Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)N(C)c1cccc(CCN2CCN(c3cccc4nc(C)ccc34)CC2)c1
InChiKey
YUTQNVDHIPEDLL-UHFFFAOYSA-N
Route Signature
9a050055f44460462703c23bd6d0229646b521c9c1582c6ec363b62a12a242c5
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_fbcb063e3358945a2955e05e",
"signature": "9a050055f44460462703c23bd6d0229646b521c9c1582c6ec363b62a12a242c5",
"contentHash": "4a64098eeedd38aee084c698451fd4f274dce545a42b455880992a40b66ead56",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_58b21830309aa054f626c1d8",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-00139",
"moleculeId": "sa_aa0c2a9f230b854bb79931b5",
"smiles": "CC(=O)N(C)c1cccc(CCN2CCN(c3cccc4nc(C)ccc34)CC2)c1",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_aa0c2a9f230b854bb79931b5",
"inchikey": "YUTQNVDHIPEDLL-UHFFFAOYSA-N",
"smiles": "CC(=O)N(C)c1cccc(CCN2CCN(c3cccc4nc(C)ccc34)CC2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9219",
"routeId": "sa_fbcb063e3358945a2955e05e",
"moleculeId": "sa_aa0c2a9f230b854bb79931b5",
"parentId": null,
"isLeaf": false,
"molecule": {
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"inchikey": "YUTQNVDHIPEDLL-UHFFFAOYSA-N",
"smiles": "CC(=O)N(C)c1cccc(CCN2CCN(c3cccc4nc(C)ccc34)CC2)c1"
},
"smiles": "CC(=O)N(C)c1cccc(CCN2CCN(c3cccc4nc(C)ccc34)CC2)c1",
"reactionStepId": "sa_4320fe449af1b8976ae9643f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080280919A1;0597;632318\",\"rsmi\":\"I[CH3:5].[CH3:1][C:2](=[O:3])[NH:4][c:6]1[cH:7][c:8]([CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][N:14]([c:15]3[c:16]4[cH:17][cH:18][c:19]([CH3:20])[n:21][c:22]4[cH:23][cH:24][cH:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29][cH:30]1>C1CCOC1.[HH].[Na+]>[CH3:1][C:2](=[O:3])[N:4]([CH3:5])[c:6]1[cH:7][c:8]([CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][N:14]([c:15]3[c:16]4[cH:17][cH:18][c:19]([CH3:20])[n:21][c:22]4[cH:23][cH:24][cH:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"I[CH3:5].[CH3:1][C:2](=[O:3])[NH:4][c:6]1[cH:7][c:8]([CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][N:14]([c:15]3[c:16]4[cH:17][cH:18][c:19]([CH3:20])[n:21][c:22]4[cH:23][cH:24][cH:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29][cH:30]1>C1CCOC1.[HH].[Na+]>[CH3:1][C:2](=[O:3])[N:4]([CH3:5])[c:6]1[cH:7][c:8]([CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][N:14]([c:15]3[c:16]4[cH:17][cH:18][c:19]([CH3:20])[n:21][c:22]4[cH:23][cH:24][cH:25]3)[CH2:26][CH2:27]2)[cH:28][cH:29][cH:30]1\"}",
"reactionStep": {
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"reactionHash": "1225d3277e6f59b0972f3b2846bc85c6b21a6b8ae4c4ada0faa236eae48ef26a"
},
"children": [
{
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"routeId": "sa_fbcb063e3358945a2955e05e",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "9219",
"isLeaf": true,
"molecule": {
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"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9221",
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"moleculeId": "sa_494d49748c3a75e2b04f1af5",
"parentId": "9219",
"isLeaf": false,
"molecule": {
"id": "sa_494d49748c3a75e2b04f1af5",
"inchikey": "ZCJYRUIJZMZVJE-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1cccc(CCN2CCN(c3cccc4nc(C)ccc34)CC2)c1"
},
"smiles": "CC(=O)Nc1cccc(CCN2CCN(c3cccc4nc(C)ccc34)CC2)c1",
"reactionStepId": "sa_d08c5350831f8affe7a27c2f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080280919A1;0203;632225\",\"rsmi\":\"Cl[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[cH:6][c:7]([CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][N:13]([c:14]3[c:15]4[cH:16][cH:17][c:18]([CH3:19])[n:20][c:21]4[cH:22][cH:23][cH:24]3)[CH2:25][CH2:26]2)[cH:27][cH:28][cH:29]1>>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][N:13]([c:14]3[c:15]4[cH:16][cH:17][c:18]([CH3:19])[n:20][c:21]4[cH:22][cH:23][cH:24]3)[CH2:25][CH2:26]2)[cH:27][cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"Cl[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[cH:6][c:7]([CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][N:13]([c:14]3[c:15]4[cH:16][cH:17][c:18]([CH3:19])[n:20][c:21]4[cH:22][cH:23][cH:24]3)[CH2:25][CH2:26]2)[cH:27][cH:28][cH:29]1>>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][N:13]([c:14]3[c:15]4[cH:16][cH:17][c:18]([CH3:19])[n:20][c:21]4[cH:22][cH:23][cH:24]3)[CH2:25][CH2:26]2)[cH:27][cH:28][cH:29]1\"}",
"reactionStep": {
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"reactionHash": "9fd235610bebc14a6f3f5d1705578021a1f7b6c026fa05a9a049a08437bde397"
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{
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"moleculeId": "sa_4218297adb1fd9c40c749e06",
"parentId": "9221",
"isLeaf": false,
"molecule": {
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"inchikey": "CXPIOUOGSWEOAR-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(N3CCN(CCc4cccc(N)c4)CC3)cccc2n1"
},
"smiles": "Cc1ccc2c(N3CCN(CCc4cccc(N)c4)CC3)cccc2n1",
"reactionStepId": "sa_b098635c6b6f839495ef56a0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080280919A1;0170;632212\",\"rsmi\":\"O=[N+:20]([O-])[c:19]1[cH:18][cH:17][cH:16][c:15]([CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][N:9]([c:8]3[cH:7][cH:6][cH:5][c:4]4[n:3][c:2]([CH3:1])[cH:26][cH:25][c:24]43)[CH2:23][CH2:22]2)[cH:21]1>CO.O.Cl.[Fe].N>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([N:9]3[CH2:10][CH2:11][N:12]([CH2:13][CH2:14][c:15]4[cH:16][cH:17][cH:18][c:19]([NH2:20])[cH:21]4)[CH2:22][CH2:23]3)[c:24]2[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"O=[N+:20]([O-])[c:19]1[cH:18][cH:17][cH:16][c:15]([CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][N:9]([c:8]3[cH:7][cH:6][cH:5][c:4]4[n:3][c:2]([CH3:1])[cH:26][cH:25][c:24]43)[CH2:23][CH2:22]2)[cH:21]1>CO.O.Cl.[Fe].N>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([N:9]3[CH2:10][CH2:11][N:12]([CH2:13][CH2:14][c:15]4[cH:16][cH:17][cH:18][c:19]([NH2:20])[cH:21]4)[CH2:22][CH2:23]3)[c:24]2[cH:25][cH:26]1\"}",
"reactionStep": {
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"reactionHash": "4eaf61c26ee503e226e900fcb91718ca71668909556578fa9b2cc7d107b1da12"
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"children": [
{
"id": "9223",
"routeId": "sa_fbcb063e3358945a2955e05e",
"moleculeId": "sa_aa71952d2e727d73223c6334",
"parentId": "9222",
"isLeaf": false,
"molecule": {
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"inchikey": "OZYLFKLDXUCYSS-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(N3CCN(CCc4cccc([N+](=O)[O-])c4)CC3)cccc2n1"
},
"smiles": "Cc1ccc2c(N3CCN(CCc4cccc([N+](=O)[O-])c4)CC3)cccc2n1",
"reactionStepId": "sa_1bba065cd21bb38f540430a0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080280919A1;0168;632211\",\"rsmi\":\"CS(=O)(=O)O[CH2:13][CH2:14][c:15]1[cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22][cH:23]1.[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([N:9]3[CH2:10][CH2:11][NH:12][CH2:24][CH2:25]3)[c:26]2[cH:27][cH:28]1>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([N:9]3[CH2:10][CH2:11][N:12]([CH2:13][CH2:14][c:15]4[cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22][cH:23]4)[CH2:24][CH2:25]3)[c:26]2[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH2:13][CH2:14][c:15]1[cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22][cH:23]1.[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([N:9]3[CH2:10][CH2:11][NH:12][CH2:24][CH2:25]3)[c:26]2[cH:27][cH:28]1>CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([N:9]3[CH2:10][CH2:11][N:12]([CH2:13][CH2:14][c:15]4[cH:16][c:17]([N+:18](=[O:19])[O-:20])[cH:21][cH:22][cH:23]4)[CH2:24][CH2:25]3)[c:26]2[cH:27][cH:28]1\"}",
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"children": [
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"molecule": {
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"smiles": "Cc1ccc2c(N3CCNCC3)cccc2n1"
},
"smiles": "Cc1ccc2c(N3CCNCC3)cccc2n1",
"reactionStepId": "sa_f02154c6e089a528e64d5160",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080280919A1;0164;632209\",\"rsmi\":\"CC(C)(C)OC(=O)[N:12]1[CH2:11][CH2:10][N:9]([c:8]2[cH:7][cH:6][cH:5][c:4]3[n:3][c:2]([CH3:1])[cH:17][cH:16][c:15]32)[CH2:14][CH2:13]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([N:9]3[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]3)[c:15]2[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:12]1[CH2:11][CH2:10][N:9]([c:8]2[cH:7][cH:6][cH:5][c:4]3[n:3][c:2]([CH3:1])[cH:17][cH:16][c:15]32)[CH2:14][CH2:13]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][c:2]1[n:3][c:4]2[cH:5][cH:6][cH:7][c:8]([N:9]3[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]3)[c:15]2[cH:16][cH:17]1\"}",
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},
"smiles": "Cc1ccc2c(N3CCN(C(=O)OC(C)(C)C)CC3)cccc2n1",
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{
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"smiles": "CS(=O)(=O)OCCc1cccc([N+](=O)[O-])c1"
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"smiles": "CS(=O)(=O)OCCc1cccc([N+](=O)[O-])c1",
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{
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]
}
}