Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCc1cc(-c2cccc(N)n2)c(OC)cc1O
InChiKey
LDRVXXVLWYQRMP-UHFFFAOYSA-N
Route Signature
585fe1864d5c50ffd6857061394e2780e58d1acbcd44a243ad008ea06aeda90c
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_950df6bc77c77ff2d948ad15",
"signature": "585fe1864d5c50ffd6857061394e2780e58d1acbcd44a243ad008ea06aeda90c",
"contentHash": "04571830aa55a5ce99151b967cbe4ac7d734098e34e2f96c6bab2fa87688841c",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_cfa6103ef8e20ac669cadfd6",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00040",
"moleculeId": "sa_df46c7086a15da7c9e5b51a7",
"smiles": "CCc1cc(-c2cccc(N)n2)c(OC)cc1O",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_df46c7086a15da7c9e5b51a7",
"inchikey": "LDRVXXVLWYQRMP-UHFFFAOYSA-N",
"smiles": "CCc1cc(-c2cccc(N)n2)c(OC)cc1O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12188",
"routeId": "sa_950df6bc77c77ff2d948ad15",
"moleculeId": "sa_df46c7086a15da7c9e5b51a7",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_df46c7086a15da7c9e5b51a7",
"inchikey": "LDRVXXVLWYQRMP-UHFFFAOYSA-N",
"smiles": "CCc1cc(-c2cccc(N)n2)c(OC)cc1O"
},
"smiles": "CCc1cc(-c2cccc(N)n2)c(OC)cc1O",
"reactionStepId": "sa_e3382ff9279d329e0ca49602",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050032847A1;0116;226562\",\"rsmi\":\"Cc1ccc(C)[n:14]1-[c:13]1[n:12][c:11](-[c:10]2[c:7]([O:8][CH3:9])[cH:6][c:4]([OH:5])[c:3]([CH2:2][CH3:1])[cH:18]2)[cH:17][cH:16][cH:15]1>CCCCCC.CCO.CCOC(C)=O.Cl.NO.O>[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:6][c:7]([O:8][CH3:9])[c:10](-[c:11]2[n:12][c:13]([NH2:14])[cH:15][cH:16][cH:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"Cc1ccc(C)[n:14]1-[c:13]1[n:12][c:11](-[c:10]2[c:7]([O:8][CH3:9])[cH:6][c:4]([OH:5])[c:3]([CH2:2][CH3:1])[cH:18]2)[cH:17][cH:16][cH:15]1>CCCCCC.CCO.CCOC(C)=O.Cl.NO.O>[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:6][c:7]([O:8][CH3:9])[c:10](-[c:11]2[n:12][c:13]([NH2:14])[cH:15][cH:16][cH:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_e3382ff9279d329e0ca49602",
"reactionHash": "18831cd233e0643f682d643833928491e0995d6942dce2747bd41713be51d64a"
},
"children": [
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"routeId": "sa_950df6bc77c77ff2d948ad15",
"moleculeId": "sa_d9ad6ac5b1952964f7ea0ac2",
"parentId": "12188",
"isLeaf": false,
"molecule": {
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"inchikey": "GAXIPXWSSPSPTC-UHFFFAOYSA-N",
"smiles": "CCc1cc(-c2cccc(-n3c(C)ccc3C)n2)c(OC)cc1O"
},
"smiles": "CCc1cc(-c2cccc(-n3c(C)ccc3C)n2)c(OC)cc1O",
"reactionStepId": "sa_900c07f12c356fcfca7d0d40",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050032847A1;0114;226561\",\"rsmi\":\"c1ccc(C[O:24][c:23]2[c:3]([CH2:2][CH3:1])[cH:4][c:5](-[c:6]3[n:7][c:8](-[n:9]4[c:10]([CH3:11])[cH:12][cH:13][c:14]4[CH3:15])[cH:16][cH:17][cH:18]3)[c:19]([O:20][CH3:21])[cH:22]2)cc1>CO.O=CO.N.O.O.[Pd+2]>[CH3:1][CH2:2][c:3]1[cH:4][c:5](-[c:6]2[n:7][c:8](-[n:9]3[c:10]([CH3:11])[cH:12][cH:13][c:14]3[CH3:15])[cH:16][cH:17][cH:18]2)[c:19]([O:20][CH3:21])[cH:22][c:23]1[OH:24]\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:24][c:23]2[c:3]([CH2:2][CH3:1])[cH:4][c:5](-[c:6]3[n:7][c:8](-[n:9]4[c:10]([CH3:11])[cH:12][cH:13][c:14]4[CH3:15])[cH:16][cH:17][cH:18]3)[c:19]([O:20][CH3:21])[cH:22]2)cc1>CO.O=CO.N.O.O.[Pd+2]>[CH3:1][CH2:2][c:3]1[cH:4][c:5](-[c:6]2[n:7][c:8](-[n:9]3[c:10]([CH3:11])[cH:12][cH:13][c:14]3[CH3:15])[cH:16][cH:17][cH:18]2)[c:19]([O:20][CH3:21])[cH:22][c:23]1[OH:24]\"}",
"reactionStep": {
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"reactionHash": "2ca19ce8644e5b7b748d428d50832dedbe202d3bff6a6556c1db199eb057751e"
},
"children": [
{
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"moleculeId": "sa_f6d777882360d6552862faaf",
"parentId": "12189",
"isLeaf": false,
"molecule": {
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"inchikey": "IOHXAHRLUWWTQW-UHFFFAOYSA-N",
"smiles": "CCc1cc(-c2cccc(-n3c(C)ccc3C)n2)c(OC)cc1OCc1ccccc1"
},
"smiles": "CCc1cc(-c2cccc(-n3c(C)ccc3C)n2)c(OC)cc1OCc1ccccc1",
"reactionStepId": "sa_06ba1b90037a936947f41ce9",
"template": null,
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"reactionStep": {
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"reactionHash": "32f4d5ff4ed8fb11dff2afc1053896f04364d05b400168929177a475d434584b"
},
"children": [
{
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"moleculeId": "sa_91c0918cc62c513fdc875fcc",
"parentId": "12190",
"isLeaf": true,
"molecule": {
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"inchikey": "AEKQCMMJOMDJPC-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C)n1-c1cccc(Br)n1"
},
"smiles": "Cc1ccc(C)n1-c1cccc(Br)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12192",
"routeId": "sa_950df6bc77c77ff2d948ad15",
"moleculeId": "sa_2665b70e16505bebfbddddfb",
"parentId": "12190",
"isLeaf": false,
"molecule": {
"id": "sa_2665b70e16505bebfbddddfb",
"inchikey": "AIUGXJWHMJMDFV-UHFFFAOYSA-N",
"smiles": "CCc1cc(B(O)O)c(OC)cc1OCc1ccccc1"
},
"smiles": "CCc1cc(B(O)O)c(OC)cc1OCc1ccccc1",
"reactionStepId": "sa_9035943f3bce74cbe1aaccf4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050032847A1;0058;226552\",\"rsmi\":\"Br[c:5]1[cH:4][c:3]([CH2:2][CH3:1])[c:13]([O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:12][c:9]1[O:10][CH3:11].CCO[B:6]([O:7]CC)[O:8]CC>C1CCOC1.CCOCC.COCCOC.[Li]CCCC>[CH3:1][CH2:2][c:3]1[cH:4][c:5]([B:6]([OH:7])[OH:8])[c:9]([O:10][CH3:11])[cH:12][c:13]1[O:14][CH2:15][c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"Br[c:5]1[cH:4][c:3]([CH2:2][CH3:1])[c:13]([O:14][CH2:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[cH:12][c:9]1[O:10][CH3:11].CCO[B:6]([O:7]CC)[O:8]CC>C1CCOC1.CCOCC.COCCOC.[Li]CCCC>[CH3:1][CH2:2][c:3]1[cH:4][c:5]([B:6]([OH:7])[OH:8])[c:9]([O:10][CH3:11])[cH:12][c:13]1[O:14][CH2:15][c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1\"}",
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"reactionHash": "9dfe5cd5c956c0e760cef923be62c5d6045c7961397fea12ca3d06a357264f5c"
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"children": [
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"molecule": {
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"smiles": "CCOB(OCC)OCC"
},
"smiles": "CCOB(OCC)OCC",
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{
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"molecule": {
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"inchikey": "UCXDZSQUXXBATB-UHFFFAOYSA-N",
"smiles": "CCc1cc(Br)c(OC)cc1OCc1ccccc1"
},
"smiles": "CCc1cc(Br)c(OC)cc1OCc1ccccc1",
"reactionStepId": "sa_ce76df832f840276b03d2e08",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050032847A1;0057;226551\",\"rsmi\":\"O=C1CCC(=O)N1[Br:6].[CH3:1][CH2:2][c:3]1[cH:4][cH:5][c:7]([O:8][CH3:9])[cH:10][c:11]1[O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1>ClC(Cl)(Cl)Cl>[CH3:1][CH2:2][c:3]1[cH:4][c:5]([Br:6])[c:7]([O:8][CH3:9])[cH:10][c:11]1[O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:6].[CH3:1][CH2:2][c:3]1[cH:4][cH:5][c:7]([O:8][CH3:9])[cH:10][c:11]1[O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1>ClC(Cl)(Cl)Cl>[CH3:1][CH2:2][c:3]1[cH:4][c:5]([Br:6])[c:7]([O:8][CH3:9])[cH:10][c:11]1[O:12][CH2:13][c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1\"}",
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"metadata": "{\"annotations\":{\"ID\":\"US20050032847A1;0102;226555\",\"rsmi\":\"Br[CH2:6][c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1.[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:13][c:14]([O:15][CH3:16])[cH:17][cH:18]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13][c:14]([O:15][CH3:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Br[CH2:6][c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1.[CH3:1][CH2:2][c:3]1[c:4]([OH:5])[cH:13][c:14]([O:15][CH3:16])[cH:17][cH:18]1>CC(C)=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][c:3]1[c:4]([O:5][CH2:6][c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[cH:13][c:14]([O:15][CH3:16])[cH:17][cH:18]1\"}",
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{
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},
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]
},
{
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"molecule": {
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},
"smiles": "O=C1CCC(=O)N1Br",
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]
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]
}
]
}
]
}
]
}
}