Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(-c2cnc(N(C)CCCCOCC(=O)OC(C)(C)C)nc2-c2ccc(C)cc2)cc1
InChiKey
MPZBVDBEFQCRHJ-UHFFFAOYSA-N
Route Signature
45711499e51de093008dc80a2f08cd637744b44ab7cd70e700638e0e5ea49896
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0acb6baee81637fb2f78c7eb",
"signature": "45711499e51de093008dc80a2f08cd637744b44ab7cd70e700638e0e5ea49896",
"contentHash": "852fc39de3ea6df837b3ea32e37f8a61bd5ff6c05d9819811882632dd2b52852",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_fc240e3e7bec6f863a3aa20d",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00469",
"moleculeId": "sa_15a92feb2ad9777310b9a92a",
"smiles": "Cc1ccc(-c2cnc(N(C)CCCCOCC(=O)OC(C)(C)C)nc2-c2ccc(C)cc2)cc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_15a92feb2ad9777310b9a92a",
"inchikey": "MPZBVDBEFQCRHJ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(-c2cnc(N(C)CCCCOCC(=O)OC(C)(C)C)nc2-c2ccc(C)cc2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13335",
"routeId": "sa_0acb6baee81637fb2f78c7eb",
"moleculeId": "sa_15a92feb2ad9777310b9a92a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_15a92feb2ad9777310b9a92a",
"inchikey": "MPZBVDBEFQCRHJ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(-c2cnc(N(C)CCCCOCC(=O)OC(C)(C)C)nc2-c2ccc(C)cc2)cc1"
},
"smiles": "Cc1ccc(-c2cnc(N(C)CCCCOCC(=O)OC(C)(C)C)nc2-c2ccc(C)cc2)cc1",
"reactionStepId": "sa_9d2d453188951f9b9ed1f561",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040102436A1;0617;157523\",\"rsmi\":\"Br[CH2:12][CH2:13][CH2:14][CH2:15][O:16][CH2:17][C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24].[CH3:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[cH:7][n:8][c:9]([NH:10][CH3:11])[n:25][c:26]2-[c:27]2[cH:28][cH:29][c:30]([CH3:31])[cH:32][cH:33]2)[cH:34][cH:35]1>>[CH3:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[cH:7][n:8][c:9]([N:10]([CH3:11])[CH2:12][CH2:13][CH2:14][CH2:15][O:16][CH2:17][C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[n:25][c:26]2-[c:27]2[cH:28][cH:29][c:30]([CH3:31])[cH:32][cH:33]2)[cH:34][cH:35]1\"},\"mapped_reaction_smiles\":\"Br[CH2:12][CH2:13][CH2:14][CH2:15][O:16][CH2:17][C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24].[CH3:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[cH:7][n:8][c:9]([NH:10][CH3:11])[n:25][c:26]2-[c:27]2[cH:28][cH:29][c:30]([CH3:31])[cH:32][cH:33]2)[cH:34][cH:35]1>>[CH3:1][c:2]1[cH:3][cH:4][c:5](-[c:6]2[cH:7][n:8][c:9]([N:10]([CH3:11])[CH2:12][CH2:13][CH2:14][CH2:15][O:16][CH2:17][C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[n:25][c:26]2-[c:27]2[cH:28][cH:29][c:30]([CH3:31])[cH:32][cH:33]2)[cH:34][cH:35]1\"}",
"reactionStep": {
"id": "sa_9d2d453188951f9b9ed1f561",
"reactionHash": "9343cee637b2adf0e35e769e481bf954a347a78696286077b6c366f7ab96b268"
},
"children": [
{
"id": "13336",
"routeId": "sa_0acb6baee81637fb2f78c7eb",
"moleculeId": "sa_c601fa6cdb85e48579434b3f",
"parentId": "13335",
"isLeaf": false,
"molecule": {
"id": "sa_c601fa6cdb85e48579434b3f",
"inchikey": "CMYMZVFFNGQVBM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)COCCCCBr"
},
"smiles": "CC(C)(C)OC(=O)COCCCCBr",
"reactionStepId": "sa_04fc7e224541b3d837d16427",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040102436A1;0384;157480\",\"rsmi\":\"BrC(Br)(Br)[Br:14].O[CH2:13][CH2:12][CH2:11][CH2:10][O:9][CH2:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7]>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][Br:14]\"},\"mapped_reaction_smiles\":\"BrC(Br)(Br)[Br:14].O[CH2:13][CH2:12][CH2:11][CH2:10][O:9][CH2:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7]>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][Br:14]\"}",
"reactionStep": {
"id": "sa_04fc7e224541b3d837d16427",
"reactionHash": "4f60d2d9631bc2d0e7a7b732e0d2f5b89673b8ae4c5110a4abcab9555d84ffec"
},
"children": [
{
"id": "13337",
"routeId": "sa_0acb6baee81637fb2f78c7eb",
"moleculeId": "sa_d501d4f8f72e8d66ad5e01cb",
"parentId": "13336",
"isLeaf": true,
"molecule": {
"id": "sa_d501d4f8f72e8d66ad5e01cb",
"inchikey": "HJUGFYREWKUQJT-UHFFFAOYSA-N",
"smiles": "BrC(Br)(Br)Br"
},
"smiles": "BrC(Br)(Br)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13338",
"routeId": "sa_0acb6baee81637fb2f78c7eb",
"moleculeId": "sa_08369f9403fd7cc85ac9d3a9",
"parentId": "13336",
"isLeaf": false,
"molecule": {
"id": "sa_08369f9403fd7cc85ac9d3a9",
"inchikey": "TUJFKYYCMLFVMQ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)COCCCCO"
},
"smiles": "CC(C)(C)OC(=O)COCCCCO",
"reactionStepId": "sa_3d6ee6a89d4a863ed2ae8c9e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040102436A1;0381;157479\",\"rsmi\":\"C1CCC([O:14][CH2:13][CH2:12][CH2:11][CH2:10][O:9][CH2:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])OC1>CO.Cc1ccc(S(=O)(=O)O)cc1.O.O=C(O)O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14]\"},\"mapped_reaction_smiles\":\"C1CCC([O:14][CH2:13][CH2:12][CH2:11][CH2:10][O:9][CH2:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])OC1>CO.Cc1ccc(S(=O)(=O)O)cc1.O.O=C(O)O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][OH:14]\"}",
"reactionStep": {
"id": "sa_3d6ee6a89d4a863ed2ae8c9e",
"reactionHash": "f145ea581d40a46db9879d43aa74d79d5caab73cf682e9be96463122558b1535"
},
"children": [
{
"id": "13339",
"routeId": "sa_0acb6baee81637fb2f78c7eb",
"moleculeId": "sa_3152937fb318fdbe093eb0ae",
"parentId": "13338",
"isLeaf": false,
"molecule": {
"id": "sa_3152937fb318fdbe093eb0ae",
"inchikey": "FQDYIUOFJHGHMT-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)COCCCCOC1CCCCO1"
},
"smiles": "CC(C)(C)OC(=O)COCCCCOC1CCCCO1",
"reactionStepId": "sa_0e3c772cc17defb769cad75f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040102436A1;0378;157478\",\"rsmi\":\"Br[CH2:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[OH:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][CH:15]1[CH2:16][CH2:17][CH2:18][CH2:19][O:20]1>CCCC[N+](CCCC)(CCCC)CCCC.O=S(=O)(O)O.[K+].O.c1ccccc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][CH:15]1[CH2:16][CH2:17][CH2:18][CH2:19][O:20]1\"},\"mapped_reaction_smiles\":\"Br[CH2:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[OH:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][CH:15]1[CH2:16][CH2:17][CH2:18][CH2:19][O:20]1>CCCC[N+](CCCC)(CCCC)CCCC.O=S(=O)(O)O.[K+].O.c1ccccc1>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[CH2:8][O:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][CH:15]1[CH2:16][CH2:17][CH2:18][CH2:19][O:20]1\"}",
"reactionStep": {
"id": "sa_0e3c772cc17defb769cad75f",
"reactionHash": "f8d1ee96879f37bc909d1856765daf23b03e8aeef61006517cf1bb4cc2c2464e"
},
"children": [
{
"id": "13340",
"routeId": "sa_0acb6baee81637fb2f78c7eb",
"moleculeId": "sa_b050ad2816ce9056bc19cbb6",
"parentId": "13339",
"isLeaf": true,
"molecule": {
"id": "sa_b050ad2816ce9056bc19cbb6",
"inchikey": "BNWCETAHAJSBFG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)CBr"
},
"smiles": "CC(C)(C)OC(=O)CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13341",
"routeId": "sa_0acb6baee81637fb2f78c7eb",
"moleculeId": "sa_c6751ef39b6d4a0abdca5d83",
"parentId": "13339",
"isLeaf": false,
"molecule": {
"id": "sa_c6751ef39b6d4a0abdca5d83",
"inchikey": "MAASHSYTIKTSSQ-UHFFFAOYSA-N",
"smiles": "OCCCCOC1CCCCO1"
},
"smiles": "OCCCCOC1CCCCO1",
"reactionStepId": "sa_9f0d8f0424ef798ed5f311d5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040102436A1;0375;157477\",\"rsmi\":\"[CH:7]1=[CH:8][CH2:9][CH2:10][CH2:11][O:12]1.[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6]>C1CCOC1.Cc1ccc(S(=O)(=O)O)cc1.ClCCl.c1ccncc1>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][CH:7]1[CH2:8][CH2:9][CH2:10][CH2:11][O:12]1\"},\"mapped_reaction_smiles\":\"[CH:7]1=[CH:8][CH2:9][CH2:10][CH2:11][O:12]1.[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6]>C1CCOC1.Cc1ccc(S(=O)(=O)O)cc1.ClCCl.c1ccncc1>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][CH:7]1[CH2:8][CH2:9][CH2:10][CH2:11][O:12]1\"}",
"reactionStep": {
"id": "sa_9f0d8f0424ef798ed5f311d5",
"reactionHash": "b0760a38be467f07f3b1123aab28d31312d56ca3dd666ade89e6f8047fb87365"
},
"children": [
{
"id": "13342",
"routeId": "sa_0acb6baee81637fb2f78c7eb",
"moleculeId": "sa_359472b115a712c065ff6c19",
"parentId": "13341",
"isLeaf": true,
"molecule": {
"id": "sa_359472b115a712c065ff6c19",
"inchikey": "BUDQDWGNQVEFAC-UHFFFAOYSA-N",
"smiles": "C1=COCCC1"
},
"smiles": "C1=COCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13343",
"routeId": "sa_0acb6baee81637fb2f78c7eb",
"moleculeId": "sa_c534c67066845f3ba3b7416f",
"parentId": "13341",
"isLeaf": true,
"molecule": {
"id": "sa_c534c67066845f3ba3b7416f",
"inchikey": "WERYXYBDKMZEQL-UHFFFAOYSA-N",
"smiles": "OCCCCO"
},
"smiles": "OCCCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "13344",
"routeId": "sa_0acb6baee81637fb2f78c7eb",
"moleculeId": "sa_e46149f777acd61fa615fa4a",
"parentId": "13335",
"isLeaf": true,
"molecule": {
"id": "sa_e46149f777acd61fa615fa4a",
"inchikey": "FONNZVUBXXKWIL-UHFFFAOYSA-N",
"smiles": "CNc1ncc(-c2ccc(C)cc2)c(-c2ccc(C)cc2)n1"
},
"smiles": "CNc1ncc(-c2ccc(C)cc2)c(-c2ccc(C)cc2)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}