Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(S(=O)(=O)Nc2cc(C(C)(C)O)ccc2Cl)cc1OC
InChiKey
MHEXYVMTXFUYCZ-UHFFFAOYSA-N
Route Signature
41fc71ddd6df354d0766e9ff86aa2f20bd2ba89c2c831bfd514b2ae1a1c2d8d1
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_959896f26eb2541788d9f3bc",
"signature": "41fc71ddd6df354d0766e9ff86aa2f20bd2ba89c2c831bfd514b2ae1a1c2d8d1",
"contentHash": "49845cf6dab07d0d1b37e9eb79ef38f84b003e51f1f77c6abd887bda23032ba5",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_10a279d88a079086c7f7f2b0",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00518",
"moleculeId": "sa_62250a9e69d6fbd6685be625",
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(C(C)(C)O)ccc2Cl)cc1OC",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_62250a9e69d6fbd6685be625",
"inchikey": "MHEXYVMTXFUYCZ-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(C(C)(C)O)ccc2Cl)cc1OC"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13411",
"routeId": "sa_959896f26eb2541788d9f3bc",
"moleculeId": "sa_62250a9e69d6fbd6685be625",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_62250a9e69d6fbd6685be625",
"inchikey": "MHEXYVMTXFUYCZ-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(C(C)(C)O)ccc2Cl)cc1OC"
},
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(C(C)(C)O)ccc2Cl)cc1OC",
"reactionStepId": "sa_f09f0b106ec2e59d73063e2d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275588A1;0219;786629\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([C:19]([CH3:20])=[O:22])[cH:23]2)[cH:24][cH:25]1.[Li][CH3:21]>C1CCOC1.CCOCC>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([C:19]([CH3:20])([CH3:21])[OH:22])[cH:23]2)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([C:19]([CH3:20])=[O:22])[cH:23]2)[cH:24][cH:25]1.[Li][CH3:21]>C1CCOC1.CCOCC>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([C:19]([CH3:20])([CH3:21])[OH:22])[cH:23]2)[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_f09f0b106ec2e59d73063e2d",
"reactionHash": "c56a8b5221e3d4989463eda5e0a5eaee9ff71bca23dee7a06f9cbfc0f071bedf"
},
"children": [
{
"id": "13412",
"routeId": "sa_959896f26eb2541788d9f3bc",
"moleculeId": "sa_c8f3d7411902a62715b49f4e",
"parentId": "13411",
"isLeaf": true,
"molecule": {
"id": "sa_c8f3d7411902a62715b49f4e",
"inchikey": "DVSDBMFJEQPWNO-UHFFFAOYSA-N",
"smiles": "[Li][CH3]"
},
"smiles": "[Li][CH3]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13413",
"routeId": "sa_959896f26eb2541788d9f3bc",
"moleculeId": "sa_3a5e83b7f35ac4d3698d3220",
"parentId": "13411",
"isLeaf": false,
"molecule": {
"id": "sa_3a5e83b7f35ac4d3698d3220",
"inchikey": "MJUBTBIOQBFAGY-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(C(C)=O)ccc2Cl)cc1OC"
},
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(C(C)=O)ccc2Cl)cc1OC",
"reactionStepId": "sa_b44006b9cb035e4717662e0d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275588A1;0218;786628\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH:19]([CH3:20])[OH:21])[cH:22]2)[cH:23][cH:24]1>C1CCOC1.ClCCl.O=[Mn]=O>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([C:19]([CH3:20])=[O:21])[cH:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH:19]([CH3:20])[OH:21])[cH:22]2)[cH:23][cH:24]1>C1CCOC1.ClCCl.O=[Mn]=O>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([C:19]([CH3:20])=[O:21])[cH:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_b44006b9cb035e4717662e0d",
"reactionHash": "63b1ade480969b03e57a7f094f3fa81b3889b01efb60409da8c0551017173f41"
},
"children": [
{
"id": "13414",
"routeId": "sa_959896f26eb2541788d9f3bc",
"moleculeId": "sa_d3ed853a598646cf0b3cf8ec",
"parentId": "13413",
"isLeaf": false,
"molecule": {
"id": "sa_d3ed853a598646cf0b3cf8ec",
"inchikey": "VTBHTXKSCGYJHU-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(C(C)O)ccc2Cl)cc1OC"
},
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(C(C)O)ccc2Cl)cc1OC",
"reactionStepId": "sa_7253ab83a8a6c414731ac146",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275588A1;0216;786627\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH:19]=[O:21])[cH:22]2)[cH:23][cH:24]1.[Li][CH3:20]>C1CCOC1.CCOCC>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH:19]([CH3:20])[OH:21])[cH:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH:19]=[O:21])[cH:22]2)[cH:23][cH:24]1.[Li][CH3:20]>C1CCOC1.CCOCC>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH:19]([CH3:20])[OH:21])[cH:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_7253ab83a8a6c414731ac146",
"reactionHash": "155f8ad122e0bc5ddf38ed2615a82f36a6b1bb8ac0c8a867e4bbe7dbcaae1c17"
},
"children": [
{
"id": "13415",
"routeId": "sa_959896f26eb2541788d9f3bc",
"moleculeId": "sa_c8f3d7411902a62715b49f4e",
"parentId": "13414",
"isLeaf": true,
"molecule": {
"id": "sa_c8f3d7411902a62715b49f4e",
"inchikey": "DVSDBMFJEQPWNO-UHFFFAOYSA-N",
"smiles": "[Li][CH3]"
},
"smiles": "[Li][CH3]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13416",
"routeId": "sa_959896f26eb2541788d9f3bc",
"moleculeId": "sa_e0095143a43d1c445406a56c",
"parentId": "13414",
"isLeaf": false,
"molecule": {
"id": "sa_e0095143a43d1c445406a56c",
"inchikey": "YUIUUTFWSKOWHY-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(C=O)ccc2Cl)cc1OC"
},
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(C=O)ccc2Cl)cc1OC",
"reactionStepId": "sa_b403c20d19c9d5f090e67eee",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275588A1;0214;786626\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH2:19][OH:20])[cH:21]2)[cH:22][cH:23]1>C1CCOC1.ClCCl.O=[Mn]=O>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH:19]=[O:20])[cH:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH2:19][OH:20])[cH:21]2)[cH:22][cH:23]1>C1CCOC1.ClCCl.O=[Mn]=O>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH:19]=[O:20])[cH:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_b403c20d19c9d5f090e67eee",
"reactionHash": "c722b4412a32fe668a63d9a72840c9cacdab9c9dee4c768fb902a55cb5ed4c17"
},
"children": [
{
"id": "13417",
"routeId": "sa_959896f26eb2541788d9f3bc",
"moleculeId": "sa_0a511e7a7e152c7120d3402e",
"parentId": "13416",
"isLeaf": false,
"molecule": {
"id": "sa_0a511e7a7e152c7120d3402e",
"inchikey": "KVLPQYBQBYYDKW-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(CO)ccc2Cl)cc1OC"
},
"smiles": "COc1ccc(S(=O)(=O)Nc2cc(CO)ccc2Cl)cc1OC",
"reactionStepId": "sa_e31f391cd7e89988089741c2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275588A1;0212;786625\",\"rsmi\":\"Cl[S:9]([c:8]1[cH:7][c:4]([O:5][CH3:6])[c:3]([O:2][CH3:1])[cH:23][cH:22]1)(=[O:10])=[O:11].[NH2:12][c:13]1[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH2:19][OH:20])[cH:21]1>c1ccncc1>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH2:19][OH:20])[cH:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[S:9]([c:8]1[cH:7][c:4]([O:5][CH3:6])[c:3]([O:2][CH3:1])[cH:23][cH:22]1)(=[O:10])=[O:11].[NH2:12][c:13]1[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH2:19][OH:20])[cH:21]1>c1ccncc1>[CH3:1][O:2][c:3]1[c:4]([O:5][CH3:6])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[c:14]([Cl:15])[cH:16][cH:17][c:18]([CH2:19][OH:20])[cH:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
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"reactionHash": "0def250aa81a9bff2b1864749fe7c67a80b519f541c30adddff9b23d2f0909a0"
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"children": [
{
"id": "13418",
"routeId": "sa_959896f26eb2541788d9f3bc",
"moleculeId": "sa_72a7ed9a377a1a450e0abb30",
"parentId": "13417",
"isLeaf": true,
"molecule": {
"id": "sa_72a7ed9a377a1a450e0abb30",
"inchikey": "RSJSYCZYQNJQPY-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)Cl)cc1OC"
},
"smiles": "COc1ccc(S(=O)(=O)Cl)cc1OC",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "13419",
"routeId": "sa_959896f26eb2541788d9f3bc",
"moleculeId": "sa_5f54a99bb041a35823eb9973",
"parentId": "13417",
"isLeaf": false,
"molecule": {
"id": "sa_5f54a99bb041a35823eb9973",
"inchikey": "XKGOGOLMEYUITI-UHFFFAOYSA-N",
"smiles": "Nc1cc(CO)ccc1Cl"
},
"smiles": "Nc1cc(CO)ccc1Cl",
"reactionStepId": "sa_42bf818745904d9c8615a2c9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090275588A1;0211;786624\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([CH2:8][OH:9])[cH:10]1>CO.Cl.[Fe].[Na+].O>[NH2:1][c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([CH2:8][OH:9])[cH:10]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([CH2:8][OH:9])[cH:10]1>CO.Cl.[Fe].[Na+].O>[NH2:1][c:2]1[c:3]([Cl:4])[cH:5][cH:6][c:7]([CH2:8][OH:9])[cH:10]1\"}",
"reactionStep": {
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"reactionHash": "cd8e19f52dff88024d07256b3d012aa273014e91440793a09a430ccfa6623adb"
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"children": [
{
"id": "13420",
"routeId": "sa_959896f26eb2541788d9f3bc",
"moleculeId": "sa_8c854194d0a7e4e130fe3196",
"parentId": "13419",
"isLeaf": true,
"molecule": {
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"inchikey": "QLLRQJDSYJIXTN-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(CO)ccc1Cl"
},
"smiles": "O=[N+]([O-])c1cc(CO)ccc1Cl",
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"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}