Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(OCCOCc2ccccc2)c(CN(C(C)=O)c2cc(F)ccc2Oc2ccccc2)c1
InChiKey
KRKOKBZKRFJGCG-UHFFFAOYSA-N
Route Signature
71f8745922ba5d7d0bdb303850f0eaccf054f14612e8c8ec2861ec202944b747
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a6ead5f2d1d190bf65fbffc1",
"signature": "71f8745922ba5d7d0bdb303850f0eaccf054f14612e8c8ec2861ec202944b747",
"contentHash": "0a4a8311748feff1b72718724ec2a179d8d87e0e07463dc54d8dcb7883812fa0",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_90c028913c4f8b43bccd4c1d",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-02068",
"moleculeId": "sa_fbc22d5ce315f3cf1cd7a3e8",
"smiles": "COc1ccc(OCCOCc2ccccc2)c(CN(C(C)=O)c2cc(F)ccc2Oc2ccccc2)c1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_fbc22d5ce315f3cf1cd7a3e8",
"inchikey": "KRKOKBZKRFJGCG-UHFFFAOYSA-N",
"smiles": "COc1ccc(OCCOCc2ccccc2)c(CN(C(C)=O)c2cc(F)ccc2Oc2ccccc2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "1764",
"routeId": "sa_a6ead5f2d1d190bf65fbffc1",
"moleculeId": "sa_fbc22d5ce315f3cf1cd7a3e8",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_fbc22d5ce315f3cf1cd7a3e8",
"inchikey": "KRKOKBZKRFJGCG-UHFFFAOYSA-N",
"smiles": "COc1ccc(OCCOCc2ccccc2)c(CN(C(C)=O)c2cc(F)ccc2Oc2ccccc2)c1"
},
"smiles": "COc1ccc(OCCOCc2ccccc2)c(CN(C(C)=O)c2cc(F)ccc2Oc2ccccc2)c1",
"reactionStepId": "sa_ad3ebd2c5892010f487bfd07",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110097269A1;0306;1042594\",\"rsmi\":\"CC(=O)O[C:8]([CH3:9])=[O:10].[CH3:1][O:2][c:3]1[cH:4][c:5]([CH2:6][NH:7][c:11]2[c:12]([O:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21][c:22]([F:23])[cH:24]2)[c:25]([O:26][CH2:27][CH2:28][O:29][CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38]1>c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][c:5]([CH2:6][N:7]([C:8]([CH3:9])=[O:10])[c:11]2[c:12]([O:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21][c:22]([F:23])[cH:24]2)[c:25]([O:26][CH2:27][CH2:28][O:29][CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38]1\"},\"mapped_reaction_smiles\":\"CC(=O)O[C:8]([CH3:9])=[O:10].[CH3:1][O:2][c:3]1[cH:4][c:5]([CH2:6][NH:7][c:11]2[c:12]([O:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21][c:22]([F:23])[cH:24]2)[c:25]([O:26][CH2:27][CH2:28][O:29][CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38]1>c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][c:5]([CH2:6][N:7]([C:8]([CH3:9])=[O:10])[c:11]2[c:12]([O:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[cH:20][cH:21][c:22]([F:23])[cH:24]2)[c:25]([O:26][CH2:27][CH2:28][O:29][CH2:30][c:31]2[cH:32][cH:33][cH:34][cH:35][cH:36]2)[cH:37][cH:38]1\"}",
"reactionStep": {
"id": "sa_ad3ebd2c5892010f487bfd07",
"reactionHash": "15dfdb91212ee634493642a3d93ea2c2408f23e09e7004b89f5572388001a7b8"
},
"children": [
{
"id": "1765",
"routeId": "sa_a6ead5f2d1d190bf65fbffc1",
"moleculeId": "sa_81f4d411faf59c76cd386a8a",
"parentId": "1764",
"isLeaf": false,
"molecule": {
"id": "sa_81f4d411faf59c76cd386a8a",
"inchikey": "LEFJBJUNJLJVMI-UHFFFAOYSA-N",
"smiles": "COc1ccc(OCCOCc2ccccc2)c(CNc2cc(F)ccc2Oc2ccccc2)c1"
},
"smiles": "COc1ccc(OCCOCc2ccccc2)c(CNc2cc(F)ccc2Oc2ccccc2)c1",
"reactionStepId": "sa_53d0fdf60df9f4722c3ed0b6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110097269A1;0304;1042593\",\"rsmi\":\"O=[CH:6][c:5]1[cH:4][c:3]([O:2][CH3:1])[cH:35][cH:34][c:22]1[O:23][CH2:24][CH2:25][O:26][CH2:27][c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1.[NH2:7][c:8]1[c:9]([O:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][c:19]([F:20])[cH:21]1>CC(Cl)Cl.O.[Na]>[CH3:1][O:2][c:3]1[cH:4][c:5]([CH2:6][NH:7][c:8]2[c:9]([O:10][c:11]3[cH:12][cH:13][cH:14][cH:15][cH:16]3)[cH:17][cH:18][c:19]([F:20])[cH:21]2)[c:22]([O:23][CH2:24][CH2:25][O:26][CH2:27][c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[cH:34][cH:35]1\"},\"mapped_reaction_smiles\":\"O=[CH:6][c:5]1[cH:4][c:3]([O:2][CH3:1])[cH:35][cH:34][c:22]1[O:23][CH2:24][CH2:25][O:26][CH2:27][c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1.[NH2:7][c:8]1[c:9]([O:10][c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][c:19]([F:20])[cH:21]1>CC(Cl)Cl.O.[Na]>[CH3:1][O:2][c:3]1[cH:4][c:5]([CH2:6][NH:7][c:8]2[c:9]([O:10][c:11]3[cH:12][cH:13][cH:14][cH:15][cH:16]3)[cH:17][cH:18][c:19]([F:20])[cH:21]2)[c:22]([O:23][CH2:24][CH2:25][O:26][CH2:27][c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[cH:34][cH:35]1\"}",
"reactionStep": {
"id": "sa_53d0fdf60df9f4722c3ed0b6",
"reactionHash": "cf29e7968e158f5296c9276a1fa355fbf690211718e4b022c92f089ad1af9ba1"
},
"children": [
{
"id": "1766",
"routeId": "sa_a6ead5f2d1d190bf65fbffc1",
"moleculeId": "sa_f98c02160e78d31b8ad9c586",
"parentId": "1765",
"isLeaf": false,
"molecule": {
"id": "sa_f98c02160e78d31b8ad9c586",
"inchikey": "NNQKFNAHSWRUTF-UHFFFAOYSA-N",
"smiles": "COc1ccc(OCCOCc2ccccc2)c(C=O)c1"
},
"smiles": "COc1ccc(OCCOCc2ccccc2)c(C=O)c1",
"reactionStepId": "sa_5d2db3a2012547057c8f4521",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110097269A1;0303;1042592\",\"rsmi\":\"Br[CH2:10][CH2:11][O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1.[CH3:1][O:2][c:3]1[cH:4][c:5]([CH:6]=[O:7])[c:8]([OH:9])[cH:20][cH:21]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][c:3]1[cH:4][c:5]([CH:6]=[O:7])[c:8]([O:9][CH2:10][CH2:11][O:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"Br[CH2:10][CH2:11][O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1.[CH3:1][O:2][c:3]1[cH:4][c:5]([CH:6]=[O:7])[c:8]([OH:9])[cH:20][cH:21]1>CN(C)C=O.O=C(O)O.[Cs+].[Cs+]>[CH3:1][O:2][c:3]1[cH:4][c:5]([CH:6]=[O:7])[c:8]([O:9][CH2:10][CH2:11][O:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_5d2db3a2012547057c8f4521",
"reactionHash": "b1c623ea2f7c539c57e07345e08572abb5c1ed78033aebf148de3b93e09c217c"
},
"children": [
{
"id": "1767",
"routeId": "sa_a6ead5f2d1d190bf65fbffc1",
"moleculeId": "sa_0c1a55fe5cb9abe2ceb117d3",
"parentId": "1766",
"isLeaf": true,
"molecule": {
"id": "sa_0c1a55fe5cb9abe2ceb117d3",
"inchikey": "FWOHDAGPWDEWIB-UHFFFAOYSA-N",
"smiles": "BrCCOCc1ccccc1"
},
"smiles": "BrCCOCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1768",
"routeId": "sa_a6ead5f2d1d190bf65fbffc1",
"moleculeId": "sa_7126d8032ad4cbcd6b556e6a",
"parentId": "1766",
"isLeaf": true,
"molecule": {
"id": "sa_7126d8032ad4cbcd6b556e6a",
"inchikey": "FZHSPPYCNDYIKD-UHFFFAOYSA-N",
"smiles": "COc1ccc(O)c(C=O)c1"
},
"smiles": "COc1ccc(O)c(C=O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1769",
"routeId": "sa_a6ead5f2d1d190bf65fbffc1",
"moleculeId": "sa_f20daddc219cbbd7b92111ab",
"parentId": "1765",
"isLeaf": false,
"molecule": {
"id": "sa_f20daddc219cbbd7b92111ab",
"inchikey": "RMYDPTVQMJEGLG-UHFFFAOYSA-N",
"smiles": "Nc1cc(F)ccc1Oc1ccccc1"
},
"smiles": "Nc1cc(F)ccc1Oc1ccccc1",
"reactionStepId": "sa_4f57922dc7b70767ec8213c7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110097269A1;0296;1042587\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[c:3]([O:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[cH:11][cH:12][c:13]([F:14])[cH:15]1>CC(C)O.[H][H].[Pd]>[NH2:1][c:2]1[c:3]([O:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[cH:11][cH:12][c:13]([F:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[c:3]([O:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[cH:11][cH:12][c:13]([F:14])[cH:15]1>CC(C)O.[H][H].[Pd]>[NH2:1][c:2]1[c:3]([O:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[cH:11][cH:12][c:13]([F:14])[cH:15]1\"}",
"reactionStep": {
"id": "sa_4f57922dc7b70767ec8213c7",
"reactionHash": "36373ea47952c5fb7c2a27d0adc7e1f8fb759c61c19f3ee4e4bf98c39f6606c3"
},
"children": [
{
"id": "1770",
"routeId": "sa_a6ead5f2d1d190bf65fbffc1",
"moleculeId": "sa_c7fa1354a19972fff44765c9",
"parentId": "1769",
"isLeaf": true,
"molecule": {
"id": "sa_c7fa1354a19972fff44765c9",
"inchikey": "ZFDSQQMBTWGBJO-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(F)ccc1Oc1ccccc1"
},
"smiles": "O=[N+]([O-])c1cc(F)ccc1Oc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "1771",
"routeId": "sa_a6ead5f2d1d190bf65fbffc1",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "1764",
"isLeaf": true,
"molecule": {
"id": "sa_a7893fcf81826693d9b4bed4",
"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"smiles": "CC(=O)OC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}