Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1nc2c(B(O)O)cc(N3CCOCC3)cc2n1Cc1cccc(Cl)c1
InChiKey
HACQMXFCZYOOFX-UHFFFAOYSA-N
Route Signature
d13f7fbb624fc54dce20f7ba272e851b8b74de0be2ae4164fafdd37f1e57d22b
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0ca0591bb4b6432cd3e11d07",
"signature": "d13f7fbb624fc54dce20f7ba272e851b8b74de0be2ae4164fafdd37f1e57d22b",
"contentHash": "429359a0b3490999f0008cde5a955d795cb640e79697f3e0ebea3cd7810761cd",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_e1104dc4c2dda694a5c63059",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00840",
"moleculeId": "sa_ce699892b2a51e69ef1fe53c",
"smiles": "Cc1nc2c(B(O)O)cc(N3CCOCC3)cc2n1Cc1cccc(Cl)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ce699892b2a51e69ef1fe53c",
"inchikey": "HACQMXFCZYOOFX-UHFFFAOYSA-N",
"smiles": "Cc1nc2c(B(O)O)cc(N3CCOCC3)cc2n1Cc1cccc(Cl)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4994",
"routeId": "sa_0ca0591bb4b6432cd3e11d07",
"moleculeId": "sa_ce699892b2a51e69ef1fe53c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ce699892b2a51e69ef1fe53c",
"inchikey": "HACQMXFCZYOOFX-UHFFFAOYSA-N",
"smiles": "Cc1nc2c(B(O)O)cc(N3CCOCC3)cc2n1Cc1cccc(Cl)c1"
},
"smiles": "Cc1nc2c(B(O)O)cc(N3CCOCC3)cc2n1Cc1cccc(Cl)c1",
"reactionStepId": "sa_685cdc8cba4e97b82046b232",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08778937B2;0228;1482644\",\"rsmi\":\"Br[c:15]1[c:4]2[n:3][c:2]([CH3:1])[n:19]([CH2:20][c:21]3[cH:22][c:23]([Cl:24])[cH:25][cH:26][cH:27]3)[c:5]2[cH:6][c:7]([N:8]2[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)[cH:14]1.CO[B:16]([O:17]C)[O:18]C>>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([N:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)[cH:14][c:15]2[B:16]([OH:17])[OH:18])[n:19]1[CH2:20][c:21]1[cH:22][c:23]([Cl:24])[cH:25][cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"Br[c:15]1[c:4]2[n:3][c:2]([CH3:1])[n:19]([CH2:20][c:21]3[cH:22][c:23]([Cl:24])[cH:25][cH:26][cH:27]3)[c:5]2[cH:6][c:7]([N:8]2[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)[cH:14]1.CO[B:16]([O:17]C)[O:18]C>>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([N:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)[cH:14][c:15]2[B:16]([OH:17])[OH:18])[n:19]1[CH2:20][c:21]1[cH:22][c:23]([Cl:24])[cH:25][cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_685cdc8cba4e97b82046b232",
"reactionHash": "556d017e91d054f5bd7473a1f745ee5e742d0ee05256d7f047cd3bbec86cf374"
},
"children": [
{
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"routeId": "sa_0ca0591bb4b6432cd3e11d07",
"moleculeId": "sa_9182fc8d4a95f9580844bfd3",
"parentId": "4994",
"isLeaf": false,
"molecule": {
"id": "sa_9182fc8d4a95f9580844bfd3",
"inchikey": "OGIAHDFTAPJDKD-UHFFFAOYSA-N",
"smiles": "Cc1nc2c(Br)cc(N3CCOCC3)cc2n1Cc1cccc(Cl)c1"
},
"smiles": "Cc1nc2c(Br)cc(N3CCOCC3)cc2n1Cc1cccc(Cl)c1",
"reactionStepId": "sa_881cb6a69294968f5d9a6732",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08778937B2;0227;1482643\",\"rsmi\":\"Br[CH2:18][c:19]1[cH:20][c:21]([Cl:22])[cH:23][cH:24][cH:25]1.[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([N:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)[cH:14][c:15]2[Br:16])[nH:17]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([N:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)[cH:14][c:15]2[Br:16])[n:17]1[CH2:18][c:19]1[cH:20][c:21]([Cl:22])[cH:23][cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Br[CH2:18][c:19]1[cH:20][c:21]([Cl:22])[cH:23][cH:24][cH:25]1.[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([N:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)[cH:14][c:15]2[Br:16])[nH:17]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([N:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)[cH:14][c:15]2[Br:16])[n:17]1[CH2:18][c:19]1[cH:20][c:21]([Cl:22])[cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_881cb6a69294968f5d9a6732",
"reactionHash": "fccea60493e547c99cfcd5f2d1e5a1264cea9432fce655ffbd0e30b19b49c287"
},
"children": [
{
"id": "4996",
"routeId": "sa_0ca0591bb4b6432cd3e11d07",
"moleculeId": "sa_4e02db8f1d4d11c14fb62363",
"parentId": "4995",
"isLeaf": true,
"molecule": {
"id": "sa_4e02db8f1d4d11c14fb62363",
"inchikey": "LZIYAIRGDHSVED-UHFFFAOYSA-N",
"smiles": "Clc1cccc(CBr)c1"
},
"smiles": "Clc1cccc(CBr)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4997",
"routeId": "sa_0ca0591bb4b6432cd3e11d07",
"moleculeId": "sa_ab8af971d2f628e2c3c35c97",
"parentId": "4995",
"isLeaf": false,
"molecule": {
"id": "sa_ab8af971d2f628e2c3c35c97",
"inchikey": "UAZXISFGUILYFO-UHFFFAOYSA-N",
"smiles": "Cc1nc2c(Br)cc(N3CCOCC3)cc2[nH]1"
},
"smiles": "Cc1nc2c(Br)cc(N3CCOCC3)cc2[nH]1",
"reactionStepId": "sa_5a93fe2171ecd5cde00f91bf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08778937B2;0174;1482627\",\"rsmi\":\"Br[CH2:9][CH2:10][O:11][CH2:12][CH2:13]Br.[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([NH2:8])[cH:14][c:15]2[Br:16])[nH:17]1>CCN(C(C)C)C(C)C.O.OCCO>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([N:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)[cH:14][c:15]2[Br:16])[nH:17]1\"},\"mapped_reaction_smiles\":\"Br[CH2:9][CH2:10][O:11][CH2:12][CH2:13]Br.[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([NH2:8])[cH:14][c:15]2[Br:16])[nH:17]1>CCN(C(C)C)C(C)C.O.OCCO>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([N:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)[cH:14][c:15]2[Br:16])[nH:17]1\"}",
"reactionStep": {
"id": "sa_5a93fe2171ecd5cde00f91bf",
"reactionHash": "add20a1758b06fc39b7227927a541ebbe20fc81992978a6683a8fd3d58ae8bf9"
},
"children": [
{
"id": "4998",
"routeId": "sa_0ca0591bb4b6432cd3e11d07",
"moleculeId": "sa_6774b3d76e2c0302c817ef16",
"parentId": "4997",
"isLeaf": true,
"molecule": {
"id": "sa_6774b3d76e2c0302c817ef16",
"inchikey": "FOZVXADQAHVUSV-UHFFFAOYSA-N",
"smiles": "BrCCOCCBr"
},
"smiles": "BrCCOCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4999",
"routeId": "sa_0ca0591bb4b6432cd3e11d07",
"moleculeId": "sa_3880ddc847586de031ad5fa7",
"parentId": "4997",
"isLeaf": false,
"molecule": {
"id": "sa_3880ddc847586de031ad5fa7",
"inchikey": "MEMLMNQGUZOILD-UHFFFAOYSA-N",
"smiles": "Cc1nc2c(Br)cc(N)cc2[nH]1"
},
"smiles": "Cc1nc2c(Br)cc(N)cc2[nH]1",
"reactionStepId": "sa_023595a153f25d3a1574cd1c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08778937B2;0173;1482626\",\"rsmi\":\"O=[N+:8]([O-])[c:7]1[cH:6][c:5]2[c:4]([n:3][c:2]([CH3:1])[nH:12]2)[c:10]([Br:11])[cH:9]1>CO.Cl.Cl[Sn]Cl.O.O>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([NH2:8])[cH:9][c:10]2[Br:11])[nH:12]1\"},\"mapped_reaction_smiles\":\"O=[N+:8]([O-])[c:7]1[cH:6][c:5]2[c:4]([n:3][c:2]([CH3:1])[nH:12]2)[c:10]([Br:11])[cH:9]1>CO.Cl.Cl[Sn]Cl.O.O>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([NH2:8])[cH:9][c:10]2[Br:11])[nH:12]1\"}",
"reactionStep": {
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"reactionHash": "5310e47164988948b3de0be0556c84d0d74427edeca15359777bfd693a42fc9d"
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"children": [
{
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"routeId": "sa_0ca0591bb4b6432cd3e11d07",
"moleculeId": "sa_08fb69648ce0604bf0c6bd36",
"parentId": "4999",
"isLeaf": false,
"molecule": {
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"inchikey": "SBOOLKHVGYCXBN-UHFFFAOYSA-N",
"smiles": "Cc1nc2c(Br)cc([N+](=O)[O-])cc2[nH]1"
},
"smiles": "Cc1nc2c(Br)cc([N+](=O)[O-])cc2[nH]1",
"reactionStepId": "sa_5bb00c26686dc0e9c0543eca",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08778937B2;0171;1482625\",\"rsmi\":\"O=[C:2](O)[CH3:1].[NH2:3][c:4]1[c:5]([NH2:14])[cH:6][c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]1[Br:13]>>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]2[Br:13])[nH:14]1\"},\"mapped_reaction_smiles\":\"O=[C:2](O)[CH3:1].[NH2:3][c:4]1[c:5]([NH2:14])[cH:6][c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]1[Br:13]>>[CH3:1][c:2]1[n:3][c:4]2[c:5]([cH:6][c:7]([N+:8](=[O:9])[O-:10])[cH:11][c:12]2[Br:13])[nH:14]1\"}",
"reactionStep": {
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"children": [
{
"id": "5001",
"routeId": "sa_0ca0591bb4b6432cd3e11d07",
"moleculeId": "sa_f1a25cbb2070f020dbe1fb4a",
"parentId": "5000",
"isLeaf": true,
"molecule": {
"id": "sa_f1a25cbb2070f020dbe1fb4a",
"inchikey": "QTBSBXVTEAMEQO-UHFFFAOYSA-N",
"smiles": "CC(=O)O"
},
"smiles": "CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5002",
"routeId": "sa_0ca0591bb4b6432cd3e11d07",
"moleculeId": "sa_d16ea7d9775875f8eb28ccdc",
"parentId": "5000",
"isLeaf": true,
"molecule": {
"id": "sa_d16ea7d9775875f8eb28ccdc",
"inchikey": "ZMIPOEDYIVSXNT-UHFFFAOYSA-N",
"smiles": "Nc1cc([N+](=O)[O-])cc(Br)c1N"
},
"smiles": "Nc1cc([N+](=O)[O-])cc(Br)c1N",
"reactionStepId": null,
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}
]
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]
}
]
}
]
},
{
"id": "5003",
"routeId": "sa_0ca0591bb4b6432cd3e11d07",
"moleculeId": "sa_3921eda8cccff81eb2f5828f",
"parentId": "4994",
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"molecule": {
"id": "sa_3921eda8cccff81eb2f5828f",
"inchikey": "WRECIMRULFAWHA-UHFFFAOYSA-N",
"smiles": "COB(OC)OC"
},
"smiles": "COB(OC)OC",
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"template": null,
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"children": []
}
]
}
}