Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCN(C(=O)CCc2c(-c3ccc(Cl)cc3)n(C)c3ccc(Cl)cc23)C[C@@H]1Cc1ccccc1
InChiKey
VAEMSTLXUAVXPR-VWLOTQADSA-N
Route Signature
8e04c00c9edfbe4a8746aa1ac01ec3eaff5d941555cb9e426b2123675b16673a
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a8eb26885d4218eb76d51dec",
"signature": "8e04c00c9edfbe4a8746aa1ac01ec3eaff5d941555cb9e426b2123675b16673a",
"contentHash": "2c8328cb4dc3697b70cfc1f5a16a60ce5558cf4da6a065a7a96b7f143b191369",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_6cb74374966d2a22f7c6e326",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05203",
"moleculeId": "sa_95e6449030aaf1e5456248ad",
"smiles": "CN1CCN(C(=O)CCc2c(-c3ccc(Cl)cc3)n(C)c3ccc(Cl)cc23)C[C@@H]1Cc1ccccc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_95e6449030aaf1e5456248ad",
"inchikey": "VAEMSTLXUAVXPR-VWLOTQADSA-N",
"smiles": "CN1CCN(C(=O)CCc2c(-c3ccc(Cl)cc3)n(C)c3ccc(Cl)cc23)C[C@@H]1Cc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11370",
"routeId": "sa_a8eb26885d4218eb76d51dec",
"moleculeId": "sa_95e6449030aaf1e5456248ad",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_95e6449030aaf1e5456248ad",
"inchikey": "VAEMSTLXUAVXPR-VWLOTQADSA-N",
"smiles": "CN1CCN(C(=O)CCc2c(-c3ccc(Cl)cc3)n(C)c3ccc(Cl)cc23)C[C@@H]1Cc1ccccc1"
},
"smiles": "CN1CCN(C(=O)CCc2c(-c3ccc(Cl)cc3)n(C)c3ccc(Cl)cc23)C[C@@H]1Cc1ccccc1",
"reactionStepId": "sa_f4867983a85a2177c2d23a93",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06518273B1;;592180\",\"rsmi\":\"O[C:13]([CH2:12][CH2:11][c:10]1[c:9]2[c:3]([n:2]([CH3:1])[c:29]1-[c:30]1[cH:31][cH:32][c:33]([Cl:34])[cH:35][cH:36]1)[cH:4][cH:5][c:6]([Cl:7])[cH:8]2)=[O:14].[NH:15]1[CH2:16][CH2:17][N:18]([CH3:19])[C@@H:20]([CH2:21][c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[CH2:28]1>>[CH3:1][n:2]1[c:3]2[cH:4][cH:5][c:6]([Cl:7])[cH:8][c:9]2[c:10]([CH2:11][CH2:12][C:13](=[O:14])[N:15]2[CH2:16][CH2:17][N:18]([CH3:19])[C@@H:20]([CH2:21][c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[CH2:28]2)[c:29]1-[c:30]1[cH:31][cH:32][c:33]([Cl:34])[cH:35][cH:36]1\"},\"mapped_reaction_smiles\":\"O[C:13]([CH2:12][CH2:11][c:10]1[c:9]2[c:3]([n:2]([CH3:1])[c:29]1-[c:30]1[cH:31][cH:32][c:33]([Cl:34])[cH:35][cH:36]1)[cH:4][cH:5][c:6]([Cl:7])[cH:8]2)=[O:14].[NH:15]1[CH2:16][CH2:17][N:18]([CH3:19])[C@@H:20]([CH2:21][c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[CH2:28]1>>[CH3:1][n:2]1[c:3]2[cH:4][cH:5][c:6]([Cl:7])[cH:8][c:9]2[c:10]([CH2:11][CH2:12][C:13](=[O:14])[N:15]2[CH2:16][CH2:17][N:18]([CH3:19])[C@@H:20]([CH2:21][c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[CH2:28]2)[c:29]1-[c:30]1[cH:31][cH:32][c:33]([Cl:34])[cH:35][cH:36]1\"}",
"reactionStep": {
"id": "sa_f4867983a85a2177c2d23a93",
"reactionHash": "8eb431d436b82b5668ab3dd235818a60fede8757f84fd5c7d6d051ce3d411f57"
},
"children": [
{
"id": "11371",
"routeId": "sa_a8eb26885d4218eb76d51dec",
"moleculeId": "sa_8ae945711c5714fd9df12501",
"parentId": "11370",
"isLeaf": false,
"molecule": {
"id": "sa_8ae945711c5714fd9df12501",
"inchikey": "BYCJMYBUFIKCPP-LBPRGKRZSA-N",
"smiles": "CN1CCNC[C@@H]1Cc1ccccc1"
},
"smiles": "CN1CCNC[C@@H]1Cc1ccccc1",
"reactionStepId": "sa_765b61b5b54964f122e2c946",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06518273B1;;592166\",\"rsmi\":\"O=[C:3]1[N:2]([CH3:1])[C@@H:7]([CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[C:6](=O)[NH:5][CH2:4]1>C1CCOC1.O=S(=O)(O)O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].[Na+]>[CH3:1][N:2]1[CH2:3][CH2:4][NH:5][CH2:6][C@@H:7]1[CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"O=[C:3]1[N:2]([CH3:1])[C@@H:7]([CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[C:6](=O)[NH:5][CH2:4]1>C1CCOC1.O=S(=O)(O)O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].[Na+]>[CH3:1][N:2]1[CH2:3][CH2:4][NH:5][CH2:6][C@@H:7]1[CH2:8][c:9]1[cH:10][cH:11][cH:12][cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_765b61b5b54964f122e2c946",
"reactionHash": "ef97299157d7c917bfc482b7795f9f9c2559778938b8ae4c45cb0baf773f2c46"
},
"children": [
{
"id": "11372",
"routeId": "sa_a8eb26885d4218eb76d51dec",
"moleculeId": "sa_29644ffa6bebc6ef7b112876",
"parentId": "11371",
"isLeaf": true,
"molecule": {
"id": "sa_29644ffa6bebc6ef7b112876",
"inchikey": "LGLVQYWIIFXBTD-JTQLQIEISA-N",
"smiles": "CN1C(=O)CNC(=O)[C@@H]1Cc1ccccc1"
},
"smiles": "CN1C(=O)CNC(=O)[C@@H]1Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11373",
"routeId": "sa_a8eb26885d4218eb76d51dec",
"moleculeId": "sa_cebe7f95bad0871f9e5c7b91",
"parentId": "11370",
"isLeaf": false,
"molecule": {
"id": "sa_cebe7f95bad0871f9e5c7b91",
"inchikey": "MUCUZLSHVYFJFI-UHFFFAOYSA-N",
"smiles": "Cn1c(-c2ccc(Cl)cc2)c(CCC(=O)O)c2cc(Cl)ccc21"
},
"smiles": "Cn1c(-c2ccc(Cl)cc2)c(CCC(=O)O)c2cc(Cl)ccc21",
"reactionStepId": "sa_08392ad9d4d5be79cbb1bce6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06518273B1;;592151\",\"rsmi\":\"CN(C)[CH:1]=O.[nH:2]1[c:3]2[cH:4][cH:5][c:6]([Cl:7])[cH:8][c:9]2[c:10]([CH2:11][CH2:12][C:13](=[O:14])[OH:15])[c:16]1-[c:17]1[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]1>O.[HH].[Na+]>[CH3:1][n:2]1[c:3]2[cH:4][cH:5][c:6]([Cl:7])[cH:8][c:9]2[c:10]([CH2:11][CH2:12][C:13](=[O:14])[OH:15])[c:16]1-[c:17]1[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"CN(C)[CH:1]=O.[nH:2]1[c:3]2[cH:4][cH:5][c:6]([Cl:7])[cH:8][c:9]2[c:10]([CH2:11][CH2:12][C:13](=[O:14])[OH:15])[c:16]1-[c:17]1[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]1>O.[HH].[Na+]>[CH3:1][n:2]1[c:3]2[cH:4][cH:5][c:6]([Cl:7])[cH:8][c:9]2[c:10]([CH2:11][CH2:12][C:13](=[O:14])[OH:15])[c:16]1-[c:17]1[cH:18][cH:19][c:20]([Cl:21])[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_08392ad9d4d5be79cbb1bce6",
"reactionHash": "41d1f8c11432195c3ebbf9748a580d6d590d6aa641384ddafd1876d3d0371be7"
},
"children": [
{
"id": "11374",
"routeId": "sa_a8eb26885d4218eb76d51dec",
"moleculeId": "sa_36cb68508f09100b813acce9",
"parentId": "11373",
"isLeaf": false,
"molecule": {
"id": "sa_36cb68508f09100b813acce9",
"inchikey": "XHGFKUUBNLDTNI-UHFFFAOYSA-N",
"smiles": "O=C(O)CCc1c(-c2ccc(Cl)cc2)[nH]c2ccc(Cl)cc12"
},
"smiles": "O=C(O)CCc1c(-c2ccc(Cl)cc2)[nH]c2ccc(Cl)cc12",
"reactionStepId": "sa_a424faaa3e9508976ac5415a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06518273B1;;592150\",\"rsmi\":\"N[NH:15][c:16]1[cH:17][cH:18][c:19]([Cl:20])[cH:21][cH:22]1.O=[C:7]([CH2:6][CH2:5][CH2:4][C:2](=[O:1])[OH:3])[c:8]1[cH:9][cH:10][c:11]([Cl:12])[cH:13][cH:14]1>Cl>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][c:6]1[c:7](-[c:8]2[cH:9][cH:10][c:11]([Cl:12])[cH:13][cH:14]2)[nH:15][c:16]2[cH:17][cH:18][c:19]([Cl:20])[cH:21][c:22]12\"},\"mapped_reaction_smiles\":\"N[NH:15][c:16]1[cH:17][cH:18][c:19]([Cl:20])[cH:21][cH:22]1.O=[C:7]([CH2:6][CH2:5][CH2:4][C:2](=[O:1])[OH:3])[c:8]1[cH:9][cH:10][c:11]([Cl:12])[cH:13][cH:14]1>Cl>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][c:6]1[c:7](-[c:8]2[cH:9][cH:10][c:11]([Cl:12])[cH:13][cH:14]2)[nH:15][c:16]2[cH:17][cH:18][c:19]([Cl:20])[cH:21][c:22]12\"}",
"reactionStep": {
"id": "sa_a424faaa3e9508976ac5415a",
"reactionHash": "cf7cba65d4bbfa4d4ee85ddaa8ab14bc805daad6f7e20380f6f8928bbfb7bc57"
},
"children": [
{
"id": "11375",
"routeId": "sa_a8eb26885d4218eb76d51dec",
"moleculeId": "sa_0c1d3176bfd8186e599d7b2a",
"parentId": "11374",
"isLeaf": true,
"molecule": {
"id": "sa_0c1d3176bfd8186e599d7b2a",
"inchikey": "BVLILROMUFYKGH-UHFFFAOYSA-N",
"smiles": "O=C(O)CCCC(=O)c1ccc(Cl)cc1"
},
"smiles": "O=C(O)CCCC(=O)c1ccc(Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11376",
"routeId": "sa_a8eb26885d4218eb76d51dec",
"moleculeId": "sa_92d10b04fdad44309bb726c7",
"parentId": "11374",
"isLeaf": true,
"molecule": {
"id": "sa_92d10b04fdad44309bb726c7",
"inchikey": "XXNOGQJZAOXWAQ-UHFFFAOYSA-N",
"smiles": "NNc1ccc(Cl)cc1"
},
"smiles": "NNc1ccc(Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11377",
"routeId": "sa_a8eb26885d4218eb76d51dec",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "11373",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}