Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(N2CCN(C)CC2)ccc1Nc1ncc2cccc(-c3cccc(N)c3)c2n1
InChiKey
XHOKCOZXSKFCBN-UHFFFAOYSA-N
Route Signature
8969c708c69c2a81ea9ebf0e78d18cf06dee39c08a95a2376634dcd680b718c4
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_b9ac7191d093d7a0cf35c951",
"signature": "8969c708c69c2a81ea9ebf0e78d18cf06dee39c08a95a2376634dcd680b718c4",
"contentHash": "ccdfdb34e1bcbcf66e404c571c280d4d65da61e92666e82116f72dce9db5a43b",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_4db03b87a87aff4ee6044ce4",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-06959",
"moleculeId": "sa_276f44a77e6dd8f26cfbb054",
"smiles": "COc1cc(N2CCN(C)CC2)ccc1Nc1ncc2cccc(-c3cccc(N)c3)c2n1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_276f44a77e6dd8f26cfbb054",
"inchikey": "XHOKCOZXSKFCBN-UHFFFAOYSA-N",
"smiles": "COc1cc(N2CCN(C)CC2)ccc1Nc1ncc2cccc(-c3cccc(N)c3)c2n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "8181",
"routeId": "sa_b9ac7191d093d7a0cf35c951",
"moleculeId": "sa_276f44a77e6dd8f26cfbb054",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_276f44a77e6dd8f26cfbb054",
"inchikey": "XHOKCOZXSKFCBN-UHFFFAOYSA-N",
"smiles": "COc1cc(N2CCN(C)CC2)ccc1Nc1ncc2cccc(-c3cccc(N)c3)c2n1"
},
"smiles": "COc1cc(N2CCN(C)CC2)ccc1Nc1ncc2cccc(-c3cccc(N)c3)c2n1",
"reactionStepId": "sa_91dd663589332e4201cfbe06",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150175601A1;1943;1711953\",\"rsmi\":\"Br[c:9]1[c:8]2[n:7][c:6]([NH:5][c:4]3[c:3]([O:2][CH3:1])[cH:33][c:25]([N:26]4[CH2:27][CH2:28][N:29]([CH3:30])[CH2:31][CH2:32]4)[cH:24][cH:23]3)[n:22][cH:21][c:20]2[cH:19][cH:18][cH:17]1.CC1(C)OB([c:10]2[cH:11][c:12]([NH2:13])[cH:14][cH:15][cH:16]2)OC1(C)C>C1COCCO1.CCOC(C)=O.Cl[Pd]Cl.O.O=C(O)O.[Fe+2].[Na+].[Na+]>[CH3:1][O:2][c:3]1[c:4]([NH:5][c:6]2[n:7][c:8]3[c:9](-[c:10]4[cH:11][c:12]([NH2:13])[cH:14][cH:15][cH:16]4)[cH:17][cH:18][cH:19][c:20]3[cH:21][n:22]2)[cH:23][cH:24][c:25]([N:26]2[CH2:27][CH2:28][N:29]([CH3:30])[CH2:31][CH2:32]2)[cH:33]1\"},\"mapped_reaction_smiles\":\"Br[c:9]1[c:8]2[n:7][c:6]([NH:5][c:4]3[c:3]([O:2][CH3:1])[cH:33][c:25]([N:26]4[CH2:27][CH2:28][N:29]([CH3:30])[CH2:31][CH2:32]4)[cH:24][cH:23]3)[n:22][cH:21][c:20]2[cH:19][cH:18][cH:17]1.CC1(C)OB([c:10]2[cH:11][c:12]([NH2:13])[cH:14][cH:15][cH:16]2)OC1(C)C>C1COCCO1.CCOC(C)=O.Cl[Pd]Cl.O.O=C(O)O.[Fe+2].[Na+].[Na+]>[CH3:1][O:2][c:3]1[c:4]([NH:5][c:6]2[n:7][c:8]3[c:9](-[c:10]4[cH:11][c:12]([NH2:13])[cH:14][cH:15][cH:16]4)[cH:17][cH:18][cH:19][c:20]3[cH:21][n:22]2)[cH:23][cH:24][c:25]([N:26]2[CH2:27][CH2:28][N:29]([CH3:30])[CH2:31][CH2:32]2)[cH:33]1\"}",
"reactionStep": {
"id": "sa_91dd663589332e4201cfbe06",
"reactionHash": "a852f957d83122ebfe6d985ff23dd6664fcd3bb4946b2af402a72c7d574599fe"
},
"children": [
{
"id": "8182",
"routeId": "sa_b9ac7191d093d7a0cf35c951",
"moleculeId": "sa_914d6e472b61e78c759a1d92",
"parentId": "8181",
"isLeaf": true,
"molecule": {
"id": "sa_914d6e472b61e78c759a1d92",
"inchikey": "YMXIIVIQLHYKOT-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2cccc(N)c2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2cccc(N)c2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8183",
"routeId": "sa_b9ac7191d093d7a0cf35c951",
"moleculeId": "sa_a4bf312973a71feb1ac65377",
"parentId": "8181",
"isLeaf": false,
"molecule": {
"id": "sa_a4bf312973a71feb1ac65377",
"inchikey": "ZMBLBIQAQDTIPT-UHFFFAOYSA-N",
"smiles": "COc1cc(N2CCN(C)CC2)ccc1Nc1ncc2cccc(Br)c2n1"
},
"smiles": "COc1cc(N2CCN(C)CC2)ccc1Nc1ncc2cccc(Br)c2n1",
"reactionStepId": "sa_b4bc752540280dde2980f2ce",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150175601A1;1942;1711952\",\"rsmi\":\"Cl[c:6]1[n:7][c:8]2[c:9]([Br:10])[cH:11][cH:12][cH:13][c:14]2[cH:15][n:16]1.[CH3:1][O:2][c:3]1[c:4]([NH2:5])[cH:17][cH:18][c:19]([N:20]2[CH2:21][CH2:22][N:23]([CH3:24])[CH2:25][CH2:26]2)[cH:27]1>CCCCO.O=C(O)C(F)(F)F>[CH3:1][O:2][c:3]1[c:4]([NH:5][c:6]2[n:7][c:8]3[c:9]([Br:10])[cH:11][cH:12][cH:13][c:14]3[cH:15][n:16]2)[cH:17][cH:18][c:19]([N:20]2[CH2:21][CH2:22][N:23]([CH3:24])[CH2:25][CH2:26]2)[cH:27]1\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[n:7][c:8]2[c:9]([Br:10])[cH:11][cH:12][cH:13][c:14]2[cH:15][n:16]1.[CH3:1][O:2][c:3]1[c:4]([NH2:5])[cH:17][cH:18][c:19]([N:20]2[CH2:21][CH2:22][N:23]([CH3:24])[CH2:25][CH2:26]2)[cH:27]1>CCCCO.O=C(O)C(F)(F)F>[CH3:1][O:2][c:3]1[c:4]([NH:5][c:6]2[n:7][c:8]3[c:9]([Br:10])[cH:11][cH:12][cH:13][c:14]3[cH:15][n:16]2)[cH:17][cH:18][c:19]([N:20]2[CH2:21][CH2:22][N:23]([CH3:24])[CH2:25][CH2:26]2)[cH:27]1\"}",
"reactionStep": {
"id": "sa_b4bc752540280dde2980f2ce",
"reactionHash": "19259982fc98579822acf8f48bf514a6ec7eed52b7f494a89f405edae531ae89"
},
"children": [
{
"id": "8184",
"routeId": "sa_b9ac7191d093d7a0cf35c951",
"moleculeId": "sa_39eb49cc2af044c8e324f4a6",
"parentId": "8183",
"isLeaf": false,
"molecule": {
"id": "sa_39eb49cc2af044c8e324f4a6",
"inchikey": "BFDGSOGSXIFDNF-UHFFFAOYSA-N",
"smiles": "Clc1ncc2cccc(Br)c2n1"
},
"smiles": "Clc1ncc2cccc(Br)c2n1",
"reactionStepId": "sa_6a62c4f2e1a57c726790cdd9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150175601A1;1933;1711945\",\"rsmi\":\"N[c:11]1[c:10]2[c:4]([n:3][c:2]([Cl:1])[n:12]1)[c:5]([Br:6])[cH:7][cH:8][cH:9]2>C1CCOC1.CC(C)CCON=O>[Cl:1][c:2]1[n:3][c:4]2[c:5]([Br:6])[cH:7][cH:8][cH:9][c:10]2[cH:11][n:12]1\"},\"mapped_reaction_smiles\":\"N[c:11]1[c:10]2[c:4]([n:3][c:2]([Cl:1])[n:12]1)[c:5]([Br:6])[cH:7][cH:8][cH:9]2>C1CCOC1.CC(C)CCON=O>[Cl:1][c:2]1[n:3][c:4]2[c:5]([Br:6])[cH:7][cH:8][cH:9][c:10]2[cH:11][n:12]1\"}",
"reactionStep": {
"id": "sa_6a62c4f2e1a57c726790cdd9",
"reactionHash": "72481c9fa9f01695e9225ff4c2157d900f4d5dc212daafeeb4551c1c106f0ab1"
},
"children": [
{
"id": "8185",
"routeId": "sa_b9ac7191d093d7a0cf35c951",
"moleculeId": "sa_b61a7e483391abb3c8964741",
"parentId": "8184",
"isLeaf": false,
"molecule": {
"id": "sa_b61a7e483391abb3c8964741",
"inchikey": "FRWKIQGVGJPSFF-UHFFFAOYSA-N",
"smiles": "Nc1nc(Cl)nc2c(Br)cccc12"
},
"smiles": "Nc1nc(Cl)nc2c(Br)cccc12",
"reactionStepId": "sa_83b7af3de6113c369cbf09dc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150175601A1;1932;1711944\",\"rsmi\":\"Cl[c:2]1[n:3][c:4]([Cl:5])[n:6][c:7]2[c:8]([Br:9])[cH:10][cH:11][cH:12][c:13]12.[NH3:1]>C1CCOC1.CCOC(C)=O.O>[NH2:1][c:2]1[n:3][c:4]([Cl:5])[n:6][c:7]2[c:8]([Br:9])[cH:10][cH:11][cH:12][c:13]12\"},\"mapped_reaction_smiles\":\"Cl[c:2]1[n:3][c:4]([Cl:5])[n:6][c:7]2[c:8]([Br:9])[cH:10][cH:11][cH:12][c:13]12.[NH3:1]>C1CCOC1.CCOC(C)=O.O>[NH2:1][c:2]1[n:3][c:4]([Cl:5])[n:6][c:7]2[c:8]([Br:9])[cH:10][cH:11][cH:12][c:13]12\"}",
"reactionStep": {
"id": "sa_83b7af3de6113c369cbf09dc",
"reactionHash": "a21147f6e8d8fa96a252c0348368e0b55e7250062e72db7c4c1094ffe0bc6924"
},
"children": [
{
"id": "8186",
"routeId": "sa_b9ac7191d093d7a0cf35c951",
"moleculeId": "sa_8907a847dda64ad853e8dd96",
"parentId": "8185",
"isLeaf": true,
"molecule": {
"id": "sa_8907a847dda64ad853e8dd96",
"inchikey": "BHXJPWCPEFXWMH-UHFFFAOYSA-N",
"smiles": "Clc1nc(Cl)c2cccc(Br)c2n1"
},
"smiles": "Clc1nc(Cl)c2cccc(Br)c2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8187",
"routeId": "sa_b9ac7191d093d7a0cf35c951",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "8185",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "8188",
"routeId": "sa_b9ac7191d093d7a0cf35c951",
"moleculeId": "sa_3488380542dba4479f9fd93e",
"parentId": "8183",
"isLeaf": true,
"molecule": {
"id": "sa_3488380542dba4479f9fd93e",
"inchikey": "LUYPGLRYFIVYTH-UHFFFAOYSA-N",
"smiles": "COc1cc(N2CCN(C)CC2)ccc1N"
},
"smiles": "COc1cc(N2CCN(C)CC2)ccc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}