Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCc1c(Cc2ccc(-c3ccccc3-c3noc(=O)[nH]3)cc2)c(=O)n(C2CCC(=NOC(C)C)CC2)c2ncnn12
InChiKey
XTYLVGBBIVUXRM-UHFFFAOYSA-N
Route Signature
cab78df3914a35bf2a9208669abb73e58a855d1fe8a6299153ce159e369c09fb
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_fb39b34eafaa8aeaa90dc791",
"signature": "cab78df3914a35bf2a9208669abb73e58a855d1fe8a6299153ce159e369c09fb",
"contentHash": "c742ba04871a29dd9586db2ea85e3a700590fd0dacaa04879630bb2fccbb1a19",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_af94c26602a8a7acb78a9d02",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05213",
"moleculeId": "sa_376b3c447c90d069fff095c9",
"smiles": "CCCc1c(Cc2ccc(-c3ccccc3-c3noc(=O)[nH]3)cc2)c(=O)n(C2CCC(=NOC(C)C)CC2)c2ncnn12",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_376b3c447c90d069fff095c9",
"inchikey": "XTYLVGBBIVUXRM-UHFFFAOYSA-N",
"smiles": "CCCc1c(Cc2ccc(-c3ccccc3-c3noc(=O)[nH]3)cc2)c(=O)n(C2CCC(=NOC(C)C)CC2)c2ncnn12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15648",
"routeId": "sa_fb39b34eafaa8aeaa90dc791",
"moleculeId": "sa_376b3c447c90d069fff095c9",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_376b3c447c90d069fff095c9",
"inchikey": "XTYLVGBBIVUXRM-UHFFFAOYSA-N",
"smiles": "CCCc1c(Cc2ccc(-c3ccccc3-c3noc(=O)[nH]3)cc2)c(=O)n(C2CCC(=NOC(C)C)CC2)c2ncnn12"
},
"smiles": "CCCc1c(Cc2ccc(-c3ccccc3-c3noc(=O)[nH]3)cc2)c(=O)n(C2CCC(=NOC(C)C)CC2)c2ncnn12",
"reactionStepId": "sa_a18de36fe2166eef78b39b73",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08283353B2;2717;1237749\",\"rsmi\":\"O=[C:31]1[CH2:30][CH2:29][CH:28]([n:27]2[c:25](=[O:26])[c:5]([CH2:6][c:7]3[cH:8][cH:9][c:10](-[c:11]4[c:12](-[c:13]5[n:14][o:15][c:16](=[O:17])[nH:18]5)[cH:19][cH:20][cH:21][cH:22]4)[cH:23][cH:24]3)[c:4]([CH2:3][CH2:2][CH3:1])[n:43]3[c:39]2[n:40][cH:41][n:42]3)[CH2:38][CH2:37]1.[NH2:32][O:33][CH:34]([CH3:35])[CH3:36]>CCOC(C)=O.Cl.Cl.O.c1ccncc1>[CH3:1][CH2:2][CH2:3][c:4]1[c:5]([CH2:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[c:12](-[c:13]4[n:14][o:15][c:16](=[O:17])[nH:18]4)[cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[c:25](=[O:26])[n:27]([CH:28]2[CH2:29][CH2:30][C:31](=[N:32][O:33][CH:34]([CH3:35])[CH3:36])[CH2:37][CH2:38]2)[c:39]2[n:40][cH:41][n:42][n:43]12\"},\"mapped_reaction_smiles\":\"O=[C:31]1[CH2:30][CH2:29][CH:28]([n:27]2[c:25](=[O:26])[c:5]([CH2:6][c:7]3[cH:8][cH:9][c:10](-[c:11]4[c:12](-[c:13]5[n:14][o:15][c:16](=[O:17])[nH:18]5)[cH:19][cH:20][cH:21][cH:22]4)[cH:23][cH:24]3)[c:4]([CH2:3][CH2:2][CH3:1])[n:43]3[c:39]2[n:40][cH:41][n:42]3)[CH2:38][CH2:37]1.[NH2:32][O:33][CH:34]([CH3:35])[CH3:36]>CCOC(C)=O.Cl.Cl.O.c1ccncc1>[CH3:1][CH2:2][CH2:3][c:4]1[c:5]([CH2:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[c:12](-[c:13]4[n:14][o:15][c:16](=[O:17])[nH:18]4)[cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[c:25](=[O:26])[n:27]([CH:28]2[CH2:29][CH2:30][C:31](=[N:32][O:33][CH:34]([CH3:35])[CH3:36])[CH2:37][CH2:38]2)[c:39]2[n:40][cH:41][n:42][n:43]12\"}",
"reactionStep": {
"id": "sa_a18de36fe2166eef78b39b73",
"reactionHash": "34ee2e8cf21ff5ae00df1b785faa5bb97d064fb2a3500b99b61f6bfc73ae709e"
},
"children": [
{
"id": "15649",
"routeId": "sa_fb39b34eafaa8aeaa90dc791",
"moleculeId": "sa_d1d69187643f6fd0112c89c6",
"parentId": "15648",
"isLeaf": true,
"molecule": {
"id": "sa_d1d69187643f6fd0112c89c6",
"inchikey": "HLYVNXRHROOICH-UHFFFAOYSA-N",
"smiles": "CC(C)ON"
},
"smiles": "CC(C)ON",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15650",
"routeId": "sa_fb39b34eafaa8aeaa90dc791",
"moleculeId": "sa_5639a92b0fa43f41cc81af42",
"parentId": "15648",
"isLeaf": false,
"molecule": {
"id": "sa_5639a92b0fa43f41cc81af42",
"inchikey": "LTAOVRQZAJNXAH-UHFFFAOYSA-N",
"smiles": "CCCc1c(Cc2ccc(-c3ccccc3-c3noc(=O)[nH]3)cc2)c(=O)n(C2CCC(=O)CC2)c2ncnn12"
},
"smiles": "CCCc1c(Cc2ccc(-c3ccccc3-c3noc(=O)[nH]3)cc2)c(=O)n(C2CCC(=O)CC2)c2ncnn12",
"reactionStepId": "sa_cadecd9d27e4822cc77f07be",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08283353B2;2567;1237709\",\"rsmi\":\"C1C[O:32][C:31]2(O1)[CH2:30][CH2:29][CH:28]([n:27]1[c:25](=[O:26])[c:5]([CH2:6][c:7]3[cH:8][cH:9][c:10](-[c:11]4[c:12](-[c:13]5[n:14][o:15][c:16](=[O:17])[nH:18]5)[cH:19][cH:20][cH:21][cH:22]4)[cH:23][cH:24]3)[c:4]([CH2:3][CH2:2][CH3:1])[n:39]3[c:35]1[n:36][cH:37][n:38]3)[CH2:34][CH2:33]2>C1CCOC1.CCOC(C)=O.Cl>[CH3:1][CH2:2][CH2:3][c:4]1[c:5]([CH2:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[c:12](-[c:13]4[n:14][o:15][c:16](=[O:17])[nH:18]4)[cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[c:25](=[O:26])[n:27]([CH:28]2[CH2:29][CH2:30][C:31](=[O:32])[CH2:33][CH2:34]2)[c:35]2[n:36][cH:37][n:38][n:39]12\"},\"mapped_reaction_smiles\":\"C1C[O:32][C:31]2(O1)[CH2:30][CH2:29][CH:28]([n:27]1[c:25](=[O:26])[c:5]([CH2:6][c:7]3[cH:8][cH:9][c:10](-[c:11]4[c:12](-[c:13]5[n:14][o:15][c:16](=[O:17])[nH:18]5)[cH:19][cH:20][cH:21][cH:22]4)[cH:23][cH:24]3)[c:4]([CH2:3][CH2:2][CH3:1])[n:39]3[c:35]1[n:36][cH:37][n:38]3)[CH2:34][CH2:33]2>C1CCOC1.CCOC(C)=O.Cl>[CH3:1][CH2:2][CH2:3][c:4]1[c:5]([CH2:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[c:12](-[c:13]4[n:14][o:15][c:16](=[O:17])[nH:18]4)[cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[c:25](=[O:26])[n:27]([CH:28]2[CH2:29][CH2:30][C:31](=[O:32])[CH2:33][CH2:34]2)[c:35]2[n:36][cH:37][n:38][n:39]12\"}",
"reactionStep": {
"id": "sa_cadecd9d27e4822cc77f07be",
"reactionHash": "73f2d2926aaaf8668f896b7703b1db1448013748da4abdf8201a9d5742a93b2c"
},
"children": [
{
"id": "15651",
"routeId": "sa_fb39b34eafaa8aeaa90dc791",
"moleculeId": "sa_6aae57f6573d9a6596cb163a",
"parentId": "15650",
"isLeaf": false,
"molecule": {
"id": "sa_6aae57f6573d9a6596cb163a",
"inchikey": "KWRGQJPWVRFVFM-UHFFFAOYSA-N",
"smiles": "CCCc1c(Cc2ccc(-c3ccccc3-c3noc(=O)[nH]3)cc2)c(=O)n(C2CCC3(CC2)OCCO3)c2ncnn12"
},
"smiles": "CCCc1c(Cc2ccc(-c3ccccc3-c3noc(=O)[nH]3)cc2)c(=O)n(C2CCC3(CC2)OCCO3)c2ncnn12",
"reactionStepId": "sa_812cbde300b646953c816495",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08283353B2;2558;1237706\",\"rsmi\":\"[CH3:1][CH2:2][CH2:3][c:4]1[c:5]([CH2:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[c:12]([C:13]#[N:18])[cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[c:25](=[O:26])[n:27]([CH:28]2[CH2:29][CH2:30][C:31]3([CH2:32][CH2:33]2)[O:34][CH2:35][CH2:36][O:37]3)[c:38]2[n:39][cH:40][n:41][n:42]12.[NH2:14][OH:15].O[C:16](O)=[O:17]>CCOC(C)=O.CS(C)=O.Cl.[Na+]>[CH3:1][CH2:2][CH2:3][c:4]1[c:5]([CH2:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[c:12](-[c:13]4[n:14][o:15][c:16](=[O:17])[nH:18]4)[cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[c:25](=[O:26])[n:27]([CH:28]2[CH2:29][CH2:30][C:31]3([CH2:32][CH2:33]2)[O:34][CH2:35][CH2:36][O:37]3)[c:38]2[n:39][cH:40][n:41][n:42]12\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][CH2:3][c:4]1[c:5]([CH2:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[c:12]([C:13]#[N:18])[cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[c:25](=[O:26])[n:27]([CH:28]2[CH2:29][CH2:30][C:31]3([CH2:32][CH2:33]2)[O:34][CH2:35][CH2:36][O:37]3)[c:38]2[n:39][cH:40][n:41][n:42]12.[NH2:14][OH:15].O[C:16](O)=[O:17]>CCOC(C)=O.CS(C)=O.Cl.[Na+]>[CH3:1][CH2:2][CH2:3][c:4]1[c:5]([CH2:6][c:7]2[cH:8][cH:9][c:10](-[c:11]3[c:12](-[c:13]4[n:14][o:15][c:16](=[O:17])[nH:18]4)[cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[c:25](=[O:26])[n:27]([CH:28]2[CH2:29][CH2:30][C:31]3([CH2:32][CH2:33]2)[O:34][CH2:35][CH2:36][O:37]3)[c:38]2[n:39][cH:40][n:41][n:42]12\"}",
"reactionStep": {
"id": "sa_812cbde300b646953c816495",
"reactionHash": "e9bf96b783b3445d68d9334d22868d0640b5735b65ab89f9c0b212896ec289f0"
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"children": [
{
"id": "15652",
"routeId": "sa_fb39b34eafaa8aeaa90dc791",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "15651",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15653",
"routeId": "sa_fb39b34eafaa8aeaa90dc791",
"moleculeId": "sa_b59ef3f3c60d90848dc44b6b",
"parentId": "15651",
"isLeaf": true,
"molecule": {
"id": "sa_b59ef3f3c60d90848dc44b6b",
"inchikey": "BVKZGUZCCUSVTD-UHFFFAOYSA-N",
"smiles": "O=C(O)O"
},
"smiles": "O=C(O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15654",
"routeId": "sa_fb39b34eafaa8aeaa90dc791",
"moleculeId": "sa_3de47e599428257a9dc767da",
"parentId": "15651",
"isLeaf": true,
"molecule": {
"id": "sa_3de47e599428257a9dc767da",
"inchikey": "LMTIKCOVUWLLDO-UHFFFAOYSA-N",
"smiles": "CCCc1c(Cc2ccc(-c3ccccc3C#N)cc2)c(=O)n(C2CCC3(CC2)OCCO3)c2ncnn12"
},
"smiles": "CCCc1c(Cc2ccc(-c3ccccc3C#N)cc2)c(=O)n(C2CCC3(CC2)OCCO3)c2ncnn12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}