Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)Nc1nc(-c2ccc(CCCN)cc2)c(-c2ccc(S(C)(=O)=O)cc2)s1
InChiKey
MXRADOGFHLTCII-UHFFFAOYSA-N
Route Content Hash
f2632709edba05edd1cc451ddd41d5b300030940566583520be24b197a9eb447
Route Signature
4b0496d2aca60ef4ac328ad2d5b4f2bbd97784455ce035f48a7254989570a2fb
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": "cmisc0aw703sc7qddipxhjf5w",
"signature": "4b0496d2aca60ef4ac328ad2d5b4f2bbd97784455ce035f48a7254989570a2fb",
"contentHash": "f2632709edba05edd1cc451ddd41d5b300030940566583520be24b197a9eb447",
"length": 7,
"isConvergent": false
},
"target": {
"id": "cmisc0aw703sb7qdd5il1i2kg",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-01317",
"moleculeId": "hhaxcu50r4q2jq014i4xj7tc",
"routeLength": 7,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "hhaxcu50r4q2jq014i4xj7tc",
"inchikey": "MXRADOGFHLTCII-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1nc(-c2ccc(CCCN)cc2)c(-c2ccc(S(C)(=O)=O)cc2)s1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0aw803sd7qddd965hne2",
"routeId": "cmisc0aw703sc7qddipxhjf5w",
"moleculeId": "hhaxcu50r4q2jq014i4xj7tc",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US07442715B2;1017;863790\",\"rsmi\":\"O=C1c2ccccc2C(=O)[N:15]1[CH2:14][CH2:13][CH2:12][c:11]1[cH:10][cH:9][c:8](-[c:7]2[n:6][c:5]([NH:4][C:2]([CH3:1])=[O:3])[s:29][c:18]2-[c:19]2[cH:20][cH:21][c:22]([S:23]([CH3:24])(=[O:25])=[O:26])[cH:27][cH:28]2)[cH:17][cH:16]1>CC#N.NN.O>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([CH2:12][CH2:13][CH2:14][NH2:15])[cH:16][cH:17]2)[c:18](-[c:19]2[cH:20][cH:21][c:22]([S:23]([CH3:24])(=[O:25])=[O:26])[cH:27][cH:28]2)[s:29]1\"}",
"molecule": {
"id": "hhaxcu50r4q2jq014i4xj7tc",
"inchikey": "MXRADOGFHLTCII-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1nc(-c2ccc(CCCN)cc2)c(-c2ccc(S(C)(=O)=O)cc2)s1"
},
"children": [
{
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"moleculeId": "fcwqupoc2lme73eg7s8on9ue",
"parentId": "cmisc0aw803sd7qddd965hne2",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US07442715B2;1014;863789\",\"rsmi\":\"Br[CH2:14][CH2:13][CH2:12][c:11]1[cH:10][cH:9][c:8](-[c:7]2[n:6][c:5]([NH:4][C:2]([CH3:1])=[O:3])[s:39][c:28]2-[c:29]2[cH:30][cH:31][c:32]([S:33]([CH3:34])(=[O:35])=[O:36])[cH:37][cH:38]2)[cH:27][cH:26]1.[NH:15]1[C:16](=[O:17])[c:18]2[cH:19][cH:20][cH:21][cH:22][c:23]2[C:24]1=[O:25]>CN(C)C=O.O.[K]>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([CH2:12][CH2:13][CH2:14][N:15]3[C:16](=[O:17])[c:18]4[cH:19][cH:20][cH:21][cH:22][c:23]4[C:24]3=[O:25])[cH:26][cH:27]2)[c:28](-[c:29]2[cH:30][cH:31][c:32]([S:33]([CH3:34])(=[O:35])=[O:36])[cH:37][cH:38]2)[s:39]1\"}",
"molecule": {
"id": "fcwqupoc2lme73eg7s8on9ue",
"inchikey": "BOSRZQKLQQXZLL-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1nc(-c2ccc(CCCN3C(=O)c4ccccc4C3=O)cc2)c(-c2ccc(S(C)(=O)=O)cc2)s1"
},
"children": [
{
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"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US07442715B2;1011;863788\",\"rsmi\":\"BrC(Br)(Br)[Br:15].O[CH2:14][CH2:13][CH2:12][c:11]1[cH:10][cH:9][c:8](-[c:7]2[n:6][c:5]([NH:4][C:2]([CH3:1])=[O:3])[s:29][c:18]2-[c:19]2[cH:20][cH:21][c:22]([S:23]([CH3:24])(=[O:25])=[O:26])[cH:27][cH:28]2)[cH:17][cH:16]1>C1CCOC1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([CH2:12][CH2:13][CH2:14][Br:15])[cH:16][cH:17]2)[c:18](-[c:19]2[cH:20][cH:21][c:22]([S:23]([CH3:24])(=[O:25])=[O:26])[cH:27][cH:28]2)[s:29]1\"}",
"molecule": {
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"inchikey": "OVAIKXHLKPBBPX-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1nc(-c2ccc(CCCBr)cc2)c(-c2ccc(S(C)(=O)=O)cc2)s1"
},
"children": [
{
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"moleculeId": "gqpjuc094lyi4ogtblhkjyxy",
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"isLeaf": true,
"reactionHash": null,
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"molecule": {
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"inchikey": "HJUGFYREWKUQJT-UHFFFAOYSA-N",
"smiles": "BrC(Br)(Br)Br"
},
"children": []
},
{
"id": "cmisc0aw903si7qddqr27zzne",
"routeId": "cmisc0aw703sc7qddipxhjf5w",
"moleculeId": "gr20379m1ymp6l3k4tfs7js5",
"parentId": "cmisc0aw803sf7qddx9qkd31p",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US07442715B2;1008;863787\",\"rsmi\":\"CCO[C:14](/[CH:13]=[CH:12]/[c:11]1[cH:10][cH:9][c:8](-[c:7]2[n:6][c:5]([NH:4][C:2]([CH3:1])=[O:3])[s:29][c:18]2-[c:19]2[cH:20][cH:21][c:22]([S:23]([CH3:24])(=[O:25])=[O:26])[cH:27][cH:28]2)[cH:17][cH:16]1)=[O:15]>C1CCOC1.ClC(Cl)Cl.B.Cl.[Li+].N>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([CH2:12][CH2:13][CH2:14][OH:15])[cH:16][cH:17]2)[c:18](-[c:19]2[cH:20][cH:21][c:22]([S:23]([CH3:24])(=[O:25])=[O:26])[cH:27][cH:28]2)[s:29]1\"}",
"molecule": {
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"inchikey": "AOYLPFJBAVZJSJ-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1nc(-c2ccc(CCCO)cc2)c(-c2ccc(S(C)(=O)=O)cc2)s1"
},
"children": [
{
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"moleculeId": "vralal0ntwhqjakiq8cwql2o",
"parentId": "cmisc0aw903si7qddqr27zzne",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US07442715B2;1005;863786\",\"rsmi\":\"O=[CH:7][c:8]1[cH:9][cH:10][c:11](-[c:12]2[c:13](-[c:14]3[cH:15][cH:16][c:17]([S:18]([CH3:19])(=[O:20])=[O:21])[cH:22][cH:23]3)[s:24][c:25]([NH:26][C:27]([CH3:28])=[O:29])[n:30]2)[cH:31][cH:32]1.c1ccc(P(c2ccccc2)(c2ccccc2)=[CH:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])cc1>ClC(Cl)Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])/[CH:6]=[CH:7]/[c:8]1[cH:9][cH:10][c:11](-[c:12]2[c:13](-[c:14]3[cH:15][cH:16][c:17]([S:18]([CH3:19])(=[O:20])=[O:21])[cH:22][cH:23]3)[s:24][c:25]([NH:26][C:27]([CH3:28])=[O:29])[n:30]2)[cH:31][cH:32]1\"}",
"molecule": {
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"inchikey": "MGDXTHLHJJQCCO-VGOFMYFVSA-N",
"smiles": "CCOC(=O)/C=C/c1ccc(-c2nc(NC(C)=O)sc2-c2ccc(S(C)(=O)=O)cc2)cc1"
},
"children": [
{
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"parentId": "cmisc0aw903sj7qddmvhfy84r",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US07442715B2;1003;863785\",\"rsmi\":\"[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([CH2:12][OH:13])[cH:14][cH:15]2)[c:16](-[c:17]2[cH:18][cH:19][c:20]([S:21]([CH3:22])(=[O:23])=[O:24])[cH:25][cH:26]2)[s:27]1>CO.ClC(Cl)Cl.[Mn+4].[O-2].[O-2]>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([CH:12]=[O:13])[cH:14][cH:15]2)[c:16](-[c:17]2[cH:18][cH:19][c:20]([S:21]([CH3:22])(=[O:23])=[O:24])[cH:25][cH:26]2)[s:27]1\"}",
"molecule": {
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"smiles": "CC(=O)Nc1nc(-c2ccc(C=O)cc2)c(-c2ccc(S(C)(=O)=O)cc2)s1"
},
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{
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"metadata": "{\"ID\":\"US07442715B2;1000;863784\",\"rsmi\":\"CC(=O)[O:13][CH2:12][c:11]1[cH:10][cH:9][c:8](-[c:7]2[n:6][c:5]([NH:4][C:2]([CH3:1])=[O:3])[s:27][c:16]2-[c:17]2[cH:18][cH:19][c:20]([S:21]([CH3:22])(=[O:23])=[O:24])[cH:25][cH:26]2)[cH:15][cH:14]1>CO.Cl.O=C(O)O>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[n:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([CH2:12][OH:13])[cH:14][cH:15]2)[c:16](-[c:17]2[cH:18][cH:19][c:20]([S:21]([CH3:22])(=[O:23])=[O:24])[cH:25][cH:26]2)[s:27]1\"}",
"molecule": {
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},
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{
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"molecule": {
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"smiles": "CC(=O)Nc1nc(-c2ccc(COC(C)=O)cc2)c(-c2ccc(S(C)(=O)=O)cc2)s1"
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}
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},
{
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"moleculeId": "gomcha77t1pv4ftxweyby6rz",
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"molecule": {
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"smiles": "CCOC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1"
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}
]
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},
{
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"molecule": {
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"smiles": "O=C1N=C(O)c2ccccc21"
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]
}
}