Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCCNc1cc(NC(=O)N2CCCc3cc(C(C)OS(C)(=O)=O)c(C(OC)OC)nc32)ncc1C#N
InChiKey
UJWMKOXUVBJBMY-UHFFFAOYSA-N
Route Signature
48b2a1185637e7cfc9dfd1c190bc23d52c8dc5e76742986b96f92da07d5c63b9
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_fb6cc7ec04d5351fef9cc8ab",
"signature": "48b2a1185637e7cfc9dfd1c190bc23d52c8dc5e76742986b96f92da07d5c63b9",
"contentHash": "c6c2e675f161b798c3fa7e7baa16b3fdc91cf0e4df0c20950cf365f13e4bede5",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_844fe310b81e168b37ed180e",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00669",
"moleculeId": "sa_d5071824cdc88956cf6b4938",
"smiles": "COCCNc1cc(NC(=O)N2CCCc3cc(C(C)OS(C)(=O)=O)c(C(OC)OC)nc32)ncc1C#N",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_d5071824cdc88956cf6b4938",
"inchikey": "UJWMKOXUVBJBMY-UHFFFAOYSA-N",
"smiles": "COCCNc1cc(NC(=O)N2CCCc3cc(C(C)OS(C)(=O)=O)c(C(OC)OC)nc32)ncc1C#N"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13667",
"routeId": "sa_fb6cc7ec04d5351fef9cc8ab",
"moleculeId": "sa_d5071824cdc88956cf6b4938",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d5071824cdc88956cf6b4938",
"inchikey": "UJWMKOXUVBJBMY-UHFFFAOYSA-N",
"smiles": "COCCNc1cc(NC(=O)N2CCCc3cc(C(C)OS(C)(=O)=O)c(C(OC)OC)nc32)ncc1C#N"
},
"smiles": "COCCNc1cc(NC(=O)N2CCCc3cc(C(C)OS(C)(=O)=O)c(C(OC)OC)nc32)ncc1C#N",
"reactionStepId": "sa_360f0f000c165c7fe4c30dc1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150119385A1;0815;1683083\",\"rsmi\":\"Cl[S:29]([CH3:30])(=[O:31])=[O:32].[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH:9][C:10](=[O:11])[N:12]2[CH2:13][CH2:14][CH2:15][c:16]3[c:17]2[n:18][c:19]([CH:20]([O:21][CH3:22])[O:23][CH3:24])[c:25]([CH:26]([CH3:27])[OH:28])[cH:33]3)[n:34][cH:35][c:36]1[C:37]#[N:38]>CCN(CC)CC.CN(C)C=O.CO.ClCCl>[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH:9][C:10](=[O:11])[N:12]2[CH2:13][CH2:14][CH2:15][c:16]3[c:17]2[n:18][c:19]([CH:20]([O:21][CH3:22])[O:23][CH3:24])[c:25]([CH:26]([CH3:27])[O:28][S:29]([CH3:30])(=[O:31])=[O:32])[cH:33]3)[n:34][cH:35][c:36]1[C:37]#[N:38]\"},\"mapped_reaction_smiles\":\"Cl[S:29]([CH3:30])(=[O:31])=[O:32].[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH:9][C:10](=[O:11])[N:12]2[CH2:13][CH2:14][CH2:15][c:16]3[c:17]2[n:18][c:19]([CH:20]([O:21][CH3:22])[O:23][CH3:24])[c:25]([CH:26]([CH3:27])[OH:28])[cH:33]3)[n:34][cH:35][c:36]1[C:37]#[N:38]>CCN(CC)CC.CN(C)C=O.CO.ClCCl>[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH:9][C:10](=[O:11])[N:12]2[CH2:13][CH2:14][CH2:15][c:16]3[c:17]2[n:18][c:19]([CH:20]([O:21][CH3:22])[O:23][CH3:24])[c:25]([CH:26]([CH3:27])[O:28][S:29]([CH3:30])(=[O:31])=[O:32])[cH:33]3)[n:34][cH:35][c:36]1[C:37]#[N:38]\"}",
"reactionStep": {
"id": "sa_360f0f000c165c7fe4c30dc1",
"reactionHash": "64434cb05684ab1e1d280041e15c9898803402cd57deec3c85ad123ae0844ca0"
},
"children": [
{
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"routeId": "sa_fb6cc7ec04d5351fef9cc8ab",
"moleculeId": "sa_67a0c3c20ea91fc98e2131c8",
"parentId": "13667",
"isLeaf": false,
"molecule": {
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"inchikey": "IBUZAUWAJAVDEW-UHFFFAOYSA-N",
"smiles": "COCCNc1cc(NC(=O)N2CCCc3cc(C(C)O)c(C(OC)OC)nc32)ncc1C#N"
},
"smiles": "COCCNc1cc(NC(=O)N2CCCc3cc(C(C)O)c(C(OC)OC)nc32)ncc1C#N",
"reactionStepId": "sa_0fe675f4798979612ddd680e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150119385A1;0816;1683084\",\"rsmi\":\"CC(C)(C)[Si](C)(C)[O:21][CH:19]([c:18]1[cH:17][c:16]2[c:29]([n:28][c:22]1[CH:23]([O:24][CH3:25])[O:26][CH3:27])[N:12]([C:10]([NH:9][c:8]1[cH:7][c:6]([NH:5][CH2:4][CH2:3][O:2][CH3:1])[c:32]([C:33]#[N:34])[cH:31][n:30]1)=[O:11])[CH2:13][CH2:14][CH2:15]2)[CH3:20]>C1CCOC1.ClCCl.F.O=C(O)O.[Na+].c1ccncc1>[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH:9][C:10](=[O:11])[N:12]2[CH2:13][CH2:14][CH2:15][c:16]3[cH:17][c:18]([CH:19]([CH3:20])[OH:21])[c:22]([CH:23]([O:24][CH3:25])[O:26][CH3:27])[n:28][c:29]32)[n:30][cH:31][c:32]1[C:33]#[N:34]\"},\"mapped_reaction_smiles\":\"CC(C)(C)[Si](C)(C)[O:21][CH:19]([c:18]1[cH:17][c:16]2[c:29]([n:28][c:22]1[CH:23]([O:24][CH3:25])[O:26][CH3:27])[N:12]([C:10]([NH:9][c:8]1[cH:7][c:6]([NH:5][CH2:4][CH2:3][O:2][CH3:1])[c:32]([C:33]#[N:34])[cH:31][n:30]1)=[O:11])[CH2:13][CH2:14][CH2:15]2)[CH3:20]>C1CCOC1.ClCCl.F.O=C(O)O.[Na+].c1ccncc1>[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH:9][C:10](=[O:11])[N:12]2[CH2:13][CH2:14][CH2:15][c:16]3[cH:17][c:18]([CH:19]([CH3:20])[OH:21])[c:22]([CH:23]([O:24][CH3:25])[O:26][CH3:27])[n:28][c:29]32)[n:30][cH:31][c:32]1[C:33]#[N:34]\"}",
"reactionStep": {
"id": "sa_0fe675f4798979612ddd680e",
"reactionHash": "9f34ba70df3712f70ed5b5f2c62aa82430aedcdf8b8c08490ab0f698978fe1ed"
},
"children": [
{
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"moleculeId": "sa_842e88864040d6fe1f94ca57",
"parentId": "13668",
"isLeaf": false,
"molecule": {
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"inchikey": "QOFQSDUYZHHCDN-UHFFFAOYSA-N",
"smiles": "COCCNc1cc(NC(=O)N2CCCc3cc(C(C)O[Si](C)(C)C(C)(C)C)c(C(OC)OC)nc32)ncc1C#N"
},
"smiles": "COCCNc1cc(NC(=O)N2CCCc3cc(C(C)O[Si](C)(C)C(C)(C)C)c(C(OC)OC)nc32)ncc1C#N",
"reactionStepId": "sa_9fbf0e7c46942e4634b42aee",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150119385A1;0817;1683085\",\"rsmi\":\"[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH2:9])[n:37][cH:38][c:39]1[C:40]#[N:41].[NH:12]1[CH2:13][CH2:14][CH2:15][c:16]2[cH:17][c:18]([CH:19]([CH3:20])[O:21][Si:22]([CH3:23])([CH3:24])[C:25]([CH3:26])([CH3:27])[CH3:28])[c:29]([CH:30]([O:31][CH3:32])[O:33][CH3:34])[n:35][c:36]21.c1ncn([C:10](n2cncn2)=[O:11])n1>CN(C)C=O>[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH:9][C:10](=[O:11])[N:12]2[CH2:13][CH2:14][CH2:15][c:16]3[cH:17][c:18]([CH:19]([CH3:20])[O:21][Si:22]([CH3:23])([CH3:24])[C:25]([CH3:26])([CH3:27])[CH3:28])[c:29]([CH:30]([O:31][CH3:32])[O:33][CH3:34])[n:35][c:36]32)[n:37][cH:38][c:39]1[C:40]#[N:41]\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH2:9])[n:37][cH:38][c:39]1[C:40]#[N:41].[NH:12]1[CH2:13][CH2:14][CH2:15][c:16]2[cH:17][c:18]([CH:19]([CH3:20])[O:21][Si:22]([CH3:23])([CH3:24])[C:25]([CH3:26])([CH3:27])[CH3:28])[c:29]([CH:30]([O:31][CH3:32])[O:33][CH3:34])[n:35][c:36]21.c1ncn([C:10](n2cncn2)=[O:11])n1>CN(C)C=O>[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH:9][C:10](=[O:11])[N:12]2[CH2:13][CH2:14][CH2:15][c:16]3[cH:17][c:18]([CH:19]([CH3:20])[O:21][Si:22]([CH3:23])([CH3:24])[C:25]([CH3:26])([CH3:27])[CH3:28])[c:29]([CH:30]([O:31][CH3:32])[O:33][CH3:34])[n:35][c:36]32)[n:37][cH:38][c:39]1[C:40]#[N:41]\"}",
"reactionStep": {
"id": "sa_9fbf0e7c46942e4634b42aee",
"reactionHash": "f993dbcb945f6d89272e994612f1e72e5fb3f3bc3719a64d6d74c4a10ffb12d5"
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"children": [
{
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"moleculeId": "sa_a1a712f0f052376bbc9be6f6",
"parentId": "13669",
"isLeaf": true,
"molecule": {
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"inchikey": "ODLUQHADSJOSAQ-UHFFFAOYSA-N",
"smiles": "COC(OC)c1nc2c(cc1C(C)O[Si](C)(C)C(C)(C)C)CCCN2"
},
"smiles": "COC(OC)c1nc2c(cc1C(C)O[Si](C)(C)C(C)(C)C)CCCN2",
"reactionStepId": null,
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{
"id": "13671",
"routeId": "sa_fb6cc7ec04d5351fef9cc8ab",
"moleculeId": "sa_7a4f114d93bd042c14ae943d",
"parentId": "13669",
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"molecule": {
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"inchikey": "QGKUZOVUGOISIH-UHFFFAOYSA-N",
"smiles": "COCCNc1cc(N)ncc1C#N"
},
"smiles": "COCCNc1cc(N)ncc1C#N",
"reactionStepId": "sa_39b89ea9419d3de341b09eb9",
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"metadata": "{\"annotations\":{\"ID\":\"US20150119385A1;0706;1683023\",\"rsmi\":\"F[c:6]1[cH:7][c:8]([NH2:9])[n:10][cH:11][c:12]1[C:13]#[N:14].[CH3:1][O:2][CH2:3][CH2:4][NH2:5]>CC(=O)N(C)C.CCN(C(C)C)C(C)C>[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH2:9])[n:10][cH:11][c:12]1[C:13]#[N:14]\"},\"mapped_reaction_smiles\":\"F[c:6]1[cH:7][c:8]([NH2:9])[n:10][cH:11][c:12]1[C:13]#[N:14].[CH3:1][O:2][CH2:3][CH2:4][NH2:5]>CC(=O)N(C)C.CCN(C(C)C)C(C)C>[CH3:1][O:2][CH2:3][CH2:4][NH:5][c:6]1[cH:7][c:8]([NH2:9])[n:10][cH:11][c:12]1[C:13]#[N:14]\"}",
"reactionStep": {
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"children": [
{
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"moleculeId": "sa_532d08abff10d35549910230",
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"molecule": {
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"inchikey": "ASUDFOJKTJLAIK-UHFFFAOYSA-N",
"smiles": "COCCN"
},
"smiles": "COCCN",
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{
"id": "13673",
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"smiles": "N#Cc1cnc(N)cc1F",
"reactionStepId": "sa_1afcf9e8a7df416aee85dbe8",
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"reactionStep": {
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"children": [
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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": "CS(=O)(=O)Cl"
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"smiles": "CS(=O)(=O)Cl",
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]
}
}