Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)CC(C(=O)N[C@@H]1CC[C@@H](C)N(S(=O)(=O)c2ccccn2)C[C@H]1O)c1cccc(-c2ccccc2)c1
InChiKey
YAUUTUXLZAGMCN-XGKIILMVSA-N
Route Signature
83756104773af106d8339c650461a2fb5c83fb79da335d92886ca8a16307d5ec
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e4faabe6a83acbe9649c82f5",
"signature": "83756104773af106d8339c650461a2fb5c83fb79da335d92886ca8a16307d5ec",
"contentHash": "523a5b3ed10c2ba7ed884d444a767f0d3d5e789cf5134ee4a16cce1ad0406e40",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_bd6379b24a9ebd1d9a5fa5e5",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01306",
"moleculeId": "sa_2da28189b98420ea11a01597",
"smiles": "CC(C)CC(C(=O)N[C@@H]1CC[C@@H](C)N(S(=O)(=O)c2ccccn2)C[C@H]1O)c1cccc(-c2ccccc2)c1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_2da28189b98420ea11a01597",
"inchikey": "YAUUTUXLZAGMCN-XGKIILMVSA-N",
"smiles": "CC(C)CC(C(=O)N[C@@H]1CC[C@@H](C)N(S(=O)(=O)c2ccccn2)C[C@H]1O)c1cccc(-c2ccccc2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14241",
"routeId": "sa_e4faabe6a83acbe9649c82f5",
"moleculeId": "sa_2da28189b98420ea11a01597",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2da28189b98420ea11a01597",
"inchikey": "YAUUTUXLZAGMCN-XGKIILMVSA-N",
"smiles": "CC(C)CC(C(=O)N[C@@H]1CC[C@@H](C)N(S(=O)(=O)c2ccccn2)C[C@H]1O)c1cccc(-c2ccccc2)c1"
},
"smiles": "CC(C)CC(C(=O)N[C@@H]1CC[C@@H](C)N(S(=O)(=O)c2ccccn2)C[C@H]1O)c1cccc(-c2ccccc2)c1",
"reactionStepId": "sa_1954566eae7dbc8c9096365c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060194787A1;0727;383066\",\"rsmi\":\"O[C:6]([CH:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:27]1[cH:28][cH:29][cH:30][c:31](-[c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[cH:38]1)=[O:7].[NH2:8][C@@H:9]1[CH2:10][CH2:11][C@@H:12]([CH3:13])[N:14]([S:15](=[O:16])(=[O:17])[c:18]2[n:19][cH:20][cH:21][cH:22][cH:23]2)[CH2:24][C@H:25]1[OH:26]>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.CCOC(C)=O.CN(C)C=O.On1nnc2ccccc21>[CH3:1][CH:2]([CH3:3])[CH2:4][CH:5]([C:6](=[O:7])[NH:8][C@@H:9]1[CH2:10][CH2:11][C@@H:12]([CH3:13])[N:14]([S:15](=[O:16])(=[O:17])[c:18]2[n:19][cH:20][cH:21][cH:22][cH:23]2)[CH2:24][C@H:25]1[OH:26])[c:27]1[cH:28][cH:29][cH:30][c:31](-[c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[cH:38]1\"},\"mapped_reaction_smiles\":\"O[C:6]([CH:5]([CH2:4][CH:2]([CH3:1])[CH3:3])[c:27]1[cH:28][cH:29][cH:30][c:31](-[c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[cH:38]1)=[O:7].[NH2:8][C@@H:9]1[CH2:10][CH2:11][C@@H:12]([CH3:13])[N:14]([S:15](=[O:16])(=[O:17])[c:18]2[n:19][cH:20][cH:21][cH:22][cH:23]2)[CH2:24][C@H:25]1[OH:26]>CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C.CCOC(C)=O.CN(C)C=O.On1nnc2ccccc21>[CH3:1][CH:2]([CH3:3])[CH2:4][CH:5]([C:6](=[O:7])[NH:8][C@@H:9]1[CH2:10][CH2:11][C@@H:12]([CH3:13])[N:14]([S:15](=[O:16])(=[O:17])[c:18]2[n:19][cH:20][cH:21][cH:22][cH:23]2)[CH2:24][C@H:25]1[OH:26])[c:27]1[cH:28][cH:29][cH:30][c:31](-[c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[cH:38]1\"}",
"reactionStep": {
"id": "sa_1954566eae7dbc8c9096365c",
"reactionHash": "3796785a7e256efa67aea39110e4273b38bcb06a35b3ad52aa2c40b0ae9d99a9"
},
"children": [
{
"id": "14242",
"routeId": "sa_e4faabe6a83acbe9649c82f5",
"moleculeId": "sa_f264235ffcf261799c68b068",
"parentId": "14241",
"isLeaf": true,
"molecule": {
"id": "sa_f264235ffcf261799c68b068",
"inchikey": "JKBABFRRSREYBG-UHFFFAOYSA-N",
"smiles": "CC(C)CC(C(=O)O)c1cccc(-c2ccccc2)c1"
},
"smiles": "CC(C)CC(C(=O)O)c1cccc(-c2ccccc2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "14243",
"routeId": "sa_e4faabe6a83acbe9649c82f5",
"moleculeId": "sa_d75204b40f7dec5fb43a4608",
"parentId": "14241",
"isLeaf": false,
"molecule": {
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"inchikey": "ZIGPWBCFIWAHKT-GMTAPVOTSA-N",
"smiles": "C[C@@H]1CC[C@@H](N)[C@H](O)CN1S(=O)(=O)c1ccccn1"
},
"smiles": "C[C@@H]1CC[C@@H](N)[C@H](O)CN1S(=O)(=O)c1ccccn1",
"reactionStepId": "sa_2f2e5f50d7c46af1a9bb0a2d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060194787A1;0726;383065\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:6][C@@H:5]1[CH2:4][CH2:3][C@@H:2]([CH3:1])[N:10]([S:11](=[O:12])(=[O:13])[c:14]2[n:15][cH:16][cH:17][cH:18][cH:19]2)[CH2:9][C@H:7]1[OH:8]>C1COCCO1.CO.Cc1ccccc1.Cl>[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH2:6])[C@H:7]([OH:8])[CH2:9][N:10]1[S:11](=[O:12])(=[O:13])[c:14]1[n:15][cH:16][cH:17][cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:6][C@@H:5]1[CH2:4][CH2:3][C@@H:2]([CH3:1])[N:10]([S:11](=[O:12])(=[O:13])[c:14]2[n:15][cH:16][cH:17][cH:18][cH:19]2)[CH2:9][C@H:7]1[OH:8]>C1COCCO1.CO.Cc1ccccc1.Cl>[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH2:6])[C@H:7]([OH:8])[CH2:9][N:10]1[S:11](=[O:12])(=[O:13])[c:14]1[n:15][cH:16][cH:17][cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_2f2e5f50d7c46af1a9bb0a2d",
"reactionHash": "8edf498b0925a6e3be8d8a8a32f22fd2e20fcc4d25fc21c1b7bb4bac98e5ae51"
},
"children": [
{
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"moleculeId": "sa_bba11219d4c92559e83e1948",
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"isLeaf": false,
"molecule": {
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"inchikey": "GUHKZDLPLWKJIJ-MGPQQGTHSA-N",
"smiles": "C[C@@H]1CC[C@@H](NC(=O)OC(C)(C)C)[C@H](O)CN1S(=O)(=O)c1ccccn1"
},
"smiles": "C[C@@H]1CC[C@@H](NC(=O)OC(C)(C)C)[C@H](O)CN1S(=O)(=O)c1ccccn1",
"reactionStepId": "sa_7191073dc4d526994289a1ac",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060194787A1;0725;383064\",\"rsmi\":\"Cl[S:18](=[O:19])(=[O:20])[c:21]1[n:22][cH:23][cH:24][cH:25][cH:26]1.[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[C@H:14]([OH:15])[CH2:16][NH:17]1>CCOC(C)=O.ClCCl.O.O=C(O)O.[Na+]>[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[C@H:14]([OH:15])[CH2:16][N:17]1[S:18](=[O:19])(=[O:20])[c:21]1[n:22][cH:23][cH:24][cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Cl[S:18](=[O:19])(=[O:20])[c:21]1[n:22][cH:23][cH:24][cH:25][cH:26]1.[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[C@H:14]([OH:15])[CH2:16][NH:17]1>CCOC(C)=O.ClCCl.O.O=C(O)O.[Na+]>[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[C@H:14]([OH:15])[CH2:16][N:17]1[S:18](=[O:19])(=[O:20])[c:21]1[n:22][cH:23][cH:24][cH:25][cH:26]1\"}",
"reactionStep": {
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"reactionHash": "cdeabc1285db9c27bd16d61ca8e2558c8f4ed19ea77d87c2678a580e814f87e6"
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"children": [
{
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"moleculeId": "sa_3b2f44e6bef9372bd21e503a",
"parentId": "14244",
"isLeaf": false,
"molecule": {
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"inchikey": "BLLOJXLKTTWBRM-OPRDCNLKSA-N",
"smiles": "C[C@@H]1CC[C@@H](NC(=O)OC(C)(C)C)[C@H](O)CN1"
},
"smiles": "C[C@@H]1CC[C@@H](NC(=O)OC(C)(C)C)[C@H](O)CN1",
"reactionStepId": "sa_482ecc108c671e71e80464a5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060194787A1;0724;383063\",\"rsmi\":\"O=C(OCc1ccccc1)[N:17]1[C@H:2]([CH3:1])[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[C@H:14]([OH:15])[CH2:16]1>CCOC(C)=O.[Pd]>[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[C@H:14]([OH:15])[CH2:16][NH:17]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[N:17]1[C@H:2]([CH3:1])[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[C@H:14]([OH:15])[CH2:16]1>CCOC(C)=O.[Pd]>[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[C@H:14]([OH:15])[CH2:16][NH:17]1\"}",
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"moleculeId": "sa_cb544e57980d86ac0d2b8cde",
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"molecule": {
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"smiles": "C[C@@H]1CC[C@@H](NC(=O)OC(C)(C)C)[C@H](O)CN1C(=O)OCc1ccccc1"
},
"smiles": "C[C@@H]1CC[C@@H](NC(=O)OC(C)(C)C)[C@H](O)CN1C(=O)OCc1ccccc1",
"reactionStepId": "sa_15b7cc80e738db36732552f4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060194787A1;0723;383062\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13].[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH2:6])[C@H:14]([OH:15])[CH2:16][N:17]1[C:18](=[O:19])[O:20][CH2:21][c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1>C1CCOC1.CCN(CC)CC.O>[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[C@H:14]([OH:15])[CH2:16][N:17]1[C:18](=[O:19])[O:20][CH2:21][c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)O[C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13].[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH2:6])[C@H:14]([OH:15])[CH2:16][N:17]1[C:18](=[O:19])[O:20][CH2:21][c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1>C1CCOC1.CCN(CC)CC.O>[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH:6][C:7](=[O:8])[O:9][C:10]([CH3:11])([CH3:12])[CH3:13])[C@H:14]([OH:15])[CH2:16][N:17]1[C:18](=[O:19])[O:20][CH2:21][c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1\"}",
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"smiles": "C[C@@H]1CC[C@@H](N)[C@H](O)CN1C(=O)OCc1ccccc1"
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"smiles": "C[C@@H]1CC[C@@H](N)[C@H](O)CN1C(=O)OCc1ccccc1",
"reactionStepId": "sa_7fcacab2612e8d6d614aa3a0",
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"metadata": "{\"annotations\":{\"ID\":\"US20060194787A1;0722;383061\",\"rsmi\":\"[N-]=[N+]=[N:6][C@@H:5]1[CH2:4][CH2:3][C@@H:2]([CH3:1])[N:10]([C:11](=[O:12])[O:13][CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:9][C@H:7]1[OH:8]>C1CCOC1.Cc1ccccc1.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH2:6])[C@H:7]([OH:8])[CH2:9][N:10]1[C:11](=[O:12])[O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"[N-]=[N+]=[N:6][C@@H:5]1[CH2:4][CH2:3][C@@H:2]([CH3:1])[N:10]([C:11](=[O:12])[O:13][CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:9][C@H:7]1[OH:8]>C1CCOC1.Cc1ccccc1.O.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C@@H:2]1[CH2:3][CH2:4][C@@H:5]([NH2:6])[C@H:7]([OH:8])[CH2:9][N:10]1[C:11](=[O:12])[O:13][CH2:14][c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1\"}",
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{
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},
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C",
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},
{
"id": "14250",
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"molecule": {
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"smiles": "O=S(=O)(Cl)c1ccccn1"
},
"smiles": "O=S(=O)(Cl)c1ccccn1",
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}
]
}
}