Compound Detail

CHEMBL4215208

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O=C(Nc1ccc(OC(F)(F)F)cc1)N[C@H]1CC[C@H](Oc2ccc(C(=O)OCc3ccccc3)cc2)CC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4215208
Phase	Preclinical
Structure Type	MOL
InChI Key	IEOQZCMTPHDRLT-SAIGFBBZSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

528.5

MW (Da)

6.45

ALogP

HBA

HBD

85.9

PSA (Å²)

0.33

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C28H27F3N2O5
MW	528.53
Aromatic Rings	3
Heavy Atoms	38
NP-Likeness	-0.91

Activity Summary

IC50 11 meas. best 8.8

Ki 1 meas. best 7.37

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Bifunctional epoxide hydrolase 2 CHEMBL5669	IC50	8.8	8.8	1.6	1
Bifunctional epoxide hydrolase 2 CHEMBL4140	IC50	8.68	8.68	2.1	1
Bifunctional epoxide hydrolase 2 CHEMBL2409	IC50	8.52	8.52	3.0	1
Fatty-acid amide hydrolase 1 CHEMBL2243	IC50	7.62	7.62	24.0	1
Unchecked CHEMBL612545	IC50	7.55	7.045	28.0	6
Bifunctional epoxide hydrolase 2 CHEMBL2409	Ki	7.37	7.37	43.0	1
Fatty-acid amide hydrolase 1 CHEMBL3455	IC50	6.29	6.29	510.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Bifunctional epoxide hydrolase 2	IC50	=	1.6	nM	8.8	Inhibition of soluble epoxide in rat brain microsomes using CMNPC substrate by f...	29366648
Bifunctional epoxide hydrolase 2	IC50	=	2.1	nM	8.68	Inhibition of soluble epoxide in mouse brain microsomes using CMNPC substrate by...	29366648
Bifunctional epoxide hydrolase 2	IC50	=	3.0	nM	8.52	Inhibition of human recombinant soluble epoxide hydrolase expressed in baculovir...	29366648
Fatty-acid amide hydrolase 1	IC50	=	24.0	nM	7.62	Inhibition of human FAAH expressed in baculovirus-infected High Five cells S9 fr...	29366648
Unchecked	IC50	=	28.0	nM	7.55	Inhibition of soluble epoxide in dog brain microsomes using CMNPC substrate by f...	29366648
Unchecked	IC50	=	42.0	nM	7.38	Inhibition of soluble epoxide in cat brain microsomes using CMNPC substrate by f...	29366648
Bifunctional epoxide hydrolase 2	Ki	=	43.0	nM	7.37	Competitive inhibition of human recombinant soluble epoxide hydrolase expressed ...	29366648
Unchecked	IC50	=	77.0	nM	7.11	Inhibition of soluble epoxide in horse brain microsomes using CMNPC substrate by...	29366648
Unchecked	IC50	=	87.0	nM	7.06	Inhibition of FAAH in horse brain microsomes using OMP substrate by fluorescence...	29366648
Unchecked	IC50	=	240.0	nM	6.62	Inhibition of FAAH in cat brain microsomes using OMP substrate by fluorescence b...	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	=	510.0	nM	6.29	Inhibition of FAAH in mouse brain microsomes using OMP substrate by fluorescence...	29366648

Literature References

PubMed	DOI	Target Context	# Activities
29366648	10.1016/j.bmcl.2018.01.003	Unchecked	6
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

Data from ChEMBL 36 via Core Engine