Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#CC(=CC1CC1)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3c(F)cccc3F)cc2)c2c(N)ncnc21
InChiKey
YLBOUHDKWPBHCU-HXUWFJFHSA-N
Route Content Hash
b806848fb513356d06abbcf12d5516ff68155ed0ee5e579ae2161ef0b76d6ca5
Route Signature
4eb18256980c3dffa2a878e9d28cd26d8e0f9c1f46324c9f0795148219746e6b
Synthesis route with 8 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc047r00sl3oddx90mj8oa",
"signature": "4eb18256980c3dffa2a878e9d28cd26d8e0f9c1f46324c9f0795148219746e6b",
"contentHash": "b806848fb513356d06abbcf12d5516ff68155ed0ee5e579ae2161ef0b76d6ca5",
"length": 8,
"isConvergent": false
},
"target": {
"id": "cmisc047r00sk3oddlcn4buwz",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n1-03427",
"moleculeId": "weslmclsi3fvuem5c30f8302",
"routeLength": 8,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "weslmclsi3fvuem5c30f8302",
"inchikey": "YLBOUHDKWPBHCU-HXUWFJFHSA-N",
"smiles": "N#CC(=CC1CC1)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3c(F)cccc3F)cc2)c2c(N)ncnc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc047s00sm3oddpibu9oka",
"routeId": "cmisc047r00sl3oddx90mj8oa",
"moleculeId": "weslmclsi3fvuem5c30f8302",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20160045503A1;1535;1837365\",\"rsmi\":\"O=[CH:4][CH:5]1[CH2:6][CH2:7]1.[N:1]#[C:2][CH2:3][C:8](=[O:9])[N:10]1[CH2:11][CH2:12][CH2:13][C@@H:14]1[CH2:15][n:16]1[n:17][c:18](-[c:19]2[cH:20][cH:21][c:22]([O:23][c:24]3[c:25]([F:26])[cH:27][cH:28][cH:29][c:30]3[F:31])[cH:32][cH:33]2)[c:34]2[c:35]([NH2:36])[n:37][cH:38][n:39][c:40]12>C1CCNCC1.CO>[N:1]#[C:2][C:3](=[CH:4][CH:5]1[CH2:6][CH2:7]1)[C:8](=[O:9])[N:10]1[CH2:11][CH2:12][CH2:13][C@@H:14]1[CH2:15][n:16]1[n:17][c:18](-[c:19]2[cH:20][cH:21][c:22]([O:23][c:24]3[c:25]([F:26])[cH:27][cH:28][cH:29][c:30]3[F:31])[cH:32][cH:33]2)[c:34]2[c:35]([NH2:36])[n:37][cH:38][n:39][c:40]12\"}",
"molecule": {
"id": "weslmclsi3fvuem5c30f8302",
"inchikey": "YLBOUHDKWPBHCU-HXUWFJFHSA-N",
"smiles": "N#CC(=CC1CC1)C(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3c(F)cccc3F)cc2)c2c(N)ncnc21"
},
"children": [
{
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"routeId": "cmisc047r00sl3oddx90mj8oa",
"moleculeId": "h0g1ks09bnlys8ggs744qb65",
"parentId": "cmisc047s00sm3oddpibu9oka",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20160045503A1;1534;1837364\",\"rsmi\":\"O[C:4]([CH2:3][C:2]#[N:1])=[O:5].[NH:6]1[CH2:7][CH2:8][CH2:9][C@@H:10]1[CH2:11][n:12]1[n:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([O:19][c:20]3[c:21]([F:22])[cH:23][cH:24][cH:25][c:26]3[F:27])[cH:28][cH:29]2)[c:30]2[c:31]([NH2:32])[n:33][cH:34][n:35][c:36]12>ClCCl>[N:1]#[C:2][CH2:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][CH2:9][C@@H:10]1[CH2:11][n:12]1[n:13][c:14](-[c:15]2[cH:16][cH:17][c:18]([O:19][c:20]3[c:21]([F:22])[cH:23][cH:24][cH:25][c:26]3[F:27])[cH:28][cH:29]2)[c:30]2[c:31]([NH2:32])[n:33][cH:34][n:35][c:36]12\"}",
"molecule": {
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"inchikey": "WJQKXKHIUBVGON-MRXNPFEDSA-N",
"smiles": "N#CCC(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3c(F)cccc3F)cc2)c2c(N)ncnc21"
},
"children": [
{
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"isLeaf": true,
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"molecule": {
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},
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},
{
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"metadata": "{\"ID\":\"US20160045503A1;1533;1837363\",\"rsmi\":\"CC(C)(C)OC(=O)[N:27]1[C@@H:23]([CH2:22][n:21]2[n:20][c:4](-[c:5]3[cH:6][cH:7][c:8]([O:9][c:10]4[c:11]([F:12])[cH:13][cH:14][cH:15][c:16]4[F:17])[cH:18][cH:19]3)[c:3]3[c:2]([NH2:1])[n:31][cH:30][n:29][c:28]32)[CH2:24][CH2:25][CH2:26]1>ClCCl.O=C(O)C(F)(F)F>[NH2:1][c:2]1[c:3]2[c:4](-[c:5]3[cH:6][cH:7][c:8]([O:9][c:10]4[c:11]([F:12])[cH:13][cH:14][cH:15][c:16]4[F:17])[cH:18][cH:19]3)[n:20][n:21]([CH2:22][C@H:23]3[CH2:24][CH2:25][CH2:26][NH:27]3)[c:28]2[n:29][cH:30][n:31]1\"}",
"molecule": {
"id": "zz8lwazp0pbcm7pgun8ofpe2",
"inchikey": "JZFFJPDJMMPVFT-CQSZACIVSA-N",
"smiles": "Nc1ncnc2c1c(-c1ccc(Oc3c(F)cccc3F)cc1)nn2C[C@H]1CCCN1"
},
"children": [
{
"id": "cmisc047t00sr3oddu16y1psg",
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"moleculeId": "bxoaz28h6rc08791v9vtbsxp",
"parentId": "cmisc047t00sq3oddgdmvdj26",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20160045503A1;1532;1837362\",\"rsmi\":\"CC1(C)OB([c:17]2[cH:18][cH:19][c:20]([O:21][c:22]3[c:23]([F:24])[cH:25][cH:26][cH:27][c:28]3[F:29])[cH:30][cH:31]2)OC1(C)C.I[c:16]1[n:15][n:14]([CH2:13][C@@H:12]2[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][CH2:10][CH2:11]2)[c:38]2[c:32]1[c:33]([NH2:34])[n:35][cH:36][n:37]2>C1COCCO1.O.O=C(O)O.[Na+].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH2:11][C@@H:12]1[CH2:13][n:14]1[n:15][c:16](-[c:17]2[cH:18][cH:19][c:20]([O:21][c:22]3[c:23]([F:24])[cH:25][cH:26][cH:27][c:28]3[F:29])[cH:30][cH:31]2)[c:32]2[c:33]([NH2:34])[n:35][cH:36][n:37][c:38]12\"}",
"molecule": {
"id": "bxoaz28h6rc08791v9vtbsxp",
"inchikey": "OXDGFAPOAIOOSC-QGZVFWFLSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC[C@@H]1Cn1nc(-c2ccc(Oc3c(F)cccc3F)cc2)c2c(N)ncnc21"
},
"children": [
{
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"routeId": "cmisc047r00sl3oddx90mj8oa",
"moleculeId": "u4sf7xbgnrgfoc4yye21549o",
"parentId": "cmisc047t00sr3oddu16y1psg",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
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"inchikey": "TXWFUOLIFZLUBH-SECBINFHSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC[C@@H]1Cn1nc(I)c2c(N)ncnc21"
},
"children": []
},
{
"id": "cmisc047t00st3oddou50hhmi",
"routeId": "cmisc047r00sl3oddx90mj8oa",
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"metadata": "{\"ID\":\"US20160045503A1;1531;1837361\",\"rsmi\":\"CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:22]([CH3:23])([CH3:24])[O:21]2)OC1(C)C.I[c:6]1[cH:7][cH:8][c:9]([O:10][c:11]2[c:12]([F:13])[cH:14][cH:15][cH:16][c:17]2[F:18])[cH:19][cH:20]1>CC(=O)O.CC(=O)O.CC(=O)O.CN(C)C=O.[K+].[Pd+2]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][cH:8][c:9]([O:10][c:11]3[c:12]([F:13])[cH:14][cH:15][cH:16][c:17]3[F:18])[cH:19][cH:20]2)[O:21][C:22]1([CH3:23])[CH3:24]\"}",
"molecule": {
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"smiles": "CC1(C)OB(c2ccc(Oc3c(F)cccc3F)cc2)OC1(C)C"
},
"children": [
{
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"molecule": {
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{
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"metadata": "{\"ID\":\"US20160045503A1;1530;1837360\",\"rsmi\":\"N[c:13]1[cH:12][cH:11][c:10]([O:9][c:8]2[c:2]([F:1])[cH:3][cH:4][cH:5][c:6]2[F:7])[cH:16][cH:15]1.[IH:14]>Cl.O.O=NO.[Na+].[Na+]>[F:1][c:2]1[cH:3][cH:4][cH:5][c:6]([F:7])[c:8]1[O:9][c:10]1[cH:11][cH:12][c:13]([I:14])[cH:15][cH:16]1\"}",
"molecule": {
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{
"id": "cmisc047u00sx3oddizpfcb70",
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"metadata": "{\"ID\":\"US20160045503A1;1529;1837359\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[cH:3][cH:4][c:5]([O:6][c:7]2[c:8]([F:9])[cH:10][cH:11][cH:12][c:13]2[F:14])[cH:15][cH:16]1>CO.NN.O.[Ni]>[NH2:1][c:2]1[cH:3][cH:4][c:5]([O:6][c:7]2[c:8]([F:9])[cH:10][cH:11][cH:12][c:13]2[F:14])[cH:15][cH:16]1\"}",
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"metadata": "{\"ID\":\"US20160045503A1;1528;1837358\",\"rsmi\":\"F[c:7]1[cH:6][cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:18][cH:17]1.[OH:8][c:9]1[c:10]([F:11])[cH:12][cH:13][cH:14][c:15]1[F:16]>CN(C)C=O.O.[HH].[Na+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([O:8][c:9]2[c:10]([F:11])[cH:12][cH:13][cH:14][c:15]2[F:16])[cH:17][cH:18]1\"}",
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{
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{
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}