CodeADN
NameAdenosine
Synonyms9-beta-D-Ribofuranosidoadenine
Identifier(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
FormulaC10 H13 N5 O4
Molecular Weight267.241
SMILESc1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
PubChem60961
Formal Charge0
Total Atoms32
Total Chiral Atoms4
Total Bonds34
Total Aromatic Bonds10
Networks5
 missing image

This ligand is also present in the following 5 networks:
Show PDB Class SubFamily Type SubType Species Orthosteric Ligand Other Ligand(s) Protein Partners Resolution Date DOI
2YDO A Nucleotide Adenosine A2A Homo sapiens Adenosine - - 3 2011-05-18 10.1038/nature10136

A 2D representation of the interactions of ADN in 2YDO
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:E13 R:R:Y9 11.22 1 Yes Yes 6 5 2 2
R:R:I274 R:R:Y9 3.63 1 No Yes 4 5 1 2
R:R:E13 R:R:I60 4.1 1 Yes Yes 6 6 2 2
R:R:E13 R:R:H278 12.31 1 Yes Yes 6 6 2 1
R:R:H278 R:R:I60 5.3 1 Yes Yes 6 6 1 2
L:L:?1 R:R:V84 3.93 1 Yes No 0 6 0 1
R:R:F168 R:R:L85 4.87 0 Yes No 4 4 1 2
R:R:T88 R:R:W246 4.85 1 No Yes 6 8 1 1
L:L:?1 R:R:T88 5.83 1 Yes No 0 6 0 1
R:R:F242 R:R:I92 10.05 1 Yes No 9 7 2 2
R:R:I92 R:R:W246 9.4 1 No Yes 7 8 2 1
R:R:F168 R:R:V172 13.11 0 Yes No 4 3 1 2
R:R:F168 R:R:M177 3.73 0 Yes Yes 4 6 1 2
L:L:?1 R:R:F168 38.52 1 Yes Yes 0 4 0 1
R:R:E169 R:R:H264 8.62 0 No No 3 2 1 2
L:L:?1 R:R:E169 6.11 1 Yes No 0 3 0 1
R:R:M174 R:R:N253 8.41 0 No No 4 5 2 1
R:R:M177 R:R:N253 5.61 2 Yes No 6 5 2 1
R:R:V186 R:R:W246 6.13 1 No Yes 7 8 2 1
R:R:H250 R:R:V186 8.3 1 No No 6 7 2 2
R:R:F242 R:R:W246 11.02 1 Yes Yes 9 8 2 1
R:R:F242 R:R:N280 4.83 1 Yes Yes 9 9 2 2
R:R:H250 R:R:W246 3.17 1 No Yes 6 8 2 1
R:R:S277 R:R:W246 7.41 1 No Yes 7 8 1 1
R:R:N280 R:R:W246 11.3 1 Yes Yes 9 8 2 1
L:L:?1 R:R:W246 6 1 Yes Yes 0 8 0 1
R:R:A273 R:R:L249 4.73 0 No No 6 5 2 1
L:L:?1 R:R:L249 11.86 1 Yes No 0 5 0 1
L:L:?1 R:R:N253 8.14 1 Yes No 0 5 0 1
R:R:H278 R:R:I274 3.98 1 Yes No 6 4 1 1
L:L:?1 R:R:I274 7.52 1 Yes No 0 4 0 1
R:R:H278 R:R:S277 8.37 1 Yes No 6 7 1 1
L:L:?1 R:R:S277 4.95 1 Yes No 0 7 0 1
L:L:?1 R:R:H278 10.17 1 Yes Yes 0 6 0 1
R:R:A63 R:R:H278 2.93 0 No Yes 5 6 2 1
R:R:A81 R:R:F168 2.77 0 No Yes 5 4 2 1
R:R:F168 R:R:I66 2.51 0 Yes No 4 4 1 2
StatisticsValue
Average Number Of Links10.00
Average Number Of Links With An Hub3.00
Average Interaction Strength10.30
Average Nodes In Shell28.00
Average Hubs In Shell10.00
Average Links In Shell37.00
Average Links Mediated by Hubs In Shell33.00
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
6D9H A Nucleotide Adenosine A1 Homo sapiens Adenosine - Gi2/Beta1/Gamma2 3.6 2018-06-20 10.1038/s41586-018-0236-6

A 2D representation of the interactions of ADN in 6D9H
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:E16 R:R:I63 8.2 3 Yes Yes 6 6 2 2
R:R:E16 R:R:H278 14.77 3 Yes Yes 6 7 2 1
R:R:V62 R:R:V87 4.81 0 Yes No 6 6 2 1
R:R:H278 R:R:V62 4.15 3 Yes Yes 7 6 1 2
R:R:H278 R:R:I63 3.98 3 Yes Yes 7 6 1 2
L:L:?1 R:R:V87 6.87 3 Yes No 0 6 0 1
R:R:T91 R:R:W247 3.64 0 No Yes 6 8 1 2
L:L:?1 R:R:T91 8.74 3 Yes No 0 6 0 1
R:R:E170 R:R:E172 6.34 0 No No 4 4 2 1
R:R:F171 R:R:I175 3.77 0 No No 4 3 1 2
L:L:?1 R:R:F171 24.08 3 Yes No 0 4 0 1
L:L:?1 R:R:E172 10.48 3 Yes No 0 4 0 1
R:R:M180 R:R:N184 5.61 0 No No 5 5 1 2
L:L:?1 R:R:M180 5.59 3 Yes No 0 5 0 1
R:R:T277 R:R:W247 3.64 3 No Yes 7 8 1 2
R:R:A273 R:R:L250 4.73 0 No No 5 6 2 1
R:R:L250 R:R:T277 7.37 3 No No 6 7 1 1
L:L:?1 R:R:L250 12.77 3 Yes No 0 6 0 1
L:L:?1 R:R:N254 9.95 3 Yes No 0 5 0 1
R:R:H278 R:R:I274 3.98 3 Yes No 7 5 1 2
L:L:?1 R:R:T277 3.89 3 Yes No 0 7 0 1
L:L:?1 R:R:H278 4.24 3 Yes Yes 0 7 0 1
R:R:A66 R:R:H278 2.93 0 No Yes 7 7 2 1
R:R:M177 R:R:N254 2.8 0 No No 3 5 2 1
R:R:A84 R:R:F171 2.77 0 No No 4 4 2 1
StatisticsValue
Average Number Of Links9.00
Average Number Of Links With An Hub1.00
Average Interaction Strength9.62
Average Nodes In Shell22.00
Average Hubs In Shell6.00
Average Links In Shell25.00
Average Links Mediated by Hubs In Shell18.00
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
7LD3 A Nucleotide Adenosine A1 Homo sapiens Adenosine PubChem 25263603 Gi2/Beta1/Gamma2 3.2 2021-09-08 10.1038/s41586-021-03897-2

A 2D representation of the interactions of ADN in 7LD3
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:E16 R:R:Y12 14.59 1 Yes Yes 6 5 2 2
R:R:I274 R:R:Y12 6.04 1 No Yes 5 5 1 2
R:R:E16 R:R:I63 9.56 1 Yes Yes 6 6 2 2
R:R:E16 R:R:H278 14.77 1 Yes Yes 6 7 2 1
R:R:V62 R:R:V87 4.81 0 Yes No 6 6 2 1
R:R:H278 R:R:V62 4.15 1 Yes Yes 7 6 1 2
R:R:H278 R:R:I63 3.98 1 Yes Yes 7 6 1 2
R:R:A66 R:R:H278 4.39 0 No Yes 7 7 2 1
R:R:F171 R:R:I69 5.02 1 Yes No 4 3 1 2
L:L:?1 R:R:V87 6.87 1 Yes No 0 6 0 1
R:R:L88 R:R:P142 3.28 1 Yes Yes 4 4 1 2
R:R:F171 R:R:L88 4.87 1 Yes Yes 4 4 1 1
R:R:L88 R:R:Y179 4.69 1 Yes Yes 4 6 1 2
R:R:L88 R:R:M180 4.24 1 Yes Yes 4 5 1 1
L:L:?1 R:R:L88 3.65 1 Yes Yes 0 4 0 1
R:R:T91 R:R:W247 4.85 0 No Yes 6 8 1 2
L:L:?1 R:R:T91 6.8 1 Yes No 0 6 0 1
R:R:I175 R:R:P142 3.39 1 Yes Yes 3 4 2 2
R:R:P142 R:R:Y179 9.74 1 Yes Yes 4 6 2 2
R:R:F171 R:R:I175 7.54 1 Yes Yes 4 3 1 2
L:L:?1 R:R:F171 23.28 1 Yes Yes 0 4 0 1
L:L:?1 R:R:E172 7.86 1 Yes No 0 4 0 1
R:R:I175 R:R:Y179 3.63 1 Yes Yes 3 6 2 2
R:R:M177 R:R:M180 4.33 1 No Yes 3 5 2 1
R:R:M177 R:R:N254 5.61 1 No No 3 5 2 1
R:R:M180 R:R:N184 5.61 1 Yes No 5 5 1 2
R:R:M180 R:R:N254 8.41 1 Yes No 5 5 1 1
L:L:?1 R:R:M180 3.73 1 Yes Yes 0 5 0 1
R:R:T277 R:R:W247 8.49 1 No Yes 7 8 1 2
R:R:A273 R:R:L250 3.15 0 No Yes 5 6 2 1
R:R:I274 R:R:L250 2.85 1 No Yes 5 6 1 1
R:R:L250 R:R:T277 7.37 1 Yes No 6 7 1 1
L:L:?1 R:R:L250 16.42 1 Yes Yes 0 6 0 1
R:R:K265 R:R:L253 5.64 1 Yes No 3 4 2 2
R:R:L253 R:R:T270 2.95 1 No No 4 4 2 1
L:L:?1 R:R:N254 9.95 1 Yes No 0 5 0 1
R:R:K265 R:R:T270 6.01 1 Yes No 3 4 2 1
L:L:?1 R:R:I274 4.7 1 Yes No 0 5 0 1
L:L:?1 R:R:T277 4.86 1 Yes No 0 7 0 1
L:L:?1 R:R:H278 10.17 1 Yes Yes 0 7 0 1
L:L:?1 R:R:T270 1.94 1 Yes No 0 4 0 1
StatisticsValue
Average Number Of Links12.00
Average Number Of Links With An Hub5.00
Average Interaction Strength8.35
Average Nodes In Shell28.00
Average Hubs In Shell15.00
Average Links In Shell41.00
Average Links Mediated by Hubs In Shell39.00
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
7LD4 A Nucleotide Adenosine A1 Homo sapiens Adenosine - Gi2/Beta1/Gamma2 3.3 2021-09-08 10.1038/s41586-021-03897-2

A 2D representation of the interactions of ADN in 7LD4
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:E16 R:R:Y12 17.96 3 Yes Yes 6 5 2 2
R:R:I274 R:R:Y12 8.46 3 Yes Yes 5 5 1 2
R:R:E16 R:R:I63 8.2 3 Yes Yes 6 6 2 2
R:R:E16 R:R:H278 12.31 3 Yes Yes 6 7 2 1
R:R:H278 R:R:V62 4.15 3 Yes No 7 6 1 2
R:R:H278 R:R:I63 6.63 3 Yes Yes 7 6 1 2
R:R:A66 R:R:H278 4.39 0 No Yes 7 7 2 1
R:R:F171 R:R:I69 2.51 3 Yes No 4 3 1 2
R:R:A84 R:R:F171 2.77 0 No Yes 4 4 2 1
L:L:?1 R:R:V87 6.87 3 Yes No 0 6 0 1
R:R:L88 R:R:P142 3.28 3 Yes Yes 4 4 1 2
R:R:F171 R:R:L88 4.87 3 Yes Yes 4 4 1 1
R:R:L88 R:R:Y179 5.86 3 Yes Yes 4 6 1 2
R:R:L88 R:R:M180 2.83 3 Yes Yes 4 5 1 2
L:L:?1 R:R:L88 3.65 3 Yes Yes 0 4 0 1
R:R:T91 R:R:W247 3.64 0 No Yes 6 8 1 2
L:L:?1 R:R:T91 11.66 3 Yes No 0 6 0 1
R:R:I175 R:R:P142 5.08 0 Yes Yes 3 4 2 2
R:R:P142 R:R:Y179 12.52 3 Yes Yes 4 6 2 2
R:R:E170 R:R:E172 2.54 0 No No 4 4 2 1
R:R:F171 R:R:I175 11.3 3 Yes Yes 4 3 1 2
L:L:?1 R:R:F171 20.06 3 Yes Yes 0 4 0 1
L:L:?1 R:R:E172 7.86 3 Yes No 0 4 0 1
R:R:I175 R:R:M180 2.92 0 Yes Yes 3 5 2 2
R:R:M177 R:R:M180 4.33 3 No Yes 3 5 2 2
R:R:M177 R:R:N254 4.21 3 No No 3 5 2 1
R:R:M180 R:R:Y179 4.79 3 Yes Yes 5 6 2 2
R:R:M180 R:R:N254 2.8 3 Yes No 5 5 2 1
R:R:T277 R:R:W247 6.06 0 No Yes 7 8 2 2
R:R:A273 R:R:L250 3.15 0 No Yes 5 6 2 1
R:R:I274 R:R:L250 4.28 3 Yes Yes 5 6 1 1
R:R:L250 R:R:T277 7.37 3 Yes No 6 7 1 2
L:L:?1 R:R:L250 10.94 3 Yes Yes 0 6 0 1
L:L:?1 R:R:N254 9.05 3 Yes No 0 5 0 1
R:R:H278 R:R:I274 3.98 3 Yes Yes 7 5 1 1
L:L:?1 R:R:I274 6.58 3 Yes Yes 0 5 0 1
L:L:?1 R:R:H278 6.78 3 Yes Yes 0 7 0 1
StatisticsValue
Average Number Of Links9.00
Average Number Of Links With An Hub5.00
Average Interaction Strength9.27
Average Nodes In Shell26.00
Average Hubs In Shell14.00
Average Links In Shell37.00
Average Links Mediated by Hubs In Shell35.00
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
8HDP A Nucleotide Adenosine A2B Homo sapiens Adenosine - Gs/Beta1/Gamma2 3.2 2023-01-18 10.1038/s41421-022-00503-1

A 2D representation of the interactions of ADN in 8HDP
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:E14 R:R:Y10 23.57 0 No Yes 6 6 2 2
R:R:I276 R:R:Y10 9.67 9 Yes Yes 5 6 1 2
R:R:E14 R:R:H280 8.62 0 No Yes 6 7 2 1
R:R:H280 R:R:I61 7.95 9 Yes Yes 7 6 1 2
R:R:A64 R:R:H280 4.39 0 No Yes 6 7 2 1
R:R:F173 R:R:I67 3.77 9 Yes No 4 4 1 2
R:R:L86 R:R:M182 4.24 0 No Yes 3 4 2 1
R:R:T89 R:R:W247 4.85 0 No Yes 6 7 1 2
L:L:?1 R:R:T89 7.77 9 Yes No 0 6 0 1
R:R:F173 R:R:V177 14.42 9 Yes No 4 3 1 2
R:R:F173 R:R:M182 6.22 9 Yes Yes 4 4 1 1
L:L:?1 R:R:F173 25.68 9 Yes Yes 0 4 0 1
R:R:E174 R:R:M179 4.06 0 No No 5 3 1 2
L:L:?1 R:R:E174 11.35 9 Yes No 0 5 0 1
R:R:M182 R:R:V177 3.04 9 Yes No 4 3 1 2
R:R:M182 R:R:N254 7.01 9 Yes No 4 5 1 1
L:L:?1 R:R:M182 7.45 9 Yes Yes 0 4 0 1
R:R:H251 R:R:N186 6.38 9 Yes No 7 5 1 2
R:R:F187 R:R:V191 3.93 9 Yes No 6 7 2 2
R:R:F187 R:R:H251 14.71 9 Yes Yes 6 7 2 1
R:R:H251 R:R:V191 15.22 9 Yes No 7 7 1 2
R:R:H251 R:R:W247 3.17 9 Yes Yes 7 7 1 2
R:R:S279 R:R:W247 3.71 0 No Yes 7 7 2 2
R:R:H251 R:R:V250 6.92 9 Yes Yes 7 5 1 1
R:R:A275 R:R:V250 3.39 0 No Yes 6 5 2 1
R:R:S279 R:R:V250 8.08 0 No Yes 7 5 2 1
L:L:?1 R:R:V250 12.76 9 Yes Yes 0 5 0 1
L:L:?1 R:R:H251 5.08 9 Yes Yes 0 7 0 1
L:L:?1 R:R:N254 12.67 9 Yes No 0 5 0 1
R:R:H280 R:R:I276 6.63 9 Yes Yes 7 5 1 1
L:L:?1 R:R:I276 12.23 9 Yes Yes 0 5 0 1
L:L:?1 R:R:H280 6.78 9 Yes Yes 0 7 0 1
R:R:I276 R:R:M272 2.92 9 Yes No 5 4 1 2
R:R:A82 R:R:F173 2.77 0 No Yes 5 4 2 1
R:R:E174 R:R:L172 1.33 0 No Yes 5 4 1 2
StatisticsValue
Average Number Of Links9.00
Average Number Of Links With An Hub6.00
Average Interaction Strength11.31
Average Nodes In Shell27.00
Average Hubs In Shell12.00
Average Links In Shell35.00
Average Links Mediated by Hubs In Shell34.00
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 Links9.80
Average Number Of Links With An Hub4.00
Average Interaction Strength9.77
Average Nodes In Shell26.20
Average Hubs In Shell11.40
Average Links In Shell35.00
Average Links Mediated by Hubs In Shell31.80

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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 🔍)