Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)c1ccccc1CN1CN(c2ccccc2)C2(CCN(CCCC(=O)c3ccccc3)CC2)C1=O
InChiKey
UMVKZUJJPUAXKX-UHFFFAOYSA-N
Route Signature
ba00d08f0534c4abe7fad49eabd4a9afd6e2c7ed46874c4b7f06744dfff463e3
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_79c36f9c7d2949f9b9c35422",
"signature": "ba00d08f0534c4abe7fad49eabd4a9afd6e2c7ed46874c4b7f06744dfff463e3",
"contentHash": "74331a22df53bbefba4052e15fae07e05e80980d9137a3d7f28e4c610f3d3ffc",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_fc7113473d005ce3c6e6f601",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05005",
"moleculeId": "sa_c85a6baca7b0128272feaf0d",
"smiles": "CC(C)(C)OC(=O)c1ccccc1CN1CN(c2ccccc2)C2(CCN(CCCC(=O)c3ccccc3)CC2)C1=O",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_c85a6baca7b0128272feaf0d",
"inchikey": "UMVKZUJJPUAXKX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1ccccc1CN1CN(c2ccccc2)C2(CCN(CCCC(=O)c3ccccc3)CC2)C1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11311",
"routeId": "sa_79c36f9c7d2949f9b9c35422",
"moleculeId": "sa_c85a6baca7b0128272feaf0d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c85a6baca7b0128272feaf0d",
"inchikey": "UMVKZUJJPUAXKX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1ccccc1CN1CN(c2ccccc2)C2(CCN(CCCC(=O)c3ccccc3)CC2)C1=O"
},
"smiles": "CC(C)(C)OC(=O)c1ccccc1CN1CN(c2ccccc2)C2(CCN(CCCC(=O)c3ccccc3)CC2)C1=O",
"reactionStepId": "sa_fed8bd90511def17b5cc3388",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010228A1;0536;1164799\",\"rsmi\":\"I[CH2:24][CH2:25][CH2:26][C:27](=[O:28])[c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([CH2:10][N:11]2[CH2:12][N:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[C:20]3([CH2:21][CH2:22][NH:23][CH2:35][CH2:36]3)[C:37]2=[O:38])[cH:39][cH:40][cH:41][cH:42]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([CH2:10][N:11]2[CH2:12][N:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[C:20]3([CH2:21][CH2:22][N:23]([CH2:24][CH2:25][CH2:26][C:27](=[O:28])[c:29]4[cH:30][cH:31][cH:32][cH:33][cH:34]4)[CH2:35][CH2:36]3)[C:37]2=[O:38])[cH:39][cH:40][cH:41][cH:42]1\"},\"mapped_reaction_smiles\":\"I[CH2:24][CH2:25][CH2:26][C:27](=[O:28])[c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([CH2:10][N:11]2[CH2:12][N:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[C:20]3([CH2:21][CH2:22][NH:23][CH2:35][CH2:36]3)[C:37]2=[O:38])[cH:39][cH:40][cH:41][cH:42]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([CH2:10][N:11]2[CH2:12][N:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[C:20]3([CH2:21][CH2:22][N:23]([CH2:24][CH2:25][CH2:26][C:27](=[O:28])[c:29]4[cH:30][cH:31][cH:32][cH:33][cH:34]4)[CH2:35][CH2:36]3)[C:37]2=[O:38])[cH:39][cH:40][cH:41][cH:42]1\"}",
"reactionStep": {
"id": "sa_fed8bd90511def17b5cc3388",
"reactionHash": "770891139647bf6e6836fdb7d072916f513cccef278453c5bb646e22f0da4c6e"
},
"children": [
{
"id": "11312",
"routeId": "sa_79c36f9c7d2949f9b9c35422",
"moleculeId": "sa_080a01bc045212c3272bf876",
"parentId": "11311",
"isLeaf": false,
"molecule": {
"id": "sa_080a01bc045212c3272bf876",
"inchikey": "FECCCPYXQKSZQC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1ccccc1CN1CN(c2ccccc2)C2(CCNCC2)C1=O"
},
"smiles": "CC(C)(C)OC(=O)c1ccccc1CN1CN(c2ccccc2)C2(CCNCC2)C1=O",
"reactionStepId": "sa_8905b0c060c710b076d4ee84",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010228A1;0477;1164782\",\"rsmi\":\"O=C(OCc1ccccc1)[N:23]1[CH2:22][CH2:21][C:20]2([N:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[CH2:12][N:11]([CH2:10][c:9]3[c:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:31][cH:30][cH:29][cH:28]3)[C:26]2=[O:27])[CH2:25][CH2:24]1>CO.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([CH2:10][N:11]2[CH2:12][N:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[C:20]3([CH2:21][CH2:22][NH:23][CH2:24][CH2:25]3)[C:26]2=[O:27])[cH:28][cH:29][cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[N:23]1[CH2:22][CH2:21][C:20]2([N:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[CH2:12][N:11]([CH2:10][c:9]3[c:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:31][cH:30][cH:29][cH:28]3)[C:26]2=[O:27])[CH2:25][CH2:24]1>CO.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([CH2:10][N:11]2[CH2:12][N:13]([c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[C:20]3([CH2:21][CH2:22][NH:23][CH2:24][CH2:25]3)[C:26]2=[O:27])[cH:28][cH:29][cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_8905b0c060c710b076d4ee84",
"reactionHash": "d55ac7b56d8aace42c3986fb960062d7eb2fc8d8d7f176cfa83dcc67b846d70a"
},
"children": [
{
"id": "11313",
"routeId": "sa_79c36f9c7d2949f9b9c35422",
"moleculeId": "sa_e04f2dee78cf3f952c953bf9",
"parentId": "11312",
"isLeaf": true,
"molecule": {
"id": "sa_e04f2dee78cf3f952c953bf9",
"inchikey": "YMGVHRPCAFHBNY-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1ccccc1CN1CN(c2ccccc2)C2(CCN(C(=O)OCc3ccccc3)CC2)C1=O"
},
"smiles": "CC(C)(C)OC(=O)c1ccccc1CN1CN(c2ccccc2)C2(CCN(C(=O)OCc3ccccc3)CC2)C1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11314",
"routeId": "sa_79c36f9c7d2949f9b9c35422",
"moleculeId": "sa_c6ca7c3d1b383d2f0df18922",
"parentId": "11311",
"isLeaf": false,
"molecule": {
"id": "sa_c6ca7c3d1b383d2f0df18922",
"inchikey": "QCNSLBGKXIACGC-UHFFFAOYSA-N",
"smiles": "O=C(CCCI)c1ccccc1"
},
"smiles": "O=C(CCCI)c1ccccc1",
"reactionStepId": "sa_ec40e2010fb386f2037ffe60",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010228A1;0538;1164800\",\"rsmi\":\"Cl[CH2:5][CH2:4][CH2:3][C:2](=[O:1])[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1.[IH:6]>CC(C)=O.[Na+]>[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][I:6])[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:5][CH2:4][CH2:3][C:2](=[O:1])[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1.[IH:6]>CC(C)=O.[Na+]>[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][I:6])[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_ec40e2010fb386f2037ffe60",
"reactionHash": "fde9318d476e79b0d28fed967723002ebbad018d98ca4603d9b464fdf9d91625"
},
"children": [
{
"id": "11315",
"routeId": "sa_79c36f9c7d2949f9b9c35422",
"moleculeId": "sa_a46443edcf88d6fa36e5f9e1",
"parentId": "11314",
"isLeaf": true,
"molecule": {
"id": "sa_a46443edcf88d6fa36e5f9e1",
"inchikey": "GHEFQKHLHFXSBR-UHFFFAOYSA-N",
"smiles": "O=C(CCCCl)c1ccccc1"
},
"smiles": "O=C(CCCCl)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11316",
"routeId": "sa_79c36f9c7d2949f9b9c35422",
"moleculeId": "sa_bc906e425e53d363266dfe60",
"parentId": "11314",
"isLeaf": true,
"molecule": {
"id": "sa_bc906e425e53d363266dfe60",
"inchikey": "XMBWDFGMSWQBCA-UHFFFAOYSA-N",
"smiles": "I"
},
"smiles": "I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}