CodeOJX
Name5-methyl-4-oxidanyl-pyrazin-4-ium-2-carboxylic acid
Synonyms
Identifier5-methyl-4-oxidanyl-pyrazin-4-ium-2-carboxylic acid
FormulaC6 H7 N2 O3
Molecular Weight155.131
SMILESCc1cnc(c[n+]1O)C(=O)O
PubChem59806020
Formal Charge1
Total Atoms18
Total Chiral Atoms0
Total Bonds18
Total Aromatic Bonds6
Networks4
 missing image

This ligand is also present in the following 4 networks:
Show PDB Class SubFamily Type SubType Species Orthosteric Ligand Other Ligand(s) Protein Partners Resolution Date DOI
8I7V A Alicarboxylic acid Hydroxycarboxylic acid HCA2 Homo Sapiens Acipimox - Gi1/Beta1/Gamma2 2.77 2024-02-07 10.1038/s41467-023-42764-8

A 2D representation of the interactions of OJX in 8I7V
colored according to ConSurf Conservation Grade (See documentation): 

 n/a   1    2    3    4    5    6    7    8    9  

(Click to enlarge 🔍)
Node1 Node2 LinkStrength Comm IsNode1Hub? IsNode2Hub? Node1Cons Node2Cons Node1Shell Node2Shell
R:R:R22 R:R:W91 5 0 No Yes 3 4 2 1
R:R:I26 R:R:L30 4.28 2 Yes Yes 5 5 2 2
R:R:I26 R:R:Y87 3.63 2 Yes Yes 5 6 2 1
R:R:I26 R:R:W91 7.05 2 Yes Yes 5 4 2 1
R:R:L30 R:R:Y87 10.55 2 Yes Yes 5 6 2 1
R:R:E37 R:R:L34 3.98 0 Yes Yes 7 8 2 2
R:R:L34 R:R:Y87 2.34 0 Yes Yes 8 6 2 1
R:R:E37 R:R:Y284 3.37 0 Yes Yes 7 7 2 1
R:R:L76 R:R:L80 2.77 2 Yes No 7 8 2 2
R:R:L107 R:R:L76 4.15 2 Yes Yes 6 7 1 2
R:R:L76 R:R:Y284 7.03 2 Yes Yes 7 7 2 1
R:R:C79 R:R:M103 4.86 2 No Yes 6 5 2 2
R:R:C79 R:R:L107 4.76 2 No Yes 6 6 2 1
R:R:L80 R:R:Y284 5.86 2 No Yes 8 7 2 1
R:R:L83 R:R:Y87 3.52 2 Yes Yes 6 6 1 1
R:R:L83 R:R:M103 2.83 2 Yes Yes 6 5 1 2
R:R:L107 R:R:L83 4.15 2 Yes Yes 6 6 1 1
R:R:L83 R:R:Y284 3.52 2 Yes Yes 6 7 1 1
L:L:?1 R:R:L83 6.88 2 Yes Yes 0 6 0 1
R:R:N86 R:R:W91 3.39 0 No Yes 5 4 2 1
R:R:W91 R:R:Y87 6.75 2 Yes Yes 4 6 1 1
L:L:?1 R:R:Y87 5.83 2 Yes Yes 0 6 0 1
R:R:L176 R:R:W91 4.56 0 Yes Yes 4 4 2 1
R:R:F277 R:R:W91 6.01 2 No Yes 5 4 1 1
L:L:?1 R:R:W91 2.27 2 Yes Yes 0 4 0 1
R:R:C100 R:R:L104 3.17 2 Yes Yes 9 5 2 1
R:R:C100 R:R:M167 3.24 2 Yes Yes 9 3 2 2
R:R:C100 R:R:C177 7.28 2 Yes No 9 9 2 2
R:R:L107 R:R:M103 4.24 2 Yes Yes 6 5 1 2
R:R:L104 R:R:M167 4.24 2 Yes Yes 5 3 1 2
R:R:C177 R:R:L104 3.17 2 No Yes 9 5 2 1
R:R:L104 R:R:S179 3 2 Yes No 5 4 1 1
L:L:?1 R:R:L104 4.13 2 Yes Yes 0 5 0 1
R:R:L107 R:R:Y284 4.69 2 Yes Yes 6 7 1 1
L:L:?1 R:R:L107 12.39 2 Yes Yes 0 6 0 1
R:R:I115 R:R:R111 2.51 2 Yes Yes 8 8 2 1
R:R:F180 R:R:R111 2.14 2 Yes Yes 3 8 1 1
R:R:F193 R:R:R111 3.21 2 Yes Yes 6 8 2 1
R:R:E196 R:R:R111 3.49 2 Yes Yes 5 8 2 1
R:R:F244 R:R:R111 2.14 2 Yes Yes 8 8 2 1
R:R:R111 R:R:T283 7.76 2 Yes Yes 8 8 1 2
R:R:R111 R:R:Y284 4.12 2 Yes Yes 8 7 1 1
L:L:?1 R:R:R111 13.29 2 Yes Yes 0 8 0 1
R:R:E196 R:R:I115 5.47 2 Yes Yes 5 8 2 2
R:R:F244 R:R:I115 7.54 2 Yes Yes 8 8 2 2
R:R:H189 R:R:S179 9.76 2 Yes No 5 4 2 1
L:L:?1 R:R:S179 7.47 2 Yes No 0 4 0 1
R:R:F180 R:R:H189 13.58 2 Yes Yes 3 5 1 2
R:R:F180 R:R:F193 13.93 2 Yes Yes 3 6 1 2
R:R:F180 R:R:R251 6.41 2 Yes Yes 3 5 1 2
R:R:F180 R:R:F276 9.65 2 Yes Yes 3 4 1 2
R:R:F180 R:R:L280 2.44 2 Yes Yes 3 5 1 1
L:L:?1 R:R:F180 3.63 2 Yes Yes 0 3 0 1
R:R:E196 R:R:F193 2.33 2 Yes Yes 5 6 2 2
R:R:F193 R:R:R251 2.14 2 Yes Yes 6 5 2 2
R:R:F193 R:R:F276 2.14 2 Yes Yes 6 4 2 2
R:R:F244 R:R:T283 7.78 2 Yes Yes 8 8 2 2
R:R:F276 R:R:R251 11.76 2 Yes Yes 4 5 2 2
R:R:D273 R:R:F277 8.36 0 No No 4 5 2 1
R:R:F276 R:R:L280 2.44 2 Yes Yes 4 5 2 1
L:L:?1 R:R:F277 6.06 2 Yes No 0 5 0 1
R:R:L280 R:R:T283 2.95 2 Yes Yes 5 8 1 2
R:R:L280 R:R:Y284 3.52 2 Yes Yes 5 7 1 1
L:L:?1 R:R:L280 5.51 2 Yes Yes 0 5 0 1
R:R:T283 R:R:Y284 4.99 2 Yes Yes 8 7 2 1
L:L:?1 R:R:Y284 9.33 2 Yes Yes 0 7 0 1
StatisticsValue
Average Number Of Links11.00
Average Number Of Links With An Hub9.00
Average Interaction Strength6.98
Average Nodes In Shell35.00
Average Hubs In Shell27.00
Average Links In Shell66.00
Average Links Mediated by Hubs In Shell65.00
Physico-chemical properties of the nodes interacting with this ligand (click to enlarge 🔍)
Location of the nodes interacting with this ligand (click to enlarge 🔍)
Show PDB Class SubFamily Type SubType Species Orthosteric Ligand Other Ligand(s) Protein Partners Resolution Date DOI
8IJB A Alicarboxylic acid Hydroxycarboxylic acid HCA2 Homo Sapiens Acipimox - Gi1/Beta1/Gamma2 3.23 2024-01-03 10.1038/s41421-023-00610-7

A 2D representation of the interactions of OJX in 8IJB
colored according to ConSurf Conservation Grade (See documentation): 

 n/a   1    2    3    4    5    6    7    8    9  

(Click to enlarge 🔍)
Node1 Node2 LinkStrength Comm IsNode1Hub? IsNode2Hub? Node1Cons Node2Cons Node1Shell Node2Shell
R:R:E37 R:R:Y284 8.98 2 Yes Yes 7 7 2 1
R:R:L76 R:R:Y284 3.52 0 No Yes 7 7 2 1
R:R:L80 R:R:Y284 11.72 0 No Yes 8 7 2 1
R:R:L83 R:R:N86 2.75 2 Yes No 6 5 1 2
R:R:L83 R:R:Y87 17.58 2 Yes Yes 6 6 1 2
R:R:L83 R:R:M103 4.24 2 Yes No 6 5 1 2
R:R:L107 R:R:L83 2.77 2 No Yes 6 6 1 1
L:L:?1 R:R:L83 6.38 2 Yes Yes 0 6 0 1
R:R:C100 R:R:L104 3.17 2 Yes Yes 9 5 2 1
R:R:L104 R:R:R101 7.29 2 Yes Yes 5 6 1 2
R:R:L104 R:R:M103 2.83 2 Yes No 5 5 1 2
R:R:L107 R:R:M103 5.65 2 No No 6 5 1 2
R:R:L104 R:R:S179 7.51 2 Yes Yes 5 4 1 1
L:L:?1 R:R:L104 5.1 2 Yes Yes 0 5 0 1
L:L:?1 R:R:L107 17.86 2 Yes No 0 6 0 1
R:R:E196 R:R:R111 4.65 2 Yes No 5 8 2 1
R:R:R111 R:R:T283 7.76 0 No No 8 8 1 2
L:L:?1 R:R:R111 11.2 2 Yes No 0 8 0 1
L:L:?1 R:R:S178 4.15 2 Yes No 0 4 0 1
R:R:F180 R:R:S179 7.93 2 No Yes 3 4 1 1
R:R:H189 R:R:S179 4.18 2 Yes Yes 5 4 2 1
L:L:?1 R:R:S179 11.07 2 Yes Yes 0 4 0 1
R:R:F180 R:R:F276 4.29 2 No Yes 3 4 1 2
L:L:?1 R:R:F180 10.11 2 Yes No 0 3 0 1
L:L:?1 R:R:Y284 8.65 2 Yes Yes 0 7 0 1
R:R:S178 R:R:S181 1.63 0 No No 4 4 1 2
L:L:?1 R:R:F277 1.12 2 Yes No 0 5 0 1
StatisticsValue
Average Number Of Links9.00
Average Number Of Links With An Hub4.00
Average Interaction Strength8.40
Average Nodes In Shell23.00
Average Hubs In Shell12.00
Average Links In Shell27.00
Average Links Mediated by Hubs In Shell24.00
Physico-chemical properties of the nodes interacting with this ligand (click to enlarge 🔍)
Location of the nodes interacting with this ligand (click to enlarge 🔍)
Show PDB Class SubFamily Type SubType Species Orthosteric Ligand Other Ligand(s) Protein Partners Resolution Date DOI
8JER A Alicarboxylic acid Hydroxycarboxylic acid HCA2 Homo Sapiens Acipimox - Go/Beta1/Gamma2 3.45 2024-03-06 10.1038/s41467-024-46239-2

A 2D representation of the interactions of OJX in 8JER
colored according to ConSurf Conservation Grade (See documentation): 

 n/a   1    2    3    4    5    6    7    8    9  

(Click to enlarge 🔍)
Node1 Node2 LinkStrength Comm IsNode1Hub? IsNode2Hub? Node1Cons Node2Cons Node1Shell Node2Shell
R:R:L30 R:R:Y87 11.72 0 Yes Yes 5 6 2 1
R:R:L34 R:R:Y87 3.52 5 Yes Yes 8 6 2 1
R:R:L34 R:R:S281 3 5 Yes No 8 6 2 2
R:R:L34 R:R:Y284 2.34 5 Yes Yes 8 7 2 1
R:R:E37 R:R:S281 2.87 5 Yes No 7 6 2 2
R:R:E37 R:R:Y284 4.49 5 Yes Yes 7 7 2 1
R:R:L107 R:R:L76 2.77 5 Yes No 6 7 1 2
R:R:L76 R:R:Y284 2.34 0 No Yes 7 7 2 1
R:R:C79 R:R:L107 6.35 0 No Yes 6 6 2 1
R:R:L80 R:R:Y284 8.21 0 No Yes 8 7 2 1
R:R:L83 R:R:Y87 2.34 0 Yes Yes 6 6 2 1
R:R:L107 R:R:L83 4.15 5 Yes Yes 6 6 1 2
R:R:L83 R:R:Y284 2.34 0 Yes Yes 6 7 2 1
R:R:W91 R:R:Y87 2.89 5 Yes Yes 4 6 2 1
R:R:F277 R:R:Y87 6.19 5 Yes Yes 5 6 1 1
L:L:?1 R:R:Y87 4.2 5 Yes Yes 0 6 0 1
R:R:F277 R:R:W91 6.01 5 Yes Yes 5 4 1 2
R:R:L104 R:R:S179 6.01 5 No No 5 4 1 1
L:L:?1 R:R:L104 6.2 5 Yes No 0 5 0 1
R:R:L107 R:R:R111 3.64 5 Yes Yes 6 8 1 1
L:L:?1 R:R:L107 7.44 5 Yes Yes 0 6 0 1
R:R:F180 R:R:R111 5.34 5 Yes Yes 3 8 1 1
R:R:F193 R:R:R111 2.14 5 Yes Yes 6 8 2 1
R:R:R111 R:R:T283 5.17 5 Yes Yes 8 8 1 2
L:L:?1 R:R:R111 11.97 5 Yes Yes 0 8 0 1
L:L:?1 R:R:S178 4.04 5 Yes No 0 4 0 1
R:R:H189 R:R:S179 2.79 0 Yes No 5 4 2 1
L:L:?1 R:R:S179 5.38 5 Yes No 0 4 0 1
R:R:F180 R:R:H189 7.92 5 Yes Yes 3 5 1 2
R:R:F180 R:R:F193 7.5 5 Yes Yes 3 6 1 2
R:R:F180 R:R:R251 10.69 5 Yes Yes 3 5 1 2
R:R:F180 R:R:F276 9.65 5 Yes Yes 3 4 1 2
R:R:F180 R:R:L280 2.44 5 Yes Yes 3 5 1 1
L:L:?1 R:R:F180 12 5 Yes Yes 0 3 0 1
R:R:F193 R:R:R251 4.28 5 Yes Yes 6 5 2 2
R:R:F276 R:R:R251 2.14 5 Yes Yes 4 5 2 2
R:R:F276 R:R:F277 5.36 5 Yes Yes 4 5 2 1
R:R:F276 R:R:L280 3.65 5 Yes Yes 4 5 2 1
R:R:F277 R:R:L280 2.44 5 Yes Yes 5 5 1 1
L:L:?1 R:R:F277 10.91 5 Yes Yes 0 5 0 1
R:R:L280 R:R:Y284 5.86 5 Yes Yes 5 7 1 1
L:L:?1 R:R:L280 12.4 5 Yes Yes 0 5 0 1
R:R:S281 R:R:Y284 2.54 5 No Yes 6 7 2 1
R:R:T283 R:R:Y284 7.49 0 Yes Yes 8 7 2 1
L:L:?1 R:R:Y284 7.35 5 Yes Yes 0 7 0 1
StatisticsValue
Average Number Of Links10.00
Average Number Of Links With An Hub7.00
Average Interaction Strength8.19
Average Nodes In Shell25.00
Average Hubs In Shell18.00
Average Links In Shell45.00
Average Links Mediated by Hubs In Shell44.00
Physico-chemical properties of the nodes interacting with this ligand (click to enlarge 🔍)
Location of the nodes interacting with this ligand (click to enlarge 🔍)
Show PDB Class SubFamily Type SubType Species Orthosteric Ligand Other Ligand(s) Protein Partners Resolution Date DOI
8K5C A Alicarboxylic acid Hydroxycarboxylic acid HCA2 Homo Sapiens Acipimox - - 3.13 2023-11-22  10.1038/s41467-023-42764-8

A 2D representation of the interactions of OJX in 8K5C
colored according to ConSurf Conservation Grade (See documentation): 

 n/a   1    2    3    4    5    6    7    8    9  

(Click to enlarge 🔍)
Node1 Node2 LinkStrength Comm IsNode1Hub? IsNode2Hub? Node1Cons Node2Cons Node1Shell Node2Shell
R:R:I26 R:R:L30 4.28 1 No Yes 5 5 2 2
R:R:I26 R:R:Y87 3.63 1 No Yes 5 6 2 1
R:R:I26 R:R:W91 7.05 1 No Yes 5 4 2 2
R:R:L30 R:R:Y87 10.55 1 Yes Yes 5 6 2 1
R:R:E37 R:R:Y284 3.37 0 Yes Yes 7 7 2 1
R:R:L107 R:R:L76 4.15 1 Yes No 6 7 1 2
R:R:L76 R:R:Y284 7.03 1 No Yes 7 7 2 1
R:R:C79 R:R:M103 4.86 1 No No 6 5 2 2
R:R:C79 R:R:L107 4.76 1 No Yes 6 6 2 1
R:R:L80 R:R:Y284 5.86 0 No Yes 8 7 2 1
R:R:L83 R:R:Y87 3.52 1 Yes Yes 6 6 1 1
R:R:L107 R:R:L83 4.15 1 Yes Yes 6 6 1 1
R:R:L83 R:R:Y284 3.52 1 Yes Yes 6 7 1 1
L:L:?1 R:R:L83 6.88 1 Yes Yes 0 6 0 1
R:R:W91 R:R:Y87 6.75 1 Yes Yes 4 6 2 1
L:L:?1 R:R:Y87 5.83 1 Yes Yes 0 6 0 1
R:R:F277 R:R:W91 6.01 0 No Yes 5 4 1 2
R:R:C100 R:R:L104 3.17 1 Yes Yes 9 5 2 1
R:R:C100 R:R:M167 3.24 1 Yes Yes 9 3 2 2
R:R:C100 R:R:C177 7.28 1 Yes No 9 9 2 2
R:R:L107 R:R:M103 4.24 1 Yes No 6 5 1 2
R:R:L104 R:R:M167 4.24 1 Yes Yes 5 3 1 2
R:R:C177 R:R:L104 3.17 1 No Yes 9 5 2 1
R:R:L104 R:R:S179 3 1 Yes No 5 4 1 1
L:L:?1 R:R:L104 4.13 1 Yes Yes 0 5 0 1
R:R:L107 R:R:Y284 4.69 1 Yes Yes 6 7 1 1
L:L:?1 R:R:L107 12.39 1 Yes Yes 0 6 0 1
R:R:F193 R:R:R111 3.21 0 No Yes 6 8 2 1
R:R:E196 R:R:R111 3.49 1 Yes Yes 5 8 2 1
R:R:R111 R:R:T283 7.76 1 Yes Yes 8 8 1 2
R:R:R111 R:R:Y284 4.12 1 Yes Yes 8 7 1 1
L:L:?1 R:R:R111 13.29 1 Yes Yes 0 8 0 1
R:R:H189 R:R:S179 9.76 1 Yes No 5 4 2 1
L:L:?1 R:R:S179 7.47 1 Yes No 0 4 0 1
R:R:F180 R:R:H189 13.58 1 Yes Yes 3 5 1 2
R:R:F180 R:R:F193 13.93 1 Yes No 3 6 1 2
R:R:F180 R:R:R251 6.41 1 Yes Yes 3 5 1 2
R:R:F180 R:R:F276 9.65 1 Yes No 3 4 1 2
L:L:?1 R:R:F180 3.63 1 Yes Yes 0 3 0 1
R:R:F276 R:R:R251 11.76 1 No Yes 4 5 2 2
R:R:D273 R:R:F277 8.36 0 No No 4 5 2 1
L:L:?1 R:R:F277 6.06 1 Yes No 0 5 0 1
R:R:L280 R:R:T283 2.95 1 No Yes 5 8 1 2
R:R:L280 R:R:Y284 3.52 1 No Yes 5 7 1 1
L:L:?1 R:R:L280 5.51 1 Yes No 0 5 0 1
R:R:T283 R:R:Y284 4.99 1 Yes Yes 8 7 2 1
L:L:?1 R:R:Y284 9.33 1 Yes Yes 0 7 0 1
StatisticsValue
Average Number Of Links10.00
Average Number Of Links With An Hub7.00
Average Interaction Strength7.45
Average Nodes In Shell29.00
Average Hubs In Shell17.00
Average Links In Shell47.00
Average Links Mediated by Hubs In Shell45.00
Physico-chemical properties of the nodes interacting with this ligand (click to enlarge 🔍)
Location of the nodes interacting with this ligand (click to enlarge 🔍)
StatisticsValue
Average Number Of Links10.00
Average Number Of Links With An Hub6.75
Average Interaction Strength7.76
Average Nodes In Shell28.00
Average Hubs In Shell18.50
Average Links In Shell46.25
Average Links Mediated by Hubs In Shell44.50

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Physico-chemical properties of the nodes interacting with this ligand

(Click to enlarge 🔍)

missing image


Location of the nodes interacting with this ligand

(Click to enlarge 🔍)