Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN(CC)CCNC(=O)c1cc(C)[nH]c1C=C1C(=O)Nc2cccc(-c3ccccc3F)c21
InChiKey
HAKKNBXVBAEQBF-UHFFFAOYSA-N
Route Signature
4b3ec163fc14aa62480ceb4c48c2f924d8c496f788343eb723f60d8384b40972
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_08daef4f87dce57b1d4b3c79",
"signature": "4b3ec163fc14aa62480ceb4c48c2f924d8c496f788343eb723f60d8384b40972",
"contentHash": "f58931c4f8bfd975c7b53cb9e831ef64d82eca7f06021ebef698282d7d70f92e",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_fbd4c1b7d49f607f7461ab46",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07346",
"moleculeId": "sa_a60b369159bc37450b6b394f",
"smiles": "CCN(CC)CCNC(=O)c1cc(C)[nH]c1C=C1C(=O)Nc2cccc(-c3ccccc3F)c21",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_a60b369159bc37450b6b394f",
"inchikey": "HAKKNBXVBAEQBF-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCNC(=O)c1cc(C)[nH]c1C=C1C(=O)Nc2cccc(-c3ccccc3F)c21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11729",
"routeId": "sa_08daef4f87dce57b1d4b3c79",
"moleculeId": "sa_a60b369159bc37450b6b394f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a60b369159bc37450b6b394f",
"inchikey": "HAKKNBXVBAEQBF-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCNC(=O)c1cc(C)[nH]c1C=C1C(=O)Nc2cccc(-c3ccccc3F)c21"
},
"smiles": "CCN(CC)CCNC(=O)c1cc(C)[nH]c1C=C1C(=O)Nc2cccc(-c3ccccc3F)c21",
"reactionStepId": "sa_75d51f261c3f15c82e8d0ea0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06861418B2;01033;675649\",\"rsmi\":\"O=[CH:13][c:12]1[c:11]([C:9]([NH:8][CH2:7][CH2:6][N:3]([CH2:2][CH3:1])[CH2:4][CH3:5])=[O:10])[cH:34][c:32]([CH3:33])[nH:31]1.[CH2:14]1[C:15](=[O:16])[NH:17][c:18]2[cH:19][cH:20][cH:21][c:22](-[c:23]3[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]3)[c:30]21>C1CCNCC1.CCO>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][NH:8][C:9](=[O:10])[c:11]1[c:12]([CH:13]=[C:14]2[C:15](=[O:16])[NH:17][c:18]3[cH:19][cH:20][cH:21][c:22](-[c:23]4[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]4)[c:30]32)[nH:31][c:32]([CH3:33])[cH:34]1\"},\"mapped_reaction_smiles\":\"O=[CH:13][c:12]1[c:11]([C:9]([NH:8][CH2:7][CH2:6][N:3]([CH2:2][CH3:1])[CH2:4][CH3:5])=[O:10])[cH:34][c:32]([CH3:33])[nH:31]1.[CH2:14]1[C:15](=[O:16])[NH:17][c:18]2[cH:19][cH:20][cH:21][c:22](-[c:23]3[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]3)[c:30]21>C1CCNCC1.CCO>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][NH:8][C:9](=[O:10])[c:11]1[c:12]([CH:13]=[C:14]2[C:15](=[O:16])[NH:17][c:18]3[cH:19][cH:20][cH:21][c:22](-[c:23]4[c:24]([F:25])[cH:26][cH:27][cH:28][cH:29]4)[c:30]32)[nH:31][c:32]([CH3:33])[cH:34]1\"}",
"reactionStep": {
"id": "sa_75d51f261c3f15c82e8d0ea0",
"reactionHash": "191136ed532ae1992bf3ff05078985c519310e70ce730fb6c184146602f446db"
},
"children": [
{
"id": "11730",
"routeId": "sa_08daef4f87dce57b1d4b3c79",
"moleculeId": "sa_62371d8e2fb7c68c483482a0",
"parentId": "11729",
"isLeaf": false,
"molecule": {
"id": "sa_62371d8e2fb7c68c483482a0",
"inchikey": "QOEOLJLBRBTFNV-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCNC(=O)c1cc(C)[nH]c1C=O"
},
"smiles": "CCN(CC)CCNC(=O)c1cc(C)[nH]c1C=O",
"reactionStepId": "sa_ba0f8868058947867ae8e2ac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06861418B2;00541;675563\",\"rsmi\":\"O[C:9](=[O:10])[c:11]1[c:12]([CH:13]=[O:14])[nH:15][c:16]([CH3:17])[cH:18]1.[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][NH2:8]>>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][NH:8][C:9](=[O:10])[c:11]1[c:12]([CH:13]=[O:14])[nH:15][c:16]([CH3:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"O[C:9](=[O:10])[c:11]1[c:12]([CH:13]=[O:14])[nH:15][c:16]([CH3:17])[cH:18]1.[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][NH2:8]>>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][NH:8][C:9](=[O:10])[c:11]1[c:12]([CH:13]=[O:14])[nH:15][c:16]([CH3:17])[cH:18]1\"}",
"reactionStep": {
"id": "sa_ba0f8868058947867ae8e2ac",
"reactionHash": "d73d985370ffb99ad298952d54b281dd4f58a3eaeda62d77ad760ff137c96d2c"
},
"children": [
{
"id": "11731",
"routeId": "sa_08daef4f87dce57b1d4b3c79",
"moleculeId": "sa_82be84741124a5c41c1b3973",
"parentId": "11730",
"isLeaf": true,
"molecule": {
"id": "sa_82be84741124a5c41c1b3973",
"inchikey": "JEUYKFMMPUCIIO-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)O)c(C=O)[nH]1"
},
"smiles": "Cc1cc(C(=O)O)c(C=O)[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11732",
"routeId": "sa_08daef4f87dce57b1d4b3c79",
"moleculeId": "sa_c3a84f1b1eab42bc499f0e6f",
"parentId": "11730",
"isLeaf": true,
"molecule": {
"id": "sa_c3a84f1b1eab42bc499f0e6f",
"inchikey": "UDGSVBYJWHOHNN-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCN"
},
"smiles": "CCN(CC)CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11733",
"routeId": "sa_08daef4f87dce57b1d4b3c79",
"moleculeId": "sa_511ffd7840eebeaa4293d1d8",
"parentId": "11729",
"isLeaf": false,
"molecule": {
"id": "sa_511ffd7840eebeaa4293d1d8",
"inchikey": "UYLGBZAYZVYXOQ-UHFFFAOYSA-N",
"smiles": "O=C1Cc2c(cccc2-c2ccccc2F)N1"
},
"smiles": "O=C1Cc2c(cccc2-c2ccccc2F)N1",
"reactionStepId": "sa_82928957e4e5aa132857ce3f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06861418B2;00382;675526\",\"rsmi\":\"CC[OH:1].[cH:2]1[cH:3][c:4]2[c:5](-[c:6]3[c:7]([F:8])[cH:9][cH:10][cH:11][cH:12]3)[cH:13][cH:14][cH:15][c:16]2[nH:17]1>CC(=O)O.CC(=O)O.CC(C)(C)O.Br.Br.Br.[Zn].c1ccncc1.c1ccncc1.c1ccncc1>[O:1]=[C:2]1[CH2:3][c:4]2[c:5](-[c:6]3[c:7]([F:8])[cH:9][cH:10][cH:11][cH:12]3)[cH:13][cH:14][cH:15][c:16]2[NH:17]1\"},\"mapped_reaction_smiles\":\"CC[OH:1].[cH:2]1[cH:3][c:4]2[c:5](-[c:6]3[c:7]([F:8])[cH:9][cH:10][cH:11][cH:12]3)[cH:13][cH:14][cH:15][c:16]2[nH:17]1>CC(=O)O.CC(=O)O.CC(C)(C)O.Br.Br.Br.[Zn].c1ccncc1.c1ccncc1.c1ccncc1>[O:1]=[C:2]1[CH2:3][c:4]2[c:5](-[c:6]3[c:7]([F:8])[cH:9][cH:10][cH:11][cH:12]3)[cH:13][cH:14][cH:15][c:16]2[NH:17]1\"}",
"reactionStep": {
"id": "sa_82928957e4e5aa132857ce3f",
"reactionHash": "1380641c3adb2417b269b6efd44452d8b01f9046afcf93cd42abef3f2a9f43a6"
},
"children": [
{
"id": "11734",
"routeId": "sa_08daef4f87dce57b1d4b3c79",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "11733",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11735",
"routeId": "sa_08daef4f87dce57b1d4b3c79",
"moleculeId": "sa_f8ef935184eeb9e612c8e0a9",
"parentId": "11733",
"isLeaf": true,
"molecule": {
"id": "sa_f8ef935184eeb9e612c8e0a9",
"inchikey": "VSUXPVZWQUEMTE-UHFFFAOYSA-N",
"smiles": "Fc1ccccc1-c1cccc2[nH]ccc12"
},
"smiles": "Fc1ccccc1-c1cccc2[nH]ccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}