Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=S(=O)(c1cccc2ccccc12)c1n[nH]c2ccc(OC3CCN(CCc4ccccc4)C3)cc12
InChiKey
CUVYMCNXPURMHF-UHFFFAOYSA-N
Route Content Hash
fd0f297208631350ed58e847f69d904fa64a7b2f53aa080583b88304f5e81160
Route Signature
05816327ac2d6c4a10166ffb4a29a88fa828b188add87d995adc548d76ef1787
Synthesis route with 7 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc0b6004xt7qddlppsory7",
"signature": "05816327ac2d6c4a10166ffb4a29a88fa828b188add87d995adc548d76ef1787",
"contentHash": "fd0f297208631350ed58e847f69d904fa64a7b2f53aa080583b88304f5e81160",
"length": 7,
"isConvergent": false
},
"target": {
"id": "cmisc0b6004xs7qdd6fhhpysp",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-00200",
"moleculeId": "pstqejbnqpwpis1gowg9j1y9",
"routeLength": 7,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "pstqejbnqpwpis1gowg9j1y9",
"inchikey": "CUVYMCNXPURMHF-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1cccc2ccccc12)c1n[nH]c2ccc(OC3CCN(CCc4ccccc4)C3)cc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0b6104xu7qddgsj2mjcw",
"routeId": "cmisc0b6004xt7qddlppsory7",
"moleculeId": "pstqejbnqpwpis1gowg9j1y9",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20070054896A1;0186;437982\",\"rsmi\":\"O=[CH:26][CH2:27][c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1.[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]12)[c:14]1[n:15][nH:16][c:17]2[cH:18][cH:19][c:20]([O:21][CH:22]3[CH2:23][CH2:24][NH:25][CH2:34]3)[cH:35][c:36]12>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.[Na+].[Na+].O>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]12)[c:14]1[n:15][nH:16][c:17]2[cH:18][cH:19][c:20]([O:21][CH:22]3[CH2:23][CH2:24][N:25]([CH2:26][CH2:27][c:28]4[cH:29][cH:30][cH:31][cH:32][cH:33]4)[CH2:34]3)[cH:35][c:36]12\"}",
"molecule": {
"id": "pstqejbnqpwpis1gowg9j1y9",
"inchikey": "CUVYMCNXPURMHF-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1cccc2ccccc12)c1n[nH]c2ccc(OC3CCN(CCc4ccccc4)C3)cc12"
},
"children": [
{
"id": "cmisc0b6104xv7qddb8d1t5fl",
"routeId": "cmisc0b6004xt7qddlppsory7",
"moleculeId": "j1u274n0wcqbpuica0e1qfsb",
"parentId": "cmisc0b6104xu7qddgsj2mjcw",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "j1u274n0wcqbpuica0e1qfsb",
"inchikey": "DTUQWGWMVIHBKE-UHFFFAOYSA-N",
"smiles": "O=CCc1ccccc1"
},
"children": []
},
{
"id": "cmisc0b6104xw7qddnl24tv37",
"routeId": "cmisc0b6004xt7qddlppsory7",
"moleculeId": "pyy3rb5i08ylxfukdmes45h2",
"parentId": "cmisc0b6104xu7qddgsj2mjcw",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20070054896A1;0153;437966\",\"rsmi\":\"O=C(OCc1ccccc1)[N:25]1[CH2:24][CH2:23][CH:22]([O:21][c:20]2[cH:19][cH:18][c:17]3[nH:16][n:15][c:14]([S:2](=[O:1])(=[O:3])[c:4]4[cH:5][cH:6][cH:7][c:8]5[cH:9][cH:10][cH:11][cH:12][c:13]45)[c:28]3[cH:27]2)[CH2:26]1>COc1ccccc1.ClCCl.O=S(=O)(O)C(F)(F)F.[Na+].O>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]12)[c:14]1[n:15][nH:16][c:17]2[cH:18][cH:19][c:20]([O:21][CH:22]3[CH2:23][CH2:24][NH:25][CH2:26]3)[cH:27][c:28]12\"}",
"molecule": {
"id": "pyy3rb5i08ylxfukdmes45h2",
"inchikey": "PLUVCQVLNJEWBI-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1cccc2ccccc12)c1n[nH]c2ccc(OC3CCNC3)cc12"
},
"children": [
{
"id": "cmisc0b6204xx7qdd2dd78b1g",
"routeId": "cmisc0b6004xt7qddlppsory7",
"moleculeId": "ootpme1tf20deh69dciws672",
"parentId": "cmisc0b6104xw7qddnl24tv37",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20070054896A1;0152;437965\",\"rsmi\":\"O=[N:21]O.[O:1]=[C:2]([O:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1)[N:11]1[CH2:12][CH2:13][CH:14]([O:15][c:16]2[cH:17][cH:18][c:19]([NH2:20])[c:36]([CH2:22][S:23](=[O:24])(=[O:25])[c:26]3[cH:27][cH:28][cH:29][c:30]4[cH:31][cH:32][cH:33][cH:34][c:35]34)[cH:37]2)[CH2:38]1>CCO.Cl.O.O=C(O)O.[Na+].[Na+].[Na+]>[O:1]=[C:2]([O:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1)[N:11]1[CH2:12][CH2:13][CH:14]([O:15][c:16]2[cH:17][cH:18][c:19]3[nH:20][n:21][c:22]([S:23](=[O:24])(=[O:25])[c:26]4[cH:27][cH:28][cH:29][c:30]5[cH:31][cH:32][cH:33][cH:34][c:35]45)[c:36]3[cH:37]2)[CH2:38]1\"}",
"molecule": {
"id": "ootpme1tf20deh69dciws672",
"inchikey": "QSERDOSTBRCJKS-UHFFFAOYSA-N",
"smiles": "O=C(OCc1ccccc1)N1CCC(Oc2ccc3[nH]nc(S(=O)(=O)c4cccc5ccccc45)c3c2)C1"
},
"children": [
{
"id": "cmisc0b6204xy7qdd12ll07ge",
"routeId": "cmisc0b6004xt7qddlppsory7",
"moleculeId": "f2dxrtsjb9chi4p8xns3uklc",
"parentId": "cmisc0b6204xx7qdd2dd78b1g",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20070054896A1;0151;437964\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[c:3]([CH2:4][S:5](=[O:6])(=[O:7])[c:8]2[cH:9][cH:10][cH:11][c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]23)[cH:18][c:19]([O:20][CH:21]2[CH2:22][CH2:23][N:24]([C:25](=[O:26])[O:27][CH2:28][c:29]3[cH:30][cH:31][cH:32][cH:33][cH:34]3)[CH2:35]2)[cH:36][cH:37]1>CCO.CCOC(C)=O.Cl[Sn]Cl.O.O.O>[NH2:1][c:2]1[c:3]([CH2:4][S:5](=[O:6])(=[O:7])[c:8]2[cH:9][cH:10][cH:11][c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]23)[cH:18][c:19]([O:20][CH:21]2[CH2:22][CH2:23][N:24]([C:25](=[O:26])[O:27][CH2:28][c:29]3[cH:30][cH:31][cH:32][cH:33][cH:34]3)[CH2:35]2)[cH:36][cH:37]1\"}",
"molecule": {
"id": "f2dxrtsjb9chi4p8xns3uklc",
"inchikey": "VAMMCTYVTSJSTL-UHFFFAOYSA-N",
"smiles": "Nc1ccc(OC2CCN(C(=O)OCc3ccccc3)C2)cc1CS(=O)(=O)c1cccc2ccccc12"
},
"children": [
{
"id": "cmisc0b6204y07qddvqo30f0v",
"routeId": "cmisc0b6004xt7qddlppsory7",
"moleculeId": "xh5pus81qecg3fchkrh6jv2k",
"parentId": "cmisc0b6204xy7qdd12ll07ge",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20070054896A1;0150;437963\",\"rsmi\":\"Cl[C:2](=[O:1])[O:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1.c1ccc(C[N:11]2[CH2:12][CH2:13][CH:14]([O:15][c:16]3[cH:17][c:18]([CH2:19][S:20](=[O:21])(=[O:22])[c:23]4[cH:24][cH:25][cH:26][c:27]5[cH:28][cH:29][cH:30][cH:31][c:32]45)[c:33]([N+:34](=[O:35])[O-:36])[cH:37][cH:38]3)[CH2:39]2)cc1>[Na+].O.c1ccccc1>[O:1]=[C:2]([O:3][CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1)[N:11]1[CH2:12][CH2:13][CH:14]([O:15][c:16]2[cH:17][c:18]([CH2:19][S:20](=[O:21])(=[O:22])[c:23]3[cH:24][cH:25][cH:26][c:27]4[cH:28][cH:29][cH:30][cH:31][c:32]34)[c:33]([N+:34](=[O:35])[O-:36])[cH:37][cH:38]2)[CH2:39]1\"}",
"molecule": {
"id": "xh5pus81qecg3fchkrh6jv2k",
"inchikey": "CNMUDJVBFMXDNJ-UHFFFAOYSA-N",
"smiles": "O=C(OCc1ccccc1)N1CCC(Oc2ccc([N+](=O)[O-])c(CS(=O)(=O)c3cccc4ccccc34)c2)C1"
},
"children": [
{
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"reactionHash": null,
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"molecule": {
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"smiles": "O=C(Cl)OCc1ccccc1"
},
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},
{
"id": "cmisc0b6204y27qddmojptgbc",
"routeId": "cmisc0b6004xt7qddlppsory7",
"moleculeId": "zfxwh3lpirrgx186xe36t5cn",
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"isLeaf": false,
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"metadata": "{\"ID\":\"US20070054896A1;0149;437962\",\"rsmi\":\"Cl[CH2:6][S:7](=[O:8])(=[O:9])[c:10]1[cH:11][cH:12][cH:13][c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]12.[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:20][c:21]([O:22][CH:23]2[CH2:24][CH2:25][N:26]([CH2:27][c:28]3[cH:29][cH:30][cH:31][cH:32][cH:33]3)[CH2:34]2)[cH:35][cH:36]1>C1CCOC1.CC(C)(C)O.O.O=C(O)O.[K+].[Na+]>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([CH2:6][S:7](=[O:8])(=[O:9])[c:10]2[cH:11][cH:12][cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]23)[cH:20][c:21]([O:22][CH:23]2[CH2:24][CH2:25][N:26]([CH2:27][c:28]3[cH:29][cH:30][cH:31][cH:32][cH:33]3)[CH2:34]2)[cH:35][cH:36]1\"}",
"molecule": {
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"smiles": "O=[N+]([O-])c1ccc(OC2CCN(Cc3ccccc3)C2)cc1CS(=O)(=O)c1cccc2ccccc12"
},
"children": [
{
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"molecule": {
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"smiles": "O=S(=O)(CCl)c1cccc2ccccc12"
},
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},
{
"id": "cmisc0b6204y47qdd5qa2tgva",
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"metadata": "{\"ID\":\"US20070054896A1;0148;437961\",\"rsmi\":\"O[c:7]1[cH:6][cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:22][cH:21]1.[OH:8][CH:9]1[CH2:10][CH2:11][N:12]([CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[CH2:20]1>C1CCOC1.CC(C)OC(=O)N=NC(=O)OC(C)C.O>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([O:8][CH:9]2[CH2:10][CH2:11][N:12]([CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][cH:19]3)[CH2:20]2)[cH:21][cH:22]1\"}",
"molecule": {
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},
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{
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{
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}
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}
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}
]
}
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},
{
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"molecule": {
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"smiles": "[O-]N=[OH+]"
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}
]
}
}