Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(C)c1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChiKey
XYRIAWPXXJERGV-IDLUEMFASA-N
Route Signature
ed2f90cc041f573cdf84207f80b1da1ceb7782685ab04fb1ccb4efcd3b79270f
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_5051f5d9398f1858aa706a1b",
"signature": "ed2f90cc041f573cdf84207f80b1da1ceb7782685ab04fb1ccb4efcd3b79270f",
"contentHash": "19762b22ac01a8a80aa665a1f2d7170d3844f4222838bfe3dc30e16ecc17a4c7",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_b385ee876a6bb5af9b40408e",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00683",
"moleculeId": "sa_9345c57e83ecbb6d37eb05af",
"smiles": "CN(C)c1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_9345c57e83ecbb6d37eb05af",
"inchikey": "XYRIAWPXXJERGV-IDLUEMFASA-N",
"smiles": "CN(C)c1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13691",
"routeId": "sa_5051f5d9398f1858aa706a1b",
"moleculeId": "sa_9345c57e83ecbb6d37eb05af",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9345c57e83ecbb6d37eb05af",
"inchikey": "XYRIAWPXXJERGV-IDLUEMFASA-N",
"smiles": "CN(C)c1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12"
},
"smiles": "CN(C)c1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12",
"reactionStepId": "sa_7500f98b0059fc59814ab27a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06046186;;469180\",\"rsmi\":\"c1ccc(C[O:10][c:9]2[c:4]([N:2]([CH3:1])[CH3:3])[cH:5][c:6]3[c:7]([cH:8]2)[CH2:11][CH2:12][C@@H:13]2[C@@H:14]3[CH2:15][CH2:16][C@:17]3([CH3:18])[C:19](=[O:20])[CH2:21][CH2:22][C@@H:23]23)cc1>C1CCOC1.[Pd]>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][c:6]2[c:7]([cH:8][c:9]1[OH:10])[CH2:11][CH2:12][C@@H:13]1[C@@H:14]2[CH2:15][CH2:16][C@:17]2([CH3:18])[C:19](=[O:20])[CH2:21][CH2:22][C@@H:23]12\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:10][c:9]2[c:4]([N:2]([CH3:1])[CH3:3])[cH:5][c:6]3[c:7]([cH:8]2)[CH2:11][CH2:12][C@@H:13]2[C@@H:14]3[CH2:15][CH2:16][C@:17]3([CH3:18])[C:19](=[O:20])[CH2:21][CH2:22][C@@H:23]23)cc1>C1CCOC1.[Pd]>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][c:6]2[c:7]([cH:8][c:9]1[OH:10])[CH2:11][CH2:12][C@@H:13]1[C@@H:14]2[CH2:15][CH2:16][C@:17]2([CH3:18])[C:19](=[O:20])[CH2:21][CH2:22][C@@H:23]12\"}",
"reactionStep": {
"id": "sa_7500f98b0059fc59814ab27a",
"reactionHash": "ae88fa93cf3e60afd72f446cd2a2771b930d9db1ebd405b5e9e7f9b73afe4da4"
},
"children": [
{
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"routeId": "sa_5051f5d9398f1858aa706a1b",
"moleculeId": "sa_fb8216abc0bed7f7b8445b7b",
"parentId": "13691",
"isLeaf": false,
"molecule": {
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"inchikey": "KRVKYDATDWIOKG-VBXWPYOKSA-N",
"smiles": "CN(C)c1cc2c(cc1OCc1ccccc1)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12"
},
"smiles": "CN(C)c1cc2c(cc1OCc1ccccc1)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12",
"reactionStepId": "sa_a1e2bf9724409e49300fba02",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06046186;;469179\",\"rsmi\":\"N#C[CH3:1].O=[CH2:3].[NH2:2][c:4]1[cH:5][c:6]2[c:7]([cH:8][c:9]1[O:10][CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[CH2:18][CH2:19][C@@H:20]1[C@@H:21]2[CH2:22][CH2:23][C@:24]2([CH3:25])[C:26](=[O:27])[CH2:28][CH2:29][C@@H:30]12>C1CCOC1.BC#N.Cl.N.[Na+]>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][c:6]2[c:7]([cH:8][c:9]1[O:10][CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[CH2:18][CH2:19][C@@H:20]1[C@@H:21]2[CH2:22][CH2:23][C@:24]2([CH3:25])[C:26](=[O:27])[CH2:28][CH2:29][C@@H:30]12\"},\"mapped_reaction_smiles\":\"N#C[CH3:1].O=[CH2:3].[NH2:2][c:4]1[cH:5][c:6]2[c:7]([cH:8][c:9]1[O:10][CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[CH2:18][CH2:19][C@@H:20]1[C@@H:21]2[CH2:22][CH2:23][C@:24]2([CH3:25])[C:26](=[O:27])[CH2:28][CH2:29][C@@H:30]12>C1CCOC1.BC#N.Cl.N.[Na+]>[CH3:1][N:2]([CH3:3])[c:4]1[cH:5][c:6]2[c:7]([cH:8][c:9]1[O:10][CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1)[CH2:18][CH2:19][C@@H:20]1[C@@H:21]2[CH2:22][CH2:23][C@:24]2([CH3:25])[C:26](=[O:27])[CH2:28][CH2:29][C@@H:30]12\"}",
"reactionStep": {
"id": "sa_a1e2bf9724409e49300fba02",
"reactionHash": "369ca5b96f24de59bb58e34d7ddf25f2531df5bc6fea546f2443e2015aa7fdef"
},
"children": [
{
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"routeId": "sa_5051f5d9398f1858aa706a1b",
"moleculeId": "sa_a8d19cf141ec430531febc59",
"parentId": "13692",
"isLeaf": false,
"molecule": {
"id": "sa_a8d19cf141ec430531febc59",
"inchikey": "JIONXQSHSWACIK-UVYNTUDKSA-N",
"smiles": "C[C@]12CC[C@@H]3c4cc(N)c(OCc5ccccc5)cc4CC[C@H]3[C@@H]1CCC2=O"
},
"smiles": "C[C@]12CC[C@@H]3c4cc(N)c(OCc5ccccc5)cc4CC[C@H]3[C@@H]1CCC2=O",
"reactionStepId": "sa_a1f7841dae83bca6f4755a1a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06046186;;469178\",\"rsmi\":\"O=[N+:19]([O-])[c:18]1[c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:8][c:7]2[c:6]([cH:20]1)[C@H:5]1[CH2:4][CH2:3][C@@:2]3([CH3:1])[C@H:24]([C@@H:23]1[CH2:22][CH2:21]2)[CH2:25][CH2:26][C:27]3=[O:28]>CC(C)=O.O.O=S(O)S(=O)O.[Na+].[Na+].[Na+].O>[CH3:1][C@:2]12[CH2:3][CH2:4][C@@H:5]3[c:6]4[c:7]([cH:8][c:9]([O:10][CH2:11][c:12]5[cH:13][cH:14][cH:15][cH:16][cH:17]5)[c:18]([NH2:19])[cH:20]4)[CH2:21][CH2:22][C@H:23]3[C@@H:24]1[CH2:25][CH2:26][C:27]2=[O:28]\"},\"mapped_reaction_smiles\":\"O=[N+:19]([O-])[c:18]1[c:9]([O:10][CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:8][c:7]2[c:6]([cH:20]1)[C@H:5]1[CH2:4][CH2:3][C@@:2]3([CH3:1])[C@H:24]([C@@H:23]1[CH2:22][CH2:21]2)[CH2:25][CH2:26][C:27]3=[O:28]>CC(C)=O.O.O=S(O)S(=O)O.[Na+].[Na+].[Na+].O>[CH3:1][C@:2]12[CH2:3][CH2:4][C@@H:5]3[c:6]4[c:7]([cH:8][c:9]([O:10][CH2:11][c:12]5[cH:13][cH:14][cH:15][cH:16][cH:17]5)[c:18]([NH2:19])[cH:20]4)[CH2:21][CH2:22][C@H:23]3[C@@H:24]1[CH2:25][CH2:26][C:27]2=[O:28]\"}",
"reactionStep": {
"id": "sa_a1f7841dae83bca6f4755a1a",
"reactionHash": "334251b4d5fe4fac30f9b7947acf585a5f83f24bcc6058b83ed8d3c77bcad9ea"
},
"children": [
{
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"routeId": "sa_5051f5d9398f1858aa706a1b",
"moleculeId": "sa_c442a7c292fff9e897697b93",
"parentId": "13693",
"isLeaf": false,
"molecule": {
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"inchikey": "RJSAMOBFWPQWNR-UVYNTUDKSA-N",
"smiles": "C[C@]12CC[C@@H]3c4cc([N+](=O)[O-])c(OCc5ccccc5)cc4CC[C@H]3[C@@H]1CCC2=O"
},
"smiles": "C[C@]12CC[C@@H]3c4cc([N+](=O)[O-])c(OCc5ccccc5)cc4CC[C@H]3[C@@H]1CCC2=O",
"reactionStepId": "sa_de42fc79fb2fdc140bf0c5e2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06046186;;469177\",\"rsmi\":\"Br[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.[CH3:1][C@:2]12[CH2:3][CH2:4][C@@H:5]3[c:6]4[c:7]([cH:8][c:9]([OH:10])[c:18]([N+:19](=[O:20])[O-:21])[cH:22]4)[CH2:23][CH2:24][C@H:25]3[C@@H:26]1[CH2:27][CH2:28][C:29]2=[O:30]>CN(C)C=O.O=C(O)O.Cl.[K+].[K+].N>[CH3:1][C@:2]12[CH2:3][CH2:4][C@@H:5]3[c:6]4[c:7]([cH:8][c:9]([O:10][CH2:11][c:12]5[cH:13][cH:14][cH:15][cH:16][cH:17]5)[c:18]([N+:19](=[O:20])[O-:21])[cH:22]4)[CH2:23][CH2:24][C@H:25]3[C@@H:26]1[CH2:27][CH2:28][C:29]2=[O:30]\"},\"mapped_reaction_smiles\":\"Br[CH2:11][c:12]1[cH:13][cH:14][cH:15][cH:16][cH:17]1.[CH3:1][C@:2]12[CH2:3][CH2:4][C@@H:5]3[c:6]4[c:7]([cH:8][c:9]([OH:10])[c:18]([N+:19](=[O:20])[O-:21])[cH:22]4)[CH2:23][CH2:24][C@H:25]3[C@@H:26]1[CH2:27][CH2:28][C:29]2=[O:30]>CN(C)C=O.O=C(O)O.Cl.[K+].[K+].N>[CH3:1][C@:2]12[CH2:3][CH2:4][C@@H:5]3[c:6]4[c:7]([cH:8][c:9]([O:10][CH2:11][c:12]5[cH:13][cH:14][cH:15][cH:16][cH:17]5)[c:18]([N+:19](=[O:20])[O-:21])[cH:22]4)[CH2:23][CH2:24][C@H:25]3[C@@H:26]1[CH2:27][CH2:28][C:29]2=[O:30]\"}",
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"children": [
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"moleculeId": "sa_4ff2e4de9d80150de333c065",
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"molecule": {
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"inchikey": "AGEZXYOZHKGVCM-UHFFFAOYSA-N",
"smiles": "BrCc1ccccc1"
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"smiles": "BrCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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{
"id": "13696",
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"molecule": {
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"inchikey": "CXYPVKBFRMXQDI-JPVZDGGYSA-N",
"smiles": "C[C@]12CC[C@@H]3c4cc([N+](=O)[O-])c(O)cc4CC[C@H]3[C@@H]1CCC2=O"
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"smiles": "C[C@]12CC[C@@H]3c4cc([N+](=O)[O-])c(O)cc4CC[C@H]3[C@@H]1CCC2=O",
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{
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"molecule": {
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"smiles": "CC#N"
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"smiles": "CC#N",
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{
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"molecule": {
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"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
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}
]
}
]
}
}