Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(Cc2ccccc2)c2cc(-c3ccc(OCC(=O)O)cc3)ccc2n1C
InChiKey
WDCOHAIMLKZKFD-UHFFFAOYSA-N
Route Signature
5a7d5a997612be9d5b0a7789e9052789bc996c79593635882896cb48d570c467
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_17550aa4264f9da07f42aa62",
"signature": "5a7d5a997612be9d5b0a7789e9052789bc996c79593635882896cb48d570c467",
"contentHash": "50b67fc82afe63be404f25fc56ef0f28286563fb5be32802bbc3879cf134263c",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_1d36b32d3d80e4f1b2dd7a88",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01691",
"moleculeId": "sa_13ec44af9374f391a0934df0",
"smiles": "Cc1c(Cc2ccccc2)c2cc(-c3ccc(OCC(=O)O)cc3)ccc2n1C",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_13ec44af9374f391a0934df0",
"inchikey": "WDCOHAIMLKZKFD-UHFFFAOYSA-N",
"smiles": "Cc1c(Cc2ccccc2)c2cc(-c3ccc(OCC(=O)O)cc3)ccc2n1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5943",
"routeId": "sa_17550aa4264f9da07f42aa62",
"moleculeId": "sa_13ec44af9374f391a0934df0",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_13ec44af9374f391a0934df0",
"inchikey": "WDCOHAIMLKZKFD-UHFFFAOYSA-N",
"smiles": "Cc1c(Cc2ccccc2)c2cc(-c3ccc(OCC(=O)O)cc3)ccc2n1C"
},
"smiles": "Cc1c(Cc2ccccc2)c2cc(-c3ccc(OCC(=O)O)cc3)ccc2n1C",
"reactionStepId": "sa_4cabf51e3035fcb1abd7f4e3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07582773B2;0175;922417\",\"rsmi\":\"C[O:22][C:20]([CH2:19][O:18][c:17]1[cH:16][cH:15][c:14](-[c:13]2[cH:12][c:11]3[c:3]([CH2:4][c:5]4[cH:6][cH:7][cH:8][cH:9][cH:10]4)[c:2]([CH3:1])[n:28]([CH3:29])[c:27]3[cH:26][cH:25]2)[cH:24][cH:23]1)=[O:21]>C1CCOC1.CO.[K+].O>[CH3:1][c:2]1[c:3]([CH2:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[c:11]2[cH:12][c:13](-[c:14]3[cH:15][cH:16][c:17]([O:18][CH2:19][C:20](=[O:21])[OH:22])[cH:23][cH:24]3)[cH:25][cH:26][c:27]2[n:28]1[CH3:29]\"},\"mapped_reaction_smiles\":\"C[O:22][C:20]([CH2:19][O:18][c:17]1[cH:16][cH:15][c:14](-[c:13]2[cH:12][c:11]3[c:3]([CH2:4][c:5]4[cH:6][cH:7][cH:8][cH:9][cH:10]4)[c:2]([CH3:1])[n:28]([CH3:29])[c:27]3[cH:26][cH:25]2)[cH:24][cH:23]1)=[O:21]>C1CCOC1.CO.[K+].O>[CH3:1][c:2]1[c:3]([CH2:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[c:11]2[cH:12][c:13](-[c:14]3[cH:15][cH:16][c:17]([O:18][CH2:19][C:20](=[O:21])[OH:22])[cH:23][cH:24]3)[cH:25][cH:26][c:27]2[n:28]1[CH3:29]\"}",
"reactionStep": {
"id": "sa_4cabf51e3035fcb1abd7f4e3",
"reactionHash": "eeb0ce887e76d32240ce7247b113ce81ff5f8f8dc333e9dbc24ab540a3215cd9"
},
"children": [
{
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"routeId": "sa_17550aa4264f9da07f42aa62",
"moleculeId": "sa_96bde28169f3036db93154fb",
"parentId": "5943",
"isLeaf": false,
"molecule": {
"id": "sa_96bde28169f3036db93154fb",
"inchikey": "LMCREDWGTLDSBN-UHFFFAOYSA-N",
"smiles": "COC(=O)COc1ccc(-c2ccc3c(c2)c(Cc2ccccc2)c(C)n3C)cc1"
},
"smiles": "COC(=O)COc1ccc(-c2ccc3c(c2)c(Cc2ccccc2)c(C)n3C)cc1",
"reactionStepId": "sa_dbd72f684d752af9d5071bfa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07582773B2;0174;922416\",\"rsmi\":\"Br[CH2:5][C:3]([O:2][CH3:1])=[O:4].[OH:6][c:7]1[cH:8][cH:9][c:10](-[c:11]2[cH:12][cH:13][c:14]3[c:15]([cH:16]2)[c:17]([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:25]([CH3:26])[n:27]3[CH3:28])[cH:29][cH:30]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][O:6][c:7]1[cH:8][cH:9][c:10](-[c:11]2[cH:12][cH:13][c:14]3[c:15]([cH:16]2)[c:17]([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:25]([CH3:26])[n:27]3[CH3:28])[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Br[CH2:5][C:3]([O:2][CH3:1])=[O:4].[OH:6][c:7]1[cH:8][cH:9][c:10](-[c:11]2[cH:12][cH:13][c:14]3[c:15]([cH:16]2)[c:17]([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:25]([CH3:26])[n:27]3[CH3:28])[cH:29][cH:30]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[CH2:5][O:6][c:7]1[cH:8][cH:9][c:10](-[c:11]2[cH:12][cH:13][c:14]3[c:15]([cH:16]2)[c:17]([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:25]([CH3:26])[n:27]3[CH3:28])[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_dbd72f684d752af9d5071bfa",
"reactionHash": "1e59906bdffd96a4b7e407bfcb0e05651afc7bee8ce44698d9baa3aadd1d03ca"
},
"children": [
{
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"routeId": "sa_17550aa4264f9da07f42aa62",
"moleculeId": "sa_53d2337dc96b4d65a1cc5a57",
"parentId": "5944",
"isLeaf": false,
"molecule": {
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"inchikey": "KYQAGVKOGJKXCX-UHFFFAOYSA-N",
"smiles": "Cc1c(Cc2ccccc2)c2cc(-c3ccc(O)cc3)ccc2n1C"
},
"smiles": "Cc1c(Cc2ccccc2)c2cc(-c3ccc(O)cc3)ccc2n1C",
"reactionStepId": "sa_6e575896d1f7031de4638512",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07582773B2;0170;922413\",\"rsmi\":\"C[O:18][c:17]1[cH:16][cH:15][c:14](-[c:13]2[cH:12][c:11]3[c:3]([CH2:4][c:5]4[cH:6][cH:7][cH:8][cH:9][cH:10]4)[c:2]([CH3:1])[n:24]([CH3:25])[c:23]3[cH:22][cH:21]2)[cH:20][cH:19]1>BrB(Br)Br.ClCCl>[CH3:1][c:2]1[c:3]([CH2:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[c:11]2[cH:12][c:13](-[c:14]3[cH:15][cH:16][c:17]([OH:18])[cH:19][cH:20]3)[cH:21][cH:22][c:23]2[n:24]1[CH3:25]\"},\"mapped_reaction_smiles\":\"C[O:18][c:17]1[cH:16][cH:15][c:14](-[c:13]2[cH:12][c:11]3[c:3]([CH2:4][c:5]4[cH:6][cH:7][cH:8][cH:9][cH:10]4)[c:2]([CH3:1])[n:24]([CH3:25])[c:23]3[cH:22][cH:21]2)[cH:20][cH:19]1>BrB(Br)Br.ClCCl>[CH3:1][c:2]1[c:3]([CH2:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[c:11]2[cH:12][c:13](-[c:14]3[cH:15][cH:16][c:17]([OH:18])[cH:19][cH:20]3)[cH:21][cH:22][c:23]2[n:24]1[CH3:25]\"}",
"reactionStep": {
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"reactionHash": "b1e1cdd06397407a18f9baeb0512a05004268341f6308c9e6fc42a63f0af6beb"
},
"children": [
{
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"routeId": "sa_17550aa4264f9da07f42aa62",
"moleculeId": "sa_251d4200436b3dc5cae9fe6c",
"parentId": "5945",
"isLeaf": false,
"molecule": {
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"inchikey": "AYNQNYUXHAGCGU-UHFFFAOYSA-N",
"smiles": "COc1ccc(-c2ccc3c(c2)c(Cc2ccccc2)c(C)n3C)cc1"
},
"smiles": "COc1ccc(-c2ccc3c(c2)c(Cc2ccccc2)c(C)n3C)cc1",
"reactionStepId": "sa_173b39f5671da885db89fa78",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07582773B2;0169;922412\",\"rsmi\":\"Br[c:7]1[cH:8][cH:9][c:10]2[c:11]([cH:12]1)[c:13]([CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[c:21]([CH3:22])[n:23]2[CH3:24].OB(O)[c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:26][cH:25]1>C1COCCO1.ClCCl.Cl[Pd]Cl.O=C(O)O.[Fe+2].[K+].[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][c:10]3[c:11]([cH:12]2)[c:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[c:21]([CH3:22])[n:23]3[CH3:24])[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[cH:8][cH:9][c:10]2[c:11]([cH:12]1)[c:13]([CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[c:21]([CH3:22])[n:23]2[CH3:24].OB(O)[c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:26][cH:25]1>C1COCCO1.ClCCl.Cl[Pd]Cl.O=C(O)O.[Fe+2].[K+].[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[cH:8][cH:9][c:10]3[c:11]([cH:12]2)[c:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[c:21]([CH3:22])[n:23]3[CH3:24])[cH:25][cH:26]1\"}",
"reactionStep": {
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"reactionHash": "2e1ea05267ab05ab87c1a4bfa4651fe7ef844176d9c429a9f1c5b46414b8d2ec"
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"children": [
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"isLeaf": false,
"molecule": {
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"inchikey": "VMCZZKRXKGHURG-UHFFFAOYSA-N",
"smiles": "Cc1c(Cc2ccccc2)c2cc(Br)ccc2n1C"
},
"smiles": "Cc1c(Cc2ccccc2)c2cc(Br)ccc2n1C",
"reactionStepId": "sa_15913198c140769ce9afbe96",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07582773B2;0168;922411\",\"rsmi\":\"I[CH3:19].[CH3:1][c:2]1[c:3]([CH2:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[c:11]2[cH:12][c:13]([Br:14])[cH:15][cH:16][c:17]2[nH:18]1>CN(C)C=O>[CH3:1][c:2]1[c:3]([CH2:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[c:11]2[cH:12][c:13]([Br:14])[cH:15][cH:16][c:17]2[n:18]1[CH3:19]\"},\"mapped_reaction_smiles\":\"I[CH3:19].[CH3:1][c:2]1[c:3]([CH2:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[c:11]2[cH:12][c:13]([Br:14])[cH:15][cH:16][c:17]2[nH:18]1>CN(C)C=O>[CH3:1][c:2]1[c:3]([CH2:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[c:11]2[cH:12][c:13]([Br:14])[cH:15][cH:16][c:17]2[n:18]1[CH3:19]\"}",
"reactionStep": {
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"reactionHash": "461d85c82feb0fb30f2340f420f638fbcb451b3a4ad312fd66b731fe92afb1a5"
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"children": [
{
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"molecule": {
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"smiles": "CI"
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{
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"smiles": "Cc1[nH]c2ccc(Br)cc2c1Cc1ccccc1"
},
"smiles": "Cc1[nH]c2ccc(Br)cc2c1Cc1ccccc1",
"reactionStepId": "sa_25e9c298018e10c4f5cf3768",
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"metadata": "{\"annotations\":{\"ID\":\"US07582773B2;0160;922403\",\"rsmi\":\"N[NH:18][c:17]1[cH:11][cH:12][c:13]([Br:14])[cH:15][cH:16]1.O=[C:2]([CH3:1])[CH2:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1>CCO.Cl>[CH3:1][c:2]1[c:3]([CH2:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[c:11]2[cH:12][c:13]([Br:14])[cH:15][cH:16][c:17]2[nH:18]1\"},\"mapped_reaction_smiles\":\"N[NH:18][c:17]1[cH:11][cH:12][c:13]([Br:14])[cH:15][cH:16]1.O=[C:2]([CH3:1])[CH2:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1>CCO.Cl>[CH3:1][c:2]1[c:3]([CH2:4][c:5]2[cH:6][cH:7][cH:8][cH:9][cH:10]2)[c:11]2[cH:12][c:13]([Br:14])[cH:15][cH:16][c:17]2[nH:18]1\"}",
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{
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{
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{
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]
}
}