Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(C)nc(OCc2ccccc2)c1CN1CCc2c(Cl)cc(Br)c(Cl)c2C1=O
InChiKey
DWWIRJUBYWYGQA-UHFFFAOYSA-N
Route Signature
06242d19fa3b8686411541a77715c44fc35a65764873c3b689b0e6b89379321e
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisc089r02rx5iddb80mggod",
"signature": "06242d19fa3b8686411541a77715c44fc35a65764873c3b689b0e6b89379321e",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc089r02rw5iddy7ttwizt",
"benchmarkSetId": "cmisc07hg00005iddmvjgxdau",
"targetId": "n5-00830",
"moleculeId": "ukt2rzeufto9cg4ouudnsf45",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "ukt2rzeufto9cg4ouudnsf45",
"inchikey": "DWWIRJUBYWYGQA-UHFFFAOYSA-N",
"smiles": "COc1cc(C)nc(OCc2ccccc2)c1CN1CCc2c(Cl)cc(Br)c(Cl)c2C1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc089s02ry5idd9s9o6d8v",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "ukt2rzeufto9cg4ouudnsf45",
"parentId": null,
"reactionStepId": "n75jk224vulg8x0kb0vkvi01",
"isLeaf": false,
"molecule": {
"id": "ukt2rzeufto9cg4ouudnsf45",
"inchikey": "DWWIRJUBYWYGQA-UHFFFAOYSA-N",
"smiles": "COc1cc(C)nc(OCc2ccccc2)c1CN1CCc2c(Cl)cc(Br)c(Cl)c2C1=O"
},
"reactionStep": {
"id": "n75jk224vulg8x0kb0vkvi01",
"reactionHash": "0f4dacfdeef22584c9ab0c3e16f2159d7215c03c3b94dbd0864fd132e162d489",
"template": null,
"metadata": "{\"ID\":\"US20150361067A1;0526;1802301\",\"rsmi\":\"Cl[CH2:5][c:4]1[c:3]([O:2][CH3:1])[cH:32][c:30]([CH3:31])[n:29][c:20]1[O:21][CH2:22][c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1.[NH:6]1[CH2:7][CH2:8][c:9]2[c:10]([Cl:11])[cH:12][c:13]([Br:14])[c:15]([Cl:16])[c:17]2[C:18]1=[O:19]>CC(C)(C)O.CCOC(C)=O.[K+]>[CH3:1][O:2][c:3]1[c:4]([CH2:5][N:6]2[CH2:7][CH2:8][c:9]3[c:10]([Cl:11])[cH:12][c:13]([Br:14])[c:15]([Cl:16])[c:17]3[C:18]2=[O:19])[c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[n:29][c:30]([CH3:31])[cH:32]1\"}"
},
"children": [
{
"id": "cmisc089s02rz5iddycxe4e33",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "mfdd1cocq130p4zt9vzhr4at",
"parentId": "cmisc089s02ry5idd9s9o6d8v",
"reactionStepId": "uis8rsn4dpbtf8kk2sfm3ja9",
"isLeaf": false,
"molecule": {
"id": "mfdd1cocq130p4zt9vzhr4at",
"inchikey": "VTLCTOJLDMFEHV-UHFFFAOYSA-N",
"smiles": "COc1cc(C)nc(OCc2ccccc2)c1CCl"
},
"reactionStep": {
"id": "uis8rsn4dpbtf8kk2sfm3ja9",
"reactionHash": "e723720b1f401fcffd10c7535a0610ce1f9640491970259d987b6c83ca1921ff",
"template": null,
"metadata": "{\"ID\":\"US20150361067A1;0516;1802295\",\"rsmi\":\"O=S(Cl)[Cl:6].O[CH2:5][c:4]1[c:3]([O:2][CH3:1])[cH:19][c:17]([CH3:18])[n:16][c:7]1[O:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1>CCOC(C)=O.O>[CH3:1][O:2][c:3]1[c:4]([CH2:5][Cl:6])[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[n:16][c:17]([CH3:18])[cH:19]1\"}"
},
"children": [
{
"id": "cmisc089t02s15iddhdhyq1o7",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "xkyzd37614xpczwl71yn8fhu",
"parentId": "cmisc089s02rz5iddycxe4e33",
"reactionStepId": "iyvnyrojbfu7vpv71r7sf3el",
"isLeaf": false,
"molecule": {
"id": "xkyzd37614xpczwl71yn8fhu",
"inchikey": "KDNKSHYVQXHFMP-UHFFFAOYSA-N",
"smiles": "COc1cc(C)nc(OCc2ccccc2)c1CO"
},
"reactionStep": {
"id": "iyvnyrojbfu7vpv71r7sf3el",
"reactionHash": "aab66eb50fc8766ef69134dd6441b19f883c0ac52eb0657c69491d3b7094bea3",
"template": null,
"metadata": "{\"ID\":\"US20150361067A1;0515;1802294\",\"rsmi\":\"CCO[C:5]([c:4]1[c:3]([O:2][CH3:1])[cH:19][c:17]([CH3:18])[n:16][c:7]1[O:8][CH2:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1)=[O:6]>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][O:2][c:3]1[c:4]([CH2:5][OH:6])[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[n:16][c:17]([CH3:18])[cH:19]1\"}"
},
"children": [
{
"id": "cmisc089t02s55idd4y7px1eb",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "tj1ms4h2cwzeo9vmwz2gnpa2",
"parentId": "cmisc089t02s15iddhdhyq1o7",
"reactionStepId": "qp6r4cx1e9s2v84rv413j5q3",
"isLeaf": false,
"molecule": {
"id": "tj1ms4h2cwzeo9vmwz2gnpa2",
"inchikey": "WQXJNMHUNVAZNK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1c(OC)cc(C)nc1OCc1ccccc1"
},
"reactionStep": {
"id": "qp6r4cx1e9s2v84rv413j5q3",
"reactionHash": "919d28482503ae7de2cefe94ba8fb4647706fdb1dabd9207105f5e715c6a0905",
"template": null,
"metadata": "{\"ID\":\"US20150361067A1;0514;1802293\",\"rsmi\":\"I[CH3:22].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[n:16][c:17]([CH3:18])[cH:19][c:20]1[OH:21]>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[n:16][c:17]([CH3:18])[cH:19][c:20]1[O:21][CH3:22]\"}"
},
"children": [
{
"id": "cmisc089t02s65iddxaex1bfq",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "qox60nc0soy9sf60d13ox094",
"parentId": "cmisc089t02s55idd4y7px1eb",
"reactionStepId": "kr7yr57161jbh7g51mx8bjtw",
"isLeaf": false,
"molecule": {
"id": "qox60nc0soy9sf60d13ox094",
"inchikey": "BWHPMEYQIOQJBE-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1c(O)cc(C)nc1OCc1ccccc1"
},
"reactionStep": {
"id": "kr7yr57161jbh7g51mx8bjtw",
"reactionHash": "fe39a8f546a919a267a9143b77b0535ce15bd2c702872c53e20ab35f82118219",
"template": null,
"metadata": "{\"ID\":\"US20150361067A1;0513;1802292\",\"rsmi\":\"Br[CH2:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([OH:8])[n:16][c:17]([CH3:18])[cH:19][c:20]1[OH:21]>C1CCOC1.O=C(O)O.[Ag+2]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([O:8][CH2:9][c:10]2[cH:11][cH:12][cH:13][cH:14][cH:15]2)[n:16][c:17]([CH3:18])[cH:19][c:20]1[OH:21]\"}"
},
"children": [
{
"id": "cmisc089t02s85iddr77o9i22",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "kgxan25tcknnybn1tgn8d2zi",
"parentId": "cmisc089t02s65iddxaex1bfq",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "kgxan25tcknnybn1tgn8d2zi",
"inchikey": "AGEZXYOZHKGVCM-UHFFFAOYSA-N",
"smiles": "BrCc1ccccc1"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc089t02s95iddpenkvm4y",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "sgb6173f4gryhdb0kiynsnsa",
"parentId": "cmisc089t02s65iddxaex1bfq",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "sgb6173f4gryhdb0kiynsnsa",
"inchikey": "CMCZAWPDHHYFPU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1c(O)cc(C)[nH]c1=O"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc089t02s75idd207myg8y",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "qfctl7qc4jcrfmkz2e4estin",
"parentId": "cmisc089t02s55idd4y7px1eb",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "qfctl7qc4jcrfmkz2e4estin",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "cmisc089t02s25iddzbioz2ls",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "dwchgnhfvvkjv1mlo0qjk3ga",
"parentId": "cmisc089s02rz5iddycxe4e33",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "dwchgnhfvvkjv1mlo0qjk3ga",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc089s02s05idd41waw7gu",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "joo0wmdtewwe1cakpibsu7d6",
"parentId": "cmisc089s02ry5idd9s9o6d8v",
"reactionStepId": "r2fwcncborommif5sd2yket6",
"isLeaf": false,
"molecule": {
"id": "joo0wmdtewwe1cakpibsu7d6",
"inchikey": "SLDUAUANOWLKTP-UHFFFAOYSA-N",
"smiles": "O=C1NCCc2c(Cl)cc(Br)c(Cl)c21"
},
"reactionStep": {
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"reactionHash": "b0368042b80b4c173bd458e86139fae079d50de4baba8f1365808e1090ba6dde",
"template": null,
"metadata": "{\"ID\":\"US20150361067A1;0492;1802278\",\"rsmi\":\"O=C1CCC(=O)N1[Br:11].[O:1]=[C:2]1[NH:3][CH2:4][CH2:5][c:6]2[c:7]([Cl:8])[cH:9][cH:10][c:12]([Cl:13])[c:14]21>O=S(=O)(O)O>[O:1]=[C:2]1[NH:3][CH2:4][CH2:5][c:6]2[c:7]([Cl:8])[cH:9][c:10]([Br:11])[c:12]([Cl:13])[c:14]21\"}"
},
"children": [
{
"id": "cmisc089t02s35idd5fwr18my",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "lk19umm8fdaaxtl1jqdxm7dp",
"parentId": "cmisc089s02s05idd41waw7gu",
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"isLeaf": true,
"molecule": {
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"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc089t02s45idd64vg2lal",
"routeId": "cmisc089r02rx5iddb80mggod",
"moleculeId": "lfld3e467vg7gyzk42w4kd0m",
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"isLeaf": true,
"molecule": {
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"inchikey": "PWUFZDFHINBNCE-UHFFFAOYSA-N",
"smiles": "O=C1NCCc2c(Cl)ccc(Cl)c21"
},
"reactionStep": null,
"children": []
}
]
}
]
}
}