Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=S(=O)(NC1CCC(=C2c3ccccc3CCc3ccccc32)CC1)c1ccc(OC(F)(F)F)cc1
InChiKey
ZDYYRNNUNOIBDN-UHFFFAOYSA-N
Route Signature
5050d06ebb5602cf75e2f3e29a09fb633a9eca246e095482540ca0a2f20ca386
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_8cfb92ea13e44272149f0a2f",
"signature": "5050d06ebb5602cf75e2f3e29a09fb633a9eca246e095482540ca0a2f20ca386",
"contentHash": "e9464f52c0f9070cab0f43717ea83a21e424aca7b4b24e0417acea6baecbe5a3",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_40563feb86973a41bf145ac6",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-09618",
"moleculeId": "sa_cd933c2953f6dd81201e9d48",
"smiles": "O=S(=O)(NC1CCC(=C2c3ccccc3CCc3ccccc32)CC1)c1ccc(OC(F)(F)F)cc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_cd933c2953f6dd81201e9d48",
"inchikey": "ZDYYRNNUNOIBDN-UHFFFAOYSA-N",
"smiles": "O=S(=O)(NC1CCC(=C2c3ccccc3CCc3ccccc32)CC1)c1ccc(OC(F)(F)F)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9031",
"routeId": "sa_8cfb92ea13e44272149f0a2f",
"moleculeId": "sa_cd933c2953f6dd81201e9d48",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_cd933c2953f6dd81201e9d48",
"inchikey": "ZDYYRNNUNOIBDN-UHFFFAOYSA-N",
"smiles": "O=S(=O)(NC1CCC(=C2c3ccccc3CCc3ccccc32)CC1)c1ccc(OC(F)(F)F)cc1"
},
"smiles": "O=S(=O)(NC1CCC(=C2c3ccccc3CCc3ccccc32)CC1)c1ccc(OC(F)(F)F)cc1",
"reactionStepId": "sa_07aafc78117102aced179946",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140213578A1;0322;1556345\",\"rsmi\":\"Cl[S:2](=[O:1])(=[O:3])[c:26]1[cH:27][cH:28][c:29]([O:30][C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]1.[NH2:4][CH:5]1[CH2:6][CH2:7][C:8](=[C:9]2[c:10]3[c:11]([cH:12][cH:13][cH:14][cH:15]3)[CH2:16][CH2:17][c:18]3[c:19]2[cH:20][cH:21][cH:22][cH:23]3)[CH2:24][CH2:25]1>CCN(CC)CC.CN(C)C=O>[O:1]=[S:2](=[O:3])([NH:4][CH:5]1[CH2:6][CH2:7][C:8](=[C:9]2[c:10]3[c:11]([cH:12][cH:13][cH:14][cH:15]3)[CH2:16][CH2:17][c:18]3[c:19]2[cH:20][cH:21][cH:22][cH:23]3)[CH2:24][CH2:25]1)[c:26]1[cH:27][cH:28][c:29]([O:30][C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]1\"},\"mapped_reaction_smiles\":\"Cl[S:2](=[O:1])(=[O:3])[c:26]1[cH:27][cH:28][c:29]([O:30][C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]1.[NH2:4][CH:5]1[CH2:6][CH2:7][C:8](=[C:9]2[c:10]3[c:11]([cH:12][cH:13][cH:14][cH:15]3)[CH2:16][CH2:17][c:18]3[c:19]2[cH:20][cH:21][cH:22][cH:23]3)[CH2:24][CH2:25]1>CCN(CC)CC.CN(C)C=O>[O:1]=[S:2](=[O:3])([NH:4][CH:5]1[CH2:6][CH2:7][C:8](=[C:9]2[c:10]3[c:11]([cH:12][cH:13][cH:14][cH:15]3)[CH2:16][CH2:17][c:18]3[c:19]2[cH:20][cH:21][cH:22][cH:23]3)[CH2:24][CH2:25]1)[c:26]1[cH:27][cH:28][c:29]([O:30][C:31]([F:32])([F:33])[F:34])[cH:35][cH:36]1\"}",
"reactionStep": {
"id": "sa_07aafc78117102aced179946",
"reactionHash": "42fee2dc0ae351b097ad4e0c83f463481187b8b2538bfbcfeae66ccbc9d15631"
},
"children": [
{
"id": "9032",
"routeId": "sa_8cfb92ea13e44272149f0a2f",
"moleculeId": "sa_e824d6556c023f5d1c46fb51",
"parentId": "9031",
"isLeaf": false,
"molecule": {
"id": "sa_e824d6556c023f5d1c46fb51",
"inchikey": "OJEBBLCMGNQXES-UHFFFAOYSA-N",
"smiles": "NC1CCC(=C2c3ccccc3CCc3ccccc32)CC1"
},
"smiles": "NC1CCC(=C2c3ccccc3CCc3ccccc32)CC1",
"reactionStepId": "sa_5ce9e67335bccee7909f097d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140213578A1;0320;1556344\",\"rsmi\":\"O=C(OCc1ccccc1)[NH:1][CH:2]1[CH2:3][CH2:4][C:5](=[C:6]2[c:7]3[c:8]([cH:9][cH:10][cH:11][cH:12]3)[CH2:13][CH2:14][c:15]3[c:16]2[cH:17][cH:18][cH:19][cH:20]3)[CH2:21][CH2:22]1>CC(=O)O.CCOC(C)=O.CO.[Pd]>[NH2:1][CH:2]1[CH2:3][CH2:4][C:5](=[C:6]2[c:7]3[c:8]([cH:9][cH:10][cH:11][cH:12]3)[CH2:13][CH2:14][c:15]3[c:16]2[cH:17][cH:18][cH:19][cH:20]3)[CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[NH:1][CH:2]1[CH2:3][CH2:4][C:5](=[C:6]2[c:7]3[c:8]([cH:9][cH:10][cH:11][cH:12]3)[CH2:13][CH2:14][c:15]3[c:16]2[cH:17][cH:18][cH:19][cH:20]3)[CH2:21][CH2:22]1>CC(=O)O.CCOC(C)=O.CO.[Pd]>[NH2:1][CH:2]1[CH2:3][CH2:4][C:5](=[C:6]2[c:7]3[c:8]([cH:9][cH:10][cH:11][cH:12]3)[CH2:13][CH2:14][c:15]3[c:16]2[cH:17][cH:18][cH:19][cH:20]3)[CH2:21][CH2:22]1\"}",
"reactionStep": {
"id": "sa_5ce9e67335bccee7909f097d",
"reactionHash": "ddb029c1869e8d77c66c45e069e60fdc75e975b43b2b2bee55b835127a46855c"
},
"children": [
{
"id": "9033",
"routeId": "sa_8cfb92ea13e44272149f0a2f",
"moleculeId": "sa_966362b4779f4d42f300574c",
"parentId": "9032",
"isLeaf": false,
"molecule": {
"id": "sa_966362b4779f4d42f300574c",
"inchikey": "FEHGZFPCGZAYOH-UHFFFAOYSA-N",
"smiles": "O=C(NC1CCC(=C2c3ccccc3CCc3ccccc32)CC1)OCc1ccccc1"
},
"smiles": "O=C(NC1CCC(=C2c3ccccc3CCc3ccccc32)CC1)OCc1ccccc1",
"reactionStepId": "sa_2f5aa7a6b652d085dab56a03",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140213578A1;0319;1556343\",\"rsmi\":\"O=[C:7]1[CH2:6][CH2:5][CH:4]([NH:3][C:2](=[O:1])[O:25][CH2:26][c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[CH2:24][CH2:23]1.O=[C:8]1[c:9]2[c:10]([cH:11][cH:12][cH:13][cH:14]2)[CH2:15][CH2:16][c:17]2[c:18]1[cH:19][cH:20][cH:21][cH:22]2>C1CCOC1.Cl.Cl[Ti](Cl)(Cl)Cl.[Zn]>[O:1]=[C:2]([NH:3][CH:4]1[CH2:5][CH2:6][C:7](=[C:8]2[c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[CH2:15][CH2:16][c:17]3[c:18]2[cH:19][cH:20][cH:21][cH:22]3)[CH2:23][CH2:24]1)[O:25][CH2:26][c:27]1[cH:28][cH:29][cH:30][cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"O=[C:7]1[CH2:6][CH2:5][CH:4]([NH:3][C:2](=[O:1])[O:25][CH2:26][c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[CH2:24][CH2:23]1.O=[C:8]1[c:9]2[c:10]([cH:11][cH:12][cH:13][cH:14]2)[CH2:15][CH2:16][c:17]2[c:18]1[cH:19][cH:20][cH:21][cH:22]2>C1CCOC1.Cl.Cl[Ti](Cl)(Cl)Cl.[Zn]>[O:1]=[C:2]([NH:3][CH:4]1[CH2:5][CH2:6][C:7](=[C:8]2[c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[CH2:15][CH2:16][c:17]3[c:18]2[cH:19][cH:20][cH:21][cH:22]3)[CH2:23][CH2:24]1)[O:25][CH2:26][c:27]1[cH:28][cH:29][cH:30][cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_2f5aa7a6b652d085dab56a03",
"reactionHash": "982a667cbb973e2a426e286b6db3d5796b614e8734ce274165a88c1536b6406b"
},
"children": [
{
"id": "9034",
"routeId": "sa_8cfb92ea13e44272149f0a2f",
"moleculeId": "sa_ae6f1c2830e6e78c7f26847d",
"parentId": "9033",
"isLeaf": true,
"molecule": {
"id": "sa_ae6f1c2830e6e78c7f26847d",
"inchikey": "BMVWCPGVLSILMU-UHFFFAOYSA-N",
"smiles": "O=C1c2ccccc2CCc2ccccc21"
},
"smiles": "O=C1c2ccccc2CCc2ccccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9035",
"routeId": "sa_8cfb92ea13e44272149f0a2f",
"moleculeId": "sa_bef358650852a16b17509a1d",
"parentId": "9033",
"isLeaf": true,
"molecule": {
"id": "sa_bef358650852a16b17509a1d",
"inchikey": "VHXBIBFCJISKFA-UHFFFAOYSA-N",
"smiles": "O=C1CCC(N=C(O)OCc2ccccc2)CC1"
},
"smiles": "O=C1CCC(NC(=O)OCc2ccccc2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "9036",
"routeId": "sa_8cfb92ea13e44272149f0a2f",
"moleculeId": "sa_48c3692878f5496cae8d0783",
"parentId": "9031",
"isLeaf": true,
"molecule": {
"id": "sa_48c3692878f5496cae8d0783",
"inchikey": "UHCDBMIOLNKDHG-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccc(OC(F)(F)F)cc1"
},
"smiles": "O=S(=O)(Cl)c1ccc(OC(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}