Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC1(c2c[nH]c3c(NS(=O)(=O)CC)cccc23)CCc2cc(F)ccc21
InChiKey
UPZAWBIVUQACCR-UHFFFAOYSA-N
Route Signature
5002abf76c3037f72282555afce3cbdb3115eb7b73d09bd265de9189afc5a41c
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_81a5e899c7ad0c3d2428c50e",
"signature": "5002abf76c3037f72282555afce3cbdb3115eb7b73d09bd265de9189afc5a41c",
"contentHash": "01c20954ed6d7aa4e4b51d0d2a7a64a760a5ef1f8599295341ceb4b04e47c372",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_49a65bbd5d8c171aaf45530a",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-00330",
"moleculeId": "sa_565d3ece155dc4ef9ecf09d3",
"smiles": "CCC1(c2c[nH]c3c(NS(=O)(=O)CC)cccc23)CCc2cc(F)ccc21",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_565d3ece155dc4ef9ecf09d3",
"inchikey": "UPZAWBIVUQACCR-UHFFFAOYSA-N",
"smiles": "CCC1(c2c[nH]c3c(NS(=O)(=O)CC)cccc23)CCc2cc(F)ccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "606",
"routeId": "sa_81a5e899c7ad0c3d2428c50e",
"moleculeId": "sa_565d3ece155dc4ef9ecf09d3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_565d3ece155dc4ef9ecf09d3",
"inchikey": "UPZAWBIVUQACCR-UHFFFAOYSA-N",
"smiles": "CCC1(c2c[nH]c3c(NS(=O)(=O)CC)cccc23)CCc2cc(F)ccc21"
},
"smiles": "CCC1(c2c[nH]c3c(NS(=O)(=O)CC)cccc23)CCc2cc(F)ccc21",
"reactionStepId": "sa_a7dc046826242c212dcc2be1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07728150B2;0301;985465\",\"rsmi\":\"Cl[S:10](=[O:11])(=[O:12])[CH2:13][CH3:14].[CH3:1][CH2:2][C:3]1([c:4]2[cH:5][nH:6][c:7]3[c:8]([NH2:9])[cH:15][cH:16][cH:17][c:18]23)[CH2:19][CH2:20][c:21]2[cH:22][c:23]([F:24])[cH:25][cH:26][c:27]21>>[CH3:1][CH2:2][C:3]1([c:4]2[cH:5][nH:6][c:7]3[c:8]([NH:9][S:10](=[O:11])(=[O:12])[CH2:13][CH3:14])[cH:15][cH:16][cH:17][c:18]23)[CH2:19][CH2:20][c:21]2[cH:22][c:23]([F:24])[cH:25][cH:26][c:27]21\"},\"mapped_reaction_smiles\":\"Cl[S:10](=[O:11])(=[O:12])[CH2:13][CH3:14].[CH3:1][CH2:2][C:3]1([c:4]2[cH:5][nH:6][c:7]3[c:8]([NH2:9])[cH:15][cH:16][cH:17][c:18]23)[CH2:19][CH2:20][c:21]2[cH:22][c:23]([F:24])[cH:25][cH:26][c:27]21>>[CH3:1][CH2:2][C:3]1([c:4]2[cH:5][nH:6][c:7]3[c:8]([NH:9][S:10](=[O:11])(=[O:12])[CH2:13][CH3:14])[cH:15][cH:16][cH:17][c:18]23)[CH2:19][CH2:20][c:21]2[cH:22][c:23]([F:24])[cH:25][cH:26][c:27]21\"}",
"reactionStep": {
"id": "sa_a7dc046826242c212dcc2be1",
"reactionHash": "a8908931935efe3896007f5aa4713974ed5b9d24dd2a17078de338a65a71bdfe"
},
"children": [
{
"id": "607",
"routeId": "sa_81a5e899c7ad0c3d2428c50e",
"moleculeId": "sa_a505ad769cb2dff204290187",
"parentId": "606",
"isLeaf": true,
"molecule": {
"id": "sa_a505ad769cb2dff204290187",
"inchikey": "FRYHCSODNHYDPU-UHFFFAOYSA-N",
"smiles": "CCS(=O)(=O)Cl"
},
"smiles": "CCS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "608",
"routeId": "sa_81a5e899c7ad0c3d2428c50e",
"moleculeId": "sa_c9ff32ac2232dfff67fd01af",
"parentId": "606",
"isLeaf": false,
"molecule": {
"id": "sa_c9ff32ac2232dfff67fd01af",
"inchikey": "IPBNNCSENCVMPY-UHFFFAOYSA-N",
"smiles": "CCC1(c2c[nH]c3c(N)cccc23)CCc2cc(F)ccc21"
},
"smiles": "CCC1(c2c[nH]c3c(N)cccc23)CCc2cc(F)ccc21",
"reactionStepId": "sa_dc676d7f74f8ebeab5c830e9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07728150B2;0291;985460\",\"rsmi\":\"O=C(OCc1ccccc1)[NH:9][c:8]1[c:7]2[nH:6][cH:5][c:4]([C:3]3([CH2:2][CH3:1])[CH2:14][CH2:15][c:16]4[cH:17][c:18]([F:19])[cH:20][cH:21][c:22]43)[c:13]2[cH:12][cH:11][cH:10]1>CCO.O.O.[Pd+2]>[CH3:1][CH2:2][C:3]1([c:4]2[cH:5][nH:6][c:7]3[c:8]([NH2:9])[cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][c:16]2[cH:17][c:18]([F:19])[cH:20][cH:21][c:22]21\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[NH:9][c:8]1[c:7]2[nH:6][cH:5][c:4]([C:3]3([CH2:2][CH3:1])[CH2:14][CH2:15][c:16]4[cH:17][c:18]([F:19])[cH:20][cH:21][c:22]43)[c:13]2[cH:12][cH:11][cH:10]1>CCO.O.O.[Pd+2]>[CH3:1][CH2:2][C:3]1([c:4]2[cH:5][nH:6][c:7]3[c:8]([NH2:9])[cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][c:16]2[cH:17][c:18]([F:19])[cH:20][cH:21][c:22]21\"}",
"reactionStep": {
"id": "sa_dc676d7f74f8ebeab5c830e9",
"reactionHash": "91f1dc79b5b8a674d35e86a5ec6efaeecf93b9e4bfb06ce6c84032a623e3af85"
},
"children": [
{
"id": "609",
"routeId": "sa_81a5e899c7ad0c3d2428c50e",
"moleculeId": "sa_c2a5bbc6f9dc9c89b6f5ba86",
"parentId": "608",
"isLeaf": false,
"molecule": {
"id": "sa_c2a5bbc6f9dc9c89b6f5ba86",
"inchikey": "YNKBWASXNYFOTQ-UHFFFAOYSA-N",
"smiles": "CCC1(c2c[nH]c3c(NC(=O)OCc4ccccc4)cccc23)CCc2cc(F)ccc21"
},
"smiles": "CCC1(c2c[nH]c3c(NC(=O)OCc4ccccc4)cccc23)CCc2cc(F)ccc21",
"reactionStepId": "sa_c71298bb849345edf1e3da0d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07728150B2;0289;985459\",\"rsmi\":\"O[C:3]1([CH2:2][CH3:1])[CH2:24][CH2:25][c:26]2[cH:27][c:28]([F:29])[cH:30][cH:31][c:32]21.[cH:4]1[cH:5][nH:6][c:7]2[c:8]([NH:9][C:10](=[O:11])[O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21][cH:22][c:23]12>>[CH3:1][CH2:2][C:3]1([c:4]2[cH:5][nH:6][c:7]3[c:8]([NH:9][C:10](=[O:11])[O:12][CH2:13][c:14]4[cH:15][cH:16][cH:17][cH:18][cH:19]4)[cH:20][cH:21][cH:22][c:23]23)[CH2:24][CH2:25][c:26]2[cH:27][c:28]([F:29])[cH:30][cH:31][c:32]21\"},\"mapped_reaction_smiles\":\"O[C:3]1([CH2:2][CH3:1])[CH2:24][CH2:25][c:26]2[cH:27][c:28]([F:29])[cH:30][cH:31][c:32]21.[cH:4]1[cH:5][nH:6][c:7]2[c:8]([NH:9][C:10](=[O:11])[O:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21][cH:22][c:23]12>>[CH3:1][CH2:2][C:3]1([c:4]2[cH:5][nH:6][c:7]3[c:8]([NH:9][C:10](=[O:11])[O:12][CH2:13][c:14]4[cH:15][cH:16][cH:17][cH:18][cH:19]4)[cH:20][cH:21][cH:22][c:23]23)[CH2:24][CH2:25][c:26]2[cH:27][c:28]([F:29])[cH:30][cH:31][c:32]21\"}",
"reactionStep": {
"id": "sa_c71298bb849345edf1e3da0d",
"reactionHash": "eb6fe57fe1dc5052637f04c502d10b9f4fbd4a08a729a38a2fac78c846202dfb"
},
"children": [
{
"id": "610",
"routeId": "sa_81a5e899c7ad0c3d2428c50e",
"moleculeId": "sa_b5f1e703efc010140fe62dfb",
"parentId": "609",
"isLeaf": false,
"molecule": {
"id": "sa_b5f1e703efc010140fe62dfb",
"inchikey": "DZRZSFLZXCZKLV-UHFFFAOYSA-N",
"smiles": "CCC1(O)CCc2cc(F)ccc21"
},
"smiles": "CCC1(O)CCc2cc(F)ccc21",
"reactionStepId": "sa_ade80ea08f96d4e74b1ab900",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07728150B2;0235;985434\",\"rsmi\":\"Br[Mg][CH2:2][CH3:1].[C:3]1(=[O:4])[CH2:5][CH2:6][c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][c:13]21>CCOCC.Cl.N>[CH3:1][CH2:2][C:3]1([OH:4])[CH2:5][CH2:6][c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][c:13]21\"},\"mapped_reaction_smiles\":\"Br[Mg][CH2:2][CH3:1].[C:3]1(=[O:4])[CH2:5][CH2:6][c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][c:13]21>CCOCC.Cl.N>[CH3:1][CH2:2][C:3]1([OH:4])[CH2:5][CH2:6][c:7]2[cH:8][c:9]([F:10])[cH:11][cH:12][c:13]21\"}",
"reactionStep": {
"id": "sa_ade80ea08f96d4e74b1ab900",
"reactionHash": "a0def3ef689bafef39ba22ae71a20897129d0500e38392aafcaab1847a3ec23a"
},
"children": [
{
"id": "611",
"routeId": "sa_81a5e899c7ad0c3d2428c50e",
"moleculeId": "sa_9352c4a09e0df35beadf9522",
"parentId": "610",
"isLeaf": true,
"molecule": {
"id": "sa_9352c4a09e0df35beadf9522",
"inchikey": "TWTWFMUQSOFTRN-UHFFFAOYSA-M",
"smiles": "C[CH2][Mg][Br]"
},
"smiles": "C[CH2][Mg][Br]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "612",
"routeId": "sa_81a5e899c7ad0c3d2428c50e",
"moleculeId": "sa_0e4dd67f4c399d25c381b08b",
"parentId": "610",
"isLeaf": true,
"molecule": {
"id": "sa_0e4dd67f4c399d25c381b08b",
"inchikey": "WVPPBVAMKNQXJA-UHFFFAOYSA-N",
"smiles": "O=C1CCc2cc(F)ccc21"
},
"smiles": "O=C1CCc2cc(F)ccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "613",
"routeId": "sa_81a5e899c7ad0c3d2428c50e",
"moleculeId": "sa_79840b139223be0c5adfe452",
"parentId": "609",
"isLeaf": false,
"molecule": {
"id": "sa_79840b139223be0c5adfe452",
"inchikey": "NHSHQNSOEFPNBH-UHFFFAOYSA-N",
"smiles": "O=C(Nc1cccc2cc[nH]c12)OCc1ccccc1"
},
"smiles": "O=C(Nc1cccc2cc[nH]c12)OCc1ccccc1",
"reactionStepId": "sa_a9ab2c68851143a08d2a95da",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07728150B2;0263;985446\",\"rsmi\":\"Cl[C:2](=[O:1])[O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1.[NH2:3][c:4]1[c:5]2[nH:6][cH:7][cH:8][c:9]2[cH:10][cH:11][cH:12]1>CCCCCCC.ClCCl.[Na+].O>[O:1]=[C:2]([NH:3][c:4]1[c:5]2[nH:6][cH:7][cH:8][c:9]2[cH:10][cH:11][cH:12]1)[O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1.[NH2:3][c:4]1[c:5]2[nH:6][cH:7][cH:8][c:9]2[cH:10][cH:11][cH:12]1>CCCCCCC.ClCCl.[Na+].O>[O:1]=[C:2]([NH:3][c:4]1[c:5]2[nH:6][cH:7][cH:8][c:9]2[cH:10][cH:11][cH:12]1)[O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1\"}",
"reactionStep": {
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"reactionHash": "5ba1939912b1e110700bc1aa09f0f083e764a372f67b079d2af6e900967d35d1"
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"children": [
{
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"routeId": "sa_81a5e899c7ad0c3d2428c50e",
"moleculeId": "sa_1514403cfb4a58c3c6f69a71",
"parentId": "613",
"isLeaf": true,
"molecule": {
"id": "sa_1514403cfb4a58c3c6f69a71",
"inchikey": "HSDAJNMJOMSNEV-UHFFFAOYSA-N",
"smiles": "O=C(Cl)OCc1ccccc1"
},
"smiles": "O=C(Cl)OCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "615",
"routeId": "sa_81a5e899c7ad0c3d2428c50e",
"moleculeId": "sa_f20cf4aebb7c890a01c8d0e0",
"parentId": "613",
"isLeaf": false,
"molecule": {
"id": "sa_f20cf4aebb7c890a01c8d0e0",
"inchikey": "WTFWZOSMUGZKNZ-UHFFFAOYSA-N",
"smiles": "Nc1cccc2cc[nH]c12"
},
"smiles": "Nc1cccc2cc[nH]c12",
"reactionStepId": "sa_f853e6518f58b083d5930b68",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07728150B2;0251;985440\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[c:3]2[nH:4][cH:5][cH:6][c:7]2[cH:8][cH:9][cH:10]1>CCO.O=CO.N.[Pd]>[NH2:1][c:2]1[c:3]2[nH:4][cH:5][cH:6][c:7]2[cH:8][cH:9][cH:10]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[c:3]2[nH:4][cH:5][cH:6][c:7]2[cH:8][cH:9][cH:10]1>CCO.O=CO.N.[Pd]>[NH2:1][c:2]1[c:3]2[nH:4][cH:5][cH:6][c:7]2[cH:8][cH:9][cH:10]1\"}",
"reactionStep": {
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"children": [
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"parentId": "615",
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"molecule": {
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"inchikey": "LZJGQIVWUKFTRD-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccc2cc[nH]c12"
},
"smiles": "O=[N+]([O-])c1cccc2cc[nH]c12",
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"template": null,
"metadata": null,
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}
]
}
]
}
]
}
]
}
]
}
}