Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1c2cc(C(F)(F)F)ccc2CCN1C(=O)c1cc2ncc(Br)cn2n1
InChiKey
BUIVOUQTQRGEQD-UHFFFAOYSA-N
Route Signature
7f28310bd0bc30ea61bfc617afcdb47761eb2a41367e5ad41a74376932535152
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_20175be246b7152fd03165cb",
"signature": "7f28310bd0bc30ea61bfc617afcdb47761eb2a41367e5ad41a74376932535152",
"contentHash": "145fe7b2c7360650eb7c67d1502a9e06b56f7ba306ffe3869770e33ae1fa590f",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_823f3eab01069cd920b51cde",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00530",
"moleculeId": "sa_a6e0f2bf4d66c9a025a5f506",
"smiles": "CC1c2cc(C(F)(F)F)ccc2CCN1C(=O)c1cc2ncc(Br)cn2n1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a6e0f2bf4d66c9a025a5f506",
"inchikey": "BUIVOUQTQRGEQD-UHFFFAOYSA-N",
"smiles": "CC1c2cc(C(F)(F)F)ccc2CCN1C(=O)c1cc2ncc(Br)cn2n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4422",
"routeId": "sa_20175be246b7152fd03165cb",
"moleculeId": "sa_a6e0f2bf4d66c9a025a5f506",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a6e0f2bf4d66c9a025a5f506",
"inchikey": "BUIVOUQTQRGEQD-UHFFFAOYSA-N",
"smiles": "CC1c2cc(C(F)(F)F)ccc2CCN1C(=O)c1cc2ncc(Br)cn2n1"
},
"smiles": "CC1c2cc(C(F)(F)F)ccc2CCN1C(=O)c1cc2ncc(Br)cn2n1",
"reactionStepId": "sa_00097cd512d4df7356e1b802",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110212956A1;1499;1098976\",\"rsmi\":\"O[C:16](=[O:17])[c:18]1[n:19][n:20]2[cH:21][c:22]([Br:23])[cH:24][n:25][c:26]2[cH:27]1.[CH3:1][CH:2]1[c:3]2[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][cH:11][c:12]2[CH2:13][CH2:14][NH:15]1>>[CH3:1][CH:2]1[c:3]2[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][cH:11][c:12]2[CH2:13][CH2:14][N:15]1[C:16](=[O:17])[c:18]1[n:19][n:20]2[cH:21][c:22]([Br:23])[cH:24][n:25][c:26]2[cH:27]1\"},\"mapped_reaction_smiles\":\"O[C:16](=[O:17])[c:18]1[n:19][n:20]2[cH:21][c:22]([Br:23])[cH:24][n:25][c:26]2[cH:27]1.[CH3:1][CH:2]1[c:3]2[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][cH:11][c:12]2[CH2:13][CH2:14][NH:15]1>>[CH3:1][CH:2]1[c:3]2[cH:4][c:5]([C:6]([F:7])([F:8])[F:9])[cH:10][cH:11][c:12]2[CH2:13][CH2:14][N:15]1[C:16](=[O:17])[c:18]1[n:19][n:20]2[cH:21][c:22]([Br:23])[cH:24][n:25][c:26]2[cH:27]1\"}",
"reactionStep": {
"id": "sa_00097cd512d4df7356e1b802",
"reactionHash": "e8df4eea2067c46bfd4760f4a7f918a173985c383b84f0d700229b9d8ba317cd"
},
"children": [
{
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"routeId": "sa_20175be246b7152fd03165cb",
"moleculeId": "sa_c8060bb6a78cfd2ed799887a",
"parentId": "4422",
"isLeaf": false,
"molecule": {
"id": "sa_c8060bb6a78cfd2ed799887a",
"inchikey": "GROLQGNTTZAXQZ-UHFFFAOYSA-N",
"smiles": "CC1NCCc2ccc(C(F)(F)F)cc21"
},
"smiles": "CC1NCCc2ccc(C(F)(F)F)cc21",
"reactionStepId": "sa_ad12bdd68ef88e6c84ce32b6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110212956A1;0810;1098836\",\"rsmi\":\"[CH3:1][C:2]1=[N:3][CH2:4][CH2:5][c:6]2[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]21>CC(=O)OB(OC(C)=O)OC(C)=O.[Na+]>[CH3:1][CH:2]1[NH:3][CH2:4][CH2:5][c:6]2[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]21\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]1=[N:3][CH2:4][CH2:5][c:6]2[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]21>CC(=O)OB(OC(C)=O)OC(C)=O.[Na+]>[CH3:1][CH:2]1[NH:3][CH2:4][CH2:5][c:6]2[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]21\"}",
"reactionStep": {
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"reactionHash": "6e187719cf67a0aec36ed46e10f92249d5db7c1990ff71d4206be9027fdf99de"
},
"children": [
{
"id": "4424",
"routeId": "sa_20175be246b7152fd03165cb",
"moleculeId": "sa_9e495c9c7daabe36b6948692",
"parentId": "4423",
"isLeaf": false,
"molecule": {
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"inchikey": "YFADQWFEBLVAKT-UHFFFAOYSA-N",
"smiles": "CC1=NCCc2ccc(C(F)(F)F)cc21"
},
"smiles": "CC1=NCCc2ccc(C(F)(F)F)cc21",
"reactionStepId": "sa_f0f6fb98155ccd1d51285f5c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110212956A1;0744;1098816\",\"rsmi\":\"O=[C:2]([CH3:1])[NH:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1>O=P12OP3(=O)OP(=O)(O1)OP(=O)(O2)O3>[CH3:1][C:2]1=[N:3][CH2:4][CH2:5][c:6]2[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]21\"},\"mapped_reaction_smiles\":\"O=[C:2]([CH3:1])[NH:3][CH2:4][CH2:5][c:6]1[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1>O=P12OP3(=O)OP(=O)(O1)OP(=O)(O2)O3>[CH3:1][C:2]1=[N:3][CH2:4][CH2:5][c:6]2[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][c:15]21\"}",
"reactionStep": {
"id": "sa_f0f6fb98155ccd1d51285f5c",
"reactionHash": "7d3b9f04ab4a65f5379c87b755feffe8639d3510a2ae71d1065e0e5ca351a631"
},
"children": [
{
"id": "4425",
"routeId": "sa_20175be246b7152fd03165cb",
"moleculeId": "sa_520d33859c2faf0186cf4b72",
"parentId": "4424",
"isLeaf": false,
"molecule": {
"id": "sa_520d33859c2faf0186cf4b72",
"inchikey": "TYJGVPBXNRCDBD-UHFFFAOYSA-N",
"smiles": "CC(=O)NCCc1ccc(C(F)(F)F)cc1"
},
"smiles": "CC(=O)NCCc1ccc(C(F)(F)F)cc1",
"reactionStepId": "sa_61026640036e86b216c9fa5e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110212956A1;0682;1098797\",\"rsmi\":\"CC(=O)O[C:2]([CH3:1])=[O:3].[NH2:4][CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16]1>>[CH3:1][C:2](=[O:3])[NH:4][CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"CC(=O)O[C:2]([CH3:1])=[O:3].[NH2:4][CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16]1>>[CH3:1][C:2](=[O:3])[NH:4][CH2:5][CH2:6][c:7]1[cH:8][cH:9][c:10]([C:11]([F:12])([F:13])[F:14])[cH:15][cH:16]1\"}",
"reactionStep": {
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"reactionHash": "55b0dd93fd1db3282a0991d0b32fbadb0e8cac82bd7434d7ac802050c5948595"
},
"children": [
{
"id": "4426",
"routeId": "sa_20175be246b7152fd03165cb",
"moleculeId": "sa_bdea8b0880e5c18a2b3a379a",
"parentId": "4425",
"isLeaf": false,
"molecule": {
"id": "sa_bdea8b0880e5c18a2b3a379a",
"inchikey": "HMFOBPNVAAAACP-UHFFFAOYSA-N",
"smiles": "NCCc1ccc(C(F)(F)F)cc1"
},
"smiles": "NCCc1ccc(C(F)(F)F)cc1",
"reactionStepId": "sa_14035fde4a9c78aa930723f3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110212956A1;0666;1098792\",\"rsmi\":\"O=[N+:1]([O-])[CH:2]=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1>[Al+3].[HH].[HH].[HH].[HH].[Li+]>[NH2:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[CH:2]=[CH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1>[Al+3].[HH].[HH].[HH].[HH].[Li+]>[NH2:1][CH2:2][CH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1\"}",
"reactionStep": {
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"children": [
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"routeId": "sa_20175be246b7152fd03165cb",
"moleculeId": "sa_f7cf1fa58b1596a8c8d5736b",
"parentId": "4426",
"isLeaf": false,
"molecule": {
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"inchikey": "CATQYSSYYQMLHV-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])C=Cc1ccc(C(F)(F)F)cc1"
},
"smiles": "O=[N+]([O-])C=Cc1ccc(C(F)(F)F)cc1",
"reactionStepId": "sa_869837d609fd9c6ae80af953",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110212956A1;0649;1098787\",\"rsmi\":\"O=[CH:5][c:6]1[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1.[O:1]=[N+:2]([O-:3])[CH3:4]>>[O:1]=[N+:2]([O-:3])[CH:4]=[CH:5][c:6]1[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=[CH:5][c:6]1[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1.[O:1]=[N+:2]([O-:3])[CH3:4]>>[O:1]=[N+:2]([O-:3])[CH:4]=[CH:5][c:6]1[cH:7][cH:8][c:9]([C:10]([F:11])([F:12])[F:13])[cH:14][cH:15]1\"}",
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"children": [
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"routeId": "sa_20175be246b7152fd03165cb",
"moleculeId": "sa_75aab6313944ddb61719b7ea",
"parentId": "4427",
"isLeaf": true,
"molecule": {
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"inchikey": "BEOBZEOPTQQELP-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(C(F)(F)F)cc1"
},
"smiles": "O=Cc1ccc(C(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4429",
"routeId": "sa_20175be246b7152fd03165cb",
"moleculeId": "sa_ad265c911fe00b99fd40a82a",
"parentId": "4427",
"isLeaf": true,
"molecule": {
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"inchikey": "LYGJENNIWJXYER-UHFFFAOYSA-N",
"smiles": "C[N+](=O)[O-]"
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"smiles": "C[N+](=O)[O-]",
"reactionStepId": null,
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]
},
{
"id": "4430",
"routeId": "sa_20175be246b7152fd03165cb",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "4425",
"isLeaf": true,
"molecule": {
"id": "sa_a7893fcf81826693d9b4bed4",
"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"smiles": "CC(=O)OC(C)=O",
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}
]
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]
}
]
},
{
"id": "4431",
"routeId": "sa_20175be246b7152fd03165cb",
"moleculeId": "sa_d0fbf2c92d7a78a29301e675",
"parentId": "4422",
"isLeaf": true,
"molecule": {
"id": "sa_d0fbf2c92d7a78a29301e675",
"inchikey": "WDICXYMIEJAABR-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cc2ncc(Br)cn2n1"
},
"smiles": "O=C(O)c1cc2ncc(Br)cn2n1",
"reactionStepId": null,
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"children": []
}
]
}
}