Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOc1cc(CN2CCC(Nc3nc4c(NC(=O)COC)cccc4o3)CC2)cc(OCC)c1-n1cccc1
InChiKey
JVRFWQOXFKNQPU-UHFFFAOYSA-N
Route Signature
c8cc386c74f4869f9bd207d9e6fbd7ac6b2f33e77997aadc7a54c01349cdcb5f
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_bb8f38a2907d04ead23521bb",
"signature": "c8cc386c74f4869f9bd207d9e6fbd7ac6b2f33e77997aadc7a54c01349cdcb5f",
"contentHash": "0f85f3aac8b40d915d38f5d71f2e6c36001aa459880cbfbd56b064ae20c6da5d",
"length": 5,
"isConvergent": true
},
"target": {
"id": "sa_85fe5a66536e237845b3032b",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01824",
"moleculeId": "sa_9ebe446322658bacbbd1ecc3",
"smiles": "CCOc1cc(CN2CCC(Nc3nc4c(NC(=O)COC)cccc4o3)CC2)cc(OCC)c1-n1cccc1",
"routeLength": 5,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_9ebe446322658bacbbd1ecc3",
"inchikey": "JVRFWQOXFKNQPU-UHFFFAOYSA-N",
"smiles": "CCOc1cc(CN2CCC(Nc3nc4c(NC(=O)COC)cccc4o3)CC2)cc(OCC)c1-n1cccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10476",
"routeId": "sa_bb8f38a2907d04ead23521bb",
"moleculeId": "sa_9ebe446322658bacbbd1ecc3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_9ebe446322658bacbbd1ecc3",
"inchikey": "JVRFWQOXFKNQPU-UHFFFAOYSA-N",
"smiles": "CCOc1cc(CN2CCC(Nc3nc4c(NC(=O)COC)cccc4o3)CC2)cc(OCC)c1-n1cccc1"
},
"smiles": "CCOc1cc(CN2CCC(Nc3nc4c(NC(=O)COC)cccc4o3)CC2)cc(OCC)c1-n1cccc1",
"reactionStepId": "sa_15fbf6416f01a118c02e8b14",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070093521A1;0634;451311\",\"rsmi\":\"Cl[C:22](=[O:23])[CH2:24][O:25][CH3:26].[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([NH:12][c:13]3[n:14][c:15]4[c:16]([cH:17][cH:18][cH:19][c:20]4[NH2:21])[o:27]3)[CH2:28][CH2:29]2)[cH:30][c:31]([O:32][CH2:33][CH3:34])[c:35]1-[n:36]1[cH:37][cH:38][cH:39][cH:40]1>CN(C)C=O.CN(C)c1ccncc1>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([NH:12][c:13]3[n:14][c:15]4[c:16]([cH:17][cH:18][cH:19][c:20]4[NH:21][C:22](=[O:23])[CH2:24][O:25][CH3:26])[o:27]3)[CH2:28][CH2:29]2)[cH:30][c:31]([O:32][CH2:33][CH3:34])[c:35]1-[n:36]1[cH:37][cH:38][cH:39][cH:40]1\"},\"mapped_reaction_smiles\":\"Cl[C:22](=[O:23])[CH2:24][O:25][CH3:26].[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([NH:12][c:13]3[n:14][c:15]4[c:16]([cH:17][cH:18][cH:19][c:20]4[NH2:21])[o:27]3)[CH2:28][CH2:29]2)[cH:30][c:31]([O:32][CH2:33][CH3:34])[c:35]1-[n:36]1[cH:37][cH:38][cH:39][cH:40]1>CN(C)C=O.CN(C)c1ccncc1>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([NH:12][c:13]3[n:14][c:15]4[c:16]([cH:17][cH:18][cH:19][c:20]4[NH:21][C:22](=[O:23])[CH2:24][O:25][CH3:26])[o:27]3)[CH2:28][CH2:29]2)[cH:30][c:31]([O:32][CH2:33][CH3:34])[c:35]1-[n:36]1[cH:37][cH:38][cH:39][cH:40]1\"}",
"reactionStep": {
"id": "sa_15fbf6416f01a118c02e8b14",
"reactionHash": "f854c18409f4c205fcb36dc96af7b192ddc058c6a03fac81d424f3f955473ef8"
},
"children": [
{
"id": "10477",
"routeId": "sa_bb8f38a2907d04ead23521bb",
"moleculeId": "sa_decc89376da231426b4771db",
"parentId": "10476",
"isLeaf": false,
"molecule": {
"id": "sa_decc89376da231426b4771db",
"inchikey": "DYGDWHCWNSVONG-UHFFFAOYSA-N",
"smiles": "CCOc1cc(CN2CCC(Nc3nc4c(N)cccc4o3)CC2)cc(OCC)c1-n1cccc1"
},
"smiles": "CCOc1cc(CN2CCC(Nc3nc4c(N)cccc4o3)CC2)cc(OCC)c1-n1cccc1",
"reactionStepId": "sa_960645201979ff62590ca11c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070093521A1;0632;451310\",\"rsmi\":\"O=[N+:17]([O-])[c:16]1[c:15]2[n:14][c:13]([NH:12][CH:11]3[CH2:10][CH2:9][N:8]([CH2:7][c:6]4[cH:5][c:4]([O:3][CH2:2][CH3:1])[c:30](-[n:31]5[cH:32][cH:33][cH:34][cH:35]5)[c:26]([O:27][CH2:28][CH3:29])[cH:25]4)[CH2:24][CH2:23]3)[o:22][c:21]2[cH:20][cH:19][cH:18]1>CO.[Pt]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([NH:12][c:13]3[n:14][c:15]4[c:16]([NH2:17])[cH:18][cH:19][cH:20][c:21]4[o:22]3)[CH2:23][CH2:24]2)[cH:25][c:26]([O:27][CH2:28][CH3:29])[c:30]1-[n:31]1[cH:32][cH:33][cH:34][cH:35]1\"},\"mapped_reaction_smiles\":\"O=[N+:17]([O-])[c:16]1[c:15]2[n:14][c:13]([NH:12][CH:11]3[CH2:10][CH2:9][N:8]([CH2:7][c:6]4[cH:5][c:4]([O:3][CH2:2][CH3:1])[c:30](-[n:31]5[cH:32][cH:33][cH:34][cH:35]5)[c:26]([O:27][CH2:28][CH3:29])[cH:25]4)[CH2:24][CH2:23]3)[o:22][c:21]2[cH:20][cH:19][cH:18]1>CO.[Pt]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([NH:12][c:13]3[n:14][c:15]4[c:16]([NH2:17])[cH:18][cH:19][cH:20][c:21]4[o:22]3)[CH2:23][CH2:24]2)[cH:25][c:26]([O:27][CH2:28][CH3:29])[c:30]1-[n:31]1[cH:32][cH:33][cH:34][cH:35]1\"}",
"reactionStep": {
"id": "sa_960645201979ff62590ca11c",
"reactionHash": "147c6a55d9c265ee21bcf659321f9ba1b6d35e777d9dc04719e2cd134988c6f1"
},
"children": [
{
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"moleculeId": "sa_6000124341718d5aa546cde8",
"parentId": "10477",
"isLeaf": false,
"molecule": {
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"inchikey": "KPXGNKJTBAGMKO-UHFFFAOYSA-N",
"smiles": "CCOc1cc(CN2CCC(Nc3nc4c([N+](=O)[O-])cccc4o3)CC2)cc(OCC)c1-n1cccc1"
},
"smiles": "CCOc1cc(CN2CCC(Nc3nc4c([N+](=O)[O-])cccc4o3)CC2)cc(OCC)c1-n1cccc1",
"reactionStepId": "sa_d96d3c6fbd931fc4739034b3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070093521A1;0618;451304\",\"rsmi\":\"O=[CH:7][c:6]1[cH:5][c:4]([O:3][CH2:2][CH3:1])[c:32](-[n:33]2[cH:34][cH:35][cH:36][cH:37]2)[c:28]([O:29][CH2:30][CH3:31])[cH:27]1.[NH:8]1[CH2:9][CH2:10][CH:11]([NH:12][c:13]2[n:14][c:15]3[c:16]([cH:17][cH:18][cH:19][c:20]3[N+:21](=[O:22])[O-:23])[o:24]2)[CH2:25][CH2:26]1>CC(=O)O.CCN(C(C)C)C(C)C.CCO.BC#N.[Na+]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([NH:12][c:13]3[n:14][c:15]4[c:16]([cH:17][cH:18][cH:19][c:20]4[N+:21](=[O:22])[O-:23])[o:24]3)[CH2:25][CH2:26]2)[cH:27][c:28]([O:29][CH2:30][CH3:31])[c:32]1-[n:33]1[cH:34][cH:35][cH:36][cH:37]1\"},\"mapped_reaction_smiles\":\"O=[CH:7][c:6]1[cH:5][c:4]([O:3][CH2:2][CH3:1])[c:32](-[n:33]2[cH:34][cH:35][cH:36][cH:37]2)[c:28]([O:29][CH2:30][CH3:31])[cH:27]1.[NH:8]1[CH2:9][CH2:10][CH:11]([NH:12][c:13]2[n:14][c:15]3[c:16]([cH:17][cH:18][cH:19][c:20]3[N+:21](=[O:22])[O-:23])[o:24]2)[CH2:25][CH2:26]1>CC(=O)O.CCN(C(C)C)C(C)C.CCO.BC#N.[Na+]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([NH:12][c:13]3[n:14][c:15]4[c:16]([cH:17][cH:18][cH:19][c:20]4[N+:21](=[O:22])[O-:23])[o:24]3)[CH2:25][CH2:26]2)[cH:27][c:28]([O:29][CH2:30][CH3:31])[c:32]1-[n:33]1[cH:34][cH:35][cH:36][cH:37]1\"}",
"reactionStep": {
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"reactionHash": "edc94eca73028788d92cc4134303886798f938b21d167bc4289a34734505cfbb"
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"children": [
{
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"moleculeId": "sa_f64307dfc5a16ceb70c56a80",
"parentId": "10478",
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"molecule": {
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"inchikey": "OHQYXBAZSGBEJO-UHFFFAOYSA-N",
"smiles": "CCOc1cc(C=O)cc(OCC)c1-n1cccc1"
},
"smiles": "CCOc1cc(C=O)cc(OCC)c1-n1cccc1",
"reactionStepId": "sa_2fee87380e1147cf9fc0a0da",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070093521A1;0602;451296\",\"rsmi\":\"[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][OH:8])[cH:9][c:10]([O:11][CH2:12][CH3:13])[c:14]1-[n:15]1[cH:16][cH:17][cH:18][cH:19]1>Cc1ccccc1.O=[Mn]=O>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH:7]=[O:8])[cH:9][c:10]([O:11][CH2:12][CH3:13])[c:14]1-[n:15]1[cH:16][cH:17][cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][OH:8])[cH:9][c:10]([O:11][CH2:12][CH3:13])[c:14]1-[n:15]1[cH:16][cH:17][cH:18][cH:19]1>Cc1ccccc1.O=[Mn]=O>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH:7]=[O:8])[cH:9][c:10]([O:11][CH2:12][CH3:13])[c:14]1-[n:15]1[cH:16][cH:17][cH:18][cH:19]1\"}",
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"children": [
{
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"routeId": "sa_bb8f38a2907d04ead23521bb",
"moleculeId": "sa_fd82ef16de755bd54b2265d3",
"parentId": "10479",
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"molecule": {
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"inchikey": "LGHCFTLNJIGDHU-UHFFFAOYSA-N",
"smiles": "CCOc1cc(CO)cc(OCC)c1-n1cccc1"
},
"smiles": "CCOc1cc(CO)cc(OCC)c1-n1cccc1",
"reactionStepId": "sa_9cc96ed9a30585b323746e06",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070093521A1;0602;451295\",\"rsmi\":\"CCO[C:7]([c:6]1[cH:5][c:4]([O:3][CH2:2][CH3:1])[c:14](-[n:15]2[cH:16][cH:17][cH:18][cH:19]2)[c:10]([O:11][CH2:12][CH3:13])[cH:9]1)=[O:8]>CC(C)C[Al+]CC(C)C.Cc1ccccc1.[HH]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][OH:8])[cH:9][c:10]([O:11][CH2:12][CH3:13])[c:14]1-[n:15]1[cH:16][cH:17][cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"CCO[C:7]([c:6]1[cH:5][c:4]([O:3][CH2:2][CH3:1])[c:14](-[n:15]2[cH:16][cH:17][cH:18][cH:19]2)[c:10]([O:11][CH2:12][CH3:13])[cH:9]1)=[O:8]>CC(C)C[Al+]CC(C)C.Cc1ccccc1.[HH]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][c:6]([CH2:7][OH:8])[cH:9][c:10]([O:11][CH2:12][CH3:13])[c:14]1-[n:15]1[cH:16][cH:17][cH:18][cH:19]1\"}",
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"smiles": "CCOC(=O)c1cc(OCC)c(-n2cccc2)c(OCC)c1"
},
"smiles": "CCOC(=O)c1cc(OCC)c(-n2cccc2)c(OCC)c1",
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},
{
"id": "10482",
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"molecule": {
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"inchikey": "XLJKWRWCWKIFCF-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccc2oc(NC3CCNCC3)nc12"
},
"smiles": "O=[N+]([O-])c1cccc2oc(NC3CCNCC3)nc12",
"reactionStepId": "sa_6d00a1173b4741ed008eec29",
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"smiles": "CC(C)(C)OC(=O)N1CCC(Nc2nc3c([N+](=O)[O-])cccc3o2)CC1",
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},
{
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"smiles": "COCC(=O)Cl"
},
"smiles": "COCC(=O)Cl",
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}
]
}
}