Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(Nc1c(F)cccc1F)c1ccc(Cc2cc(Cl)ccc2OCc2ccccn2)o1
InChiKey
ZXZSAJZAVVJEOI-UHFFFAOYSA-N
Route Signature
9047f827ec4e35d6cf46f684614922e3104fbe80811a8ce5a8cb9f0b6f9d9270
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ca6cf93ce052898f48f2565d",
"signature": "9047f827ec4e35d6cf46f684614922e3104fbe80811a8ce5a8cb9f0b6f9d9270",
"contentHash": "8dc9623969021846556f65cd9923653cb4a732739afcf16709187fb57e0bb5ef",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_e6d5ae14ee057fe16ba88945",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01445",
"moleculeId": "sa_c0ab35c9bcada592bef625db",
"smiles": "O=C(Nc1c(F)cccc1F)c1ccc(Cc2cc(Cl)ccc2OCc2ccccn2)o1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c0ab35c9bcada592bef625db",
"inchikey": "ZXZSAJZAVVJEOI-UHFFFAOYSA-N",
"smiles": "O=C(Nc1c(F)cccc1F)c1ccc(Cc2cc(Cl)ccc2OCc2ccccn2)o1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14328",
"routeId": "sa_ca6cf93ce052898f48f2565d",
"moleculeId": "sa_c0ab35c9bcada592bef625db",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c0ab35c9bcada592bef625db",
"inchikey": "ZXZSAJZAVVJEOI-UHFFFAOYSA-N",
"smiles": "O=C(Nc1c(F)cccc1F)c1ccc(Cc2cc(Cl)ccc2OCc2ccccn2)o1"
},
"smiles": "O=C(Nc1c(F)cccc1F)c1ccc(Cc2cc(Cl)ccc2OCc2ccccn2)o1",
"reactionStepId": "sa_1de54abcc7560fec71ed1ef7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080287430A1;0231;633956\",\"rsmi\":\"Cl[CH2:20][c:21]1[n:22][cH:23][cH:24][cH:25][cH:26]1.[O:1]=[C:2]([NH:3][c:4]1[c:5]([F:6])[cH:7][cH:8][cH:9][c:10]1[F:11])[c:12]1[cH:13][cH:14][c:15]([CH2:16][c:17]2[c:18]([OH:19])[cH:27][cH:28][c:29]([Cl:30])[cH:31]2)[o:32]1>CCOCC.CN(C)C=O.Cl.O.O=C(O)O.[K+].[K+]>[O:1]=[C:2]([NH:3][c:4]1[c:5]([F:6])[cH:7][cH:8][cH:9][c:10]1[F:11])[c:12]1[cH:13][cH:14][c:15]([CH2:16][c:17]2[c:18]([O:19][CH2:20][c:21]3[n:22][cH:23][cH:24][cH:25][cH:26]3)[cH:27][cH:28][c:29]([Cl:30])[cH:31]2)[o:32]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:20][c:21]1[n:22][cH:23][cH:24][cH:25][cH:26]1.[O:1]=[C:2]([NH:3][c:4]1[c:5]([F:6])[cH:7][cH:8][cH:9][c:10]1[F:11])[c:12]1[cH:13][cH:14][c:15]([CH2:16][c:17]2[c:18]([OH:19])[cH:27][cH:28][c:29]([Cl:30])[cH:31]2)[o:32]1>CCOCC.CN(C)C=O.Cl.O.O=C(O)O.[K+].[K+]>[O:1]=[C:2]([NH:3][c:4]1[c:5]([F:6])[cH:7][cH:8][cH:9][c:10]1[F:11])[c:12]1[cH:13][cH:14][c:15]([CH2:16][c:17]2[c:18]([O:19][CH2:20][c:21]3[n:22][cH:23][cH:24][cH:25][cH:26]3)[cH:27][cH:28][c:29]([Cl:30])[cH:31]2)[o:32]1\"}",
"reactionStep": {
"id": "sa_1de54abcc7560fec71ed1ef7",
"reactionHash": "7ed6931adcd0dc8d9656ea2e28ebf8a38df785a685a9346caea5192bbcd6d8c7"
},
"children": [
{
"id": "14329",
"routeId": "sa_ca6cf93ce052898f48f2565d",
"moleculeId": "sa_49979d5c8277baa11fc938f4",
"parentId": "14328",
"isLeaf": false,
"molecule": {
"id": "sa_49979d5c8277baa11fc938f4",
"inchikey": "CUTFHABESWKMGE-UHFFFAOYSA-N",
"smiles": "O=C(Nc1c(F)cccc1F)c1ccc(Cc2cc(Cl)ccc2O)o1"
},
"smiles": "O=C(Nc1c(F)cccc1F)c1ccc(Cc2cc(Cl)ccc2O)o1",
"reactionStepId": "sa_2491473c61f114e8f19b9fb6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080287430A1;0226;633954\",\"rsmi\":\"CC(=O)[O:19][c:18]1[c:17]([CH2:16][c:15]2[cH:14][cH:13][c:12]([C:2](=[O:1])[NH:3][c:4]3[c:5]([F:6])[cH:7][cH:8][cH:9][c:10]3[F:11])[o:25]2)[cH:24][c:22]([Cl:23])[cH:21][cH:20]1>CCO.[Na+].O>[O:1]=[C:2]([NH:3][c:4]1[c:5]([F:6])[cH:7][cH:8][cH:9][c:10]1[F:11])[c:12]1[cH:13][cH:14][c:15]([CH2:16][c:17]2[c:18]([OH:19])[cH:20][cH:21][c:22]([Cl:23])[cH:24]2)[o:25]1\"},\"mapped_reaction_smiles\":\"CC(=O)[O:19][c:18]1[c:17]([CH2:16][c:15]2[cH:14][cH:13][c:12]([C:2](=[O:1])[NH:3][c:4]3[c:5]([F:6])[cH:7][cH:8][cH:9][c:10]3[F:11])[o:25]2)[cH:24][c:22]([Cl:23])[cH:21][cH:20]1>CCO.[Na+].O>[O:1]=[C:2]([NH:3][c:4]1[c:5]([F:6])[cH:7][cH:8][cH:9][c:10]1[F:11])[c:12]1[cH:13][cH:14][c:15]([CH2:16][c:17]2[c:18]([OH:19])[cH:20][cH:21][c:22]([Cl:23])[cH:24]2)[o:25]1\"}",
"reactionStep": {
"id": "sa_2491473c61f114e8f19b9fb6",
"reactionHash": "e82585adf849142098fd5b81540dc76889dd9115edcc393bc505cfe15afd4a3f"
},
"children": [
{
"id": "14330",
"routeId": "sa_ca6cf93ce052898f48f2565d",
"moleculeId": "sa_7cd201927aa3a6bf60fedb80",
"parentId": "14329",
"isLeaf": false,
"molecule": {
"id": "sa_7cd201927aa3a6bf60fedb80",
"inchikey": "KGDGXWWJDQWKQP-UHFFFAOYSA-N",
"smiles": "CC(=O)Oc1ccc(Cl)cc1Cc1ccc(C(=O)Nc2c(F)cccc2F)o1"
},
"smiles": "CC(=O)Oc1ccc(Cl)cc1Cc1ccc(C(=O)Nc2c(F)cccc2F)o1",
"reactionStepId": "sa_ec2ed13927e335908e78c633",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080287430A1;0224;633953\",\"rsmi\":\"O[C:12]([c:11]1[cH:10][cH:9][c:8]([CH2:7][c:6]2[c:5]([O:4][C:2]([CH3:1])=[O:3])[cH:28][cH:27][c:25]([Cl:26])[cH:24]2)[o:23]1)=[O:13].[NH2:14][c:15]1[c:16]([F:17])[cH:18][cH:19][cH:20][c:21]1[F:22]>CN(C)C=O.ClCCl.O=C(Cl)C(=O)Cl.c1ccncc1>[CH3:1][C:2](=[O:3])[O:4][c:5]1[c:6]([CH2:7][c:8]2[cH:9][cH:10][c:11]([C:12](=[O:13])[NH:14][c:15]3[c:16]([F:17])[cH:18][cH:19][cH:20][c:21]3[F:22])[o:23]2)[cH:24][c:25]([Cl:26])[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"O[C:12]([c:11]1[cH:10][cH:9][c:8]([CH2:7][c:6]2[c:5]([O:4][C:2]([CH3:1])=[O:3])[cH:28][cH:27][c:25]([Cl:26])[cH:24]2)[o:23]1)=[O:13].[NH2:14][c:15]1[c:16]([F:17])[cH:18][cH:19][cH:20][c:21]1[F:22]>CN(C)C=O.ClCCl.O=C(Cl)C(=O)Cl.c1ccncc1>[CH3:1][C:2](=[O:3])[O:4][c:5]1[c:6]([CH2:7][c:8]2[cH:9][cH:10][c:11]([C:12](=[O:13])[NH:14][c:15]3[c:16]([F:17])[cH:18][cH:19][cH:20][c:21]3[F:22])[o:23]2)[cH:24][c:25]([Cl:26])[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_ec2ed13927e335908e78c633",
"reactionHash": "5e5d7212308af9b890f26e002419c68b6b7d798621d4d3d363ebe25d646e777c"
},
"children": [
{
"id": "14331",
"routeId": "sa_ca6cf93ce052898f48f2565d",
"moleculeId": "sa_1c64dfa2b33089beafef8db2",
"parentId": "14330",
"isLeaf": false,
"molecule": {
"id": "sa_1c64dfa2b33089beafef8db2",
"inchikey": "DMHHTNYNMDHDJR-UHFFFAOYSA-N",
"smiles": "CC(=O)Oc1ccc(Cl)cc1Cc1ccc(C(=O)O)o1"
},
"smiles": "CC(=O)Oc1ccc(Cl)cc1Cc1ccc(C(=O)O)o1",
"reactionStepId": "sa_96dbfd8d87fb727be26c7208",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080287430A1;0221;633952\",\"rsmi\":\"CC(=O)O[C:2]([CH3:1])=[O:3].[OH:4][c:5]1[c:6]([CH2:7][c:8]2[cH:9][cH:10][c:11]([C:12](=[O:13])[OH:14])[o:15]2)[cH:16][c:17]([Cl:18])[cH:19][cH:20]1>c1ccncc1>[CH3:1][C:2](=[O:3])[O:4][c:5]1[c:6]([CH2:7][c:8]2[cH:9][cH:10][c:11]([C:12](=[O:13])[OH:14])[o:15]2)[cH:16][c:17]([Cl:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"CC(=O)O[C:2]([CH3:1])=[O:3].[OH:4][c:5]1[c:6]([CH2:7][c:8]2[cH:9][cH:10][c:11]([C:12](=[O:13])[OH:14])[o:15]2)[cH:16][c:17]([Cl:18])[cH:19][cH:20]1>c1ccncc1>[CH3:1][C:2](=[O:3])[O:4][c:5]1[c:6]([CH2:7][c:8]2[cH:9][cH:10][c:11]([C:12](=[O:13])[OH:14])[o:15]2)[cH:16][c:17]([Cl:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_96dbfd8d87fb727be26c7208",
"reactionHash": "b23f0399adc0008f5c274830173e47cc9a182c2d309269f05c96717040a69d01"
},
"children": [
{
"id": "14332",
"routeId": "sa_ca6cf93ce052898f48f2565d",
"moleculeId": "sa_606d6960c9bb548d28bc3653",
"parentId": "14331",
"isLeaf": false,
"molecule": {
"id": "sa_606d6960c9bb548d28bc3653",
"inchikey": "BVXMKDULBNOISM-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(Cc2cc(Cl)ccc2O)o1"
},
"smiles": "O=C(O)c1ccc(Cc2cc(Cl)ccc2O)o1",
"reactionStepId": "sa_43e8deb4068b6741dad51cf2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080287430A1;0219;633951\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[c:4]1[cH:5][cH:6][c:7]([CH2:8][c:9]2[c:10]([OH:11])[cH:12][cH:13][c:14]([Cl:15])[cH:16]2)[o:17]1>CCO.[Na+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][cH:6][c:7]([CH2:8][c:9]2[c:10]([OH:11])[cH:12][cH:13][c:14]([Cl:15])[cH:16]2)[o:17]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[c:4]1[cH:5][cH:6][c:7]([CH2:8][c:9]2[c:10]([OH:11])[cH:12][cH:13][c:14]([Cl:15])[cH:16]2)[o:17]1>CCO.[Na+].O>[O:1]=[C:2]([OH:3])[c:4]1[cH:5][cH:6][c:7]([CH2:8][c:9]2[c:10]([OH:11])[cH:12][cH:13][c:14]([Cl:15])[cH:16]2)[o:17]1\"}",
"reactionStep": {
"id": "sa_43e8deb4068b6741dad51cf2",
"reactionHash": "74eaf25e9df7694c0658f1ad1f4fd90cf1647668c61877225ba932de9034ee44"
},
"children": [
{
"id": "14333",
"routeId": "sa_ca6cf93ce052898f48f2565d",
"moleculeId": "sa_340e4189b67c33930052e576",
"parentId": "14332",
"isLeaf": false,
"molecule": {
"id": "sa_340e4189b67c33930052e576",
"inchikey": "ZIXOCERCZKQDRO-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(Cc2cc(Cl)ccc2O)o1"
},
"smiles": "CCOC(=O)c1ccc(Cc2cc(Cl)ccc2O)o1",
"reactionStepId": "sa_322fabfa7b7ddf4eafce03b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080287430A1;0161;633935\",\"rsmi\":\"C[O:13][c:12]1[c:11]([CH2:10][c:9]2[cH:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[o:19]2)[cH:18][c:16]([Cl:17])[cH:15][cH:14]1>BrB(Br)Br.CCOC(C)=O.ClCCl.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([CH2:10][c:11]2[c:12]([OH:13])[cH:14][cH:15][c:16]([Cl:17])[cH:18]2)[o:19]1\"},\"mapped_reaction_smiles\":\"C[O:13][c:12]1[c:11]([CH2:10][c:9]2[cH:8][cH:7][c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[o:19]2)[cH:18][c:16]([Cl:17])[cH:15][cH:14]1>BrB(Br)Br.CCOC(C)=O.ClCCl.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([CH2:10][c:11]2[c:12]([OH:13])[cH:14][cH:15][c:16]([Cl:17])[cH:18]2)[o:19]1\"}",
"reactionStep": {
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"reactionHash": "1287b04230d0ffb0e6b6f95afa75293d755f094cc29391fd886e8643f1ea2a01"
},
"children": [
{
"id": "14334",
"routeId": "sa_ca6cf93ce052898f48f2565d",
"moleculeId": "sa_b0286cd7b5c6bce7467d871a",
"parentId": "14333",
"isLeaf": true,
"molecule": {
"id": "sa_b0286cd7b5c6bce7467d871a",
"inchikey": "AGLWNEMIIGISGG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(Cc2cc(Cl)ccc2OC)o1"
},
"smiles": "CCOC(=O)c1ccc(Cc2cc(Cl)ccc2OC)o1",
"reactionStepId": null,
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"metadata": null,
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}
]
}
]
},
{
"id": "14335",
"routeId": "sa_ca6cf93ce052898f48f2565d",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "14331",
"isLeaf": true,
"molecule": {
"id": "sa_a7893fcf81826693d9b4bed4",
"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"smiles": "CC(=O)OC(C)=O",
"reactionStepId": null,
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}
]
},
{
"id": "14336",
"routeId": "sa_ca6cf93ce052898f48f2565d",
"moleculeId": "sa_502947418809e147cf567a54",
"parentId": "14330",
"isLeaf": true,
"molecule": {
"id": "sa_502947418809e147cf567a54",
"inchikey": "ODUZJBKKYBQIBX-UHFFFAOYSA-N",
"smiles": "Nc1c(F)cccc1F"
},
"smiles": "Nc1c(F)cccc1F",
"reactionStepId": null,
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}
]
}
]
},
{
"id": "14337",
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"moleculeId": "sa_df699afcd938a3aed63fa837",
"parentId": "14328",
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"molecule": {
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"inchikey": "NJWIMFZLESWFIM-UHFFFAOYSA-N",
"smiles": "ClCc1ccccn1"
},
"smiles": "ClCc1ccccn1",
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"metadata": null,
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}
]
}
}