RosettaCommons/BELKA-DEL-Experimental-BenchmarkData

1,558

6TQ2

X-RAY DIFFRACTION

2019-12-15

2020-02-19

null

6TQ2

8

2.26

experimental

10.1021/acs.jmedchem.9b01670

Escherichia coli str. 'clone D i14

Homo sapiens

Bromodomain-containing protein 2, O27.1.1, Really interesting new gene 3 protein

1

NUQ

5-[5-(4-fluorophenyl)-1~{H}-imidazol-4-yl]-1-methyl-pyridin-2-one

CN1C=C(C=CC1=O)c2c([nH]cn2)c3ccc(cc3)F

BRD4

269.279

1,564

8RQ9

X-RAY DIFFRACTION

2024-01-17

2024-09-25

null

8RQ9

4

2.91

experimental

10.1038/s41467-024-52871-9

Escherichia coli

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

2

A1H2F

(3~{S})-3-[7-[1-[7-[4-[6-(4-chlorophenyl)-1-methyl-spiro[[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-4,1'-cyclopropane]-8-yl]pyrazol-1-yl]heptyl]piperidin-4-yl]-3-oxidanylidene-1~{H}-isoindol-2-yl]piperidine-2,6-dione

Cc1nnc2n1-c3ccc(cc3C(=NC24CC4)c5ccc(cc5)Cl)c6cnn(c6)CCCCCCCN7CCC(CC7)c8cccc9c8CN(C9=O)C1CCC(=O)NC1=O

BRD4

824.43

1,568

4KV4

X-RAY DIFFRACTION

2013-05-22

2013-06-26

null

4KV4

1

2

experimental

10.1038/onc.2013.179

null

Homo sapiens

Rel Peptide

2

DTT

2,3-DIHYDROXY-1,4-DITHIOBUTANE

C(C(C(CS)O)O)S

BRD4

154.256

1,581

2YEM

X-RAY DIFFRACTION

2011-03-25

2011-06-15

WSH

19

Kd

nM

2YEM

2

2.3

experimental

10.1021/JM200108T

Escherichia coli

Homo sapiens

BROMODOMAIN-CONTAINING PROTEIN 4, PROTEIN HUNK1

1

WSH

BENZYL [(4R)-1-METHYL-6-PHENYL-4H-[1,2,4]TRIAZOLO[4,3-A][1,4]BENZODIAZEPIN-4-YL]CARBAMATE

Cc1nnc2n1-c3ccccc3C(=NC2NC(=O)OCc4ccccc4)c5ccccc5

BRD4

423.476

1,588

4C66

X-RAY DIFFRACTION

2013-09-17

2013-10-02

null

4C66

1

1.87

experimental

10.1021/JM401088K

Escherichia coli

Homo sapiens

BROMODOMAIN-CONTAINING PROTEIN 4, PROTEIN HUNK1, BRD4

1

H4C

4-(2-chlorophenyl)-2-ethyl-9-methyl-6,8-dihydrothieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-10-ium

CCc1cc2c(s1)-[n+]3c([nH]nc3CN=C2c4ccccc4Cl)C

BRD4

343.863

1,589

4ZC9

X-RAY DIFFRACTION

2015-04-15

2015-11-18

null

4ZC9

1

0.99

experimental

10.1126/science.aab1433

Escherichia coli BL21(DE3)

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

4MW

2-[(6S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-N-(4-{[({2-[(3S)-2,6-dioxopiperidin-3-yl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}oxy)acetyl]amino}butyl)acetamide

Cc1c(sc-2c1C(=NC(c3n2c(nn3)C)CC(=O)NCCCCNC(=O)COc4cccc5c4C(=O)N(C5=O)C6CCC(=O)NC6=O)c7ccc(cc7)Cl)C

BRD4

785.283

1,591

4ZW1

X-RAY DIFFRACTION

2015-05-19

2016-06-22

null

4ZW1

3

1.75

experimental

null

Escherichia coli

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

4V1

2-(4-hydroxy-3,5-dimethylphenyl)-7-methyl-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4(3H)-one

Cc1cc(cc(c1O)C)C2=Nc3c(c4c(s3)CN(CC4)C)C(=O)N2

BRD4

341.436

1,592

5CFW

X-RAY DIFFRACTION

2015-07-08

2016-04-20

53W

2,400

IC50

nM

5CFW

1

1.15

experimental

10.1016/j.chembiol.2015.10.013

Escherichia coli

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

53W

5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-[2-(4-methoxyphenyl)ethyl]-1-[2-(morpholin-4-yl)ethyl]-1H-benzimidazole

Cc1c(c(on1)C)c2ccc3c(c2)nc(n3CCN4CCOCC4)CCc5ccc(cc5)OC

BRD4

460.578

1,596

5UEO

X-RAY DIFFRACTION

2017-01-03

2017-06-14

null

5UEO

2

1.85

experimental

null

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

87G

N-[4-(2,4-difluorophenoxy)-3-(1-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-3-yl)phenyl]ethanesulfonamide

CCS(=O)(=O)Nc1ccc(c(c1)c2cn(c3c2C=CNC3=O)C)Oc4ccc(cc4F)F

BRD4

459.474

1,597

5UEP

X-RAY DIFFRACTION

2017-01-03

2017-06-14

null

5UEP

1

1.77

experimental

null

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

88P

ethyl 3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate

CCOC(=O)c1c2c(c([nH]1)C)C(=O)CCC2

BRD4

221.256

1,598

5UEQ

X-RAY DIFFRACTION

2017-01-03

2017-06-14

null

5UEQ

1

1.7

experimental

null

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

87M

N-[3-(7-methyl-1-oxo-2,6-dihydro-1H-pyrrolo[3,4-d]pyridazin-5-yl)-4-phenoxyphenyl]ethanesulfonamide

CCS(=O)(=O)Nc1ccc(c(c1)c2c3c(c([nH]2)C)C(=O)NN=C3)Oc4ccccc4

BRD4

424.482

1,599

5UER

X-RAY DIFFRACTION

2017-01-03

2017-06-14

null

5UER

1

1.87

experimental

null

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

87P

N-[3-(3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindol-1-yl)-4-phenoxyphenyl]methanesulfonamide

Cc1c2c(c([nH]1)c3cc(ccc3Oc4ccccc4)NS(=O)(=O)C)CCCC2=O

BRD4

410.495

1,600

5UES

X-RAY DIFFRACTION

2017-01-03

2017-06-28

null

5UES

1

1.62

experimental

null

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

87S

5-[2-(4-chlorophenoxy)phenyl]-2-methyl-1H-pyrrole-3-carboxamide

Cc1c(cc([nH]1)c2ccccc2Oc3ccc(cc3)Cl)C(=O)N

BRD4

326.783

1,601

5UET

X-RAY DIFFRACTION

2017-01-03

2017-06-14

null

5UET

1

2.29

experimental

null

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

87V

2-methyl-5-phenyl-1H-pyrrole-3-carboxamide

Cc1c(cc([nH]1)c2ccccc2)C(=O)N

BRD4

200.241

1,602

5UEU

X-RAY DIFFRACTION

2017-01-03

2017-05-10

null

5UEU

2

2.26

experimental

10.1021/acs.jmedchem.7b00017

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

0S6

methyl [(6S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetate

Cc1c(sc-2c1C(=NC(c3n2c(nn3)C)CC(=O)OC)c4ccc(cc4)Cl)C

BRD4

414.918

1,603

5UEV

X-RAY DIFFRACTION

2017-01-03

2017-06-14

null

5UEV

1

1.94

experimental

null

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

88Y

1-[5-(2-aminophenyl)-2-methyl-1H-pyrrol-3-yl]ethan-1-one

Cc1c(cc([nH]1)c2ccccc2N)C(=O)C

BRD4

214.268

1,604

5UEX

X-RAY DIFFRACTION

2017-01-03

2017-05-10

null

5UEX

1

2.29

experimental

10.1021/acs.jmedchem.7b00017

Escherichia coli-Pichia pastoris shuttle vector pPpARG4

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

89D

17-{[ethyl(dihydroxy)-lambda~4~-sulfanyl]amino}-11,13-difluoro-2-methyl-6,7,8,9-tetrahydrodibenzo[4,5:7,8][1,6]dioxacyclododecino[3,2-c]pyridin-3(2H)-one

CCS(Nc1ccc2c(c1)C3=CN(C(=O)C=C3OCCCCc4cc(cc(c4O2)F)F)C)(O)O

BRD4

492.544

1,605

5UEY

X-RAY DIFFRACTION

2017-01-03

2017-05-10

null

5UEY

1

2.41

experimental

10.1021/acs.jmedchem.7b00017

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

88M

5-[2-(2,4-difluorophenoxy)-5-{[ethyl(dihydroxy)-lambda~4~-sulfanyl]amino}phenyl]-4-ethoxy-1-methylpyridin-2(1H)-one

CCOC1=CC(=O)N(C=C1c2cc(ccc2Oc3ccc(cc3F)F)NS(CC)(O)O)C

BRD4

466.506

1,606

5UEZ

X-RAY DIFFRACTION

2017-01-03

2017-05-10

null

5UEZ

1

1.51

experimental

10.1021/acs.jmedchem.7b00017

Escherichia coli-Pichia pastoris shuttle vector pPpARG4

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

89G

5-methoxy-2-methyl-6-(2-phenoxyphenyl)pyridazin-3(2H)-one

CN1C(=O)C=C(C(=N1)c2ccccc2Oc3ccccc3)OC

BRD4

308.337

1,607

5UF0

X-RAY DIFFRACTION

2017-01-03

2017-06-28

null

5UF0

1

1.35

experimental

10.1021/acs.jmedchem.7b00017

Escherichia coli-Pichia pastoris shuttle vector pPpARG4

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

89J

2-methyl-5-(methylamino)-6-phenylpyridazin-3(2H)-one

CNC1=CC(=O)N(N=C1c2ccccc2)C

BRD4

215.256

1,608

5UVS

X-RAY DIFFRACTION

2017-02-20

2017-06-21

8O1

1.1

Ki

nM

5UVS

1

2.15

experimental

null

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

8O1

4-{2-[(cyclopropylmethyl)amino]-5-(ethylsulfonyl)phenyl}-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

CCS(=O)(=O)c1ccc(c(c1)C2=CN(C(=O)c3c2cc[nH]3)C)NCC4CC4

BRD4

385.489

1,609

5UVT

X-RAY DIFFRACTION

2017-02-20

2017-06-21

null

5UVT

1

1.67

experimental

null

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

8NV

7-(cyclopropylmethyl)-2-methyl-10-[(propan-2-yl)sulfonyl]-2,4,6,7-tetrahydro-3H-2,4,7-triazadibenzo[cd,f]azulen-3-one

CC(C)S(=O)(=O)c1ccc2c(c1)C3=CN(C(=O)c4c3c(c[nH]4)CN2CC5CC5)C

BRD4

411.527

1,610

5UVU

X-RAY DIFFRACTION

2017-02-20

2017-06-21

null

5UVU

1

1.66

experimental

null

Enterobacteria phage L1

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

8O4

7-(cyclopropylmethyl)-2-methyl-10-[(methylsulfonyl)methyl]-2,4,6,7-tetrahydro-3H-2,4,7-triazadibenzo[cd,f]azulen-3-one

CN1C=C2c3cc(ccc3N(Cc4c2c([nH]c4)C1=O)CC5CC5)CS(=O)(=O)C

BRD4

397.5

1,611

6DMJ

X-RAY DIFFRACTION

2018-06-05

2018-12-19

53W

2,400

IC50

nM

6DMJ

1

1.15

experimental

10.1021/acs.jmedchem.8b01292

Escherichia coli

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

53W

5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-[2-(4-methoxyphenyl)ethyl]-1-[2-(morpholin-4-yl)ethyl]-1H-benzimidazole

Cc1c(c(on1)C)c2ccc3c(c2)nc(n3CCN4CCOCC4)CCc5ccc(cc5)OC

BRD4

460.578

1,614

7Q3F

X-RAY DIFFRACTION

2021-10-27

2022-04-20

8M6

1,300

IC50

nM

7Q3F

1

1.21

experimental

10.1021/acs.jmedchem.1c02168

Escherichia coli

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

8M6

2-[[11-ethanoyl-4-(furan-2-ylmethyl)-3-oxidanylidene-8-thia-4,6,11-triazatricyclo[7.4.0.0^{2,7}]trideca-1(9),2(7),5-trien-5-yl]sulfanyl]-~{N}-(2-methylpyridin-3-yl)ethanamide

Cc1c(cccn1)NC(=O)CSC2=Nc3c(c4c(s3)CN(CC4)C(=O)C)C(=O)N2Cc5ccco5

BRD4

509.613

1,640

4UYD

X-RAY DIFFRACTION

2014-08-30

2014-09-17

V1T

79,433

IC50

nM

4UYD

3

1.37

experimental

10.1021/ML5002932

Escherichia coli

Homo sapiens

BROMODOMAIN-CONTAINING PROTEIN 4, PROTEIN HUNK1

1

V1T

1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzimidazole-5-carboxamide

CN1c2ccc(cc2N(C1=O)C)C(=O)N

BRD4

205.217

1,641

5AD2

X-RAY DIFFRACTION

2015-08-19

2016-09-28

ETU

25

IC50

nM

5AD2

1

2.01

experimental

10.1038/NCHEMBIO.2210

Escherichia coli BL21(DE3)

Homo sapiens

BROMODOMAIN-CONTAINING PROTEIN 4, PROTEIN HUNK1, BRD4

1

ETU

(3R)-4-(2-{4-[1-(3-chloro[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-4-piperidinyl]phenoxy}ethyl)-1,3-dimethyl-2-piperazinone

CC1C(=O)N(CCN1CCOc2ccc(cc2)C3CCN(CC3)c4ccc5nnc(n5n4)Cl)C

BRD4

484.004

1,647

5AD3

X-RAY DIFFRACTION

2015-08-19

2016-09-28

null

5AD3

1

1.49

experimental

10.1038/NCHEMBIO.2210

Escherichia coli BL21(DE3)

Homo sapiens

BROMODOMAIN-CONTAINING PROTEIN 4, PROTEIN HUNK1, BRD4

1

K6K

3-methoxy-N-[2-[4-[1-(3-methoxy-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-4-piperidyl]phenoxy]ethyl]-N-methyl-[1,2,4]triazolo[4,3-b]pyridazin-6-amine

CN(CCOc1ccc(cc1)C2CCN(CC2)c3ccc4nnc(n4n3)OC)c5ccc6nnc(n6n5)OC

BRD4

530.593

1,648

6VIW

X-RAY DIFFRACTION

2020-01-14

2020-05-06

QYV

20.4

Ki

nM

6VIW

3

2.429

experimental

10.1021/acs.jmedchem.0c00628

Escherichia coli

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

QYV

4-[2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl]-N-ethyl-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxamide

CCNC(=O)c1cc2c([nH]1)C(=O)N(C=C2c3cc(ccc3Oc4ccc(cc4F)F)S(=O)(=O)C)C

BRD4

501.511

1,650

6VIX

X-RAY DIFFRACTION

2020-01-14

2020-05-06

QYV

15.5

Ki

nM

6VIX

4

2.116

experimental

10.1021/acs.jmedchem.0c00628

Escherichia coli

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

QYV

4-[2-(2,4-difluorophenoxy)-5-(methylsulfonyl)phenyl]-N-ethyl-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxamide

CCNC(=O)c1cc2c([nH]1)C(=O)N(C=C2c3cc(ccc3Oc4ccc(cc4F)F)S(=O)(=O)C)C

BRD4

501.511

1,652

6VIZ

X-RAY DIFFRACTION

2020-01-14

2020-05-06

null

6VIZ

3

2.391

experimental

10.1021/acs.jmedchem.0c00628

Escherichia coli

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

1

QYY

4-[2-(2,6-dimethylphenoxy)-5-(ethylsulfonyl)phenyl]-N-ethyl-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxamide

CCNC(=O)c1cc2c([nH]1)C(=O)N(C=C2c3cc(ccc3Oc4c(cccc4C)C)S(=O)(=O)CC)C

BRD4

507.612

1,653

9C5V

ELECTRON MICROSCOPY

2024-06-06

2025-10-01

null

9C5V

1

3.36

experimental

10.1016/j.str.2025.09.006

Spodoptera frugiperda

Homo sapiens

DET1- and DDB1-associated protein 1, Placenta cross-immune reaction antigen 1, PCIA-1

4

A1AUO

N-({4-[(4-{[1'-(chloroacetyl)-3'-oxo-3',4'-dihydro-1'H-spiro[cyclopentane-1,2'-quinoxalin]-6'-yl]oxy}piperidin-1-yl)methyl]phenyl}methyl)-2-[(6S,10P)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetamide

Cc1c(sc-2c1C(=NC(c3n2c(nn3)C)CC(=O)NCc4ccc(cc4)CN5CCC(CC5)Oc6ccc7c(c6)NC(=O)C8(N7C(=O)CCl)CCCC8)c9ccc(cc9)Cl)C

BRD4

879.915

1,685

8EWV

X-RAY DIFFRACTION

2022-10-24

2023-10-04

null

8EWV

6

3.4

experimental

10.1038/s41589-023-01458-4

Escherichia coli

Homo sapiens

Bromodomain-containing protein 4, Protein HUNK1

4

X5K

N-{3-[1-(4-{[3-(cyclopropylamino)-3-oxopropyl](methyl)amino}-6-{methyl[(1,3,5-trimethyl-1H-pyrazol-4-yl)methyl]amino}-1,3,5-triazin-2-yl)piperidin-4-yl]propanoyl}-3-methyl-L-valyl-(4R)-4-hydroxy-N-{[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl}-L-prolinamide

Cc1c(c(n(n1)C)C)CN(C)c2nc(nc(n2)N(C)CCC(=O)NC3CC3)N4CCC(CC4)CCC(=O)NC(C(=O)N5CC(CC5C(=O)NCc6ccc(cc6)c7c(ncs7)C)O)C(C)(C)C

BRD4

940.233

1,716

1S8O

X-RAY DIFFRACTION

2004-02-03

2004-04-27

null

1S8O

1

2.6

experimental

10.1021/bi036189j

Spodoptera frugiperda

Homo sapiens

epoxide hydrolase 2, cytoplasmic, HsEH

1

P6G

HEXAETHYLENE GLYCOL

C(COCCOCCOCCOCCOCCO)O

sEH

282.333

1,719

1VJ5

X-RAY DIFFRACTION

2004-02-03

2004-04-27

null

1VJ5

4

2.35

experimental

10.1021/bi036189j

Spodoptera frugiperda

Homo sapiens

epoxide hydrolase 2, cytoplasmic, HsEH

1

P6G

HEXAETHYLENE GLYCOL

C(COCCOCCOCCOCCOCCO)O

sEH

282.333

1,720

1VJ5

X-RAY DIFFRACTION

2004-02-03

2004-04-27

null

1VJ5

4

2.35

experimental

10.1021/bi036189j

Spodoptera frugiperda

Homo sapiens

epoxide hydrolase 2, cytoplasmic, HsEH

1

CIU

N-CYCLOHEXYL-N'-(4-IODOPHENYL)UREA

c1cc(ccc1NC(=O)NC2CCCCC2)I

sEH

344.196

1,727

1ZD3

X-RAY DIFFRACTION

2005-04-14

2006-03-07

NC4

36,000

IC50

nM

1ZD3

4

2.3

experimental

10.1110/ps.051720206

Spodoptera frugiperda

Homo sapiens

epoxide hydrolase 2, cytoplasmic

1

NC4

4-{[(CYCLOHEXYLAMINO)CARBONYL]AMINO}BUTANOIC ACID

C1CCC(CC1)NC(=O)NCCCC(=O)O

sEH

228.292

1,730

1ZD4

X-RAY DIFFRACTION

2005-04-14

2006-03-07

NC6

100,000

IC50

nM

1ZD4

3

2.7

experimental

10.1110/ps.051720206

Spodoptera frugiperda

Homo sapiens

epoxide hydrolase 2, cytoplasmic

1

NC6

6-{[(CYCLOHEXYLAMINO)CARBONYL]AMINO}HEXANOIC ACID

C1CCC(CC1)NC(=O)NCCCCCC(=O)O

sEH

256.346

1,733

1ZD5

X-RAY DIFFRACTION

2005-04-14

2006-03-07

null

1ZD5

3

2.6

experimental

10.1110/ps.051720206

Spodoptera frugiperda

Homo sapiens

epoxide hydrolase 2, cytoplasmic

1

NC7

7-{[(CYCLOHEXYLAMINO)CARBONYL]AMINO}HEPTANOIC ACID

C1CCC(CC1)NC(=O)NCCCCCCC(=O)O

sEH

270.373

1,734

3ANS

X-RAY DIFFRACTION

2010-09-08

2011-01-19

S38

565

IC50

nM

3ANS

2

1.98

experimental

10.1021/jm101273e

Escherichia coli

Homo sapiens

Epoxide hydrolase 2, Soluble epoxide hydrolase, SEH, Epoxide hydratase, Cytosolic epoxide hydrolase, CEH

1

S38

4-cyano-N-[(1S,2R)-2-phenylcyclopropyl]benzamide

c1ccc(cc1)C2CC2NC(=O)c3ccc(cc3)C#N

sEH

262.312

1,735

3ANT

X-RAY DIFFRACTION

2010-09-08

2011-01-19

S82

6.1

IC50

nM

3ANT

2

2.4

experimental

10.1021/jm101273e

Escherichia coli

Homo sapiens

Epoxide hydrolase 2, Soluble epoxide hydrolase, SEH, Epoxide hydratase, Cytosolic epoxide hydrolase, CEH

1

S82

4-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-N-[(1S,2R)-2-phenylcyclopropyl]piperidine-1-carboxamide

CC(C)c1nc(on1)C2CCN(CC2)C(=O)NC3CC3c4ccccc4

sEH

354.454

1,738

3I1Y

X-RAY DIFFRACTION

2009-06-28

2009-10-13

33N

7

IC50

nM

3I1Y

1

2.469

experimental

10.1021/jm9005302

Escherichia coli

Homo sapiens

Epoxide hydrolase 2, Soluble epoxide hydrolase, SEH, Epoxide hydratase, Cytosolic epoxide hydrolase, CEH

1

33N

N-(3,3-diphenylpropyl)pyridine-3-carboxamide

c1ccc(cc1)C(CCNC(=O)c2cccnc2)c3ccccc3

sEH

316.404

1,739

3I28

X-RAY DIFFRACTION

2009-06-29

2009-10-13

34N

6

IC50

nM

3I28

1

1.95

experimental

10.1021/jm9005302

Escherichia coli

Homo sapiens

Epoxide hydrolase 2, Soluble epoxide hydrolase, SEH, Epoxide hydratase, Cytosolic epoxide hydrolase, CEH

1

34N

4-cyano-N-{(3S)-3-(4-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]propyl}benzamide

CS(=O)(=O)c1ccc(cc1)C(CCNC(=O)c2ccc(cc2)C#N)c3ccc(cc3)F

sEH

436.508

1,743

3KOO

X-RAY DIFFRACTION

2009-11-13

2010-04-28

24D

18

IC50

nM

3KOO

1

2.791

experimental

10.1016/j.bmcl.2009.11.091

Escherichia coli

Homo sapiens

Epoxide hydrolase 2, Soluble epoxide hydrolase, SEH, Epoxide hydratase, Cytosolic epoxide hydrolase, CEH

1

24D

N-(2,4-dichlorobenzyl)-4-(pyrimidin-2-yloxy)piperidine-1-carboxamide

c1cnc(nc1)OC2CCN(CC2)C(=O)NCc3ccc(cc3Cl)Cl

sEH

381.263

1,746

3OTQ

X-RAY DIFFRACTION

2010-09-13

2010-10-27

MZL

41

IC50

nM

3OTQ

1

3

experimental

10.1016/j.bmcl.2010.09.095

Escherichia coli

Homo sapiens

Epoxide hydrolase 2, Soluble epoxide hydrolase, SEH, Epoxide hydratase, Cytosolic epoxide hydrolase, CEH

1

MZL

N-[4-(5-ethyl-3-pyridin-3-yl-1H-pyrazol-1-yl)phenyl]pyridine-3-carboxamide

CCc1cc(nn1c2ccc(cc2)NC(=O)c3cccnc3)c4cccnc4

sEH

369.428

1,747

3PDC

X-RAY DIFFRACTION

2010-10-22

2011-04-06

null

3PDC

2

2.6

experimental

10.1021/jm101382t

Spodoptera frugiperda

Homo sapiens

Epoxide hydrolase 2, Cytosolic epoxide hydrolase, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH

1

ZYI

N-(5-chloro-1,3-benzoxazol-2-yl)-2-cyclopentylacetamide

c1cc2c(cc1Cl)nc(o2)NC(=O)CC3CCCC3

sEH

278.739

1,750

3WK4

X-RAY DIFFRACTION

2013-10-17

2014-04-16

S0A

7,400

IC50

nM

3WK4

3

2.11

experimental

10.1016/j.bmc.2014.03.001

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

S0A

1-[(1R)-1-cyclopropylethyl]-3-phenylurea

CC(C1CC1)NC(=O)Nc2ccccc2

sEH

204.273

1,753

3WK5

X-RAY DIFFRACTION

2013-10-17

2014-04-16

S0C

15,000

IC50

nM

3WK5

3

2.77

experimental

10.1016/j.bmc.2014.03.001

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

S0C

2-cyclopentyl-N-(1,3-thiazol-2-yl)acetamide

c1csc(n1)NC(=O)CC2CCCC2

sEH

210.302

1,756

3WK6

X-RAY DIFFRACTION

2013-10-17

2014-04-16

S0B

6,300

IC50

nM

3WK6

3

2.1

experimental

10.1016/j.bmc.2014.03.001

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

S0B

(5R)-5-methyl-N-(2-phenylethyl)-4,5-dihydro-1,3-thiazol-2-amine

CC1CN=C(S1)NCCc2ccccc2

sEH

220.341

1,759

3WK7

X-RAY DIFFRACTION

2013-10-17

2014-04-16

S0D

127,000

IC50

nM

3WK7

3

2.2

experimental

10.1016/j.bmc.2014.03.001

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

S0D

2-(1-methyl-1H-pyrazol-4-yl)-1H-benzimidazole

Cn1cc(cn1)c2[nH]c3ccccc3n2

sEH

198.229

1,762

3WK8

X-RAY DIFFRACTION

2013-10-17

2014-04-16

S0E

49,000

IC50

nM

3WK8

3

2.2

experimental

10.1016/j.bmc.2014.03.001

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

S0E

6-(trifluoromethyl)-1,3-benzothiazol-2-amine

c1cc2c(cc1C(F)(F)F)sc(n2)N

sEH

218.203

1,765

3WK9

X-RAY DIFFRACTION

2013-10-18

2014-04-16

S0F

70,000

IC50

nM

3WK9

3

2.2

experimental

10.1016/j.bmc.2014.03.001

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

S0F

5-(4-bromobenzyl)-1,3-thiazol-2-amine

c1cc(ccc1Cc2cnc(s2)N)Br

sEH

269.167

1,768

3WKA

X-RAY DIFFRACTION

2013-10-18

2014-04-16

S0G

29,000

IC50

nM

3WKA

3

2.01

experimental

10.1016/j.bmc.2014.03.001

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

S0G

6-amino-1-methyl-5-(piperidin-1-yl)pyrimidine-2,4(1H,3H)-dione

CN1C(=C(C(=O)NC1=O)N2CCCCC2)N

sEH

224.264

1,771

3WKB

X-RAY DIFFRACTION

2013-10-18

2014-04-16

S0I

61,000

IC50

nM

3WKB

3

2.2

experimental

10.1016/j.bmc.2014.03.001

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

S0I

4-benzyl-3,4-dihydroquinoxalin-2(1H)-one

c1ccc(cc1)CN2CC(=O)Nc3c2cccc3

sEH

238.29

1,774

3WKC

X-RAY DIFFRACTION

2013-10-18

2014-04-16

S0J

195,000

IC50

nM

3WKC

3

2.2

experimental

10.1016/j.bmc.2014.03.001

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

S0J

4-{2,5-dimethyl-1-[(2R)-tetrahydrofuran-2-ylmethyl]-1H-pyrrol-3-yl}-1,3-thiazol-2-amine

Cc1cc(c(n1CC2CCCO2)C)c3csc(n3)N

sEH

277.393

1,777

3WKD

X-RAY DIFFRACTION

2013-10-18

2014-04-16

S0K

171,000

IC50

nM

3WKD

3

2.48

experimental

10.1016/j.bmc.2014.03.001

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

S0K

N-[2-(morpholin-4-yl)phenyl]thiophene-3-carboxamide

c1ccc(c(c1)NC(=O)c2ccsc2)N3CCOCC3

sEH

288.372

1,787

4C4X

X-RAY DIFFRACTION

2013-09-09

2014-10-01

null

4C4X

2

2.17

experimental

10.1002/ANIE.201500671

Escherichia coli BL21(DE3)

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, BIFUNCTIONAL EPOXIDE HYDROXYLASE 2, CYTOSOLIC EPOXIDE HYDROLASE 2, CEH, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH, LIPID-PHOSPHATE PHOSPHATASE

1

W9M

3-(3,4-dichlorophenyl)-1,1-dimethyl-urea

CN(C)C(=O)Nc1ccc(c(c1)Cl)Cl

sEH

233.098

1,788

4C4Y

X-RAY DIFFRACTION

2013-09-09

2014-10-01

null

4C4Y

1

2.41

experimental

10.1002/ANIE.201500671

Escherichia coli BL21(DE3)

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, CYTOSOLIC EPOXIDE HYDROLASE 2, CEH, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH, LIPID-PHOSPHATE PHOSPHATASE, BIFUNCTIONAL EPOXIDE HYDROXYLASE 2

1

7WI

1-(3-chlorophenyl)-3-(2-methoxyethyl)urea

COCCNC(=O)Nc1cccc(c1)Cl

sEH

228.679

1,789

4C4Z

X-RAY DIFFRACTION

2013-09-09

2014-10-01

null

4C4Z

2

2.06

experimental

10.1002/ANIE.201500671

Escherichia coli BL21(DE3)

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, BIFUNCTIONAL EPOXIDE HYDROXYLASE 2, CYTOSOLIC EPOXIDE HYDROLASE 2, CEH, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH, LIPID-PHOSPHATE PHOSPHATASE

1

W9L

1-ethyl-3-naphthalen-1-ylurea

CCNC(=O)Nc1cccc2c1cccc2

sEH

214.268

1,792

4HAI

X-RAY DIFFRACTION

2012-09-26

2012-12-26

I23

7.9

IC50

nM

4HAI

3

2.55

experimental

10.1016/j.bmcl.2012.11.084

Spodoptera frugiperda

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

I23

N-cycloheptyl-1-[(2,4,6-trimethylphenyl)sulfonyl]piperidine-4-carboxamide

Cc1cc(c(c(c1)C)S(=O)(=O)N2CCC(CC2)C(=O)NC3CCCCCC3)C

sEH

406.592

1,795

4J03

X-RAY DIFFRACTION

2013-01-30

2013-06-05

null

4J03

3

2.92

experimental

10.1016/j.bmcl.2013.04.083

Spodoptera frugiperda

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

FVS

(7beta,9beta,13alpha,17beta)-7-{9-[(R)-(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl}estra-1(10),2,4-triene-3,17-diol

CC12CCC3c4ccc(cc4CC(C3C1CCC2O)CCCCCCCCCS(=O)CCCC(C(F)(F)F)(F)F)O

sEH

606.782

1,796

4JNC

X-RAY DIFFRACTION

2013-03-15

2013-06-05

1LF

3,000

IC50

nM

4JNC

1

1.96

experimental

10.1016/j.bmcl.2013.04.019

Escherichia coli BL21

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

1LF

1-[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]-N-[2-(trifluoromethyl)benzyl]piperidine-4-carboxamide

Cc1nc(nc(n1)N2CCC(CC2)C(=O)NCc3ccccc3C(F)(F)F)NC

sEH

408.428

1,801

4OCZ

X-RAY DIFFRACTION

2014-01-09

2014-09-24

2RU

0.66

Ki

nM

4OCZ

3

2.94

experimental

10.1021/jm500694p

Spodoptera frugiperda

Homo sapiens

Bifunctional epoxide hydrolase 2, Cytosolic epoxide hydrolase 2, CEH, Epoxide hydratase, Soluble epoxide hydrolase, SEH, Lipid-phosphate phosphatase

1

2RU

1-[1-(2-methylpropanoyl)piperidin-4-yl]-3-[4-(trifluoromethyl)phenyl]urea

CC(C)C(=O)N1CCC(CC1)NC(=O)Nc2ccc(cc2)C(F)(F)F

sEH

357.376

1,806

4X6X

X-RAY DIFFRACTION

2014-12-09

2015-04-08

S74

2.3

IC50

nM

4X6X

2

1.8

experimental

10.1016/j.bmcl.2015.02.076

Escherichia coli BL21(DE3)

Homo sapiens

Bifunctional epoxide hydrolase 2

1

S74

3-{4-[(1-{[(1s,2R,3S)-2,3-diphenylcyclopropyl]carbamoyl}piperidin-4-yl)oxy]phenyl}propanoic acid

c1ccc(cc1)C2C(C2NC(=O)N3CCC(CC3)Oc4ccc(cc4)CCC(=O)O)c5ccccc5

sEH

484.596

1,807

4X6Y

X-RAY DIFFRACTION

2014-12-09

2015-04-08

S94

18

IC50

nM

4X6Y

2

2.1

experimental

10.1016/j.bmcl.2015.02.076

Escherichia coli BL21(DE3)

Homo sapiens

Bifunctional epoxide hydrolase 2

1

S94

4-phenoxy-N-[(1S,2R)-2-phenylcyclopropyl]piperidine-1-carboxamide

c1ccc(cc1)C2CC2NC(=O)N3CCC(CC3)Oc4ccccc4

sEH

336.435

1,809

4Y2J

X-RAY DIFFRACTION

2015-02-10

2015-05-06

49G

800,000

IC50

nM

4Y2J

2

2.15

experimental

10.1016/j.bmc.2015.03.083

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2

1

49G

N-[(1-methyl-1H-pyrazol-3-yl)methyl]-2-phenylethanamine

Cn1ccc(n1)CNCCc2ccccc2

sEH

215.3

1,811

4Y2P

X-RAY DIFFRACTION

2015-02-10

2015-05-06

3C5

2,200,000

IC50

nM

4Y2P

2

2.05

experimental

10.1016/j.bmc.2015.03.083

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2

1

3C5

N-methyl-1-[3-(pyridin-3-yl)phenyl]methanamine

CNCc1cccc(c1)c2cccnc2

sEH

198.269

1,813

4Y2Q

X-RAY DIFFRACTION

2015-02-10

2015-05-06

49N

1,200,000

IC50

nM

4Y2Q

2

2.4

experimental

10.1016/j.bmc.2015.03.083

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2

1

49N

1-[3-(trifluoromethyl)pyridin-2-yl]piperazine

c1cc(c(nc1)N2CCNCC2)C(F)(F)F

sEH

231.221

1,815

4Y2R

X-RAY DIFFRACTION

2015-02-10

2015-05-06

null

4Y2R

2

2.45

experimental

10.1016/j.bmc.2015.03.083

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2

1

49O

2-(piperazin-1-yl)pyridine-3-carbonitrile

c1cc(c(nc1)N2CCNCC2)C#N

sEH

188.234

1,817

4Y2S

X-RAY DIFFRACTION

2015-02-10

2015-05-06

49P

52,000

IC50

nM

4Y2S

2

2.3

experimental

10.1016/j.bmc.2015.03.083

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2

1

49P

1-[3-(trifluoromethyl)phenyl]-1H-pyrazol-4-ol

c1cc(cc(c1)n2cc(cn2)O)C(F)(F)F

sEH

228.173

1,821

4Y2U

X-RAY DIFFRACTION

2015-02-10

2015-05-06

49R

580,000

IC50

nM

4Y2U

2

2.75

experimental

10.1016/j.bmc.2015.03.083

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2

1

49R

tert-butyl (3R)-1,2,3,4-tetrahydroquinolin-3-ylcarbamate

CC(C)(C)OC(=O)NC1Cc2ccccc2NC1

sEH

248.326

1,823

4Y2V

X-RAY DIFFRACTION

2015-02-10

2015-05-06

4A5

91,000

IC50

nM

4Y2V

2

2.4

experimental

10.1016/j.bmc.2015.03.083

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2

1

4A5

(4-bromo-3-cyclopropyl-1H-pyrazol-1-yl)acetic acid

c1c(c(nn1CC(=O)O)C2CC2)Br

sEH

245.076

1,825

4Y2X

X-RAY DIFFRACTION

2015-02-10

2015-05-06

4A0

510

IC50

nM

4Y2X

2

2.5

experimental

10.1016/j.bmc.2015.03.083

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2

1

4A0

2-[({2-[(3s,5s,7s)-tricyclo[3.3.1.1~3,7~]dec-1-yl]ethyl}amino)methyl]phenol

c1ccc(c(c1)CNCCC23CC4CC(C2)CC(C4)C3)O

sEH

285.431

1,827

4Y2Y

X-RAY DIFFRACTION

2015-02-10

2015-05-06

49Z

9,000

IC50

nM

4Y2Y

2

2.3

experimental

10.1016/j.bmc.2015.03.083

Escherichia coli

Homo sapiens

Bifunctional epoxide hydrolase 2

1

49Z

2-(2-fluorophenyl)-N-[(5-methylthiophen-2-yl)methyl]ethanamine

Cc1ccc(s1)CNCCc2ccccc2F

sEH

249.354

1,833

5AI0

X-RAY DIFFRACTION

2015-02-11

2015-05-13

JF6

206,400

IC50

nM

5AI0

7

1.75

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, SOLUBLE EPOXIDE HYDROLASE, SEH

1

JF6

4-PHENYL-1,2,5-OXADIAZOL-3-AMINE

c1ccc(cc1)c2c(non2)N

sEH

161.164

1,836

5AI4

X-RAY DIFFRACTION

2015-02-12

2015-05-13

null

5AI4

9

1.93

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, SOLUBLE EPOXIDE HYDROLASE, SEH

1

4VY

2-[(5-BROMO-2-PYRIDYL)-METHYL-AMINO]ETHANOL

CN(CCO)c1ccc(cn1)Br

sEH

231.093

1,842

5AI6

X-RAY DIFFRACTION

2015-02-12

2015-05-13

null

5AI6

5

2.3

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, SOLUBLE EPOXIDE HYDROLASE, SEH

1

4XH

5-BROMOQUINOLINE

c1cc2c(cccn2)c(c1)Br

sEH

208.058

1,845

5AI8

X-RAY DIFFRACTION

2015-02-12

2015-05-13

null

5AI8

5

1.85

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, CYTOSOLIC EPOXIDE HYDROLASE 2, CEH, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH, LIPID-PHOSPHATE PHOSPHATASE

1

K2T

6-methyl-1,3-benzothiazol-2-amine

Cc1ccc2c(c1)sc(n2)N

sEH

164.233

1,848

5AI9

X-RAY DIFFRACTION

2015-02-12

2015-05-13

null

5AI9

5

1.8

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, CYTOSOLIC EPOXIDE HYDROLASE 2, CEH, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH, LIPID-PHOSPHATE PHOSPHATASE

1

K78

2-bromo-4-tert-butyl-6-{[(3-phenylpropyl)amino]methyl}phenol

CC(C)(C)c1cc(c(c(c1)Br)O)CNCCCc2ccccc2

sEH

376.338

1,851

5AIA

X-RAY DIFFRACTION

2015-02-12

2015-05-13

null

5AIA

6

2.26

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, CYTOSOLIC EPOXIDE HYDROLASE 2, CEH, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH, LIPID-PHOSPHATE PHOSPHATASE

1

KWB

5-cyclohexyl-2-hydroxybenzoate

c1cc(c(cc1C2CCCCC2)C(=O)[O-])O

sEH

219.26

1,853

5AIB

X-RAY DIFFRACTION

2015-02-12

2015-05-13

null

5AIB

4

1.95

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, CYTOSOLIC EPOXIDE HYDROLASE 2, CEH, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH, LIPID-PHOSPHATE PHOSPHATASE

1

KJU

6-chloro-2H-1,4-benzoxazin-3(4H)-one

c1cc2c(cc1Cl)NC(=O)CO2

sEH

183.594

1,856

5AIC

X-RAY DIFFRACTION

2015-02-12

2015-05-13

TGX

49,600

IC50

nM

5AIC

4

1.89

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

TGX

7-methyl-2H-1,4-benzothiazin-3(4H)-one

Cc1ccc2c(c1)SCC(=O)N2

sEH

179.244

1,861

5AK4

X-RAY DIFFRACTION

2015-03-02

2015-05-13

null

5AK4

5

1.79

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

GVG

3-METHYL-4-PHENYL-1H-PYRAZOLE

Cc1c(c[nH]n1)c2ccccc2

sEH

158.204

1,863

5AK5

X-RAY DIFFRACTION

2015-03-02

2015-05-13

null

5AK5

4

2.22

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

V2Z

3-PROPYL-5-(3-PYRIDYL)-1H-PYRAZIN-2-ONE

CCCC1=NC(=CNC1=O)c2cccnc2

sEH

215.256

1,867

5AK6

X-RAY DIFFRACTION

2015-03-02

2015-05-13

null

5AK6

8

2.15

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

YPN

2-[(5-CHLORO-2-PYRIDYL)SULFANYL]ETHANOL

c1cc(ncc1Cl)SCCO

sEH

189.667

1,871

5AKE

X-RAY DIFFRACTION

2015-03-03

2015-05-13

6N0

20

IC50

nM

5AKE

6

2.26

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, CYTOSOLIC EPOXIDE HYDROLASE 2, CEH, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH, LIPID-PHOSPHATE PHOSPHATASE

1

6N0

N-(5,5-dioxodibenzothiophen-2-yl)-4,4-difluoro-piperidine-1-carboxamide

c1ccc2c(c1)-c3cc(ccc3S2(=O)=O)NC(=O)N4CCC(CC4)(F)F

sEH

378.4

1,874

5AKG

X-RAY DIFFRACTION

2015-03-03

2015-05-13

6N6

34,810

IC50

nM

5AKG

3

2.51

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, CYTOSOLIC EPOXIDE HYDROLASE 2, CEH, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH, LIPID-PHOSPHATE PHOSPHATASE

1

6N6

5-(2-thienyl)-1,3,4-thiadiazol-2-amine

c1cc(sc1)c2nnc(s2)N

sEH

183.261

1,877

5AKH

X-RAY DIFFRACTION

2015-03-03

2015-05-13

null

5AKH

5

2.1

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

6NM

4-[5-[3-(trifluoromethyl)phenyl]-1H-pyrazol-4-yl]pyridine

c1cc(cc(c1)C(F)(F)F)c2c(cn[nH]2)c3ccncc3

sEH

289.26

1,882

5AKI

X-RAY DIFFRACTION

2015-03-03

2015-05-13

null

5AKI

10

1.81

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

6NF

N-(CYCLOHEXYLMETHYL)-3-(4-PYRIDYL)-1H-PYRAZOL-5-AMINE

c1cnccc1c2cc(n[nH]2)NCC3CCCCC3

sEH

256.353

1,885

5AKJ

X-RAY DIFFRACTION

2015-03-03

2015-05-13

6N4

1,370

IC50

nM

5AKJ

8

2.03

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

6N4

2-(1H-BENZIMIDAZOL-2-YLSULFANYL)ETHANOL

c1ccc2c(c1)[nH]c(n2)SCCO

sEH

194.259

1,887

5AKK

X-RAY DIFFRACTION

2015-03-03

2015-05-13

null

5AKK

4

1.9

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

1P8

6-bromo-1,3-dihydro-2H-indol-2-one

c1cc2c(cc1Br)NC(=O)C2

sEH

212.046

1,889

5AKL

X-RAY DIFFRACTION

2015-03-03

2015-05-13

null

5AKL

5

2

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

6N8

N-(3,3-DIPHENYLPROPYL)PYRROLIDINE-1-CARBOXAMIDE

c1ccc(cc1)C(CCNC(=O)n2cccc2)c3ccccc3

sEH

304.393

1,892

5AKX

X-RAY DIFFRACTION

2015-03-05

2015-05-13

null

5AKX

4

2.09

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

SOLUBLE EPOXIDE HYDROLASE

1

8NY

5-iodanyl-1H-indazole

c1cc2c(cc1I)cn[nH]2

sEH

244.035

1,895

5AKY

X-RAY DIFFRACTION

2015-03-05

2015-05-13

null

5AKY

6

2.18

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, CYTOSOLIC EPOXIDE HYDROLASE 2, CEH, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH, LIPID-PHOSPHATE PHOSPHATASE

1

6NJ

3-(2-phenylethyl)-1H-indazole

c1ccc(cc1)CCc2c3ccccc3[nH]n2

sEH

222.291

1,898

5AKZ

X-RAY DIFFRACTION

2015-03-05

2015-05-13

null

5AKZ

7

2.18

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

6NX

1-CYCLOHEXYL-3-METHYL-UREA

CNC(=O)NC1CCCCC1

sEH

156.229

1,901

5ALD

X-RAY DIFFRACTION

2015-03-08

2015-05-13

FCW

1,080

IC50

nM

5ALD

4

2.26

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

FCW

5-cyclohexyl-1,3-dihydroindol-2-one

c1cc2c(cc1C3CCCCC3)CC(=O)N2

sEH

215.296

1,904

5ALE

X-RAY DIFFRACTION

2015-03-08

2015-05-13

ONR

1,130

IC50

nM

5ALE

7

1.95

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

ONR

4-chloro-2-isoxazol-5-yl-phenol

c1cc(c(cc1Cl)c2ccno2)O

sEH

195.605

1,905

5ALF

X-RAY DIFFRACTION

2015-03-08

2015-05-13

null

5ALF

1

2.32

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

OE1

2-phenyl-N,N-dipropyl-1H-benzimidazole-5-sulfonamide

CCCN(CCC)S(=O)(=O)c1ccc2c(c1)nc([nH]2)c3ccccc3

sEH

357.479

1,908

5ALG

X-RAY DIFFRACTION

2015-03-08

2015-05-13

null

5ALG

4

2.4

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

R4N

4-[(3-chlorophenyl)methyl]-N-[[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]methyl]-3-oxidanylidene-1,4-benzothiazine-6-carboxamide

c1ccc2c(c1)OCC(O2)CNC(=O)c3ccc4c(c3)N(C(=O)CS4)Cc5cccc(c5)Cl

sEH

480.973

1,911

5ALH

X-RAY DIFFRACTION

2015-03-08

2015-05-13

null

5ALH

4

1.9

experimental

10.1016/J.DRUDIS.2015.04.005

Spodoptera frugiperda

Homo sapiens

BIFUNCTIONAL EPOXIDE HYDROLASE 2, EPOXIDE HYDRATASE, SOLUBLE EPOXIDE HYDROLASE, SEH

1

4UA

4-[[(2-methoxy-5-methyl-phenyl)sulfonylamino]methyl]-4-phenyl-N-(p-tolylmethyl)piperidine-1-carboxamide

Cc1ccc(cc1)CNC(=O)N2CCC(CC2)(CNS(=O)(=O)c3cc(ccc3OC)C)c4ccccc4

sEH

521.683