Compound Detail

CHEMBL184238

URB-597

Phase I

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Phase I

NC(=O)c1cccc(-c2cccc(OC(=O)NC3CCCCC3)c2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL184238
Name	URB-597
Phase	Phase I
Structure Type	MOL
InChI Key	ROFVXGGUISEHAM-UHFFFAOYSA-N

Known Names

KDS-4103 ORG-231295 URB 597 Urb-597 Urb597

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

338.4

MW (Da)

3.87

ALogP

HBA

HBD

81.4

PSA (Å²)

0.89

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Extended Properties

Molecular Formula	C20H22N2O3
MW	338.41
Aromatic Rings	2
Heavy Atoms	25
NP-Likeness	-0.91

Indications

Schizophrenia

Activity Summary

IC50 81 meas. best 9.62

EC50 8 meas. best 7.0

Ki 2 meas. best 8.92

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Fatty-acid amide hydrolase 1 CHEMBL2243	IC50	9.62	7.63	0.2	32
Fatty-acid amide hydrolase 1 CHEMBL3229	IC50	9.3	7.9724	0.5	37
Unchecked CHEMBL612545	IC50	9.1	8.082	0.8	5
Fatty-acid amide hydrolase 1 CHEMBL3455	Ki	8.92	8.92	1.2	1
Fatty-acid amide hydrolase 1 CHEMBL3229	Ki	8.4	8.4	4.0	1
Fatty-acid amide hydrolase 1 CHEMBL3455	IC50	8.34	7.7533	4.6	3
Fatty-acid amide hydrolase 2 CHEMBL1628475	IC50	8.3	8.3	5.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL6007	EC50	7.0	5.19	100.0	5
Histone deacetylase 6 CHEMBL1865	IC50	6.06	6.06	873.9	1
Bifunctional epoxide hydrolase 2 CHEMBL2409	IC50	5.96	5.96	1100.0	1
Monoglyceride lipase CHEMBL4191	IC50	5.03	5.03	9384.0	1
Transient receptor potential cation channel subfamily A member 1 CHEMBL1075310	EC50	4.13	4.13	74400.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Fu	0.0048	-	Homo sapiens
T1/2	52.0	hr	Mus musculus
T1/2	0.55	hr	-
T1/2	0.55	hr	Rattus norvegicus
T1/2	0.9783	hr	Rattus norvegicus
T1/2	19.0	hr	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Fatty-acid amide hydrolase 1	IC50	=	0.24	nM	9.62	Inhibition of MBP-fused human recombinant FAAH with truncated N-terminal transme...	27130358
Fatty-acid amide hydrolase 1	IC50	=	0.5	nM	9.3	Inhibition of rat intact neuron FAAH	22196515
Fatty-acid amide hydrolase 1	IC50	=	0.5	nM	9.3	Inhibition of FAAH in Wistar rat brain intact neurons assessed as reduction in [...	31407888
Fatty-acid amide hydrolase 1	IC50	=	0.7	nM	9.15	Inhibition of rat FAAH expressed in HEK293 cells using arachadonyl 7-amino 4-met...	-
Unchecked	IC50	=	0.8	nM	9.1	Inhibition of rabbit brain FAAH	-
Fatty-acid amide hydrolase 1	Ki	=	1.2	nM	8.92	Inhibition of mouse FAAH isolated from brain homogenate using [3H-ethanolamine]A...	22779702
Fatty-acid amide hydrolase 1	IC50	=	1.7	nM	8.77	Inhibition of FAAH in Sprague-Dawley rat brain homogenates preincubated for 10 m...	26774927
Fatty-acid amide hydrolase 1	IC50	=	2.3	nM	8.64	Inhibition of human FAAH expressed in HEK293 cells using arachadonyl 7-amino 4-m...	-
Fatty-acid amide hydrolase 1	IC50	=	3.0	nM	8.52	Inhibition of rat FAAH expressed in HEK293-TRex cells using arachadonyl 7-amino ...	-
Fatty-acid amide hydrolase 1	IC50	=	3.0	nM	8.52	Inhibition of rat FAAH assessed as hydrolysis of anandamido-amino-methyl-cumarin	21392988
Fatty-acid amide hydrolase 1	IC50	=	3.0	nM	8.52	Inhibition of human FAAH expressed in HEK293-TRex cells using arachadonyl 7-amin...	-
Fatty-acid amide hydrolase 1	IC50	=	3.8	nM	8.42	Inhibition of Wistar rat brain FAAH	16854070
Fatty-acid amide hydrolase 1	IC50	=	3.8	nM	8.42	Inhibition of FAAH (unknown origin)	23455058
Fatty-acid amide hydrolase 1	IC50	=	3.8	nM	8.42	Inhibition of FAAH in Wistar rat cerebral membrane by liquid scintillation count...	19232787
Fatty-acid amide hydrolase 1	IC50	=	4.0	nM	8.4	Inhibition of FAAH (unknown origin)	23218778
Fatty-acid amide hydrolase 1	IC50	=	4.0	nM	8.4	Inhibition of human FAAH assessed as hydrolysis of anandamido-amino-methyl-cumar...	21392988
Fatty-acid amide hydrolase 1	Ki	=	4.0	nM	8.4	Inhibition of rat cortex FAAH by [3H]anandamide carbon filtration assay	19072118
Fatty-acid amide hydrolase 1	IC50	=	4.6	nM	8.34	Inhibition of mouse FAAH isolated from brain homogenate using [3H-ethanolamine]A...	22779702
Fatty-acid amide hydrolase 1	IC50	=	4.6	nM	8.34	Inhibition of FAAH in rat brain membrane using anandamide[ethanolamine-3H] as su...	27117424
Fatty-acid amide hydrolase 1	IC50	=	4.6	nM	8.34	Inhibition of FAAH	22779702

Literature References

PubMed	DOI	Target Context	# Activities
21505060	10.1124/jpet.111.180257	Fatty-acid amide hydrolase 1	14
22319196	10.1124/jpet.111.189902	Transient receptor potential cation channel subfamily A member 1	8
19232787	10.1016/j.ejmech.2009.01.007	Fatty-acid amide hydrolase 1	8
22738638	10.1016/j.bmcl.2012.05.101	Diacylglycerol lipase-alpha	7
29366648	10.1016/j.bmcl.2018.01.003	Unchecked	6
29366648	10.1016/j.bmcl.2018.01.003	Fatty-acid amide hydrolase 1	5
19072118	10.1021/jm801042a	Fatty-acid amide hydrolase 1	5
22779702	10.1021/jm300689c	Fatty-acid amide hydrolase 1	5
19386497	10.1016/j.bmcl.2009.03.080	Fatty-acid amide hydrolase 1	5
26002335	10.1016/j.ejmech.2015.04.064	Fatty-acid amide hydrolase 1	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	4
27766867	10.1021/acs.jmedchem.6b00538	Fatty-acid amide hydrolase 1	4
21666860	10.1021/ml100190t	Fatty-acid amide hydrolase 1	4
19515560	10.1016/j.bmcl.2009.05.097	Fatty-acid amide hydrolase 1	4
23214511	10.1021/jm301492y	Fatty-acid amide hydrolase 1	4
-	10.1039/C2MD20146A	Fatty-acid amide hydrolase 1	4
30878828	10.1016/j.ejmech.2019.02.074	Transient receptor potential cation channel subfamily A member 1	4
29366648	10.1016/j.bmcl.2018.01.003	Bifunctional epoxide hydrolase 2	3
27117424	10.1016/j.bmcl.2016.04.004	Fatty-acid amide hydrolase 1	3
22196515	10.1016/j.bmc.2011.11.027	Fatty-acid amide hydrolase 1	3

Data from ChEMBL 36 via Core Engine