Compound Detail

CHEMBL51085

EBSELEN

🧪 Phase III

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🧪 Phase III

O=c1c2ccccc2[se]n1-c1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL51085
Name	EBSELEN
Phase	Phase III
Structure Type	MOL
InChI Key	DYEFUKCXAQOFHX-UHFFFAOYSA-N

Known Names

DR-3305 DR3305 Ebselen Ebselene Ebseleno NSC-639762 NSC-757883 SPI-1005

Targets

189

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

274.2

MW (Da)

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C13H9NOSe
MW	274.18

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Antioxidant	-	-	✓	✓

Indications

Meniere Disease Bipolar Disorder Diabetes Mellitus, Type 1 Diabetes Mellitus, Type 2 Hearing Loss Ototoxicity Severe Acute Respiratory Syndrome Depressive Disorder

Activity Summary

IC50 140 meas. best 8.16

EC50 25 meas. best 6.3

Ki 21 meas. best 8.68

Kd 3 meas. best 6.85

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	8.68	7.1	2.1	7
Toxin B CHEMBL3580505	IC50	8.16	7.96	6.9	2
Unchecked CHEMBL612545	IC50	8.05	6.0444	9.0	32
Replicase polyprotein 1ab CHEMBL4523582	IC50	8.0	6.3359	10.0	22
Insulin-degrading enzyme CHEMBL1293287	IC50	7.85	7.615	14.0	2
UDP-glucose 4-epimerase CHEMBL5843	IC50	7.85	7.85	14.0	1
Structural capsid protein CHEMBL2366504	IC50	7.33	7.33	46.7	1
Histone deacetylase 2 CHEMBL1937	Ki	7.1	7.1	80.0	1
Indoleamine 2,3-dioxygenase 1 CHEMBL4685	Ki	7.03	7.03	94.0	3
Phosphoethanolamine/phosphocholine phosphatase CHEMBL6113	IC50	6.96	6.96	111.0	1
Bifunctional epoxide hydrolase 2 CHEMBL2409	IC50	6.96	6.38	110.0	4
Unchecked CHEMBL612545	Kd	6.85	6.85	140.0	1
Cysteine protease ATG4B CHEMBL1741221	IC50	6.75	6.75	180.0	1
Mannose-6-phosphate isomerase CHEMBL2758	IC50	6.72	6.72	190.0	1
Urease subunit alpha/Urease subunit beta CHEMBL3885651	Ki	6.65	6.65	226.0	1
Thioredoxin reductase CHEMBL3638339	Ki	6.52	6.4	300.0	2
Cytochrome b-245 heavy chain CHEMBL1287627	IC50	6.52	6.52	300.0	1
L,D-transpeptidase 2 CHEMBL5291546	IC50	6.44	6.44	360.0	1
Metallo-beta-lactamase type 2 CHEMBL5465386	Ki	6.42	6.42	380.0	2
Histone-lysine N-methyltransferase EHMT2 CHEMBL6032	IC50	6.4	6.4	400.0	1
NADPH oxidase 1 CHEMBL1287628	IC50	6.3	6.3	500.0	1
Cytochrome b-245 heavy chain CHEMBL1287627	EC50	6.3	6.3	500.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.3	5.2225	500.0	8
Mitochondrial import inner membrane translocase subunit TIM10 CHEMBL1741194	IC50	6.24	5.62	580.0	2
Macrophage migration inhibitory factor CHEMBL2085	Ki	6.24	6.24	570.0	1
Phosphomannomutase 2 CHEMBL1741162	IC50	6.17	6.17	672.0	1
SARS-CoV-2 CHEMBL4303835	EC50	6.17	5.3992	670.0	13
Replicase polyprotein 1ab CHEMBL4523582	Ki	6.17	6.17	670.0	1
NADPH oxidase 5 CHEMBL1926497	EC50	6.16	6.16	700.0	1
Gamma-butyrobetaine dioxygenase CHEMBL2163175	IC50	6.16	6.13	690.0	5
Histone-lysine N-methyltransferase EHMT1 CHEMBL6031	IC50	6.14	6.14	730.0	1
Mitochondrial import inner membrane translocase subunit TIM23 CHEMBL1741180	IC50	6.06	6.06	880.0	1
Streptococcus CHEMBL612313	EC50	6.01	6.01	975.0	1
1-acylglycerol-3-phosphate O-acyltransferase ABHD5/Perilipin-5 CHEMBL3885501	IC50	5.96	5.96	1101.0	1
Streptococcus sp. 'group A' CHEMBL612389	EC50	5.96	5.96	1096.0	1
Histone deacetylase 6 CHEMBL1865	IC50	5.92	5.34	1200.0	3
Streptokinase A CHEMBL1293228	EC50	5.82	5.82	1519.0	1
Unchecked CHEMBL612545	EC50	5.82	5.82	1500.0	1
YTH domain-containing protein 1 CHEMBL5169187	IC50	5.8	5.8	1600.0	1
Prostaglandin G/H synthase 1 CHEMBL2860	IC50	5.68	5.68	2100.0	1
Macrophage migration inhibitory factor CHEMBL2085	IC50	5.62	5.62	2400.0	1
Methionine aminopeptidase 2 CHEMBL3922	IC50	5.61	5.61	2430.0	1
Trypanosoma brucei CHEMBL612849	EC50	5.54	5.465	2900.0	2
Perilipin-1/ABHD5 CHEMBL3883313	IC50	5.47	5.47	3410.0	1
Histone deacetylase 5 CHEMBL2563	IC50	5.47	5.47	3400.0	1
Gamma-butyrobetaine dioxygenase CHEMBL2163175	Kd	5.44	5.39	3600.0	2
YTH domain-containing family protein 1 CHEMBL5169192	IC50	5.44	5.44	3600.0	1
Histone deacetylase 9 CHEMBL4145	IC50	5.43	5.43	3700.0	1
A549 CHEMBL392	IC50	5.43	5.105	3750.0	2
Urease subunit alpha/Urease subunit beta CHEMBL3885651	IC50	5.43	4.8375	3690.0	4

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	2.467	hr	-
T1/2	20.83	hr	-
T1/2	0.9332	hr	-
t1/2	-	-	-

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	2.11	nM	8.68	Steady state inhibition of Sporosarcina pasteurii CCM 2056 urease using urea as ...	27524377
Unchecked	Ki	=	2.11	nM	8.68	Inhibition of Sporosarcina pasteurii Urease assessed as inhibition constant	36661843
Toxin B	IC50	=	6.9	nM	8.16	Inhibition of Clostridium difficile full length Toxin B	36661843
Unchecked	IC50	=	9.0	nM	8.05	Inhibition of human Glutaminase	36996714
Replicase polyprotein 1ab	IC50	=	10.0	nM	8.0	Inhibition of SARS-CoV-2 3CLpro incubated for 4 hrs	37609780
Insulin-degrading enzyme	IC50	=	14.0	nM	7.85	Inhibition of human recombinant IDE expressed in Escherichia coli BL21 (DE3) cel...	31276900
UDP-glucose 4-epimerase	IC50	=	14.0	nM	7.85	Inhibition of human GalE by HPAEC assay	16962325
Unchecked	IC50	=	14.3	nM	7.84	Inhibition of wild type Candida albicans Fructose-1,6-Bisphosphate Aldolase tran...	35099959
Toxin B	IC50	=	17.2	nM	7.76	Inhibition of Clostridium difficile toxin B	31638805
Unchecked	IC50	=	29.2	nM	7.54	Inhibition of Proteus mirabilis PCM 543 Urease in PBS buffer measured for 1.5 hr...	36661843
Replicase polyprotein 1ab	IC50	=	30.0	nM	7.52	SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ...	-
Unchecked	IC50	=	31.0	nM	7.51	Inhibition of Candida albicans Fructose-1,6-Bisphosphate Aldolase C157S mutant t...	35099959
Insulin-degrading enzyme	IC50	=	42.0	nM	7.38	Inhibition of human recombinant IDE expressed in Escherichia coli BL21 (DE3) cel...	31276900
Structural capsid protein	IC50	=	46.7	nM	7.33	Inhibition of HIV 1 capsid CTD dimerization incubated for 5 hrs by TR-FRET assay	33751981
Unchecked	IC50	=	50.0	nM	7.3	Inhibition of recombinant Trypanosoma brucei His6-tagged HK1 expressed in Escher...	28043795
Unchecked	IC50	=	72.6	nM	7.14	Inhibition of Candida albicans Fructose-1,6-Bisphosphate Aldolase C111S mutant t...	35099959
Histone deacetylase 2	Ki	=	80.0	nM	7.1	Inhibition of human recombinant HDAC2 expressed in baculovirus using AMC-K(Ac)GL...	36661843
Indoleamine 2,3-dioxygenase 1	Ki	=	94.0	nM	7.03	Inhibition of recombinant human IDO1 assessed as reduction in formation of N-for...	32055299
Indoleamine 2,3-dioxygenase 1	Ki	=	94.0	nM	7.03	Inhibition of human recombinant IDO1 using L-tryptophan as substrate preincubate...	25970480
Indoleamine 2,3-dioxygenase 1	Ki	=	94.0	nM	7.03	Inhibition of recombinant human IDO1 expressed in Escherichia coli assessed as r...	34678572

Literature References

PubMed	DOI	Target Context	# Activities
27073054	10.1016/j.bmc.2016.03.060	Staphylococcus aureus	35
8071938	10.1021/jm00044a011	Rattus norvegicus	30
29894943	10.1016/j.ejmech.2018.06.007	Enterobacter cloacae	27
24461494	10.1016/j.bmc.2013.12.066	No relevant target	19
29894943	10.1016/j.ejmech.2018.06.007	Escherichia coli	15
25266780	10.1016/j.bmcl.2014.09.035	Gamma-butyrobetaine dioxygenase	13
39013357	10.1016/j.ejmech.2024.116592	SH-SY5Y	13
31276900	10.1016/j.ejmech.2019.06.057	Insulin-degrading enzyme	12
31922756	10.1021/acs.jmedchem.9b01492	Neutrophil cytosol factor 1	12
29894943	10.1016/j.ejmech.2018.06.007	Citrobacter freundii	12
30385227	10.1016/j.bmc.2018.10.022	PC-12	12
38631262	10.1016/j.ejmech.2024.116404	Mus musculus	10
29519735	10.1016/j.bmcl.2018.02.043	Histone-lysine N-methyltransferase EHMT2	8
29519735	10.1016/j.bmcl.2018.02.043	Histone-lysine N-methyltransferase EHMT1	8
30385227	10.1016/j.bmc.2018.10.022	No relevant target	7
35099959	10.1021/acs.jmedchem.1c02102	Unchecked	7
19734910	10.1038/nchembio.215	Plasmodium falciparum	7
29894943	10.1016/j.ejmech.2018.06.007	Klebsiella pneumoniae	6
29894943	10.1016/j.ejmech.2018.06.007	Klebsiella oxytoca	6
34570513	10.1021/acs.jmedchem.1c00566	Unchecked	6

Data from ChEMBL 36 via Core Engine