Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCCCCCCCCCCCOc1ccc(C(=O)NCCc2ccccn2)cc1
InChiKey
CRKTWPHWDIEELP-UHFFFAOYSA-N
Route Signature
54408f0b455ed601a1517f5e377ef2ca0fb57f6e8242081a7a802e5f8664b257
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_86c57f3b9a91b1e9b1ca612b",
"signature": "54408f0b455ed601a1517f5e377ef2ca0fb57f6e8242081a7a802e5f8664b257",
"contentHash": "573b7a53ed0249765d65fccd19ec77d31adf7a2045fff174839045b1f304879c",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_516cd51cb58a9cfd851dc404",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-07313",
"moleculeId": "sa_4c95840de30b26a59ba33a9e",
"smiles": "CCCCCCCCCCCCCCOc1ccc(C(=O)NCCc2ccccn2)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_4c95840de30b26a59ba33a9e",
"inchikey": "CRKTWPHWDIEELP-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCOc1ccc(C(=O)NCCc2ccccn2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8270",
"routeId": "sa_86c57f3b9a91b1e9b1ca612b",
"moleculeId": "sa_4c95840de30b26a59ba33a9e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4c95840de30b26a59ba33a9e",
"inchikey": "CRKTWPHWDIEELP-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCOc1ccc(C(=O)NCCc2ccccn2)cc1"
},
"smiles": "CCCCCCCCCCCCCCOc1ccc(C(=O)NCCc2ccccn2)cc1",
"reactionStepId": "sa_c0f791ce5496bff1928b59dd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05328921;;297619\",\"rsmi\":\"Cl[C:20]([c:19]1[cH:18][cH:17][c:16]([O:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:32][cH:31]1)=[O:21].[NH2:22][CH2:23][CH2:24][c:25]1[n:26][cH:27][cH:28][cH:29][cH:30]1>ClC(Cl)Cl.ClCCl.c1ccncc1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][c:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[NH:22][CH2:23][CH2:24][c:25]2[n:26][cH:27][cH:28][cH:29][cH:30]2)[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[C:20]([c:19]1[cH:18][cH:17][c:16]([O:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:32][cH:31]1)=[O:21].[NH2:22][CH2:23][CH2:24][c:25]1[n:26][cH:27][cH:28][cH:29][cH:30]1>ClC(Cl)Cl.ClCCl.c1ccncc1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][c:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[NH:22][CH2:23][CH2:24][c:25]2[n:26][cH:27][cH:28][cH:29][cH:30]2)[cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_c0f791ce5496bff1928b59dd",
"reactionHash": "73cabd60fe99be3bef16b12b8e1a2139e27bd959f6aa7c351fbcfd980613fb64"
},
"children": [
{
"id": "8271",
"routeId": "sa_86c57f3b9a91b1e9b1ca612b",
"moleculeId": "sa_31a8fa43ff097b4f47b161c3",
"parentId": "8270",
"isLeaf": false,
"molecule": {
"id": "sa_31a8fa43ff097b4f47b161c3",
"inchikey": "QWBDKWSSXVNJKE-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCOc1ccc(C(=O)Cl)cc1"
},
"smiles": "CCCCCCCCCCCCCCOc1ccc(C(=O)Cl)cc1",
"reactionStepId": "sa_9d2133c94a992f9e0a4fe28e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05328921;;297569\",\"rsmi\":\"O=C(Cl)C(=O)[Cl:22].O[C:20]([c:19]1[cH:18][cH:17][c:16]([O:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:24][cH:23]1)=[O:21]>CN(C)C=O.ClCCl>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][c:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[Cl:22])[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"O=C(Cl)C(=O)[Cl:22].O[C:20]([c:19]1[cH:18][cH:17][c:16]([O:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:24][cH:23]1)=[O:21]>CN(C)C=O.ClCCl>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][c:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[Cl:22])[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_9d2133c94a992f9e0a4fe28e",
"reactionHash": "cc5a9fcdf74db8a4ed684a6237d85936b6b39174a589e3d2c5e96f08b274f0a4"
},
"children": [
{
"id": "8272",
"routeId": "sa_86c57f3b9a91b1e9b1ca612b",
"moleculeId": "sa_5f61cd035652b0eccab08a85",
"parentId": "8271",
"isLeaf": false,
"molecule": {
"id": "sa_5f61cd035652b0eccab08a85",
"inchikey": "BMQJZPIGHPAOAT-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCOc1ccc(C(=O)O)cc1"
},
"smiles": "CCCCCCCCCCCCCCOc1ccc(C(=O)O)cc1",
"reactionStepId": "sa_d1eaa257aad0d352f85c1512",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05328921;;297568\",\"rsmi\":\"C[O:22][C:20]([c:19]1[cH:18][cH:17][c:16]([O:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:24][cH:23]1)=[O:21]>CCO.CO.Cl.ClCCl.O.[K+].O>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][c:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[OH:22])[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"C[O:22][C:20]([c:19]1[cH:18][cH:17][c:16]([O:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:24][cH:23]1)=[O:21]>CCO.CO.Cl.ClCCl.O.[K+].O>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][c:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[OH:22])[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_d1eaa257aad0d352f85c1512",
"reactionHash": "99a7fd749775450e587743104d5960a8bf7eeab5222ac1dd465a1998fa938610"
},
"children": [
{
"id": "8273",
"routeId": "sa_86c57f3b9a91b1e9b1ca612b",
"moleculeId": "sa_d86803bd8d80ecda3bff3fa2",
"parentId": "8272",
"isLeaf": false,
"molecule": {
"id": "sa_d86803bd8d80ecda3bff3fa2",
"inchikey": "IEBKXTAWJHGKAC-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCOc1ccc(C(=O)OC)cc1"
},
"smiles": "CCCCCCCCCCCCCCOc1ccc(C(=O)OC)cc1",
"reactionStepId": "sa_5f970e5abf962ff43b911117",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05328921;;297567\",\"rsmi\":\"Br[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1].[OH:15][c:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[O:22][CH3:23])[cH:24][cH:25]1>CCC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][c:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[O:22][CH3:23])[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Br[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1].[OH:15][c:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[O:22][CH3:23])[cH:24][cH:25]1>CCC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][c:16]1[cH:17][cH:18][c:19]([C:20](=[O:21])[O:22][CH3:23])[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_5f970e5abf962ff43b911117",
"reactionHash": "b7245024bae0d55bbba7d20a463f987c0baacfa57733faba7bb9c559daafd7d8"
},
"children": [
{
"id": "8274",
"routeId": "sa_86c57f3b9a91b1e9b1ca612b",
"moleculeId": "sa_f544c9f5eb918ecb4c263bd5",
"parentId": "8273",
"isLeaf": true,
"molecule": {
"id": "sa_f544c9f5eb918ecb4c263bd5",
"inchikey": "KOFZTCSTGIWCQG-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCBr"
},
"smiles": "CCCCCCCCCCCCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8275",
"routeId": "sa_86c57f3b9a91b1e9b1ca612b",
"moleculeId": "sa_8d7f05c04475521f99bdb231",
"parentId": "8273",
"isLeaf": true,
"molecule": {
"id": "sa_8d7f05c04475521f99bdb231",
"inchikey": "LXCFILQKKLGQFO-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(O)cc1"
},
"smiles": "COC(=O)c1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "8276",
"routeId": "sa_86c57f3b9a91b1e9b1ca612b",
"moleculeId": "sa_83e7d4ec882b44062b48ca58",
"parentId": "8271",
"isLeaf": true,
"molecule": {
"id": "sa_83e7d4ec882b44062b48ca58",
"inchikey": "CTSLXHKWHWQRSH-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C(=O)Cl"
},
"smiles": "O=C(Cl)C(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8277",
"routeId": "sa_86c57f3b9a91b1e9b1ca612b",
"moleculeId": "sa_9e6456e61c6f9d851181f71d",
"parentId": "8270",
"isLeaf": true,
"molecule": {
"id": "sa_9e6456e61c6f9d851181f71d",
"inchikey": "XPQIPUZPSLAZDV-UHFFFAOYSA-N",
"smiles": "NCCc1ccccn1"
},
"smiles": "NCCc1ccccn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}