Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(O)Cc1cccc2c(NCc3cccc(-c4ccnc5c(C(F)(F)F)cccc45)c3)cccc12
InChiKey
YLJKCCPSAPDTDJ-UHFFFAOYSA-N
Route Signature
450a1a13aded0d5dbfc8fe8a83eb751378897d305feb491d73d685a9f5432ef5
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_7fdc9b4ed5c75cbabf89a519",
"signature": "450a1a13aded0d5dbfc8fe8a83eb751378897d305feb491d73d685a9f5432ef5",
"contentHash": "2f2db60f595cf003ea91196b62c4f48b2cc3369ae2ac749f937d75eec9714155",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_9428925c07bb9cc064bf85b9",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08153",
"moleculeId": "sa_239d4641b239c3bc3232c937",
"smiles": "O=C(O)Cc1cccc2c(NCc3cccc(-c4ccnc5c(C(F)(F)F)cccc45)c3)cccc12",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_239d4641b239c3bc3232c937",
"inchikey": "YLJKCCPSAPDTDJ-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1cccc2c(NCc3cccc(-c4ccnc5c(C(F)(F)F)cccc45)c3)cccc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11870",
"routeId": "sa_7fdc9b4ed5c75cbabf89a519",
"moleculeId": "sa_239d4641b239c3bc3232c937",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_239d4641b239c3bc3232c937",
"inchikey": "YLJKCCPSAPDTDJ-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1cccc2c(NCc3cccc(-c4ccnc5c(C(F)(F)F)cccc45)c3)cccc12"
},
"smiles": "O=C(O)Cc1cccc2c(NCc3cccc(-c4ccnc5c(C(F)(F)F)cccc45)c3)cccc12",
"reactionStepId": "sa_1c92085186d905940d7b3fad",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090069373A1;0435;679248\",\"rsmi\":\"O=[CH:12][c:13]1[cH:14][c:15](-[c:16]2[cH:17][cH:18][n:19][c:20]3[c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27][cH:28][c:29]23)[cH:30][cH:31][cH:32]1.[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[cH:6][cH:7][cH:8][c:9]2[c:10]([NH2:11])[cH:33][cH:34][cH:35][c:36]12>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.CN(C)C=O.[Na+]>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[cH:6][cH:7][cH:8][c:9]2[c:10]([NH:11][CH2:12][c:13]3[cH:14][c:15](-[c:16]4[cH:17][cH:18][n:19][c:20]5[c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27][cH:28][c:29]45)[cH:30][cH:31][cH:32]3)[cH:33][cH:34][cH:35][c:36]12\"},\"mapped_reaction_smiles\":\"O=[CH:12][c:13]1[cH:14][c:15](-[c:16]2[cH:17][cH:18][n:19][c:20]3[c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27][cH:28][c:29]23)[cH:30][cH:31][cH:32]1.[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[cH:6][cH:7][cH:8][c:9]2[c:10]([NH2:11])[cH:33][cH:34][cH:35][c:36]12>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.CN(C)C=O.[Na+]>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[cH:6][cH:7][cH:8][c:9]2[c:10]([NH:11][CH2:12][c:13]3[cH:14][c:15](-[c:16]4[cH:17][cH:18][n:19][c:20]5[c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27][cH:28][c:29]45)[cH:30][cH:31][cH:32]3)[cH:33][cH:34][cH:35][c:36]12\"}",
"reactionStep": {
"id": "sa_1c92085186d905940d7b3fad",
"reactionHash": "3f9b70b4c16e2b55c0bc64ce3d95b0142dbcfd330a454bca8a1703bf7866ec2e"
},
"children": [
{
"id": "11871",
"routeId": "sa_7fdc9b4ed5c75cbabf89a519",
"moleculeId": "sa_155b1b991fea448f90578ad7",
"parentId": "11870",
"isLeaf": false,
"molecule": {
"id": "sa_155b1b991fea448f90578ad7",
"inchikey": "GZHPZOWBQLSUGM-UHFFFAOYSA-N",
"smiles": "Nc1cccc2c(CC(=O)O)cccc12"
},
"smiles": "Nc1cccc2c(CC(=O)O)cccc12",
"reactionStepId": "sa_bb8b1ca2cc1ef24215fbe5b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090069373A1;0433;679246\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[c:3]2[cH:4][cH:5][cH:6][c:7]([CH2:8][C:9](=[O:10])[OH:11])[c:12]2[cH:13][cH:14][cH:15]1>[Pd]>[NH2:1][c:2]1[c:3]2[cH:4][cH:5][cH:6][c:7]([CH2:8][C:9](=[O:10])[OH:11])[c:12]2[cH:13][cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[c:3]2[cH:4][cH:5][cH:6][c:7]([CH2:8][C:9](=[O:10])[OH:11])[c:12]2[cH:13][cH:14][cH:15]1>[Pd]>[NH2:1][c:2]1[c:3]2[cH:4][cH:5][cH:6][c:7]([CH2:8][C:9](=[O:10])[OH:11])[c:12]2[cH:13][cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_bb8b1ca2cc1ef24215fbe5b9",
"reactionHash": "b349445bbc98d71ebbe87bc5403d4d303cbf5151d79197e79831025ea068c955"
},
"children": [
{
"id": "11872",
"routeId": "sa_7fdc9b4ed5c75cbabf89a519",
"moleculeId": "sa_e23e1099c01a7d067fb48249",
"parentId": "11871",
"isLeaf": true,
"molecule": {
"id": "sa_e23e1099c01a7d067fb48249",
"inchikey": "LIDQNVCJDJNDQJ-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1cccc2c([N+](=O)[O-])cccc12"
},
"smiles": "O=C(O)Cc1cccc2c([N+](=O)[O-])cccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11873",
"routeId": "sa_7fdc9b4ed5c75cbabf89a519",
"moleculeId": "sa_d7809b5a0361a099335000b2",
"parentId": "11870",
"isLeaf": false,
"molecule": {
"id": "sa_d7809b5a0361a099335000b2",
"inchikey": "XWQDJEPXWDRQTI-UHFFFAOYSA-N",
"smiles": "O=Cc1cccc(-c2ccnc3c(C(F)(F)F)cccc23)c1"
},
"smiles": "O=Cc1cccc(-c2ccnc3c(C(F)(F)F)cccc23)c1",
"reactionStepId": "sa_e2ffecb0f0e6e4965c639903",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090069373A1;0434;679247\",\"rsmi\":\"Cl[c:6]1[cH:7][cH:8][n:9][c:10]2[c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17][cH:18][c:19]12.OB(O)[c:5]1[cH:4][c:3]([CH:2]=[O:1])[cH:22][cH:21][cH:20]1>CCO.Cc1ccccc1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[O:1]=[CH:2][c:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][n:9][c:10]3[c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17][cH:18][c:19]23)[cH:20][cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[cH:7][cH:8][n:9][c:10]2[c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17][cH:18][c:19]12.OB(O)[c:5]1[cH:4][c:3]([CH:2]=[O:1])[cH:22][cH:21][cH:20]1>CCO.Cc1ccccc1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[O:1]=[CH:2][c:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][n:9][c:10]3[c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17][cH:18][c:19]23)[cH:20][cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_e2ffecb0f0e6e4965c639903",
"reactionHash": "7212ef71dd7b33cee067e0b5e7535ffdd2d4cddad574e3330702fb575dc525cf"
},
"children": [
{
"id": "11874",
"routeId": "sa_7fdc9b4ed5c75cbabf89a519",
"moleculeId": "sa_7ac6969c951072006a7b85cf",
"parentId": "11873",
"isLeaf": true,
"molecule": {
"id": "sa_7ac6969c951072006a7b85cf",
"inchikey": "HJBGZJMKTOMQRR-UHFFFAOYSA-N",
"smiles": "O=Cc1cccc(B(O)O)c1"
},
"smiles": "O=Cc1cccc(B(O)O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11875",
"routeId": "sa_7fdc9b4ed5c75cbabf89a519",
"moleculeId": "sa_6270c0a8a5e85e6240378f4d",
"parentId": "11873",
"isLeaf": true,
"molecule": {
"id": "sa_6270c0a8a5e85e6240378f4d",
"inchikey": "LINGICLAECZKAW-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1cccc2c(Cl)ccnc12"
},
"smiles": "FC(F)(F)c1cccc2c(Cl)ccnc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}