Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(C)CC#CC(=O)N1CCC[C@H]1c1nc(-c2ccc(C(=O)Nc3ccccn3)cc2)c2c(N)nccn12
InChiKey
QRQJIVNEEQTIGU-NRFANRHFSA-N
Route Signature
ece718d76b5e5d5d450db5829d6cd21057b60f773b4a06f06b272629c7e75c43
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_91b30de4d691243f5081676d",
"signature": "ece718d76b5e5d5d450db5829d6cd21057b60f773b4a06f06b272629c7e75c43",
"contentHash": "7ce60f4bf007143ee8f7509ec803b5461b13255b30a14c1b9866e4c317ab43c7",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_b2d61107d2ef8ac352e7e7b2",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08389",
"moleculeId": "sa_168b308184e53c3bde6f1f55",
"smiles": "CN(C)CC#CC(=O)N1CCC[C@H]1c1nc(-c2ccc(C(=O)Nc3ccccn3)cc2)c2c(N)nccn12",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_168b308184e53c3bde6f1f55",
"inchikey": "QRQJIVNEEQTIGU-NRFANRHFSA-N",
"smiles": "CN(C)CC#CC(=O)N1CCC[C@H]1c1nc(-c2ccc(C(=O)Nc3ccccn3)cc2)c2c(N)nccn12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11909",
"routeId": "sa_91b30de4d691243f5081676d",
"moleculeId": "sa_168b308184e53c3bde6f1f55",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_168b308184e53c3bde6f1f55",
"inchikey": "QRQJIVNEEQTIGU-NRFANRHFSA-N",
"smiles": "CN(C)CC#CC(=O)N1CCC[C@H]1c1nc(-c2ccc(C(=O)Nc3ccccn3)cc2)c2c(N)nccn12"
},
"smiles": "CN(C)CC#CC(=O)N1CCC[C@H]1c1nc(-c2ccc(C(=O)Nc3ccccn3)cc2)c2c(N)nccn12",
"reactionStepId": "sa_9235b17692cb0f74222605de",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140155385A1;0471;1531334\",\"rsmi\":\"O[C:7]([C:6]#[C:5][CH2:4][N:2]([CH3:1])[CH3:3])=[O:8].[NH:9]1[CH2:10][CH2:11][CH2:12][C@H:13]1[c:14]1[n:15][c:16](-[c:17]2[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]3[n:25][cH:26][cH:27][cH:28][cH:29]3)[cH:30][cH:31]2)[c:32]2[c:33]([NH2:34])[n:35][cH:36][cH:37][n:38]12>>[CH3:1][N:2]([CH3:3])[CH2:4][C:5]#[C:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][CH2:12][C@H:13]1[c:14]1[n:15][c:16](-[c:17]2[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]3[n:25][cH:26][cH:27][cH:28][cH:29]3)[cH:30][cH:31]2)[c:32]2[c:33]([NH2:34])[n:35][cH:36][cH:37][n:38]12\"},\"mapped_reaction_smiles\":\"O[C:7]([C:6]#[C:5][CH2:4][N:2]([CH3:1])[CH3:3])=[O:8].[NH:9]1[CH2:10][CH2:11][CH2:12][C@H:13]1[c:14]1[n:15][c:16](-[c:17]2[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]3[n:25][cH:26][cH:27][cH:28][cH:29]3)[cH:30][cH:31]2)[c:32]2[c:33]([NH2:34])[n:35][cH:36][cH:37][n:38]12>>[CH3:1][N:2]([CH3:3])[CH2:4][C:5]#[C:6][C:7](=[O:8])[N:9]1[CH2:10][CH2:11][CH2:12][C@H:13]1[c:14]1[n:15][c:16](-[c:17]2[cH:18][cH:19][c:20]([C:21](=[O:22])[NH:23][c:24]3[n:25][cH:26][cH:27][cH:28][cH:29]3)[cH:30][cH:31]2)[c:32]2[c:33]([NH2:34])[n:35][cH:36][cH:37][n:38]12\"}",
"reactionStep": {
"id": "sa_9235b17692cb0f74222605de",
"reactionHash": "e2b65e3cdb3336cfc7f7a029530bccbc785a8eecb18afe9b81d2d0e4abb53946"
},
"children": [
{
"id": "11910",
"routeId": "sa_91b30de4d691243f5081676d",
"moleculeId": "sa_807d12c9ca693159c154f6a9",
"parentId": "11909",
"isLeaf": false,
"molecule": {
"id": "sa_807d12c9ca693159c154f6a9",
"inchikey": "GPOHHJPOQPILBS-UHFFFAOYSA-N",
"smiles": "CN(C)CC#CC(=O)O"
},
"smiles": "CN(C)CC#CC(=O)O",
"reactionStepId": "sa_16b5b2ae30eef2f697542725",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140155385A1;0469;1531333\",\"rsmi\":\"[C:7](=[O:8])=[O:9].[CH3:1][N:2]([CH3:3])[CH2:4][C:5]#[CH:6]>C1CCOC1.CCCCCC.CO.O.[Li]CCCC>[CH3:1][N:2]([CH3:3])[CH2:4][C:5]#[C:6][C:7](=[O:8])[OH:9]\"},\"mapped_reaction_smiles\":\"[C:7](=[O:8])=[O:9].[CH3:1][N:2]([CH3:3])[CH2:4][C:5]#[CH:6]>C1CCOC1.CCCCCC.CO.O.[Li]CCCC>[CH3:1][N:2]([CH3:3])[CH2:4][C:5]#[C:6][C:7](=[O:8])[OH:9]\"}",
"reactionStep": {
"id": "sa_16b5b2ae30eef2f697542725",
"reactionHash": "d7de906eb9b982c0d2f866f501a4e940215fb3d161979e0ccc7cbf30ab224b3c"
},
"children": [
{
"id": "11911",
"routeId": "sa_91b30de4d691243f5081676d",
"moleculeId": "sa_4f5fbd7ef0cd09a8d3e2a83c",
"parentId": "11910",
"isLeaf": true,
"molecule": {
"id": "sa_4f5fbd7ef0cd09a8d3e2a83c",
"inchikey": "CURLTUGMZLYLDI-UHFFFAOYSA-N",
"smiles": "O=C=O"
},
"smiles": "O=C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11912",
"routeId": "sa_91b30de4d691243f5081676d",
"moleculeId": "sa_d7ba35fc88a79519d9602768",
"parentId": "11910",
"isLeaf": true,
"molecule": {
"id": "sa_d7ba35fc88a79519d9602768",
"inchikey": "ILBIXZPOMJFOJP-UHFFFAOYSA-N",
"smiles": "C#CCN(C)C"
},
"smiles": "C#CCN(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11913",
"routeId": "sa_91b30de4d691243f5081676d",
"moleculeId": "sa_9b15d1e921e6f98bcf77752b",
"parentId": "11909",
"isLeaf": false,
"molecule": {
"id": "sa_9b15d1e921e6f98bcf77752b",
"inchikey": "RWBYECCAYSUTDK-INIZCTEOSA-N",
"smiles": "Nc1nccn2c([C@@H]3CCCN3)nc(-c3ccc(C(=O)Nc4ccccn4)cc3)c12"
},
"smiles": "Nc1nccn2c([C@@H]3CCCN3)nc(-c3ccc(C(=O)Nc4ccccn4)cc3)c12",
"reactionStepId": "sa_0cb0ffdc4af05ce6617b2917",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140155385A1;0298;1531276\",\"rsmi\":\"O=C(OCc1ccccc1)[N:12]1[C@H:8]([c:7]2[n:6]3[cH:5][cH:4][n:3][c:2]([NH2:1])[c:30]3[c:14](-[c:15]3[cH:16][cH:17][c:18]([C:19](=[O:20])[NH:21][c:22]4[n:23][cH:24][cH:25][cH:26][cH:27]4)[cH:28][cH:29]3)[n:13]2)[CH2:9][CH2:10][CH2:11]1>Br.CC(=O)O.O>[NH2:1][c:2]1[n:3][cH:4][cH:5][n:6]2[c:7]([C@@H:8]3[CH2:9][CH2:10][CH2:11][NH:12]3)[n:13][c:14](-[c:15]3[cH:16][cH:17][c:18]([C:19](=[O:20])[NH:21][c:22]4[n:23][cH:24][cH:25][cH:26][cH:27]4)[cH:28][cH:29]3)[c:30]12\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[N:12]1[C@H:8]([c:7]2[n:6]3[cH:5][cH:4][n:3][c:2]([NH2:1])[c:30]3[c:14](-[c:15]3[cH:16][cH:17][c:18]([C:19](=[O:20])[NH:21][c:22]4[n:23][cH:24][cH:25][cH:26][cH:27]4)[cH:28][cH:29]3)[n:13]2)[CH2:9][CH2:10][CH2:11]1>Br.CC(=O)O.O>[NH2:1][c:2]1[n:3][cH:4][cH:5][n:6]2[c:7]([C@@H:8]3[CH2:9][CH2:10][CH2:11][NH:12]3)[n:13][c:14](-[c:15]3[cH:16][cH:17][c:18]([C:19](=[O:20])[NH:21][c:22]4[n:23][cH:24][cH:25][cH:26][cH:27]4)[cH:28][cH:29]3)[c:30]12\"}",
"reactionStep": {
"id": "sa_0cb0ffdc4af05ce6617b2917",
"reactionHash": "8ec93169c62936bb201d7573e04f85d7256b4100a02f722091541d9af251d7ba"
},
"children": [
{
"id": "11914",
"routeId": "sa_91b30de4d691243f5081676d",
"moleculeId": "sa_6e115df208411a570dac20f8",
"parentId": "11913",
"isLeaf": true,
"molecule": {
"id": "sa_6e115df208411a570dac20f8",
"inchikey": "PBYIGYPMLIQOEW-QHCPKHFHSA-N",
"smiles": "Nc1nccn2c([C@@H]3CCCN3C(=O)OCc3ccccc3)nc(-c3ccc(C(=O)Nc4ccccn4)cc3)c12"
},
"smiles": "Nc1nccn2c([C@@H]3CCCN3C(=O)OCc3ccccc3)nc(-c3ccc(C(=O)Nc4ccccn4)cc3)c12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}