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USPatent US10294221

Compile data set for download or QSAR
Found 63 hits of Enzyme Inhibition Constant Data   
Target/Host
(Institution)		LigandTarget/Host
Links		Ligand
Links		Trg + Lig
Links		Ki
nM		ΔG°
kJ/mole		IC50
nM		Kd
nM		EC50/IC50
nM		koff
s-1		kon
M-1s-1		pHTemp
°C
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278409
PNG
((2S)-2-[3-(Difluoromethoxy)phenyl]-2-methoxy-N-[5-...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1cccc(OC(F)F)c1 |r|
Show InChI InChI=1S/C20H21F2N7O3S/c1-31-16(12-4-2-5-14(10-12)32-18(21)22)17(30)25-20-28-27-19(33-20)24-13-7-9-29(11-13)15-6-3-8-23-26-15/h2-6,8,10,13,16,18H,7,9,11H2,1H3,(H,24,27)(H,25,28,30)/t13-,16+/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278401
PNG
((2R)-2-Methoxy-2-phenyl-N-[5-[[(3R)-1-pyridazin-3-...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C19H21N7O2S/c1-28-16(13-6-3-2-4-7-13)17(27)22-19-25-24-18(29-19)21-14-9-11-26(12-14)15-8-5-10-20-23-15/h2-8,10,14,16H,9,11-12H2,1H3,(H,21,24)(H,22,25,27)/t14-,16-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278401
PNG
((2R)-2-Methoxy-2-phenyl-N-[5-[[(3R)-1-pyridazin-3-...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C19H21N7O2S/c1-28-16(13-6-3-2-4-7-13)17(27)22-19-25-24-18(29-19)21-14-9-11-26(12-14)15-8-5-10-20-23-15/h2-8,10,14,16H,9,11-12H2,1H3,(H,21,24)(H,22,25,27)/t14-,16-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278413
PNG
((2S)-2-Methoxy-N-[5-[[(3R)-1-pyridazin-3-ylpyrroli...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1cccc(OC(F)(F)F)c1 |r|
Show InChI InChI=1S/C20H20F3N7O3S/c1-32-16(12-4-2-5-14(10-12)33-20(21,22)23)17(31)26-19-29-28-18(34-19)25-13-7-9-30(11-13)15-6-3-8-24-27-15/h2-6,8,10,13,16H,7,9,11H2,1H3,(H,25,28)(H,26,29,31)/t13-,16+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM387867
PNG
(US10294221, Example 30(b))
Show SMILES CCO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1cccc(OC)c1 |r|
Show InChI InChI=1S/C21H25N7O3S/c1-3-31-18(14-6-4-7-16(12-14)30-2)19(29)24-21-27-26-20(32-21)23-15-9-11-28(13-15)17-8-5-10-22-25-17/h4-8,10,12,15,18H,3,9,11,13H2,1-2H3,(H,23,26)(H,24,27,29)/t15-,18+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278400
PNG
((2S)-2-Methoxy-2-phenyl-N-[5-[[(3R)-1-pyridazin-3-...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C19H21N7O2S/c1-28-16(13-6-3-2-4-7-13)17(27)22-19-25-24-18(29-19)21-14-9-11-26(12-14)15-8-5-10-20-23-15/h2-8,10,14,16H,9,11-12H2,1H3,(H,21,24)(H,22,25,27)/t14-,16+/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair		3D
3D Structure (crystal)
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278405
PNG
((2S)-2-Methoxy-2-(3-methoxyphenyl)-N-[5-[[(3R)-1-p...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1cccc(OC)c1 |r|
Show InChI InChI=1S/C20H23N7O3S/c1-29-15-6-3-5-13(11-15)17(30-2)18(28)23-20-26-25-19(31-20)22-14-8-10-27(12-14)16-7-4-9-21-24-16/h3-7,9,11,14,17H,8,10,12H2,1-2H3,(H,22,25)(H,23,26,28)/t14-,17+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM387835
PNG
((2S)-2-(4-Fluorophenyl)-2-methoxy-N-[5-[[(3R)-1-py...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(F)cc1 |r|
Show InChI InChI=1S/C19H20FN7O2S/c1-29-16(12-4-6-13(20)7-5-12)17(28)23-19-26-25-18(30-19)22-14-8-10-27(11-14)15-3-2-9-21-24-15/h2-7,9,14,16H,8,10-11H2,1H3,(H,22,25)(H,23,26,28)/t14-,16+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278422
PNG
((2S)-2-(4-Fluoro-3-methoxy-phenyl)-2-methoxy-N-[5-...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(F)c(OC)c1 |r|
Show InChI InChI=1S/C20H22FN7O3S/c1-30-15-10-12(5-6-14(15)21)17(31-2)18(29)24-20-27-26-19(32-20)23-13-7-9-28(11-13)16-4-3-8-22-25-16/h3-6,8,10,13,17H,7,9,11H2,1-2H3,(H,23,26)(H,24,27,29)/t13-,17+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM387837
PNG
((2S)-2-Ethoxy-2-(4-fluorophenyl)-N-[5-[[(3R)-1-pyr...)
Show SMILES CCO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(F)cc1 |r|
Show InChI InChI=1S/C20H22FN7O2S/c1-2-30-17(13-5-7-14(21)8-6-13)18(29)24-20-27-26-19(31-20)23-15-9-11-28(12-15)16-4-3-10-22-25-16/h3-8,10,15,17H,2,9,11-12H2,1H3,(H,23,26)(H,24,27,29)/t15-,17+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278410
PNG
((2R)-2-[3-(Difluoromethoxy)phenyl]-2-methoxy-N-[5-...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1cccc(OC(F)F)c1 |r|
Show InChI InChI=1S/C20H21F2N7O3S/c1-31-16(12-4-2-5-14(10-12)32-18(21)22)17(30)25-20-28-27-19(33-20)24-13-7-9-29(11-13)15-6-3-8-23-26-15/h2-6,8,10,13,16,18H,7,9,11H2,1H3,(H,24,27)(H,25,28,30)/t13-,16-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278415
PNG
((2S)-2-Ethoxy-2-phenyl-N-[5-[[(3R)-1-pyridazin-3-y...)
Show SMILES CCO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C20H23N7O2S/c1-2-29-17(14-7-4-3-5-8-14)18(28)23-20-26-25-19(30-20)22-15-10-12-27(13-15)16-9-6-11-21-24-16/h3-9,11,15,17H,2,10,12-13H2,1H3,(H,22,25)(H,23,26,28)/t15-,17+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM387853
PNG
(US10294221, Example 23(a))
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cncnn2)s1)c1cccc(OC(F)F)c1 |r|
Show InChI InChI=1S/C19H20F2N8O3S/c1-31-15(11-3-2-4-13(7-11)32-17(20)21)16(30)25-19-28-27-18(33-19)24-12-5-6-29(9-12)14-8-22-10-23-26-14/h2-4,7-8,10,12,15,17H,5-6,9H2,1H3,(H,24,27)(H,25,28,30)/t12-,15-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM50172181
PNG
(CHEMBL3810394 | US10040788, Example 3 | US10294221...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cncnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C18H20N8O2S/c1-28-15(12-5-3-2-4-6-12)16(27)22-18-25-24-17(29-18)21-13-7-8-26(10-13)14-9-19-11-20-23-14/h2-6,9,11,13,15H,7-8,10H2,1H3,(H,21,24)(H,22,25,27)/t13-,15+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278411
PNG
((2S)-2-Methoxy-N-[5-[[(3R)-1-(1,2,4-triazin-3-yl)p...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1cccc(OC(F)(F)F)c1 |r|
Show InChI InChI=1S/C19H19F3N8O3S/c1-32-14(11-3-2-4-13(9-11)33-19(20,21)22)15(31)26-18-29-28-17(34-18)25-12-5-8-30(10-12)16-23-6-7-24-27-16/h2-4,6-7,9,12,14H,5,8,10H2,1H3,(H,25,28)(H,26,29,31)/t12-,14+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM50172239
PNG
(CHEMBL3809014 | US10040788, Example 11 | US1029422...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(OC)cc1 |r|
Show InChI InChI=1S/C20H23N7O3S/c1-29-15-7-5-13(6-8-15)17(30-2)18(28)23-20-26-25-19(31-20)22-14-9-11-27(12-14)16-4-3-10-21-24-16/h3-8,10,14,17H,9,11-12H2,1-2H3,(H,22,25)(H,23,26,28)/t14-,17+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278414
PNG
((2R)-2-Methoxy-N-[5-[[(3R)-1-pyridazin-3-ylpyrroli...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1cccc(OC(F)(F)F)c1 |r|
Show InChI InChI=1S/C20H20F3N7O3S/c1-32-16(12-4-2-5-14(10-12)33-20(21,22)23)17(31)26-19-29-28-18(34-19)25-13-7-9-30(11-13)15-6-3-8-24-27-15/h2-6,8,10,13,16H,7,9,11H2,1H3,(H,25,28)(H,26,29,31)/t13-,16-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278445
PNG
(US10040788, Example 28(a) | US10294221, Example 28...)
Show SMILES CCO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(OC)cc1 |r|
Show InChI InChI=1S/C21H25N7O3S/c1-3-31-18(14-6-8-16(30-2)9-7-14)19(29)24-21-27-26-20(32-21)23-15-10-12-28(13-15)17-5-4-11-22-25-17/h4-9,11,15,18H,3,10,12-13H2,1-2H3,(H,23,26)(H,24,27,29)/t15-,18-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278439
PNG
(US10040788, Example 25(a) | US10294221, Example 25...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(OC)c(OC)c1 |r|
Show InChI InChI=1S/C21H25N7O4S/c1-30-15-7-6-13(11-16(15)31-2)18(32-3)19(29)24-21-27-26-20(33-21)23-14-8-10-28(12-14)17-5-4-9-22-25-17/h4-7,9,11,14,18H,8,10,12H2,1-3H3,(H,23,26)(H,24,27,29)/t14-,18-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278403
PNG
((2S)-2-Methoxy-2-(3-methoxyphenyl)-N-[5-[[(3R)-1-(...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1cccc(OC)c1 |r|
Show InChI InChI=1S/C19H22N8O3S/c1-29-14-5-3-4-12(10-14)15(30-2)16(28)23-19-26-25-18(31-19)22-13-6-9-27(11-13)17-20-7-8-21-24-17/h3-5,7-8,10,13,15H,6,9,11H2,1-2H3,(H,22,25)(H,23,26,28)/t13-,15+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278434
PNG
(US10040788, Example 22(a) | US10294221, Example 22...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cncnn2)s1)c1cccc(OC(F)(F)F)c1 |r|
Show InChI InChI=1S/C19H19F3N8O3S/c1-32-15(11-3-2-4-13(7-11)33-19(20,21)22)16(31)26-18-29-28-17(34-18)25-12-5-6-30(9-12)14-8-23-10-24-27-14/h2-4,7-8,10,12,15H,5-6,9H2,1H3,(H,25,28)(H,26,29,31)/t12-,15+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278432
PNG
(US10040788, Example 21(a) | US10294221, Example 21...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cncnn2)s1)c1cccc(OC)c1 |r|
Show InChI InChI=1S/C19H22N8O3S/c1-29-14-5-3-4-12(8-14)16(30-2)17(28)23-19-26-25-18(31-19)22-13-6-7-27(10-13)15-9-20-11-21-24-15/h3-5,8-9,11,13,16H,6-7,10H2,1-2H3,(H,22,25)(H,23,26,28)/t13-,16+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278451
PNG
(US10040788, Example 31(a) | US10294221, Example 31...)
Show SMILES CCO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(F)c(OC)c1 |r|
Show InChI InChI=1S/C21H24FN7O3S/c1-3-32-18(13-6-7-15(22)16(11-13)31-2)19(30)25-21-28-27-20(33-21)24-14-8-10-29(12-14)17-5-4-9-23-26-17/h4-7,9,11,14,18H,3,8,10,12H2,1-2H3,(H,24,27)(H,25,28,30)/t14-,18-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278455
PNG
(US10040788, Example 33(a) | US10294221, Example 33...)
Show SMILES CCO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(F)c(OC)c1 |r|
Show InChI InChI=1S/C20H23FN8O3S/c1-3-32-16(12-4-5-14(21)15(10-12)31-2)17(30)25-20-28-27-19(33-20)24-13-6-9-29(11-13)18-22-7-8-23-26-18/h4-5,7-8,10,13,16H,3,6,9,11H2,1-2H3,(H,24,27)(H,25,28,30)/t13-,16-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278443
PNG
(US10040788, Example 27(a) | US10294221, Example 27...)
Show SMILES CCO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1cccc(OC)c1 |r|
Show InChI InChI=1S/C20H24N8O3S/c1-3-31-16(13-5-4-6-15(11-13)30-2)17(29)24-20-27-26-19(32-20)23-14-7-10-28(12-14)18-21-8-9-22-25-18/h4-6,8-9,11,14,16H,3,7,10,12H2,1-2H3,(H,23,26)(H,24,27,29)/t14-,16-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM50172138
PNG
(CHEMBL3808443 | US10040788, Example 1(a) | US10294...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C18H20N8O2S/c1-28-14(12-5-3-2-4-6-12)15(27)22-18-25-24-17(29-18)21-13-7-10-26(11-13)16-19-8-9-20-23-16/h2-6,8-9,13-14H,7,10-11H2,1H3,(H,21,24)(H,22,25,27)/t13-,14+/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM387871
PNG
(US10294221, Example 32(b))
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(F)c(OC)c1 |r|
Show InChI InChI=1S/C19H21FN8O3S/c1-30-14-9-11(3-4-13(14)20)15(31-2)16(29)24-19-27-26-18(32-19)23-12-5-8-28(10-12)17-21-6-7-22-25-17/h3-4,6-7,9,12,15H,5,8,10H2,1-2H3,(H,23,26)(H,24,27,29)/t12-,15+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM50172241
PNG
(CHEMBL3810168 | US10294221, Example 22(a))
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cncnn2)s1)c1cccc(OC(F)(F)F)c1 |r|
Show InChI InChI=1S/C19H19F3N8O3S/c1-32-15(11-3-2-4-13(7-11)33-19(20,21)22)16(31)26-18-29-28-17(34-18)25-12-5-6-30(9-12)14-8-23-10-24-27-14/h2-4,7-8,10,12,15H,5-6,9H2,1H3,(H,25,28)(H,26,29,31)/t12-,15-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278438
PNG
((2S)-2-methoxy-2-(4- methoxyphenyl)-N-[5-[[(3R)- 1...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(OC)cc1 |r|
Show InChI InChI=1S/C19H22N8O3S/c1-29-14-5-3-12(4-6-14)15(30-2)16(28)23-19-26-25-18(31-19)22-13-7-10-27(11-13)17-20-8-9-21-24-17/h3-6,8-9,13,15H,7,10-11H2,1-2H3,(H,22,25)(H,23,26,28)/t13-,15+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM387863
PNG
(US10294221, Example 28(b))
Show SMILES CCO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(OC)cc1 |r|
Show InChI InChI=1S/C21H25N7O3S/c1-3-31-18(14-6-8-16(30-2)9-7-14)19(29)24-21-27-26-20(32-21)23-15-10-12-28(13-15)17-5-4-11-22-25-17/h4-9,11,15,18H,3,10,12-13H2,1-2H3,(H,23,26)(H,24,27,29)/t15-,18+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278407
PNG
((2S)-2-[3-(Difluoromethoxy)phenyl]-2-methoxy-N-[5-...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1cccc(OC(F)F)c1 |r|
Show InChI InChI=1S/C19H20F2N8O3S/c1-31-14(11-3-2-4-13(9-11)32-16(20)21)15(30)25-19-28-27-18(33-19)24-12-5-8-29(10-12)17-22-6-7-23-26-17/h2-4,6-7,9,12,14,16H,5,8,10H2,1H3,(H,24,27)(H,25,28,30)/t12-,14+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278408
PNG
((2R)-2-[3-(Difluoromethoxy)phenyl]-2-methoxy-N-[5-...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1cccc(OC(F)F)c1 |r|
Show InChI InChI=1S/C19H20F2N8O3S/c1-31-14(11-3-2-4-13(9-11)32-16(20)21)15(30)25-19-28-27-18(33-19)24-12-5-8-29(10-12)17-22-6-7-23-26-17/h2-4,6-7,9,12,14,16H,5,8,10H2,1H3,(H,24,27)(H,25,28,30)/t12-,14-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM387869
PNG
(US10294221, Example 31(b))
Show SMILES CCO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(F)c(OC)c1 |r|
Show InChI InChI=1S/C21H24FN7O3S/c1-3-32-18(13-6-7-15(22)16(11-13)31-2)19(30)25-21-28-27-20(33-21)24-14-8-10-29(12-14)17-5-4-9-23-26-17/h4-7,9,11,14,18H,3,8,10,12H2,1-2H3,(H,24,27)(H,25,28,30)/t14-,18+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM387859
PNG
(US10294221, Example 26(b))
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(OC)c(OC)c1 |r|
Show InChI InChI=1S/C20H24N8O4S/c1-30-14-5-4-12(10-15(14)31-2)16(32-3)17(29)24-20-27-26-19(33-20)23-13-6-9-28(11-13)18-21-7-8-22-25-18/h4-5,7-8,10,13,16H,6,9,11H2,1-3H3,(H,23,26)(H,24,27,29)/t13-,16+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278406
PNG
((2R)-2-Methoxy-2-(3-methoxyphenyl)-N-[5-[[(3R)-1-p...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1cccc(OC)c1 |r|
Show InChI InChI=1S/C20H23N7O3S/c1-29-15-6-3-5-13(11-15)17(30-2)18(28)23-20-26-25-19(31-20)22-14-8-10-27(12-14)16-7-4-9-21-24-16/h3-7,9,11,14,17H,8,10,12H2,1-2H3,(H,22,25)(H,23,26,28)/t14-,17-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278457
PNG
(US10040788, Example 34(a) | US10294221, Example 34...)
Show SMILES CCO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C19H22N8O2S/c1-2-29-15(13-6-4-3-5-7-13)16(28)23-19-26-25-18(30-19)22-14-8-11-27(12-14)17-20-9-10-21-24-17/h3-7,9-10,14-15H,2,8,11-12H2,1H3,(H,22,25)(H,23,26,28)/t14-,15-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278425
PNG
(US10040788, Example 17(b) | US10294221, Example 17...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(F)cc1 |r|
Show InChI InChI=1S/C18H19FN8O2S/c1-29-14(11-2-4-12(19)5-3-11)15(28)23-18-26-25-17(30-18)22-13-6-9-27(10-13)16-20-7-8-21-24-16/h2-5,7-8,13-14H,6,9-10H2,1H3,(H,22,25)(H,23,26,28)/t13-,14-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278449
PNG
(US10040788, Example 30(a) | US10294221, Example 30...)
Show SMILES CCO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1cccc(OC)c1 |r|
Show InChI InChI=1S/C21H25N7O3S/c1-3-31-18(14-6-4-7-16(12-14)30-2)19(29)24-21-27-26-20(32-21)23-15-9-11-28(13-15)17-8-5-10-22-25-17/h4-8,10,12,15,18H,3,9,11,13H2,1-2H3,(H,23,26)(H,24,27,29)/t15-,18-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278418
PNG
((2S)-2-(4-Fluorophenyl)-2-methoxy-N-[5-[[(3R)-1-py...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(F)cc1 |r|
Show InChI InChI=1S/C19H20FN7O2S/c1-29-16(12-4-6-13(20)7-5-12)17(28)23-19-26-25-18(30-19)22-14-8-10-27(11-14)15-3-2-9-21-24-15/h2-7,9,14,16H,8,10-11H2,1H3,(H,22,25)(H,23,26,28)/t14-,16-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278400
PNG
((2S)-2-Methoxy-2-phenyl-N-[5-[[(3R)-1-pyridazin-3-...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C19H21N7O2S/c1-28-16(13-6-3-2-4-7-13)17(27)22-19-25-24-18(29-19)21-14-9-11-26(12-14)15-8-5-10-20-23-15/h2-8,10,14,16H,9,11-12H2,1H3,(H,21,24)(H,22,25,27)/t14-,16+/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair		3D
3D Structure (crystal)
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278447
PNG
(US10040788, Example 29(a) | US10294221, Example 29...)
Show SMILES CCO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(OC)cc1 |r|
Show InChI InChI=1S/C20H24N8O3S/c1-3-31-16(13-4-6-15(30-2)7-5-13)17(29)24-20-27-26-19(32-20)23-14-8-11-28(12-14)18-21-9-10-22-25-18/h4-7,9-10,14,16H,3,8,11-12H2,1-2H3,(H,23,26)(H,24,27,29)/t14-,16-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278416
PNG
((2R)-2-Ethoxy-2-phenyl-N-[5-[[(3R)-1-pyridazin-3-y...)
Show SMILES CCO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C20H23N7O2S/c1-2-29-17(14-7-4-3-5-8-14)18(28)23-20-26-25-19(30-20)22-15-10-12-27(13-15)16-9-6-11-21-24-16/h3-9,11,15,17H,2,10,12-13H2,1H3,(H,22,25)(H,23,26,28)/t15-,17-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278400
PNG
((2S)-2-Methoxy-2-phenyl-N-[5-[[(3R)-1-pyridazin-3-...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C19H21N7O2S/c1-28-16(13-6-3-2-4-7-13)17(27)22-19-25-24-18(29-19)21-14-9-11-26(12-14)15-8-5-10-20-23-15/h2-8,10,14,16H,9,11-12H2,1H3,(H,21,24)(H,22,25,27)/t14-,16+/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair		3D
3D Structure (crystal)
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM387857
PNG
(US10294221, Example 25(b))
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(OC)c(OC)c1 |r|
Show InChI InChI=1S/C21H25N7O4S/c1-30-15-7-6-13(11-16(15)31-2)18(32-3)19(29)24-21-27-26-20(33-21)23-14-8-10-28(12-14)17-5-4-9-22-25-17/h4-7,9,11,14,18H,8,10,12H2,1-3H3,(H,23,26)(H,24,27,29)/t14-,18+/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278401
PNG
((2R)-2-Methoxy-2-phenyl-N-[5-[[(3R)-1-pyridazin-3-...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C19H21N7O2S/c1-28-16(13-6-3-2-4-7-13)17(27)22-19-25-24-18(29-19)21-14-9-11-26(12-14)15-8-5-10-20-23-15/h2-8,10,14,16H,9,11-12H2,1H3,(H,21,24)(H,22,25,27)/t14-,16-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278460
PNG
(US10040788, Example 35(b) | US10294221, Example 35...)
Show SMILES CCO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(F)cc1 |r|
Show InChI InChI=1S/C19H21FN8O2S/c1-2-30-15(12-3-5-13(20)6-4-12)16(29)24-19-27-26-18(31-19)23-14-7-10-28(11-14)17-21-8-9-22-25-17/h3-6,8-9,14-15H,2,7,10-11H2,1H3,(H,23,26)(H,24,27,29)/t14-,15+/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278436
PNG
(US10040788, Example 23(a) | US10294221, Example 23...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cncnn2)s1)c1cccc(OC(F)F)c1 |r|
Show InChI InChI=1S/C19H20F2N8O3S/c1-31-15(11-3-2-4-13(7-11)32-17(20)21)16(30)25-19-28-27-18(33-19)24-12-5-6-29(9-12)14-8-22-10-23-26-14/h2-4,7-8,10,12,15,17H,5-6,9H2,1H3,(H,24,27)(H,25,28,30)/t12-,15+/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM387849
PNG
(US10294221, Example 21(a))
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cncnn2)s1)c1cccc(OC)c1 |r|
Show InChI InChI=1S/C19H22N8O3S/c1-29-14-5-3-4-12(8-14)16(30-2)17(28)23-19-26-25-18(31-19)22-13-6-7-27(10-13)15-9-20-11-21-24-15/h3-5,8-9,11,13,16H,6-7,10H2,1-2H3,(H,22,25)(H,23,26,28)/t13-,16-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278423
PNG
((2R)-2-(4-Fluoro-3-methoxy-phenyl)-2-methoxy-N-[5-...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(F)c(OC)c1 |r|
Show InChI InChI=1S/C20H22FN7O3S/c1-30-15-10-12(5-6-14(15)21)17(31-2)18(29)24-20-27-26-19(32-20)23-13-7-9-28(11-13)16-4-3-8-22-25-16/h3-6,8,10,13,17H,7,9,11H2,1-2H3,(H,23,26)(H,24,27,29)/t13-,17-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278420
PNG
((2S)-2-Ethoxy-2-(4-fluorophenyl)-N-[5-[[(3R)-1-pyr...)
Show SMILES CCO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2cccnn2)s1)c1ccc(F)cc1 |r|
Show InChI InChI=1S/C20H22FN7O2S/c1-2-30-17(13-5-7-14(21)8-6-13)18(29)24-20-27-26-19(31-20)23-15-9-11-28(12-15)16-4-3-10-22-25-16/h3-8,10,15,17H,2,9,11-12H2,1H3,(H,23,26)(H,24,27,29)/t15-,17-/m1/s1
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Bristol-Myers Squibb Company



Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278412
PNG
((2R)-2-Methoxy-N-[5-[[(3R)-1-(1,2,4-triazin-3-yl)p...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1cccc(OC(F)(F)F)c1 |r|
Show InChI InChI=1S/C19H19F3N8O3S/c1-32-14(11-3-2-4-13(9-11)33-19(20,21)22)15(31)26-18-29-28-17(34-18)25-12-5-8-30(10-12)16-23-6-7-24-27-16/h2-4,6-7,9,12,14H,5,8,10H2,1H3,(H,25,28)(H,26,29,31)/t12-,14-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278407
PNG
((2S)-2-[3-(Difluoromethoxy)phenyl]-2-methoxy-N-[5-...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1cccc(OC(F)F)c1 |r|
Show InChI InChI=1S/C19H20F2N8O3S/c1-31-14(11-3-2-4-13(9-11)32-16(20)21)15(30)25-19-28-27-18(33-19)24-12-5-8-29(10-12)17-22-6-7-23-26-17/h2-4,6-7,9,12,14,16H,5,8,10H2,1H3,(H,24,27)(H,25,28,30)/t12-,14+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278408
PNG
((2R)-2-[3-(Difluoromethoxy)phenyl]-2-methoxy-N-[5-...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1cccc(OC(F)F)c1 |r|
Show InChI InChI=1S/C19H20F2N8O3S/c1-31-14(11-3-2-4-13(9-11)32-16(20)21)15(30)25-19-28-27-18(33-19)24-12-5-8-29(10-12)17-22-6-7-23-26-17/h2-4,6-7,9,12,14,16H,5,8,10H2,1H3,(H,24,27)(H,25,28,30)/t12-,14-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM387861
PNG
(US10294221, Example 27(b))
Show SMILES CCO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1cccc(OC)c1 |r|
Show InChI InChI=1S/C20H24N8O3S/c1-3-31-16(13-5-4-6-15(11-13)30-2)17(29)24-20-27-26-19(32-20)23-14-7-10-28(12-14)18-21-8-9-22-25-18/h4-6,8-9,11,14,16H,3,7,10,12H2,1-2H3,(H,23,26)(H,24,27,29)/t14-,16+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278404
PNG
((2R)-2-Methoxy-2-(3-methoxyphenyl)-N-[5-[[(3R)-1-(...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1cccc(OC)c1 |r|
Show InChI InChI=1S/C19H22N8O3S/c1-29-14-5-3-4-12(10-14)15(30-2)16(28)23-19-26-25-18(31-19)22-13-6-9-27(11-13)17-20-7-8-21-24-17/h3-5,7-8,10,13,15H,6,9,11H2,1-2H3,(H,22,25)(H,23,26,28)/t13-,15-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278448
PNG
(US10040788, Example 29(b) | US10294221, Example 29...)
Show SMILES CCO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(OC)cc1 |r|
Show InChI InChI=1S/C20H24N8O3S/c1-3-31-16(13-4-6-15(30-2)7-5-13)17(29)24-20-27-26-19(32-20)23-14-8-11-28(12-14)18-21-9-10-22-25-18/h4-7,9-10,14,16H,3,8,11-12H2,1-2H3,(H,23,26)(H,24,27,29)/t14-,16+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278458
PNG
(US10040788, Example 34(b) | US10294221, Example 34...)
Show SMILES CCO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C19H22N8O2S/c1-2-29-15(13-6-4-3-5-7-13)16(28)23-19-26-25-18(30-19)22-14-8-11-27(12-14)17-20-9-10-21-24-17/h3-7,9-10,14-15H,2,8,11-12H2,1H3,(H,22,25)(H,23,26,28)/t14-,15+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278399
PNG
((2R)-2-Methoxy-2-phenyl-N-[5-[[(3R)-1-(1,2,4-triaz...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccccc1 |r|
Show InChI InChI=1S/C18H20N8O2S/c1-28-14(12-5-3-2-4-6-12)15(27)22-18-25-24-17(29-18)21-13-7-10-26(11-13)16-19-8-9-20-23-16/h2-6,8-9,13-14H,7,10-11H2,1H3,(H,21,24)(H,22,25,27)/t13-,14-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278459
PNG
(US10040788, Example 35(a) | US10294221, Example 35...)
Show SMILES CCO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(F)cc1 |r|
Show InChI InChI=1S/C19H21FN8O2S/c1-2-30-15(12-3-5-13(20)6-4-12)16(29)24-19-27-26-18(31-19)23-14-7-10-28(11-14)17-21-8-9-22-25-17/h3-6,8-9,14-15H,2,7,10-11H2,1H3,(H,23,26)(H,24,27,29)/t14-,15-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278456
PNG
(US10040788, Example 33(b) | US10294221, Example 33...)
Show SMILES CCO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(F)c(OC)c1 |r|
Show InChI InChI=1S/C20H23FN8O3S/c1-3-32-16(12-4-5-14(21)15(10-12)31-2)17(30)25-20-28-27-19(33-20)24-13-6-9-29(11-13)18-22-7-8-23-26-18/h4-5,7-8,10,13,16H,3,6,9,11H2,1-2H3,(H,24,27)(H,25,28,30)/t13-,16+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM50172240
PNG
(CHEMBL3808882 | US10040788, Example 17(a) | US1029...)
Show SMILES CO[C@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(F)cc1 |r|
Show InChI InChI=1S/C18H19FN8O2S/c1-29-14(11-2-4-12(19)5-3-11)15(28)23-18-26-25-17(30-18)22-13-6-9-27(10-13)16-20-7-8-21-24-16/h2-5,7-8,13-14H,6,9-10H2,1H3,(H,22,25)(H,23,26,28)/t13-,14+/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278441
PNG
(US10040788, Example 26(a) | US10294221, Example 26...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(OC)c(OC)c1 |r|
Show InChI InChI=1S/C20H24N8O4S/c1-30-14-5-4-12(10-15(14)31-2)16(32-3)17(29)24-20-27-26-19(33-20)23-13-6-9-28(11-13)18-21-7-8-22-25-18/h4-5,7-8,10,13,16H,6,9,11H2,1-3H3,(H,23,26)(H,24,27,29)/t13-,16-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
Glutaminase kidney isoform, mitochondrial


(Homo sapiens (Human))		BDBM278453
PNG
(US10040788, Example 32(a) | US10294221, Example 32...)
Show SMILES CO[C@@H](C(=O)Nc1nnc(N[C@@H]2CCN(C2)c2nccnn2)s1)c1ccc(F)c(OC)c1 |r|
Show InChI InChI=1S/C19H21FN8O3S/c1-30-14-9-11(3-4-13(14)20)15(31-2)16(29)24-19-27-26-18(32-19)23-12-5-8-28(10-12)17-21-6-7-22-25-17/h3-4,6-7,9,12,15H,5,8,10H2,1-2H3,(H,23,26)(H,24,27,29)/t12-,15-/m1/s1
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Assay Description
A Glutamate Oxidase/AmplexRed coupled assay was used to measure the ability of compounds to bind to and inhibit the activity of GLS1 in vitro. 6His t...

Bioorg Med Chem Lett 18: 1577-82 (2008)


BindingDB Entry DOI: 10.7270/Q2MK6G78
More data for this
Ligand-Target Pair
* indicates data uncertainty>20%