Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)Oc1ccc(-c2nc(-c3ccc(OCCCCN(C)C)cc3Cl)no2)cc1C#N
InChiKey
MSARDJYUFHUJLO-UHFFFAOYSA-N
Route Signature
632057a336e20d76c03c486146604dee2f03d8a6b80325e7e1406b71fdca9e8e
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_0c8910a95385c26c659eef3a",
"signature": "632057a336e20d76c03c486146604dee2f03d8a6b80325e7e1406b71fdca9e8e",
"contentHash": "c79a213bb57d26d3912f9532a269b1f4afd5e7f786d41f75fbabed1995a5bbc2",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_4cbfe56bbc8dc87b05c6cbd9",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00461",
"moleculeId": "sa_0a4f43b143a04d0313ed35eb",
"smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc(OCCCCN(C)C)cc3Cl)no2)cc1C#N",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0a4f43b143a04d0313ed35eb",
"inchikey": "MSARDJYUFHUJLO-UHFFFAOYSA-N",
"smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc(OCCCCN(C)C)cc3Cl)no2)cc1C#N"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4300",
"routeId": "sa_0c8910a95385c26c659eef3a",
"moleculeId": "sa_0a4f43b143a04d0313ed35eb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0a4f43b143a04d0313ed35eb",
"inchikey": "MSARDJYUFHUJLO-UHFFFAOYSA-N",
"smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc(OCCCCN(C)C)cc3Cl)no2)cc1C#N"
},
"smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc(OCCCCN(C)C)cc3Cl)no2)cc1C#N",
"reactionStepId": "sa_4811124f654ae795d04ee93e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120101136A1;0389;1205495\",\"rsmi\":\"Br[CH2:23][CH2:22][CH2:21][CH2:20][O:19][c:18]1[cH:17][c:15]([Cl:16])[c:14](-[c:13]2[n:12][c:11](-[c:10]3[cH:9][c:6]([C:7]#[N:8])[c:5]([O:4][CH:2]([CH3:1])[CH3:3])[cH:32][cH:31]3)[o:30][n:29]2)[cH:28][cH:27]1.[NH:24]([CH3:25])[CH3:26]>C1CCOC1.Cl.O=C(O)O.[K+].[K+]>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[c:6]([C:7]#[N:8])[cH:9][c:10](-[c:11]2[n:12][c:13](-[c:14]3[c:15]([Cl:16])[cH:17][c:18]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][N:24]([CH3:25])[CH3:26])[cH:27][cH:28]3)[n:29][o:30]2)[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Br[CH2:23][CH2:22][CH2:21][CH2:20][O:19][c:18]1[cH:17][c:15]([Cl:16])[c:14](-[c:13]2[n:12][c:11](-[c:10]3[cH:9][c:6]([C:7]#[N:8])[c:5]([O:4][CH:2]([CH3:1])[CH3:3])[cH:32][cH:31]3)[o:30][n:29]2)[cH:28][cH:27]1.[NH:24]([CH3:25])[CH3:26]>C1CCOC1.Cl.O=C(O)O.[K+].[K+]>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[c:6]([C:7]#[N:8])[cH:9][c:10](-[c:11]2[n:12][c:13](-[c:14]3[c:15]([Cl:16])[cH:17][c:18]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][N:24]([CH3:25])[CH3:26])[cH:27][cH:28]3)[n:29][o:30]2)[cH:31][cH:32]1\"}",
"reactionStep": {
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"reactionHash": "a44495bb3b34464b50b64bc8ef7faf4f85f5fa6e1de966aa07acc2e25e5c8e41"
},
"children": [
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"moleculeId": "sa_d63b8e878d214276b56f9d26",
"parentId": "4300",
"isLeaf": false,
"molecule": {
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"inchikey": "CJIQTGUHTXBEAT-UHFFFAOYSA-N",
"smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc(OCCCCBr)cc3Cl)no2)cc1C#N"
},
"smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc(OCCCCBr)cc3Cl)no2)cc1C#N",
"reactionStepId": "sa_e64807759a2102cc6d8fff8d",
"template": null,
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"reactionStep": {
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"reactionHash": "59cf473b6bea0bf3c7414cd463498a6fd00c0481aaf193d1f4777ee7d7de85ed"
},
"children": [
{
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"routeId": "sa_0c8910a95385c26c659eef3a",
"moleculeId": "sa_bafd191ec5f6b30baa901229",
"parentId": "4301",
"isLeaf": false,
"molecule": {
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"inchikey": "DSOKHFWPLIDSLG-UHFFFAOYSA-N",
"smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc(O)cc3Cl)no2)cc1C#N"
},
"smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc(O)cc3Cl)no2)cc1C#N",
"reactionStepId": "sa_fd64837587e6798093720045",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120101136A1;0204;1205408\",\"rsmi\":\"C[Si](C)(C)CCOC[O:19][c:18]1[cH:17][c:15]([Cl:16])[c:14](-[c:13]2[n:12][c:11](-[c:10]3[cH:9][c:6]([C:7]#[N:8])[c:5]([O:4][CH:2]([CH3:1])[CH3:3])[cH:25][cH:24]3)[o:23][n:22]2)[cH:21][cH:20]1>CCCC[N+](CCCC)(CCCC)CCCC.CN(C)P(=O)(N(C)C)N(C)C.O.F>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[c:6]([C:7]#[N:8])[cH:9][c:10](-[c:11]2[n:12][c:13](-[c:14]3[c:15]([Cl:16])[cH:17][c:18]([OH:19])[cH:20][cH:21]3)[n:22][o:23]2)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"C[Si](C)(C)CCOC[O:19][c:18]1[cH:17][c:15]([Cl:16])[c:14](-[c:13]2[n:12][c:11](-[c:10]3[cH:9][c:6]([C:7]#[N:8])[c:5]([O:4][CH:2]([CH3:1])[CH3:3])[cH:25][cH:24]3)[o:23][n:22]2)[cH:21][cH:20]1>CCCC[N+](CCCC)(CCCC)CCCC.CN(C)P(=O)(N(C)C)N(C)C.O.F>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[c:6]([C:7]#[N:8])[cH:9][c:10](-[c:11]2[n:12][c:13](-[c:14]3[c:15]([Cl:16])[cH:17][c:18]([OH:19])[cH:20][cH:21]3)[n:22][o:23]2)[cH:24][cH:25]1\"}",
"reactionStep": {
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"reactionHash": "fcc48125a0ebaac63a041f61f0fd4749a7feb3ba4b31e37a11f78a7cba542932"
},
"children": [
{
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"moleculeId": "sa_b84ed9452586dbe6e6604bb0",
"parentId": "4302",
"isLeaf": false,
"molecule": {
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"inchikey": "NHYYBDAHHIKUQY-UHFFFAOYSA-N",
"smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc(OCOCC[Si](C)(C)C)cc3Cl)no2)cc1C#N"
},
"smiles": "CC(C)Oc1ccc(-c2nc(-c3ccc(OCOCC[Si](C)(C)C)cc3Cl)no2)cc1C#N",
"reactionStepId": "sa_08cd56667ced5b243ba5c212",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120101136A1;0202;1205407\",\"rsmi\":\"O=[C:11](O)[c:10]1[cH:9][c:6]([C:7]#[N:8])[c:5]([O:4][CH:2]([CH3:1])[CH3:3])[cH:33][cH:32]1.[NH:12]=[C:13]([c:14]1[c:15]([Cl:16])[cH:17][c:18]([O:19][CH2:20][O:21][CH2:22][CH2:23][Si:24]([CH3:25])([CH3:26])[CH3:27])[cH:28][cH:29]1)[NH:30][OH:31]>C1CCOC1.ClCCCl.On1nnc2ccccc21>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[c:6]([C:7]#[N:8])[cH:9][c:10](-[c:11]2[n:12][c:13](-[c:14]3[c:15]([Cl:16])[cH:17][c:18]([O:19][CH2:20][O:21][CH2:22][CH2:23][Si:24]([CH3:25])([CH3:26])[CH3:27])[cH:28][cH:29]3)[n:30][o:31]2)[cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"O=[C:11](O)[c:10]1[cH:9][c:6]([C:7]#[N:8])[c:5]([O:4][CH:2]([CH3:1])[CH3:3])[cH:33][cH:32]1.[NH:12]=[C:13]([c:14]1[c:15]([Cl:16])[cH:17][c:18]([O:19][CH2:20][O:21][CH2:22][CH2:23][Si:24]([CH3:25])([CH3:26])[CH3:27])[cH:28][cH:29]1)[NH:30][OH:31]>C1CCOC1.ClCCCl.On1nnc2ccccc21>[CH3:1][CH:2]([CH3:3])[O:4][c:5]1[c:6]([C:7]#[N:8])[cH:9][c:10](-[c:11]2[n:12][c:13](-[c:14]3[c:15]([Cl:16])[cH:17][c:18]([O:19][CH2:20][O:21][CH2:22][CH2:23][Si:24]([CH3:25])([CH3:26])[CH3:27])[cH:28][cH:29]3)[n:30][o:31]2)[cH:32][cH:33]1\"}",
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"molecule": {
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"smiles": "CC(C)Oc1ccc(C(=O)O)cc1C#N"
},
"smiles": "CC(C)Oc1ccc(C(=O)O)cc1C#N",
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"template": null,
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},
{
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"molecule": {
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"smiles": "C[Si](C)(C)CCOCOc1ccc(C(=N)NO)c(Cl)c1"
},
"smiles": "C[Si](C)(C)CCOCOc1ccc(C(=N)NO)c(Cl)c1",
"reactionStepId": "sa_bc5c0f9ebe4a594062cb9672",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120101136A1;0200;1205406\",\"rsmi\":\"[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][O:9][c:10]1[cH:11][c:12]([Cl:13])[c:14]([C:15]#[N:16])[cH:19][cH:20]1.[NH2:17][OH:18]>CCO.Cl.O=C(O)O.[Na+]>[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][O:9][c:10]1[cH:11][c:12]([Cl:13])[c:14]([C:15](=[NH:16])[NH:17][OH:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][O:9][c:10]1[cH:11][c:12]([Cl:13])[c:14]([C:15]#[N:16])[cH:19][cH:20]1.[NH2:17][OH:18]>CCO.Cl.O=C(O)O.[Na+]>[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][O:9][c:10]1[cH:11][c:12]([Cl:13])[c:14]([C:15](=[NH:16])[NH:17][OH:18])[cH:19][cH:20]1\"}",
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{
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{
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{
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"smiles": "BrCCCCBr"
},
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}
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},
{
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}
]
}
}