=	5400.0	nM	5.27	Inhibition of AADAC (unknown origin) expressed in baculovirus system using CMNA ...	29366648

Literature References

PubMed	DOI	Target Context	# Activities
29366648	10.1016/j.bmcl.2018.01.003	Unchecked	7
29366648	10.1016/j.bmcl.2018.01.003	Bifunctional epoxide hydrolase 2	5
29366648	10.1016/j.bmcl.2018.01.003	Fatty-acid amide hydrolase 1	3
29366648	10.1016/j.bmcl.2018.01.003	Epoxide hydrolase 1	1
29366648	10.1016/j.bmcl.2018.01.003	Liver carboxylesterase 1	1
29366648	10.1016/j.bmcl.2018.01.003	Cocaine esterase	1
29366648	10.1016/j.bmcl.2018.01.003	Serum paraoxonase/arylesterase 1	1
29366648	10.1016/j.bmcl.2018.01.003	Serum paraoxonase/arylesterase 2	1
29366648	10.1016/j.bmcl.2018.01.003	Serum paraoxonase/lactonase 3	1
29366648	10.1016/j.bmcl.2018.01.003	Arylacetamide deacetylase	1
32203787	10.1016/j.ejmech.2020.112206	Epoxide hydrolase 1	1

Data from ChEMBL 36 via Core Engine