RosettaCommons/BELKA-DEL-Experimental-BenchmarkData

7,817

7TJ8

ELECTRON MICROSCOPY

2022-01-14

2022-03-30

null

7TJ8

18

3.2

experimental

10.1038/s41467-022-28984-4

Homo sapiens

Sodium channel subunit beta-3

2

CLR

CHOLESTEROL

CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

HSA

386.664

7,824

8K9R

ELECTRON MICROSCOPY

2023-08-01

2023-12-20

null

8K9R

8

2.68

experimental

10.1038/s41467-023-44568-2

Homo sapiens

synthetic construct, Homo sapiens

Green fluorescent protein,Complement decay-accelerating factor

2

80Y

2-azanylethyl [(2R,3S,4S,5S,6S)-3,4,5,6-tetrakis(oxidanyl)oxan-2-yl]methyl hydrogen phosphate

C(COP(=O)(O)OCC1C(C(C(C(O1)O)O)O)O)N

HSA

303.204

7,831

8TH4

ELECTRON MICROSCOPY

2023-07-13

2024-05-22

null

8TH4

1

3.3

experimental

10.1038/s41589-024-01620-6

Escherichia coli BL21(DE3)

synthetic construct

AT118-L Nanobody

4

LSN

[2-butyl-5-chloranyl-3-[[4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol

CCCCc1nc(c(n1Cc2ccc(cc2)c3ccccc3c4n[nH]nn4)CO)Cl

HSA

422.92

7,835

9N9F

ELECTRON MICROSCOPY

2025-02-10

2026-02-04

null

9N9F

9

2.91

experimental

null

Homo sapiens

Inner centromere protein

3

TA1

TAXOL

CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(c5ccccc5)NC(=O)c6ccccc6)O)O)OC(=O)c7ccccc7)(CO4)OC(=O)C)O)C)OC(=O)C

HSA

853.918

7,855

2KUG

SOLUTION NMR

2010-02-17

2010-03-09

null

2KUG

3

null

experimental

null

Escherichia coli

Homo sapiens

Calmodulin-1

1

HLT

2-BROMO-2-CHLORO-1,1,1-TRIFLUOROETHANE

C(C(F)(F)F)(Cl)Br

HSA

197.381

7,858

4A9K

X-RAY DIFFRACTION

2011-11-26

2012-01-11

null

4A9K

6

1.81

experimental

10.1021/JM201320W

Escherichia coli

Homo sapiens

CREB-BINDING PROTEIN

1

TYL

N-(4-HYDROXYPHENYL)ACETAMIDE (TYLENOL)

CC(=O)Nc1ccc(cc1)O

HSA

151.165

7,861

4NC3

X-RAY DIFFRACTION

2013-10-23

2013-12-18

null

4NC3

14

2.8

experimental

10.1126/science.1244142

Spodoptera frugiperda

Homo sapiens, Escherichia coli

Chimera protein of human 5-hydroxytryptamine receptor 2B and E. Coli soluble cytochrome b562

1

PLM

PALMITIC ACID

CCCCCCCCCCCCCCCC(=O)O

HSA

256.43

7,862

4NC3

X-RAY DIFFRACTION

2013-10-23

2013-12-18

null

4NC3

14

2.8

experimental

10.1126/science.1244142

Spodoptera frugiperda

Homo sapiens, Escherichia coli

Chimera protein of human 5-hydroxytryptamine receptor 2B and E. Coli soluble cytochrome b562

1

ERM

Ergotamine

CC1(C(=O)N2C(C(=O)N3CCCC3C2(O1)O)Cc4ccccc4)NC(=O)C5CN(C6Cc7c[nH]c8c7c(ccc8)C6=C5)C

HSA

581.673

7,863

4NC3

X-RAY DIFFRACTION

2013-10-23

2013-12-18

null

4NC3

14

2.8

experimental

10.1126/science.1244142

Spodoptera frugiperda

Homo sapiens, Escherichia coli

Chimera protein of human 5-hydroxytryptamine receptor 2B and E. Coli soluble cytochrome b562

1

CLR

CHOLESTEROL

CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

HSA

386.664

7,864

4NC3

X-RAY DIFFRACTION

2013-10-23

2013-12-18

null

4NC3

14

2.8

experimental

10.1126/science.1244142

Spodoptera frugiperda

Homo sapiens, Escherichia coli

Chimera protein of human 5-hydroxytryptamine receptor 2B and E. Coli soluble cytochrome b562

1

OLC

(2R)-2,3-dihydroxypropyl (9Z)-octadec-9-enoate

CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)O

HSA

356.547

7,867

4NC3

X-RAY DIFFRACTION

2013-10-23

2013-12-18

null

4NC3

14

2.8

experimental

10.1126/science.1244142

Spodoptera frugiperda

Homo sapiens, Escherichia coli

Chimera protein of human 5-hydroxytryptamine receptor 2B and E. Coli soluble cytochrome b562

1

OLA

OLEIC ACID

CCCCCCCCC=CCCCCCCCC(=O)O

HSA

282.468

7,868

4NC3

X-RAY DIFFRACTION

2013-10-23

2013-12-18

null

4NC3

14

2.8

experimental

10.1126/science.1244142

Spodoptera frugiperda

Homo sapiens, Escherichia coli

Chimera protein of human 5-hydroxytryptamine receptor 2B and E. Coli soluble cytochrome b562

1

DGA

DIACYL GLYCEROL

CCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCCCC

HSA

625.032

7,882

6BSG

X-RAY DIFFRACTION

2017-12-03

2018-01-03

EFZ

35

IC50

nM

6BSG

8

2.44

experimental

10.1073/pnas.1719746115

null

Homo sapiens

RNA (25-MER)

4

EFZ

(-)-6-CHLORO-4-CYCLOPROPYLETHYNYL-4-TRIFLUOROMETHYL-1,4-DIHYDRO-2H-3,1-BENZOXAZIN-2-ONE

c1cc2c(cc1Cl)C(OC(=O)N2)(C#CC3CC3)C(F)(F)F

HSA

315.678

8,042

6BSJ

X-RAY DIFFRACTION

2017-12-03

2018-01-03

EFZ

47

IC50

nM

6BSJ

7

2.89

experimental

10.1073/pnas.1719746115

Escherichia coli

Human immunodeficiency virus 1

REVERSE TRANSCRIPTASE P66 SUBUNIT

1

TAM

TRIS(HYDROXYETHYL)AMINOMETHANE

C(CO)C(CCO)(CCO)N

HSA

163.217

8,122

6NEC

X-RAY DIFFRACTION

2018-12-17

2019-06-05

XIN

9.8

Kd

nM

6NEC

4

1.87

experimental

10.1074/jbc.RA119.007682

Spodoptera frugiperda

Homo sapiens

Proto-oncogene tyrosine-protein kinase receptor Ret

1

XIN

methyl (3Z)-3-{[(4-{methyl[(4-methylpiperazin-1-yl)acetyl]amino}phenyl)amino](phenyl)methylidene}-2-oxo-2,3-dihydro-1H-indole-6-carboxylate

CN1CCN(CC1)CC(=O)N(C)c2ccc(cc2)NC(=C3c4ccc(cc4NC3=O)C(=O)OC)c5ccccc5

HSA

539.636

8,126

7AXI

X-RAY DIFFRACTION

2020-11-09

2021-01-13

null

7AXI

5

2.15

experimental

10.1073/pnas.2020551118

Escherichia coli BL21(DE3)

Homo sapiens

Nuclear receptor subfamily 1 group I member 2

1

EST

ESTRADIOL

CC12CCC3c4ccc(cc4CCC3C1CCC2O)O

HSA

272.388

8,128

7AXI

X-RAY DIFFRACTION

2020-11-09

2021-01-13

null

7AXI

5

2.15

experimental

10.1073/pnas.2020551118

Escherichia coli BL21(DE3)

Homo sapiens

Nuclear receptor subfamily 1 group I member 2

1

S6E

(-)cis-chlordane

C1C2C(C(C1Cl)Cl)C3(C(=C(C2(C3(Cl)Cl)Cl)Cl)Cl)Cl

HSA

409.782

8,129

7AXI

X-RAY DIFFRACTION

2020-11-09

2021-01-13

null

7AXI

5

2.15

experimental

10.1073/pnas.2020551118

Escherichia coli BL21(DE3)

Homo sapiens

Nuclear receptor subfamily 1 group I member 2

1

S6H

(+)cis-chlordane

C1C2C(C(C1Cl)Cl)C3(C(=C(C2(C3(Cl)Cl)Cl)Cl)Cl)Cl

HSA

409.782

8,131

7AXK

X-RAY DIFFRACTION

2020-11-09

2021-01-13

null

7AXK

4

2

experimental

10.1073/pnas.2020551118

Escherichia coli BL21(DE3)

Homo sapiens

Nuclear receptor subfamily 1 group I member 2

1

EST

ESTRADIOL

CC12CCC3c4ccc(cc4CCC3C1CCC2O)O

HSA

272.388

8,133

7AXK

X-RAY DIFFRACTION

2020-11-09

2021-01-13

null

7AXK

4

2

experimental

10.1073/pnas.2020551118

Escherichia coli BL21(DE3)

Homo sapiens

Nuclear receptor subfamily 1 group I member 2

1

S68

endosulfan

C1C2C(COS(=O)O1)C3(C(=C(C2(C3(Cl)Cl)Cl)Cl)Cl)Cl

HSA

406.929

8,135

8K9T

ELECTRON MICROSCOPY

2023-08-01

2023-12-20

null

8K9T

9

2.66

experimental

10.1038/s41467-023-44568-2

Homo sapiens

synthetic construct, Homo sapiens

Green fluorescent protein,Complement decay-accelerating factor

2

PLM

PALMITIC ACID

CCCCCCCCCCCCCCCC(=O)O

HSA

256.43

8,142

8VA6

X-RAY DIFFRACTION

2023-12-11

2024-11-20

null

8VA6

11

1.57

experimental

10.1016/S1470-2045(24)00386-3

Escherichia coli

Homo sapiens

Menin

1

K5O

Ziftomenib

Cc1c(ccc2c1cc(n2CC(C)N3CCN(CC3)S(=O)(=O)C)C#N)CN4CCC(CC4)Nc5c6cc(sc6nc(n5)NC)CC(F)(F)F

HSA

717.888

8,146

8VA6

X-RAY DIFFRACTION

2023-12-11

2024-11-20

null

8VA6

11

1.57

experimental

10.1016/S1470-2045(24)00386-3

Escherichia coli

Homo sapiens

Menin

1

PG4

TETRAETHYLENE GLYCOL

C(COCCOCCOCCO)O

HSA

194.227

8,148

9D5H

X-RAY DIFFRACTION

2024-08-13

2025-10-29

null

9D5H

2

1.5

experimental

null

Escherichia coli

Homo sapiens

Alpha-parvin

2

IRE

Gefitinib

COc1cc2c(cc1OCCCN3CCOCC3)c(ncn2)Nc4ccc(c(c4)Cl)F

HSA

446.91

8,150

9D5P

X-RAY DIFFRACTION

2024-08-14

2025-10-29

null

9D5P

2

1.5

experimental

null

Escherichia coli

Homo sapiens

Alpha-parvin

2

AQ4

[6,7-BIS(2-METHOXY-ETHOXY)QUINAZOLINE-4-YL]-(3-ETHYNYLPHENYL)AMINE

COCCOc1cc2c(cc1OCCOC)ncnc2Nc3cccc(c3)C#C

HSA

393.443

8,152

9D8Q

X-RAY DIFFRACTION

2024-08-20

2025-10-22

null

9D8Q

1

2.751

experimental

null

Homo sapiens

Nuclear receptor coactivator 2

2

EST

ESTRADIOL

CC12CCC3c4ccc(cc4CCC3C1CCC2O)O

HSA

272.388

8,154

9DI0

ELECTRON MICROSCOPY

2024-09-04

2025-07-16

null

9DI0

6

3.1

experimental

10.1038/s41467-024-53691-7

null

Sus scrofa

Tubulin alpha-1B chain

3

ADP

ADENOSINE-5'-DIPHOSPHATE

c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)O)O)N

HSA

427.203

8,159

9EAI

ELECTRON MICROSCOPY

2024-11-11

2025-03-05

null

9EAI

4

3.1

experimental

10.1073/pnas.2423931122

Homo sapiens

Camelidae, Homo sapiens, Escherichia coli

Nanobody AT206,Type-1 angiotensin II receptor,Soluble cytochrome b562

1

LSN

[2-butyl-5-chloranyl-3-[[4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol

CCCCc1nc(c(n1Cc2ccc(cc2)c3ccccc3c4n[nH]nn4)CO)Cl

HSA

422.92

8,162

9BDT

ELECTRON MICROSCOPY

2024-04-12

2024-12-25

null

9BDT

11

5.4

experimental

10.1038/s41586-024-08223-0

Escherichia coli

Camelus bactrianus

ApoB100 nanobody 4

6

NAG

2-acetamido-2-deoxy-beta-D-glucopyranose

CC(=O)NC1C(C(C(OC1O)CO)O)O

HSA

221.209

8,178

9COO

ELECTRON MICROSCOPY

2024-07-17

2024-12-25

null

9COO

6

3.73

experimental

10.1038/s41586-024-08223-0

Homo sapiens

Low-density lipoprotein receptor

6

NAG

2-acetamido-2-deoxy-beta-D-glucopyranose

CC(=O)NC1C(C(C(OC1O)CO)O)O

HSA

221.209

8,186

3R43

X-RAY DIFFRACTION

2011-03-17

2012-03-28

ID8

560

IC50

nM

3R43

6

2

experimental

10.1371/journal.pone.0043965

Escherichia coli BL21(DE3)

Homo sapiens

Aldo-keto reductase family 1 member C3

1

NAP

NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE

c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N

HSA

743.409

8,192

3R8H

X-RAY DIFFRACTION

2011-03-24

2012-05-02

null

3R8H

4

1.9

experimental

10.1371/journal.pone.0043965

Escherichia coli BL21(DE3)

Homo sapiens

Aldo-keto reductase family 1 member C3

1

NAP

NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE

c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N

HSA

743.409

8,194

3R8H

X-RAY DIFFRACTION

2011-03-24

2012-05-02

null

3R8H

4

1.9

experimental

10.1371/journal.pone.0043965

Escherichia coli BL21(DE3)

Homo sapiens

Aldo-keto reductase family 1 member C3

1

ZOM

[5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-yl]acetic acid

Cc1cc(n(c1C(=O)c2ccc(cc2)Cl)C)CC(=O)O

HSA

291.734

8,195

4R7H

X-RAY DIFFRACTION

2014-08-27

2015-08-12

P31

9.7

IC50

nM

4R7H

1

2.8001

experimental

10.1056/NEJMoa1411366

Spodoptera frugiperda

Homo sapiens

Macrophage colony-stimulating factor 1 receptor

1

P31

5-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)methyl]-N-{[6-(trifluoromethyl)pyridin-3-yl]methyl}pyridin-2-amine

c1cc(ncc1Cc2c[nH]c3c2cc(cn3)Cl)NCc4ccc(nc4)C(F)(F)F

HSA

417.822

8,211

5G2N

X-RAY DIFFRACTION

2016-04-11

2016-04-20

6.00E+02

0.7

IC50

nM

5G2N

2

2.68

experimental

10.1002/CMDC.201600148

Spodoptera frugiperda

Homo sapiens

PHOSPHATIDYLINOSITOL-4,5-BISPHOSPHATE 3-KINASE CATALYTIC SUBUNIT GAMMA ISOFORM

1

6.00E+02

2-azanyl-~{N}-[7-methoxy-8-(3-morpholin-4-ylpropoxy)-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl]pyrimidine-5-carboxamide

COc1c(ccc2c1N=C(N3C2=NCC3)NC(=O)c4cnc(nc4)N)OCCCN5CCOCC5

HSA

480.529

8,214

5IKR

X-RAY DIFFRACTION

2016-03-03

2016-05-25

ID8

160

Ki

nM

5IKR

15

2.342

experimental

10.1074/jbc.M116.725713

Spodoptera frugiperda

Homo sapiens

Prostaglandin G/H synthase 2

1

ID8

2-[(2,3-DIMETHYLPHENYL)AMINO]BENZOIC ACID

Cc1cccc(c1C)Nc2ccccc2C(=O)O

HSA

241.29

8,223

6AWQ

X-RAY DIFFRACTION

2017-09-06

2017-10-25

SRE

0.9

Ki

nM

6AWQ

7

4.046

experimental

10.1038/s41594-018-0026-8

Spodoptera frugiperda

Mus musculus

8B6 antibody FAB light chain

3

SRE

(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine

CNC1CCC(c2c1cccc2)c3ccc(c(c3)Cl)Cl

HSA

306.236

8,232

4YVV

X-RAY DIFFRACTION

2015-03-20

2015-11-25

null

4YVV

4

2.3

experimental

10.1016/j.cbi.2015.09.006

Escherichia coli

Homo sapiens

Aldo-keto reductase family 1 member C3

1

NAP

NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE

c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N

HSA

743.409

8,233

4YVV

X-RAY DIFFRACTION

2015-03-20

2015-11-25

null

4YVV

4

2.3

experimental

10.1016/j.cbi.2015.09.006

Escherichia coli

Homo sapiens

Aldo-keto reductase family 1 member C3

1

GBM

5-chloro-N-(2-{4-[(cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-2-methoxybenzamide

COc1ccc(cc1C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)NC3CCCCC3)Cl

HSA

494.013

8,234

4ZFC

X-RAY DIFFRACTION

2015-04-21

2015-11-25

GCZ

19,620

IC50

nM

4ZFC

4

2

experimental

10.1016/j.cbi.2015.09.006

Escherichia coli

Homo sapiens

Aldo-keto reductase family 1 member C3

1

NAP

NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE

c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N

HSA

743.409

8,237

6AWO

X-RAY DIFFRACTION

2017-09-06

2017-10-25

SRE

0.9

Ki

nM

6AWO

7

3.534

experimental

10.1038/s41594-018-0026-8

Homo sapiens

Sodium-dependent serotonin transporter

1

SRE

(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine

CNC1CCC(c2c1cccc2)c3ccc(c(c3)Cl)Cl

HSA

306.236

8,246

7YG5

ELECTRON MICROSCOPY

2022-07-11

2023-11-29

null

7YG5

28

3

experimental

10.1016/j.bbrc.2024.150271

Homo sapiens

Voltage-dependent R-type calcium channel subunit alpha-1E

1

Y01

CHOLESTEROL HEMISUCCINATE

CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)CCC(=O)O)C)C

HSA

486.737

8,252

9KGL

ELECTRON MICROSCOPY

2024-11-08

2025-11-12

null

9KGL

12

2.88

experimental

null

Homo sapiens

ATP-sensitive inward rectifier potassium channel 11

1

ATP

ADENOSINE-5'-TRIPHOSPHATE

c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N

HSA

507.182

8,257

1S2A

X-RAY DIFFRACTION

2004-01-08

2004-03-23

IMN

130,000

IC50

nM

1S2A

4

1.7

experimental

10.1158/0008-5472.CAN-03-2847

Escherichia coli

Homo sapiens

Aldo-keto reductase family 1 member C3

1

NAP

NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE

c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N

HSA

743.409

8,276

21DU

ELECTRON MICROSCOPY

2025-12-09

2026-02-11

null

21DU

1

2.9

experimental

10.1038/s41421-025-00866-1

Spodoptera frugiperda

Homo sapiens

Adhesion G-protein coupled receptor G6

5

OR9

(6aR)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol

CN1CCc2cccc-3c2C1Cc4c3c(c(cc4)O)O

HSA

267.328

8,281

3BSZ

X-RAY DIFFRACTION

2007-12-27

2008-11-11

null

3BSZ

2

3.38

experimental

10.1111/j.1742-4658.2008.06705.x

null

Mus musculus

Fab fragment light chain

4

RTL

RETINOL

CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CCO)C)C

HSA

286.459

8,285

3UG8

X-RAY DIFFRACTION

2011-11-02

2012-08-15

IMN

2,100

Ki

nM

3UG8

3

1.73

experimental

10.1371/journal.pone.0043965

Escherichia coli

Homo sapiens

Aldo-keto reductase family 1 member C3

1

NAP

NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE

c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N

HSA

743.409

8,304

4R7I

X-RAY DIFFRACTION

2014-08-27

2015-08-12

STI

960

IC50

nM

4R7I

1

2.75

experimental

10.1056/NEJMoa1411366

Spodoptera frugiperda

Homo sapiens

Macrophage colony-stimulating factor 1 receptor

1

STI

4-(4-METHYL-PIPERAZIN-1-YLMETHYL)-N-[4-METHYL-3-(4-PYRIDIN-3-YL-PYRIMIDIN-2-YLAMINO)-PHENYL]-BENZAMIDE

Cc1ccc(cc1Nc2nccc(n2)c3cccnc3)NC(=O)c4ccc(cc4)CN5CCN(CC5)C

HSA

493.615

8,313

9BDE

ELECTRON MICROSCOPY

2024-04-11

2024-12-25

null

9BDE

12

4.18

experimental

10.1038/s41586-024-08223-0

Homo sapiens

Low-density lipoprotein receptor

6

NAG

2-acetamido-2-deoxy-beta-D-glucopyranose

CC(=O)NC1C(C(C(OC1O)CO)O)O

HSA

221.209

8,319

2YDO

X-RAY DIFFRACTION

2011-03-23

2011-05-18

ADN

10,000

Ki

nM

2YDO

3

experimental

10.1038/NATURE10136

Trichoplusia ni

Homo sapiens

ADENOSINE RECEPTOR A2A

1

ADN

ADENOSINE

c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)O)O)N

HSA

267.245

8,334

3UGR

X-RAY DIFFRACTION

2011-11-02

2012-08-15

IMN

2,300

IC50

nM

3UGR

5

1.65

experimental

10.1371/journal.pone.0043965

Escherichia coli

Homo sapiens

Aldo-keto reductase family 1 member C3

1

NAP

NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE

c1cc(c[n+](c1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N

HSA

743.409

8,353

5AQF

X-RAY DIFFRACTION

2015-09-22

2016-10-05

ADN

560,000

IC50

nM

5AQF

16

1.88

experimental

10.1038/srep34701

Escherichia coli BL21

Homo sapiens

BAG FAMILY MOLECULAR CHAPERONE REGULATOR 1

2

ADN

ADENOSINE

c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)O)O)N

HSA

267.245

8,356

6CHT

X-RAY DIFFRACTION

2018-02-22

2019-02-27

null

6CHT

8

3.174

experimental

10.1074/jbc.RA119.009558

null

Homo sapiens

Proliferation-associated protein 2G4

2

DAO

LAURIC ACID

CCCCCCCCCCCC(=O)O

HSA

200.322

8,358

6KKB

X-RAY DIFFRACTION

2019-07-24

2019-10-23

8HO

13

EC50

nM

6KKB

1

1.7

experimental

10.1016/j.isci.2019.10.002

Escherichia coli BL21(DE3)

Homo sapiens

SRC2-3

2

8HO

2-[(1-methyl-4-oxidanyl-7-phenoxy-isoquinolin-3-yl)carbonylamino]ethanoic acid

Cc1c2cc(ccc2c(c(n1)C(=O)NCC(=O)O)O)Oc3ccccc3

HSA

352.346

8,360

6KKE

X-RAY DIFFRACTION

2019-07-25

2019-10-23

8HO

13

EC50

nM

6KKE

1

2.577

experimental

10.1016/j.isci.2019.10.002

Escherichia coli BL21(DE3)

Homo sapiens

SRC2-3

2

8HO

2-[(1-methyl-4-oxidanyl-7-phenoxy-isoquinolin-3-yl)carbonylamino]ethanoic acid

Cc1c2cc(ccc2c(c(n1)C(=O)NCC(=O)O)O)Oc3ccccc3

HSA

352.346

8,362

6NWK

X-RAY DIFFRACTION

2019-02-06

2019-10-23

null

6NWK

6

1.65

experimental

10.1124/mol.119.116806

null

Homo sapiens

Peroxisome proliferator-activated receptor gamma coactivator 1-alpha

2

DEX

DEXAMETHASONE

CC1CC2C3CCC4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)CO)O)C)O)F)C

HSA

392.467

8,367

6SJ7

ELECTRON MICROSCOPY

2019-08-12

2019-12-18

null

6SJ7

1

3.54

experimental

10.1038/s41589-019-0411-6

Spodoptera frugiperda

Homo sapiens

DET1- and DDB1-associated protein 1

4

EF6

N~1~-(3-chloro-1H-indol-7-yl)benzene-1,4-disulfonamide

c1cc2c(c[nH]c2c(c1)NS(=O)(=O)c3ccc(cc3)S(=O)(=O)N)Cl

HSA

385.854

8,371

8RIK

ELECTRON MICROSCOPY

2023-12-18

2024-11-20

null

8RIK

5

3.6

experimental

10.1038/s41467-025-61498-3

Escherichia coli

Homo sapiens

Kinesin-1 heavy chain

3

GDP

GUANOSINE-5'-DIPHOSPHATE

c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N

HSA

443.202

8,376

9NTM

ELECTRON MICROSCOPY

2025-03-18

2025-07-23

null

9NTM

168

7.1

experimental

10.1016/j.cub.2025.06.020

null

Bos taurus

Tubulin beta chain

3

GTP

GUANOSINE-5'-TRIPHOSPHATE

c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N

HSA

523.181

8,386

3LXK

X-RAY DIFFRACTION

2010-02-25

2010-06-02

null

3LXK

1

2

experimental

10.1016/j.jmb.2010.05.020

Spodoptera frugiperda

Homo sapiens

Tyrosine-protein kinase JAK3

1

MI1

3-{(3R,4R)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl}-3-oxopropanenitrile

CC1CCN(CC1N(C)c2c3cc[nH]c3ncn2)C(=O)CC#N

HSA

312.377

8,387

4RZV

X-RAY DIFFRACTION

2014-12-24

2016-08-10

32

2,290

EC50

nM

4RZV

2

2.994

experimental

null

Escherichia coli

Homo sapiens

Serine/threonine-protein kinase B-raf

1

32

N-(3-{[5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]carbonyl}-2,4-difluorophenyl)propane-1-sulfonamide

CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c2c[nH]c3c2cc(cn3)c4ccc(cc4)Cl)F

HSA

489.931

8,434

6KNW

X-RAY DIFFRACTION

2019-08-07

2019-10-23

8HO

13

EC50

nM

6KNW

1

2.67

experimental

10.1016/j.isci.2019.10.002

Escherichia coli BL21(DE3)

Homo sapiens

Nuclear receptor coactivator 2

2

8HO

2-[(1-methyl-4-oxidanyl-7-phenoxy-isoquinolin-3-yl)carbonylamino]ethanoic acid

Cc1c2cc(ccc2c(c(n1)C(=O)NCC(=O)O)O)Oc3ccccc3

HSA

352.346

8,436

6QEX

ELECTRON MICROSCOPY

2019-01-08

2019-02-27

TA1

53,900

IC50

nM

6QEX

22

3.6

experimental

10.1126/science.aav7102

Homo sapiens

Multidrug resistance protein 1

1

NAG

2-acetamido-2-deoxy-beta-D-glucopyranose

CC(=O)NC1C(C(C(OC1O)CO)O)O

HSA

221.209

8,443

6RZA

ELECTRON MICROSCOPY

2019-06-13

2019-07-10

null

6RZA

8

4.5

experimental

10.7554/eLife.47145

null

Sus scrofa

Tubulin beta chain

3

GTP

GUANOSINE-5'-TRIPHOSPHATE

c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N

HSA

523.181

8,461

7A78

X-RAY DIFFRACTION

2020-08-27

2020-10-21

null

7A78

7

1.72

experimental

10.3390/ijms21228457

null

Homo sapiens

Nuclear receptor coactivator 2

2

PLM

PALMITIC ACID

CCCCCCCCCCCCCCCC(=O)O

HSA

256.43

8,467

8RIZ

ELECTRON MICROSCOPY

2023-12-19

2024-11-20

null

8RIZ

7

3.6

experimental

10.1038/s41467-025-61498-3

Escherichia coli

Homo sapiens

Kinesin-1 heavy chain

3

GDP

GUANOSINE-5'-DIPHOSPHATE

c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N

HSA

443.202

8,472

9GNQ

ELECTRON MICROSCOPY

2024-09-03

2024-11-20

null

9GNQ

5

2.9

experimental

10.1038/s41467-025-61498-3

Escherichia coli

Homo sapiens

Kinesin-1 heavy chain

3

ADP

ADENOSINE-5'-DIPHOSPHATE

c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)O)O)N

HSA

427.203

8,479

2E1Q

X-RAY DIFFRACTION

2006-10-27

2007-09-18

SAL

100,000,000

Ki

nM

2E1Q

36

2.6

experimental

10.1093/jb/mvm053

Escherichia coli

Homo sapiens

Xanthine dehydrogenase/oxidase

1

FES

FE2/S2 (INORGANIC) CLUSTER

S1[Fe]S[Fe]1

HSA

175.824

8,480

2E1Q

X-RAY DIFFRACTION

2006-10-27

2007-09-18

SAL

100,000,000

Ki

nM

2E1Q

36

2.6

experimental

10.1093/jb/mvm053

Escherichia coli

Homo sapiens

Xanthine dehydrogenase/oxidase

1

FAD

FLAVIN-ADENINE DINUCLEOTIDE

Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)n5cnc6c5ncnc6N)O)O)O)O)O

HSA

785.557

8,481

2E1Q

X-RAY DIFFRACTION

2006-10-27

2007-09-18

SAL

100,000,000

Ki

nM

2E1Q

36

2.6

experimental

10.1093/jb/mvm053

Escherichia coli

Homo sapiens

Xanthine dehydrogenase/oxidase

1

MTE

PHOSPHONIC ACIDMONO-(2-AMINO-5,6-DIMERCAPTO-4-OXO-3,7,8A,9,10,10A-HEXAHYDRO-4H-8-OXA-1,3,9,10-TETRAAZA-ANTHRACEN-7-YLMETHYL)ESTER

C(C1C(=C(C2C(O1)NC3=C(N2)C(=O)NC(=N3)N)S)S)OP(=O)(O)O

HSA

395.359

8,484

3RE0

X-RAY DIFFRACTION

2011-04-02

2012-04-25

null

3RE0

3

2.28

experimental

10.1021/ja211591n

Escherichia coli

Homo sapiens

Superoxide dismutase [Cu-Zn]

1

CPT

Cisplatin

[NH3][Pt]([NH3])(Cl)Cl

HSA

300.046

8,485

6JOL

X-RAY DIFFRACTION

2019-03-22

2020-03-25

STI

90

EC50

nM

6JOL

1

1.9

experimental

null

Spodoptera frugiperda

Homo sapiens

Platelet-derived growth factor receptor alpha

1

STI

4-(4-METHYL-PIPERAZIN-1-YLMETHYL)-N-[4-METHYL-3-(4-PYRIDIN-3-YL-PYRIMIDIN-2-YLAMINO)-PHENYL]-BENZAMIDE

Cc1ccc(cc1Nc2nccc(n2)c3cccnc3)NC(=O)c4ccc(cc4)CN5CCN(CC5)C

HSA

493.615

8,500

6KNU

X-RAY DIFFRACTION

2019-08-07

2019-10-23

8HO

13

EC50

nM

6KNU

1

2.7

experimental

10.1016/j.isci.2019.10.002

Escherichia coli BL21(DE3)

Homo sapiens

Nuclear receptor coactivator 2

2

8HO

2-[(1-methyl-4-oxidanyl-7-phenoxy-isoquinolin-3-yl)carbonylamino]ethanoic acid

Cc1c2cc(ccc2c(c(n1)C(=O)NCC(=O)O)O)Oc3ccccc3

HSA

352.346

8,502

6KNV

X-RAY DIFFRACTION

2019-08-07

2019-10-23

8HO

13

EC50

nM

6KNV

1

2.8

experimental

10.1016/j.isci.2019.10.002

Escherichia coli BL21(DE3)

Homo sapiens

Nuclear receptor coactivator 2

2

8HO

2-[(1-methyl-4-oxidanyl-7-phenoxy-isoquinolin-3-yl)carbonylamino]ethanoic acid

Cc1c2cc(ccc2c(c(n1)C(=O)NCC(=O)O)O)Oc3ccccc3

HSA

352.346

8,504

8RHH

ELECTRON MICROSCOPY

2023-12-15

2024-11-20

null

8RHH

8

3

experimental

10.1038/s41467-025-61498-3

null

Sus scrofa

Tubulin alpha-1B chain

3

GDP

GUANOSINE-5'-DIPHOSPHATE

c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N

HSA

443.202

8,513

7RHQ

ELECTRON MICROSCOPY

2021-07-18

2022-03-02

null

7RHQ

9

3.53

experimental

10.1016/j.devcel.2022.02.008

Homo sapiens

Growth arrest-specific protein 1

3

CLR

CHOLESTEROL

CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

HSA

386.664

8,519

7JVQ

ELECTRON MICROSCOPY

2020-08-22

2021-02-24

OR9

110

IC50

nM

7JVQ

9

3

experimental

10.1016/j.cell.2021.01.027

Escherichia coli

synthetic construct

Nanobody35

5

OR9

(6aR)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol

CN1CCc2cccc-3c2C1Cc4c3c(c(cc4)O)O

HSA

267.328

8,577

11GS

X-RAY DIFFRACTION

1997-11-03

1999-01-13

EAA

4,000

IC50

nM

11GS

6

2.3

experimental

10.1016/S0014-5793(97)01424-5

Escherichia coli

Homo sapiens

GLUTATHIONE S-TRANSFERASE

1

GSH

Glutathione

C(CC(=O)NC(CS)C(=O)NCC(=O)O)C(C(=O)O)N

HSA

307.328

8,583

3DGQ

X-RAY DIFFRACTION

2008-06-15

2009-04-21

EAA

3,400

IC50

nM

3DGQ

7

1.6

experimental

10.1002/anie.200900185

Escherichia coli

Homo sapiens

Glutathione S-transferase P

1

EAA

ETHACRYNIC ACID

CCC(=C)C(=O)c1ccc(c(c1Cl)Cl)OCC(=O)O

HSA

303.141

8,588

3GSS

X-RAY DIFFRACTION

1996-10-29

1997-11-12

EAA

3,400

IC50

nM

3GSS

7

1.9

experimental

10.1021/bi962316i

Escherichia coli

Homo sapiens

GLUTATHIONE S-TRANSFERASE P1-1

1

MES

2-(N-MORPHOLINO)-ETHANESULFONIC ACID

C1COCC[NH+]1CCS(=O)(=O)[O-]

HSA

195.24

8,592

3KM6

X-RAY DIFFRACTION

2009-11-10

2010-03-23

EAA

26,000

IC50

nM

3KM6

10

2.1

experimental

10.1002/jmr.1040

Escherichia coli

Homo sapiens

Glutathione S-transferase P

1

EAA

ETHACRYNIC ACID

CCC(=C)C(=O)c1ccc(c(c1Cl)Cl)OCC(=O)O

HSA

303.141

8,595

3KMO

X-RAY DIFFRACTION

2009-11-11

2010-03-23

EAA

3,400

IC50

nM

3KMO

10

2.6

experimental

null

Escherichia coli

Homo sapiens

Glutathione S-transferase P

1

GSH

Glutathione

C(CC(=O)NC(CS)C(=O)NCC(=O)O)C(C(=O)O)N

HSA

307.328

8,598

3N9J

X-RAY DIFFRACTION

2010-05-30

2011-05-11

EAA

4,000

IC50

nM

3N9J

9

1.85

experimental

null

Escherichia coli

Homo sapiens

Glutathione S-transferase P

1

EAA

ETHACRYNIC ACID

CCC(=C)C(=O)c1ccc(c(c1Cl)Cl)OCC(=O)O

HSA

303.141

8,603

3OG7

X-RAY DIFFRACTION

2010-08-16

2010-09-22

32

58

Kd

nM

3OG7

1

2.45

experimental

10.1038/nature09454

Escherichia coli

Homo sapiens

AKAP9-BRAF fusion protein

1

32

N-(3-{[5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]carbonyl}-2,4-difluorophenyl)propane-1-sulfonamide

CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c2c[nH]c3c2cc(cn3)c4ccc(cc4)Cl)F

HSA

489.931

8,650

6PAI

X-RAY DIFFRACTION

2019-06-11

2019-09-18

null

6PAI

4

2.9

experimental

10.1016/j.str.2019.10.005

Spodoptera frugiperda

Homo sapiens

DET1- and DDB1-associated protein 1

4

EPE

4-(2-HYDROXYETHYL)-1-PIPERAZINE ETHANESULFONIC ACID

C1CN(CCN1CCO)CCS(=O)(=O)O

HSA

238.309

8,654

6TTP

X-RAY DIFFRACTION

2019-12-30

2020-03-04

ADN

495,000

IC50

nM

6TTP

2

experimental

10.1002/cmdc.202000011

Spodoptera frugiperda

Homo sapiens

N6-adenosine-methyltransferase non-catalytic subunit

2

ADN

ADENOSINE

c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)O)O)N

HSA

267.245

8,656

6UE5

X-RAY DIFFRACTION

2019-09-20

2019-12-18

null

6UE5

2

2.61

experimental

10.1038/s41589-019-0411-6

Escherichia coli

Homo sapiens

DET1- and DDB1-associated protein 1

4

Q5J

4-(aminomethyl)-N-(3-cyano-4-methyl-1H-indol-7-yl)benzene-1-sulfonamide

Cc1ccc(c2c1c(c[nH]2)C#N)NS(=O)(=O)c3ccc(cc3)CN

HSA

340.408

8,660

7E7D

ELECTRON MICROSCOPY

2021-02-25

2021-03-24

null

7E7D

22

3.2

experimental

10.1128/JVI.00194-21

Cricetulus griseus

Severe acute respiratory syndrome coronavirus 2, Homo sapiens

Spike glycoprotein,Collagen alpha-1(I) chain

1

NAG

2-acetamido-2-deoxy-beta-D-glucopyranose

CC(=O)NC1C(C(C(OC1O)CO)O)O

HSA

221.209

8,661

7E7D

ELECTRON MICROSCOPY

2021-02-25

2021-03-24

null

7E7D

22

3.2

experimental

10.1128/JVI.00194-21

Cricetulus griseus

Severe acute respiratory syndrome coronavirus 2, Homo sapiens

Spike glycoprotein,Collagen alpha-1(I) chain

1

ELA

Elaidic acid

CCCCCCCCC=CCCCCCCCC(=O)O

HSA

282.468

8,662

7MXC

X-RAY DIFFRACTION

2021-05-18

2021-11-17

null

7MXC

1

2.41

experimental

10.1158/1535-7163.MCT-21-0620

Spodoptera frugiperda

Homo sapiens

Methylosome protein 50

2

ADN

ADENOSINE

c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)O)O)N

HSA

267.245

8,664

7TR2

ELECTRON MICROSCOPY

2022-01-27

2022-07-13

null

7TR2

4

3

experimental

10.1038/s41467-022-31794-3

null

Sus scrofa

Tubulin beta-2B chain

3

GTP

GUANOSINE-5'-TRIPHOSPHATE

c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N

HSA

523.181

8,670

8SER

ELECTRON MICROSCOPY

2023-04-10

2023-05-24

null

8SER

8

3.42

experimental

10.1016/j.str.2023.04.009

Escherichia coli

Homo sapiens

Glutathione S-transferase class-mu 26 kDa isozyme,Peptidyl-prolyl cis-trans isomerase FKBP1B

2

ADN

ADENOSINE

c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)O)O)N

HSA

267.245

8,673

9FUP

X-RAY DIFFRACTION

2024-06-26

2025-01-22

null

9FUP

20

2.5

experimental

10.1038/s42004-024-01404-y

Spodoptera frugiperda

Homo sapiens

Adenosine receptor A2a,Soluble cytochrome b562

1

CLR

CHOLESTEROL

CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

HSA

386.664

8,674

9FUP

X-RAY DIFFRACTION

2024-06-26

2025-01-22

null

9FUP

20

2.5

experimental

10.1038/s42004-024-01404-y

Spodoptera frugiperda

Homo sapiens

Adenosine receptor A2a,Soluble cytochrome b562

1

OLA

OLEIC ACID

CCCCCCCCC=CCCCCCCCC(=O)O

HSA

282.468

8,675

9FUP

X-RAY DIFFRACTION

2024-06-26

2025-01-22

null

9FUP

20

2.5

experimental

10.1038/s42004-024-01404-y

Spodoptera frugiperda

Homo sapiens

Adenosine receptor A2a,Soluble cytochrome b562

1

OLB

(2S)-2,3-dihydroxypropyl (9Z)-octadec-9-enoate

CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)O

HSA

356.547

8,676

9FUP

X-RAY DIFFRACTION

2024-06-26

2025-01-22

null

9FUP

20

2.5

experimental

10.1038/s42004-024-01404-y

Spodoptera frugiperda

Homo sapiens

Adenosine receptor A2a,Soluble cytochrome b562

1

OLC

(2R)-2,3-dihydroxypropyl (9Z)-octadec-9-enoate

CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)O

HSA

356.547

8,677

9FUP

X-RAY DIFFRACTION

2024-06-26

2025-01-22

null

9FUP

20

2.5

experimental

10.1038/s42004-024-01404-y

Spodoptera frugiperda

Homo sapiens

Adenosine receptor A2a,Soluble cytochrome b562

1

JQ9

8-[(~{E})-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6-dione

CCN1c2c(n(c(n2)C=Cc3ccc(c(c3)OC)OC)C)C(=O)N(C1=O)CC

HSA

384.436

8,684

9LLG

ELECTRON MICROSCOPY

2025-01-17

2026-03-04

null

9LLG

4

2.77

experimental

null

Homo sapiens

Homo sapiens, Escherichia coli

D(1A) dopamine receptor,Soluble cytochrome b562

1

CLR

CHOLESTEROL

CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

HSA

386.664

8,687

7UD6

X-RAY DIFFRACTION

2022-03-18

2023-01-11

null

7UD6

2

2.59

experimental

10.1038/s41589-022-01206-0

Escherichia coli BL21(DE3)

Homo sapiens, Rattus norvegicus

Tyrosine-protein kinase Fyn,Catechol O-methyltransferase

1

SAH

S-ADENOSYL-L-HOMOCYSTEINE

c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CSCCC(C(=O)O)N)O)O)N

HSA

384.418

8,691

3VG9

X-RAY DIFFRACTION

2011-08-04

2012-02-01

ZMA

0.3

Ki

nM

3VG9

8

2.7

experimental

10.1038/nature10750

Komagataella pastoris

Homo sapiens

Adenosine receptor A2a

1

ZMA

4-{2-[(7-amino-2-furan-2-yl[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)amino]ethyl}phenol

c1cc(oc1)c2nc3nc(nc(n3n2)N)NCCc4ccc(cc4)O

HSA

337.343