Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(C(=O)c1ccc(Cl)c(Br)c1)c1ccccc1OCCCc1nnn[nH]1
InChiKey
ZHDKCFJPFMZSBJ-UHFFFAOYSA-N
Route Signature
193d01b9a2cf462ab59c228f1958b9cbb11b4b6ce0b4fdb1e9e76a3fd6f22718
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_80c25e14d4edb9cf5bc0f994",
"signature": "193d01b9a2cf462ab59c228f1958b9cbb11b4b6ce0b4fdb1e9e76a3fd6f22718",
"contentHash": "49f5af2706f49f56609d0a290f77fade17e93f11ef098537c06116985b77f0fe",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_349b8028d56454594f3a0357",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00667",
"moleculeId": "sa_0fb53eab0bea518c6f114d6a",
"smiles": "CN(C(=O)c1ccc(Cl)c(Br)c1)c1ccccc1OCCCc1nnn[nH]1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0fb53eab0bea518c6f114d6a",
"inchikey": "ZHDKCFJPFMZSBJ-UHFFFAOYSA-N",
"smiles": "CN(C(=O)c1ccc(Cl)c(Br)c1)c1ccccc1OCCCc1nnn[nH]1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4651",
"routeId": "sa_80c25e14d4edb9cf5bc0f994",
"moleculeId": "sa_0fb53eab0bea518c6f114d6a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0fb53eab0bea518c6f114d6a",
"inchikey": "ZHDKCFJPFMZSBJ-UHFFFAOYSA-N",
"smiles": "CN(C(=O)c1ccc(Cl)c(Br)c1)c1ccccc1OCCCc1nnn[nH]1"
},
"smiles": "CN(C(=O)c1ccc(Cl)c(Br)c1)c1ccccc1OCCCc1nnn[nH]1",
"reactionStepId": "sa_9fc96d88a894f011e1cf9697",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100152207A1;0422;898278\",\"rsmi\":\"CCCC[Sn](CCCC)(CCCC)[N:20]=[N+:22]=[N-:21].[CH3:1][N:2]([C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[c:14]([O:15][CH2:16][CH2:17][CH2:18][C:19]#[N:23])[cH:24][cH:25][cH:26][cH:27]1>CC[Al](CC)CC.Cc1ccccc1.Cl>[CH3:1][N:2]([C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[c:14]([O:15][CH2:16][CH2:17][CH2:18][c:19]2[n:20][n:21][n:22][nH:23]2)[cH:24][cH:25][cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"CCCC[Sn](CCCC)(CCCC)[N:20]=[N+:22]=[N-:21].[CH3:1][N:2]([C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[c:14]([O:15][CH2:16][CH2:17][CH2:18][C:19]#[N:23])[cH:24][cH:25][cH:26][cH:27]1>CC[Al](CC)CC.Cc1ccccc1.Cl>[CH3:1][N:2]([C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[c:14]([O:15][CH2:16][CH2:17][CH2:18][c:19]2[n:20][n:21][n:22][nH:23]2)[cH:24][cH:25][cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_9fc96d88a894f011e1cf9697",
"reactionHash": "f95028a552036faa643e982a4899e9e86e46e4ec7641a93b9d0a694db4449722"
},
"children": [
{
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"routeId": "sa_80c25e14d4edb9cf5bc0f994",
"moleculeId": "sa_10d064ffb5a561192f85272b",
"parentId": "4651",
"isLeaf": true,
"molecule": {
"id": "sa_10d064ffb5a561192f85272b",
"inchikey": "JKVRTUCVPZTEQZ-UHFFFAOYSA-N",
"smiles": "CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[N]=[N+]=[N-]"
},
"smiles": "CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[N]=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4653",
"routeId": "sa_80c25e14d4edb9cf5bc0f994",
"moleculeId": "sa_6d9ed48c92009101076de6b6",
"parentId": "4651",
"isLeaf": false,
"molecule": {
"id": "sa_6d9ed48c92009101076de6b6",
"inchikey": "MYXHUGHLNBMDFI-UHFFFAOYSA-N",
"smiles": "CN(C(=O)c1ccc(Cl)c(Br)c1)c1ccccc1OCCCC#N"
},
"smiles": "CN(C(=O)c1ccc(Cl)c(Br)c1)c1ccccc1OCCCC#N",
"reactionStepId": "sa_f4fd85d87d840699c9bbfee5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100152207A1;0421;898277\",\"rsmi\":\"Br[CH2:16][CH2:17][CH2:18][C:19]#[N:20].[CH3:1][N:2]([C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[c:14]([OH:15])[cH:21][cH:22][cH:23][cH:24]1>CN(C)C=O>[CH3:1][N:2]([C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[c:14]([O:15][CH2:16][CH2:17][CH2:18][C:19]#[N:20])[cH:21][cH:22][cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Br[CH2:16][CH2:17][CH2:18][C:19]#[N:20].[CH3:1][N:2]([C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[c:14]([OH:15])[cH:21][cH:22][cH:23][cH:24]1>CN(C)C=O>[CH3:1][N:2]([C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[c:14]([O:15][CH2:16][CH2:17][CH2:18][C:19]#[N:20])[cH:21][cH:22][cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_f4fd85d87d840699c9bbfee5",
"reactionHash": "f6f16a5282dbd5318d945573cd9712758a9a4fded8c777641fff1266bc100144"
},
"children": [
{
"id": "4654",
"routeId": "sa_80c25e14d4edb9cf5bc0f994",
"moleculeId": "sa_38389ec4b34942dd8c4eccae",
"parentId": "4653",
"isLeaf": true,
"molecule": {
"id": "sa_38389ec4b34942dd8c4eccae",
"inchikey": "CQPGDDAKTTWVDD-UHFFFAOYSA-N",
"smiles": "N#CCCCBr"
},
"smiles": "N#CCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4655",
"routeId": "sa_80c25e14d4edb9cf5bc0f994",
"moleculeId": "sa_e3ba755d63064be3de545c24",
"parentId": "4653",
"isLeaf": false,
"molecule": {
"id": "sa_e3ba755d63064be3de545c24",
"inchikey": "YKGMQTSPZDGJRD-UHFFFAOYSA-N",
"smiles": "CN(C(=O)c1ccc(Cl)c(Br)c1)c1ccccc1O"
},
"smiles": "CN(C(=O)c1ccc(Cl)c(Br)c1)c1ccccc1O",
"reactionStepId": "sa_a6ad9008d2fdfe2ff1d7a1f2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100152207A1;0289;898224\",\"rsmi\":\"C[O:15][c:14]1[c:13]([N:2]([CH3:1])[C:3](=[O:4])[c:5]2[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]2)[cH:19][cH:18][cH:17][cH:16]1>BrB(Br)Br.ClCCl>[CH3:1][N:2]([C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[c:14]([OH:15])[cH:16][cH:17][cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"C[O:15][c:14]1[c:13]([N:2]([CH3:1])[C:3](=[O:4])[c:5]2[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]2)[cH:19][cH:18][cH:17][cH:16]1>BrB(Br)Br.ClCCl>[CH3:1][N:2]([C:3](=[O:4])[c:5]1[cH:6][c:7]([Br:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[c:14]([OH:15])[cH:16][cH:17][cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_a6ad9008d2fdfe2ff1d7a1f2",
"reactionHash": "cf5c29369391de27059e708b6f0314899030905509826aed409b9ca0ffb01ce3"
},
"children": [
{
"id": "4656",
"routeId": "sa_80c25e14d4edb9cf5bc0f994",
"moleculeId": "sa_9c1d8a628ffc85c9760fe578",
"parentId": "4655",
"isLeaf": false,
"molecule": {
"id": "sa_9c1d8a628ffc85c9760fe578",
"inchikey": "SIJKCJLLPGLMEI-UHFFFAOYSA-N",
"smiles": "COc1ccccc1N(C)C(=O)c1ccc(Cl)c(Br)c1"
},
"smiles": "COc1ccccc1N(C)C(=O)c1ccc(Cl)c(Br)c1",
"reactionStepId": "sa_2a3882cea793ef80c72437e9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100152207A1;0275;898220\",\"rsmi\":\"I[CH3:6].[CH3:1][O:2][c:3]1[c:4]([NH:5][C:7](=[O:8])[c:9]2[cH:10][c:11]([Br:12])[c:13]([Cl:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19][cH:20]1>CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][c:3]1[c:4]([N:5]([CH3:6])[C:7](=[O:8])[c:9]2[cH:10][c:11]([Br:12])[c:13]([Cl:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"I[CH3:6].[CH3:1][O:2][c:3]1[c:4]([NH:5][C:7](=[O:8])[c:9]2[cH:10][c:11]([Br:12])[c:13]([Cl:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19][cH:20]1>CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][c:3]1[c:4]([N:5]([CH3:6])[C:7](=[O:8])[c:9]2[cH:10][c:11]([Br:12])[c:13]([Cl:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19][cH:20]1\"}",
"reactionStep": {
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"reactionHash": "4f6bc0ebd0651afa6cdb68e15b448d5d5157272e06c3ccdd2fb89fdc5a92987c"
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"children": [
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"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "4656",
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"molecule": {
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"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
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{
"id": "4658",
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"moleculeId": "sa_cf6cb41465c5e07193057d28",
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"molecule": {
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"inchikey": "SQEGVUOYJGPJIB-UHFFFAOYSA-N",
"smiles": "COc1ccccc1NC(=O)c1ccc(Cl)c(Br)c1"
},
"smiles": "COc1ccccc1NC(=O)c1ccc(Cl)c(Br)c1",
"reactionStepId": "sa_14a0c322b4871a33c10a046f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100152207A1;0274;898219\",\"rsmi\":\"Cl[C:6](=[O:7])[c:8]1[cH:9][c:10]([Br:11])[c:12]([Cl:13])[cH:14][cH:15]1.[CH3:1][O:2][c:3]1[c:4]([NH2:5])[cH:16][cH:17][cH:18][cH:19]1>CCN(CC)CC.ClCCl>[CH3:1][O:2][c:3]1[c:4]([NH:5][C:6](=[O:7])[c:8]2[cH:9][c:10]([Br:11])[c:12]([Cl:13])[cH:14][cH:15]2)[cH:16][cH:17][cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"Cl[C:6](=[O:7])[c:8]1[cH:9][c:10]([Br:11])[c:12]([Cl:13])[cH:14][cH:15]1.[CH3:1][O:2][c:3]1[c:4]([NH2:5])[cH:16][cH:17][cH:18][cH:19]1>CCN(CC)CC.ClCCl>[CH3:1][O:2][c:3]1[c:4]([NH:5][C:6](=[O:7])[c:8]2[cH:9][c:10]([Br:11])[c:12]([Cl:13])[cH:14][cH:15]2)[cH:16][cH:17][cH:18][cH:19]1\"}",
"reactionStep": {
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"children": [
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"molecule": {
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"smiles": "O=C(Cl)c1ccc(Cl)c(Br)c1",
"reactionStepId": "sa_b66197b47bf73b9ba3a603fb",
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"metadata": "{\"annotations\":{\"ID\":\"US20100152207A1;0273;898218\",\"rsmi\":\"O=C(Cl)C(=O)[Cl:3].O[C:2](=[O:1])[c:4]1[cH:5][c:6]([Br:7])[c:8]([Cl:9])[cH:10][cH:11]1>CN(C)C=O.ClCCl>[O:1]=[C:2]([Cl:3])[c:4]1[cH:5][c:6]([Br:7])[c:8]([Cl:9])[cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"O=C(Cl)C(=O)[Cl:3].O[C:2](=[O:1])[c:4]1[cH:5][c:6]([Br:7])[c:8]([Cl:9])[cH:10][cH:11]1>CN(C)C=O.ClCCl>[O:1]=[C:2]([Cl:3])[c:4]1[cH:5][c:6]([Br:7])[c:8]([Cl:9])[cH:10][cH:11]1\"}",
"reactionStep": {
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{
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"parentId": "4659",
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"molecule": {
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"inchikey": "CTSLXHKWHWQRSH-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C(=O)Cl"
},
"smiles": "O=C(Cl)C(=O)Cl",
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{
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"molecule": {
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"smiles": "O=C(O)c1ccc(Cl)c(Br)c1"
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"smiles": "O=C(O)c1ccc(Cl)c(Br)c1",
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{
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"molecule": {
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"smiles": "COc1ccccc1N"
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]
}
]
}
]
}
}