Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(-c2ccc3[nH]c(-c4c(F)cccc4Cl)cc3c2)c(OC)c1
InChiKey
CJAVUJXQAJGIGU-UHFFFAOYSA-N
Route Signature
dc88fe8cdae18bf4184a69369485e58ff45fb3b31cf10217d6c06c5a393d8f6f
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_fd17101fd69e61d2b821b065",
"signature": "dc88fe8cdae18bf4184a69369485e58ff45fb3b31cf10217d6c06c5a393d8f6f",
"contentHash": "bd37e15adc8f15a5aeef50808b030e075aeab796d8c852f0c0d653334acab34d",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_232ce2b3f6dae833f50b26a4",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00727",
"moleculeId": "sa_0a1e65df467911b44c6bbc8a",
"smiles": "COc1ccc(-c2ccc3[nH]c(-c4c(F)cccc4Cl)cc3c2)c(OC)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0a1e65df467911b44c6bbc8a",
"inchikey": "CJAVUJXQAJGIGU-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2ccc3[nH]c(-c4c(F)cccc4Cl)cc3c2)c(OC)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "4771",
"routeId": "sa_fd17101fd69e61d2b821b065",
"moleculeId": "sa_0a1e65df467911b44c6bbc8a",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0a1e65df467911b44c6bbc8a",
"inchikey": "CJAVUJXQAJGIGU-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2ccc3[nH]c(-c4c(F)cccc4Cl)cc3c2)c(OC)c1"
},
"smiles": "COc1ccc(-c2ccc3[nH]c(-c4c(F)cccc4Cl)cc3c2)c(OC)c1",
"reactionStepId": "sa_eda621e61f664fddaaa4d08f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110071150A1;0880;1030518\",\"rsmi\":\"Br[c:9]1[cH:10][cH:11][c:12]2[nH:13][c:14](-[c:15]3[c:16]([Cl:17])[cH:18][cH:19][cH:20][c:21]3[F:22])[cH:23][c:24]2[cH:25]1.OB(O)[c:8]1[c:5]([O:6][CH3:7])[cH:4][c:3]([O:2][CH3:1])[cH:27][cH:26]1>C1COCCO1>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8](-[c:9]2[cH:10][cH:11][c:12]3[nH:13][c:14](-[c:15]4[c:16]([Cl:17])[cH:18][cH:19][cH:20][c:21]4[F:22])[cH:23][c:24]3[cH:25]2)[cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"Br[c:9]1[cH:10][cH:11][c:12]2[nH:13][c:14](-[c:15]3[c:16]([Cl:17])[cH:18][cH:19][cH:20][c:21]3[F:22])[cH:23][c:24]2[cH:25]1.OB(O)[c:8]1[c:5]([O:6][CH3:7])[cH:4][c:3]([O:2][CH3:1])[cH:27][cH:26]1>C1COCCO1>[CH3:1][O:2][c:3]1[cH:4][c:5]([O:6][CH3:7])[c:8](-[c:9]2[cH:10][cH:11][c:12]3[nH:13][c:14](-[c:15]4[c:16]([Cl:17])[cH:18][cH:19][cH:20][c:21]4[F:22])[cH:23][c:24]3[cH:25]2)[cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_eda621e61f664fddaaa4d08f",
"reactionHash": "ee8c2a191c048a294df6561a07a912dbb04298810d782649205c668c476efaac"
},
"children": [
{
"id": "4772",
"routeId": "sa_fd17101fd69e61d2b821b065",
"moleculeId": "sa_2f35828ab7c6240230614bb9",
"parentId": "4771",
"isLeaf": false,
"molecule": {
"id": "sa_2f35828ab7c6240230614bb9",
"inchikey": "GGUZZXVHMFDDKB-UHFFFAOYSA-N",
"smiles": "Fc1cccc(Cl)c1-c1cc2cc(Br)ccc2[nH]1"
},
"smiles": "Fc1cccc(Cl)c1-c1cc2cc(Br)ccc2[nH]1",
"reactionStepId": "sa_59e2bcc885cd922005fe56e2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110071150A1;1154;1030571\",\"rsmi\":\"O=[C:9]([c:8]1[c:2]([F:1])[cH:3][cH:4][cH:5][c:6]1[Cl:7])[CH2:10][c:11]1[cH:12][c:13]([Br:14])[cH:15][cH:16][c:17]1[N+:18](=O)[O-]>CC(=O)O.CO.[Fe]>[F:1][c:2]1[cH:3][cH:4][cH:5][c:6]([Cl:7])[c:8]1-[c:9]1[cH:10][c:11]2[cH:12][c:13]([Br:14])[cH:15][cH:16][c:17]2[nH:18]1\"},\"mapped_reaction_smiles\":\"O=[C:9]([c:8]1[c:2]([F:1])[cH:3][cH:4][cH:5][c:6]1[Cl:7])[CH2:10][c:11]1[cH:12][c:13]([Br:14])[cH:15][cH:16][c:17]1[N+:18](=O)[O-]>CC(=O)O.CO.[Fe]>[F:1][c:2]1[cH:3][cH:4][cH:5][c:6]([Cl:7])[c:8]1-[c:9]1[cH:10][c:11]2[cH:12][c:13]([Br:14])[cH:15][cH:16][c:17]2[nH:18]1\"}",
"reactionStep": {
"id": "sa_59e2bcc885cd922005fe56e2",
"reactionHash": "de65634a6c2f0f65a86cbcb9bff13520b36a5ae6197d7a6c548cb9a7efc3b376"
},
"children": [
{
"id": "4773",
"routeId": "sa_fd17101fd69e61d2b821b065",
"moleculeId": "sa_f9cbd479ae7c58cefa80907b",
"parentId": "4772",
"isLeaf": false,
"molecule": {
"id": "sa_f9cbd479ae7c58cefa80907b",
"inchikey": "AKTYMTVVFMUJLS-UHFFFAOYSA-N",
"smiles": "O=C(Cc1cc(Br)ccc1[N+](=O)[O-])c1c(F)cccc1Cl"
},
"smiles": "O=C(Cc1cc(Br)ccc1[N+](=O)[O-])c1c(F)cccc1Cl",
"reactionStepId": "sa_4348065413922de70d9086c2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110071150A1;1153;1030570\",\"rsmi\":\"[OH:1][CH:2]([CH2:3][c:4]1[c:5]([N+:6](=[O:7])[O-:8])[cH:9][cH:10][c:11]([Br:12])[cH:13]1)[c:14]1[c:15]([Cl:16])[cH:17][cH:18][cH:19][c:20]1[F:21]>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl>[O:1]=[C:2]([CH2:3][c:4]1[c:5]([N+:6](=[O:7])[O-:8])[cH:9][cH:10][c:11]([Br:12])[cH:13]1)[c:14]1[c:15]([Cl:16])[cH:17][cH:18][cH:19][c:20]1[F:21]\"},\"mapped_reaction_smiles\":\"[OH:1][CH:2]([CH2:3][c:4]1[c:5]([N+:6](=[O:7])[O-:8])[cH:9][cH:10][c:11]([Br:12])[cH:13]1)[c:14]1[c:15]([Cl:16])[cH:17][cH:18][cH:19][c:20]1[F:21]>CC(=O)OI1(OC(C)=O)(OC(C)=O)OC(=O)c2ccccc21.ClCCl>[O:1]=[C:2]([CH2:3][c:4]1[c:5]([N+:6](=[O:7])[O-:8])[cH:9][cH:10][c:11]([Br:12])[cH:13]1)[c:14]1[c:15]([Cl:16])[cH:17][cH:18][cH:19][c:20]1[F:21]\"}",
"reactionStep": {
"id": "sa_4348065413922de70d9086c2",
"reactionHash": "9b5fb558c93206b568abccde60b07b195109f39d7ae22d7c3a4ff7c7ae7bab96"
},
"children": [
{
"id": "4774",
"routeId": "sa_fd17101fd69e61d2b821b065",
"moleculeId": "sa_f4b1803ec0296a863c34a962",
"parentId": "4773",
"isLeaf": false,
"molecule": {
"id": "sa_f4b1803ec0296a863c34a962",
"inchikey": "XFODLOPVXUCKSG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Br)cc1CC(O)c1c(F)cccc1Cl"
},
"smiles": "O=[N+]([O-])c1ccc(Br)cc1CC(O)c1c(F)cccc1Cl",
"reactionStepId": "sa_68f2b9ad63a6c06a38ee5589",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110071150A1;1152;1030569\",\"rsmi\":\"[CH:7](=[O:8])[c:9]1[c:10]([Cl:11])[cH:12][cH:13][cH:14][c:15]1[F:16].[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([CH3:6])[cH:17][c:18]([Br:19])[cH:20][cH:21]1>C1CCC2=NCCCN2CC1.CS(C)=O>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([CH2:6][CH:7]([OH:8])[c:9]2[c:10]([Cl:11])[cH:12][cH:13][cH:14][c:15]2[F:16])[cH:17][c:18]([Br:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"[CH:7](=[O:8])[c:9]1[c:10]([Cl:11])[cH:12][cH:13][cH:14][c:15]1[F:16].[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([CH3:6])[cH:17][c:18]([Br:19])[cH:20][cH:21]1>C1CCC2=NCCCN2CC1.CS(C)=O>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([CH2:6][CH:7]([OH:8])[c:9]2[c:10]([Cl:11])[cH:12][cH:13][cH:14][c:15]2[F:16])[cH:17][c:18]([Br:19])[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_68f2b9ad63a6c06a38ee5589",
"reactionHash": "72e4311a43e027402c99a7bd113f11ccd05863c2fa2907adb7a41131a11e6186"
},
"children": [
{
"id": "4775",
"routeId": "sa_fd17101fd69e61d2b821b065",
"moleculeId": "sa_5bcb6e381f7f5428ee8fe876",
"parentId": "4774",
"isLeaf": true,
"molecule": {
"id": "sa_5bcb6e381f7f5428ee8fe876",
"inchikey": "OACPOWYLLGHGCR-UHFFFAOYSA-N",
"smiles": "O=Cc1c(F)cccc1Cl"
},
"smiles": "O=Cc1c(F)cccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4776",
"routeId": "sa_fd17101fd69e61d2b821b065",
"moleculeId": "sa_f6adcb16da181ab8dfcca0a6",
"parentId": "4774",
"isLeaf": false,
"molecule": {
"id": "sa_f6adcb16da181ab8dfcca0a6",
"inchikey": "PAHAIHXVVJMZKU-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)ccc1[N+](=O)[O-]"
},
"smiles": "Cc1cc(Br)ccc1[N+](=O)[O-]",
"reactionStepId": "sa_cbdb42d3245bc36dd94e2673",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110071150A1;1302;1030619\",\"rsmi\":\"N[c:9]1[cH:8][cH:7][c:3]([N+:4](=[O:5])[O-:6])[c:2]([CH3:1])[cH:11]1.[BrH:10]>CC(C)=O.O.O=NO.[Na+]>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][cH:8][c:9]([Br:10])[cH:11]1\"},\"mapped_reaction_smiles\":\"N[c:9]1[cH:8][cH:7][c:3]([N+:4](=[O:5])[O-:6])[c:2]([CH3:1])[cH:11]1.[BrH:10]>CC(C)=O.O.O=NO.[Na+]>[CH3:1][c:2]1[c:3]([N+:4](=[O:5])[O-:6])[cH:7][cH:8][c:9]([Br:10])[cH:11]1\"}",
"reactionStep": {
"id": "sa_cbdb42d3245bc36dd94e2673",
"reactionHash": "17fea2f08a042b9abbd8962afe0ec6748924092546fb402c5114f6853859f888"
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"children": [
{
"id": "4777",
"routeId": "sa_fd17101fd69e61d2b821b065",
"moleculeId": "sa_70f4de2e51ba34b93e025a04",
"parentId": "4776",
"isLeaf": true,
"molecule": {
"id": "sa_70f4de2e51ba34b93e025a04",
"inchikey": "CPELXLSAUQHCOX-UHFFFAOYSA-N",
"smiles": "Br"
},
"smiles": "Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4778",
"routeId": "sa_fd17101fd69e61d2b821b065",
"moleculeId": "sa_a54c3bfa99a4b16a3e28e81a",
"parentId": "4776",
"isLeaf": true,
"molecule": {
"id": "sa_a54c3bfa99a4b16a3e28e81a",
"inchikey": "XPAYEWBTLKOEDA-UHFFFAOYSA-N",
"smiles": "Cc1cc(N)ccc1[N+](=O)[O-]"
},
"smiles": "Cc1cc(N)ccc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "4779",
"routeId": "sa_fd17101fd69e61d2b821b065",
"moleculeId": "sa_45b28d7dd7d97b78a5d1ea18",
"parentId": "4771",
"isLeaf": true,
"molecule": {
"id": "sa_45b28d7dd7d97b78a5d1ea18",
"inchikey": "SQTUYFKNCCBFRR-UHFFFAOYSA-N",
"smiles": "COc1ccc(B(O)O)c(OC)c1"
},
"smiles": "COc1ccc(B(O)O)c(OC)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}