Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)c1ccc(Cl)cc1-c1ccccc1-c1ccccc1OCc1ccccc1
InChiKey
KZDORHDJRFYDFU-UHFFFAOYSA-N
Route Signature
7a89026eabfdf822cb9afbee75d42036522f65d69c5707b8a295478482a3dd58
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_4712a63a91640043042eb1fc",
"signature": "7a89026eabfdf822cb9afbee75d42036522f65d69c5707b8a295478482a3dd58",
"contentHash": "24c3cfa9b1c4ef805dd1098ec8076a20a4a1d9f403220c00d4938600707342ad",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_89a271f4350b91432457e24b",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06429",
"moleculeId": "sa_26d7f8ac16b3c7e0aefa40b6",
"smiles": "CCOC(=O)c1ccc(Cl)cc1-c1ccccc1-c1ccccc1OCc1ccccc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_26d7f8ac16b3c7e0aefa40b6",
"inchikey": "KZDORHDJRFYDFU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(Cl)cc1-c1ccccc1-c1ccccc1OCc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11586",
"routeId": "sa_4712a63a91640043042eb1fc",
"moleculeId": "sa_26d7f8ac16b3c7e0aefa40b6",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_26d7f8ac16b3c7e0aefa40b6",
"inchikey": "KZDORHDJRFYDFU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(Cl)cc1-c1ccccc1-c1ccccc1OCc1ccccc1"
},
"smiles": "CCOC(=O)c1ccc(Cl)cc1-c1ccccc1-c1ccccc1OCc1ccccc1",
"reactionStepId": "sa_24f925ec3ce7f686b2f91b3c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060235057A1;0465;398932\",\"rsmi\":\"Br[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:12][cH:11][c:9]([Cl:10])[cH:8]1.OB(O)[c:13]1[cH:14][cH:15][cH:16][cH:17][c:18]1-[c:19]1[c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:29][cH:30][cH:31][cH:32]1>CCO.CCOCC.Cc1ccccc1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([Cl:10])[cH:11][c:12]1-[c:13]1[cH:14][cH:15][cH:16][cH:17][c:18]1-[c:19]1[c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:29][cH:30][cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:12][cH:11][c:9]([Cl:10])[cH:8]1.OB(O)[c:13]1[cH:14][cH:15][cH:16][cH:17][c:18]1-[c:19]1[c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:29][cH:30][cH:31][cH:32]1>CCO.CCOCC.Cc1ccccc1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][cH:8][c:9]([Cl:10])[cH:11][c:12]1-[c:13]1[cH:14][cH:15][cH:16][cH:17][c:18]1-[c:19]1[c:20]([O:21][CH2:22][c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[cH:29][cH:30][cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_24f925ec3ce7f686b2f91b3c",
"reactionHash": "6a9e5ec37f789fab6c55404a437b29486dbabfbafda74586c41e62cef76f7cd0"
},
"children": [
{
"id": "11587",
"routeId": "sa_4712a63a91640043042eb1fc",
"moleculeId": "sa_9d4a2cc4fade2814ba47580e",
"parentId": "11586",
"isLeaf": false,
"molecule": {
"id": "sa_9d4a2cc4fade2814ba47580e",
"inchikey": "BUKXFSIXDJSOCF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccc(Cl)cc1Br"
},
"smiles": "CCOC(=O)c1ccc(Cl)cc1Br",
"reactionStepId": "sa_6c4a5eb13647140b71b39083",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060235057A1;0435;398920\",\"rsmi\":\"C[c:2]1cccc[cH:1]1.[OH:3][C:4](=[O:5])[c:6]1[c:7]([Br:8])[cH:9][c:10]([Cl:11])[cH:12][cH:13]1>O=S(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([Br:8])[cH:9][c:10]([Cl:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"C[c:2]1cccc[cH:1]1.[OH:3][C:4](=[O:5])[c:6]1[c:7]([Br:8])[cH:9][c:10]([Cl:11])[cH:12][cH:13]1>O=S(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([Br:8])[cH:9][c:10]([Cl:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_6c4a5eb13647140b71b39083",
"reactionHash": "f8e959b05b9395a62af828a801b2a038cf47535be9567ab44b25310b8675b350"
},
"children": [
{
"id": "11588",
"routeId": "sa_4712a63a91640043042eb1fc",
"moleculeId": "sa_994a4f74a77c2444007af203",
"parentId": "11587",
"isLeaf": true,
"molecule": {
"id": "sa_994a4f74a77c2444007af203",
"inchikey": "USMQLFCVCDEXAK-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(Cl)cc1Br"
},
"smiles": "O=C(O)c1ccc(Cl)cc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11589",
"routeId": "sa_4712a63a91640043042eb1fc",
"moleculeId": "sa_a40312cf6a04aef1a2fafbe9",
"parentId": "11587",
"isLeaf": true,
"molecule": {
"id": "sa_a40312cf6a04aef1a2fafbe9",
"inchikey": "YXFVVABEGXRONW-UHFFFAOYSA-N",
"smiles": "Cc1ccccc1"
},
"smiles": "Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11590",
"routeId": "sa_4712a63a91640043042eb1fc",
"moleculeId": "sa_75766cf244942282bc8babd1",
"parentId": "11586",
"isLeaf": false,
"molecule": {
"id": "sa_75766cf244942282bc8babd1",
"inchikey": "WWPOAKLHTKANSO-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccccc1-c1ccccc1OCc1ccccc1"
},
"smiles": "OB(O)c1ccccc1-c1ccccc1OCc1ccccc1",
"reactionStepId": "sa_7074299aa795e4c85d3dc49b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060235057A1;0323;398899\",\"rsmi\":\"Br[c:4]1[cH:5][cH:6][cH:7][cH:8][c:9]1-[c:10]1[c:11]([O:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20][cH:21][cH:22][cH:23]1.CC(C)O[B:2]([O:1]C(C)C)[O:3]C(C)C>C1CCOC1.CC(C)=O.CCOCC.Cl.O=C=O>[OH:1][B:2]([OH:3])[c:4]1[cH:5][cH:6][cH:7][cH:8][c:9]1-[c:10]1[c:11]([O:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20][cH:21][cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Br[c:4]1[cH:5][cH:6][cH:7][cH:8][c:9]1-[c:10]1[c:11]([O:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20][cH:21][cH:22][cH:23]1.CC(C)O[B:2]([O:1]C(C)C)[O:3]C(C)C>C1CCOC1.CC(C)=O.CCOCC.Cl.O=C=O>[OH:1][B:2]([OH:3])[c:4]1[cH:5][cH:6][cH:7][cH:8][c:9]1-[c:10]1[c:11]([O:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[cH:20][cH:21][cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_7074299aa795e4c85d3dc49b",
"reactionHash": "2a7a0009fab7af940220563ab14a6f2aad3ff463d8d9f182cfe4410745e611cb"
},
"children": [
{
"id": "11591",
"routeId": "sa_4712a63a91640043042eb1fc",
"moleculeId": "sa_0c3a1c72e8778c8e8b205e29",
"parentId": "11590",
"isLeaf": true,
"molecule": {
"id": "sa_0c3a1c72e8778c8e8b205e29",
"inchikey": "NHDIQVFFNDKAQU-UHFFFAOYSA-N",
"smiles": "CC(C)OB(OC(C)C)OC(C)C"
},
"smiles": "CC(C)OB(OC(C)C)OC(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11592",
"routeId": "sa_4712a63a91640043042eb1fc",
"moleculeId": "sa_fb7b1a5365605a6f838260e8",
"parentId": "11590",
"isLeaf": false,
"molecule": {
"id": "sa_fb7b1a5365605a6f838260e8",
"inchikey": "QSIYRQYHYXSGMQ-UHFFFAOYSA-N",
"smiles": "Brc1ccccc1-c1ccccc1OCc1ccccc1"
},
"smiles": "Brc1ccccc1-c1ccccc1OCc1ccccc1",
"reactionStepId": "sa_a21a27a1c621cf99f46401fe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060235057A1;0320;398898\",\"rsmi\":\"Br[c:3]1[c:2]([Br:1])[cH:21][cH:20][cH:19][cH:18]1.OB(O)[c:4]1[c:5]([O:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[cH:14][cH:15][cH:16][cH:17]1>CCO.CCOCC.Cc1ccccc1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[Br:1][c:2]1[c:3](-[c:4]2[c:5]([O:6][CH2:7][c:8]3[cH:9][cH:10][cH:11][cH:12][cH:13]3)[cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19][cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"Br[c:3]1[c:2]([Br:1])[cH:21][cH:20][cH:19][cH:18]1.OB(O)[c:4]1[c:5]([O:6][CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[cH:14][cH:15][cH:16][cH:17]1>CCO.CCOCC.Cc1ccccc1.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[Br:1][c:2]1[c:3](-[c:4]2[c:5]([O:6][CH2:7][c:8]3[cH:9][cH:10][cH:11][cH:12][cH:13]3)[cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19][cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_a21a27a1c621cf99f46401fe",
"reactionHash": "9bda5d46ffcfe1c73bf63d2dd3fa7ce14db6476972d8f9228f195cf88edc1bce"
},
"children": [
{
"id": "11593",
"routeId": "sa_4712a63a91640043042eb1fc",
"moleculeId": "sa_eaffb91b352f1a475ab12dbe",
"parentId": "11592",
"isLeaf": true,
"molecule": {
"id": "sa_eaffb91b352f1a475ab12dbe",
"inchikey": "MCAIDINWZOCYQK-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccccc1OCc1ccccc1"
},
"smiles": "OB(O)c1ccccc1OCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11594",
"routeId": "sa_4712a63a91640043042eb1fc",
"moleculeId": "sa_89d6d74076ce4c4222585ec0",
"parentId": "11592",
"isLeaf": true,
"molecule": {
"id": "sa_89d6d74076ce4c4222585ec0",
"inchikey": "WQONPSCCEXUXTQ-UHFFFAOYSA-N",
"smiles": "Brc1ccccc1Br"
},
"smiles": "Brc1ccccc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}