Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cn1ccnc1COc1cccc(-c2nc(Nc3ccc4[nH]ncc4c3)c3ccccc3n2)c1
InChiKey
IPNOGNDQTRMYHI-UHFFFAOYSA-N
Route Signature
0fc1af9278305e1da006b1444c5ee399c7d134ef144b74f10d04fb4a4d6979c1
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_5c9673aa8246a88c5a0abd24",
"signature": "0fc1af9278305e1da006b1444c5ee399c7d134ef144b74f10d04fb4a4d6979c1",
"contentHash": "aafd448e09a8eb2f6c92a16acca1ba6b967b0f57b7aa54a16ea48e30114ef099",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_aafc6a6a896a2af1f17bf8b9",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03103",
"moleculeId": "sa_0076c12117afa6022edaae1c",
"smiles": "Cn1ccnc1COc1cccc(-c2nc(Nc3ccc4[nH]ncc4c3)c3ccccc3n2)c1",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0076c12117afa6022edaae1c",
"inchikey": "IPNOGNDQTRMYHI-UHFFFAOYSA-N",
"smiles": "Cn1ccnc1COc1cccc(-c2nc(Nc3ccc4[nH]ncc4c3)c3ccccc3n2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15010",
"routeId": "sa_5c9673aa8246a88c5a0abd24",
"moleculeId": "sa_0076c12117afa6022edaae1c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0076c12117afa6022edaae1c",
"inchikey": "IPNOGNDQTRMYHI-UHFFFAOYSA-N",
"smiles": "Cn1ccnc1COc1cccc(-c2nc(Nc3ccc4[nH]ncc4c3)c3ccccc3n2)c1"
},
"smiles": "Cn1ccnc1COc1cccc(-c2nc(Nc3ccc4[nH]ncc4c3)c3ccccc3n2)c1",
"reactionStepId": "sa_8b83d24682cc37940b18a357",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150344464A1;0631;1796107\",\"rsmi\":\"CC(C)(C)OC(=O)[n:28]1[c:27]2[cH:26][cH:25][c:24]([NH:23][c:22]3[c:21]4[c:16]([n:15][c:14](-[c:13]5[cH:12][cH:11][cH:10][c:9]([O:8][CH2:7][c:6]6[n:2]([CH3:1])[cH:3][cH:4][n:5]6)[cH:34]5)[n:33]3)[cH:17][cH:18][cH:19][cH:20]4)[cH:32][c:31]2[cH:30][n:29]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][n:2]1[cH:3][cH:4][n:5][c:6]1[CH2:7][O:8][c:9]1[cH:10][cH:11][cH:12][c:13](-[c:14]2[n:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[c:22]([NH:23][c:24]3[cH:25][cH:26][c:27]4[nH:28][n:29][cH:30][c:31]4[cH:32]3)[n:33]2)[cH:34]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[n:28]1[c:27]2[cH:26][cH:25][c:24]([NH:23][c:22]3[c:21]4[c:16]([n:15][c:14](-[c:13]5[cH:12][cH:11][cH:10][c:9]([O:8][CH2:7][c:6]6[n:2]([CH3:1])[cH:3][cH:4][n:5]6)[cH:34]5)[n:33]3)[cH:17][cH:18][cH:19][cH:20]4)[cH:32][c:31]2[cH:30][n:29]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][n:2]1[cH:3][cH:4][n:5][c:6]1[CH2:7][O:8][c:9]1[cH:10][cH:11][cH:12][c:13](-[c:14]2[n:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[c:22]([NH:23][c:24]3[cH:25][cH:26][c:27]4[nH:28][n:29][cH:30][c:31]4[cH:32]3)[n:33]2)[cH:34]1\"}",
"reactionStep": {
"id": "sa_8b83d24682cc37940b18a357",
"reactionHash": "a511ad85081dc98783b78d64cfeba9fbddba85a051636a1c8140d349ee94f2cd"
},
"children": [
{
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"routeId": "sa_5c9673aa8246a88c5a0abd24",
"moleculeId": "sa_15a4d03e386e86531f475361",
"parentId": "15010",
"isLeaf": false,
"molecule": {
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"inchikey": "HLDKNTZKYCKKBI-UHFFFAOYSA-N",
"smiles": "Cn1ccnc1COc1cccc(-c2nc(Nc3ccc4c(cnn4C(=O)OC(C)(C)C)c3)c3ccccc3n2)c1"
},
"smiles": "Cn1ccnc1COc1cccc(-c2nc(Nc3ccc4c(cnn4C(=O)OC(C)(C)C)c3)c3ccccc3n2)c1",
"reactionStepId": "sa_ea69b16c678639d50b25d090",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150344464A1;0629;1796106\",\"rsmi\":\"Cl[CH2:7][c:6]1[n:2]([CH3:1])[cH:3][cH:4][n:5]1.[OH:8][c:9]1[cH:10][cH:11][cH:12][c:13](-[c:14]2[n:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[c:22]([NH:23][c:24]3[cH:25][cH:26][c:27]4[c:28]([cH:29]3)[cH:30][n:31][n:32]4[C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39])[n:40]2)[cH:41]1>CN(C)C=O.ClCCl.O=C(O)O.[K+].[K+]>[CH3:1][n:2]1[cH:3][cH:4][n:5][c:6]1[CH2:7][O:8][c:9]1[cH:10][cH:11][cH:12][c:13](-[c:14]2[n:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[c:22]([NH:23][c:24]3[cH:25][cH:26][c:27]4[c:28]([cH:29]3)[cH:30][n:31][n:32]4[C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39])[n:40]2)[cH:41]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:7][c:6]1[n:2]([CH3:1])[cH:3][cH:4][n:5]1.[OH:8][c:9]1[cH:10][cH:11][cH:12][c:13](-[c:14]2[n:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[c:22]([NH:23][c:24]3[cH:25][cH:26][c:27]4[c:28]([cH:29]3)[cH:30][n:31][n:32]4[C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39])[n:40]2)[cH:41]1>CN(C)C=O.ClCCl.O=C(O)O.[K+].[K+]>[CH3:1][n:2]1[cH:3][cH:4][n:5][c:6]1[CH2:7][O:8][c:9]1[cH:10][cH:11][cH:12][c:13](-[c:14]2[n:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[c:22]([NH:23][c:24]3[cH:25][cH:26][c:27]4[c:28]([cH:29]3)[cH:30][n:31][n:32]4[C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39])[n:40]2)[cH:41]1\"}",
"reactionStep": {
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"reactionHash": "45ab1c560d79fb429140283405c295e59be98c8ba2956c8dd04ff13a3cd829e1"
},
"children": [
{
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"moleculeId": "sa_1376a97a394828b4df33e5da",
"parentId": "15011",
"isLeaf": true,
"molecule": {
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"inchikey": "VYEGAEUUQMJXTM-UHFFFAOYSA-N",
"smiles": "Cn1ccnc1CCl"
},
"smiles": "Cn1ccnc1CCl",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "15013",
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"moleculeId": "sa_e072523156eebcf5e3482af3",
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"molecule": {
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"inchikey": "ZQJFYAJEBJLURU-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)n1ncc2cc(Nc3nc(-c4cccc(O)c4)nc4ccccc34)ccc21"
},
"smiles": "CC(C)(C)OC(=O)n1ncc2cc(Nc3nc(-c4cccc(O)c4)nc4ccccc34)ccc21",
"reactionStepId": "sa_8705d6b0c8533aedb84464ac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150344464A1;0509;1796055\",\"rsmi\":\"CC(=O)[O:21][c:20]1[cH:19][c:18](-[c:17]2[n:16][c:15]([NH:14][c:13]3[cH:12][c:11]4[cH:10][n:9][n:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[c:34]4[cH:33][cH:32]3)[c:31]3[c:26]([n:25]2)[cH:27][cH:28][cH:29][cH:30]3)[cH:24][cH:23][cH:22]1>CO.N.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[n:8]1[n:9][cH:10][c:11]2[cH:12][c:13]([NH:14][c:15]3[n:16][c:17](-[c:18]4[cH:19][c:20]([OH:21])[cH:22][cH:23][cH:24]4)[n:25][c:26]4[cH:27][cH:28][cH:29][cH:30][c:31]34)[cH:32][cH:33][c:34]12\"},\"mapped_reaction_smiles\":\"CC(=O)[O:21][c:20]1[cH:19][c:18](-[c:17]2[n:16][c:15]([NH:14][c:13]3[cH:12][c:11]4[cH:10][n:9][n:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[c:34]4[cH:33][cH:32]3)[c:31]3[c:26]([n:25]2)[cH:27][cH:28][cH:29][cH:30]3)[cH:24][cH:23][cH:22]1>CO.N.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[n:8]1[n:9][cH:10][c:11]2[cH:12][c:13]([NH:14][c:15]3[n:16][c:17](-[c:18]4[cH:19][c:20]([OH:21])[cH:22][cH:23][cH:24]4)[n:25][c:26]4[cH:27][cH:28][cH:29][cH:30][c:31]34)[cH:32][cH:33][c:34]12\"}",
"reactionStep": {
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"reactionHash": "703a2a17acd7666da0033f4a29a2f3b8339ef2c520540b888511b1f154b0b75d"
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"children": [
{
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"molecule": {
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"inchikey": "GFYRAHRKWKCUHG-UHFFFAOYSA-N",
"smiles": "CC(=O)Oc1cccc(-c2nc(Nc3ccc4c(cnn4C(=O)OC(C)(C)C)c3)c3ccccc3n2)c1"
},
"smiles": "CC(=O)Oc1cccc(-c2nc(Nc3ccc4c(cnn4C(=O)OC(C)(C)C)c3)c3ccccc3n2)c1",
"reactionStepId": "sa_d4141a443c253af9507d50af",
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"metadata": "{\"annotations\":{\"ID\":\"US20150344464A1;0507;1796054\",\"rsmi\":\"Cl[c:18]1[c:17]2[c:12]([n:11][c:10](-[c:9]3[cH:8][cH:7][cH:6][c:5]([O:4][C:2]([CH3:1])=[O:3])[cH:37]3)[n:36]1)[cH:13][cH:14][cH:15][cH:16]2.[NH2:19][c:20]1[cH:21][cH:22][c:23]2[c:24]([cH:25]1)[cH:26][n:27][n:28]2[C:29](=[O:30])[O:31][C:32]([CH3:33])([CH3:34])[CH3:35]>CC(C)O>[CH3:1][C:2](=[O:3])[O:4][c:5]1[cH:6][cH:7][cH:8][c:9](-[c:10]2[n:11][c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]3[c:18]([NH:19][c:20]3[cH:21][cH:22][c:23]4[c:24]([cH:25]3)[cH:26][n:27][n:28]4[C:29](=[O:30])[O:31][C:32]([CH3:33])([CH3:34])[CH3:35])[n:36]2)[cH:37]1\"},\"mapped_reaction_smiles\":\"Cl[c:18]1[c:17]2[c:12]([n:11][c:10](-[c:9]3[cH:8][cH:7][cH:6][c:5]([O:4][C:2]([CH3:1])=[O:3])[cH:37]3)[n:36]1)[cH:13][cH:14][cH:15][cH:16]2.[NH2:19][c:20]1[cH:21][cH:22][c:23]2[c:24]([cH:25]1)[cH:26][n:27][n:28]2[C:29](=[O:30])[O:31][C:32]([CH3:33])([CH3:34])[CH3:35]>CC(C)O>[CH3:1][C:2](=[O:3])[O:4][c:5]1[cH:6][cH:7][cH:8][c:9](-[c:10]2[n:11][c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]3[c:18]([NH:19][c:20]3[cH:21][cH:22][c:23]4[c:24]([cH:25]3)[cH:26][n:27][n:28]4[C:29](=[O:30])[O:31][C:32]([CH3:33])([CH3:34])[CH3:35])[n:36]2)[cH:37]1\"}",
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},
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{
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"smiles": "CC(=O)Oc1cccc(-c2nc(Cl)c3ccccc3n2)c1"
},
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"reactionStepId": "sa_53ceb51e93976f2977928aba",
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{
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{
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