Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(Cn2c(=O)ccc3ncc(N4CC(N5CCN(C(C)C)CC5)C4)cc32)cc1
InChiKey
ZQYULPLVIDZFJG-UHFFFAOYSA-N
Route Signature
a0a25b5d6639e5cc5b1cea4de7e43d180c241b740541ec65043262128f12fe29
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_c79494c520135d8388a38965",
"signature": "a0a25b5d6639e5cc5b1cea4de7e43d180c241b740541ec65043262128f12fe29",
"contentHash": "d183d18f99fb7ba20cf633ce5e95b8081aa5eb42f5168117a3879bcd76d2fbd7",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_d95ec3f4eed1f8bb51cbe2a4",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04530",
"moleculeId": "sa_c325287ea86e0de816e14e7f",
"smiles": "COc1ccc(Cn2c(=O)ccc3ncc(N4CC(N5CCN(C(C)C)CC5)C4)cc32)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_c325287ea86e0de816e14e7f",
"inchikey": "ZQYULPLVIDZFJG-UHFFFAOYSA-N",
"smiles": "COc1ccc(Cn2c(=O)ccc3ncc(N4CC(N5CCN(C(C)C)CC5)C4)cc32)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15486",
"routeId": "sa_c79494c520135d8388a38965",
"moleculeId": "sa_c325287ea86e0de816e14e7f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c325287ea86e0de816e14e7f",
"inchikey": "ZQYULPLVIDZFJG-UHFFFAOYSA-N",
"smiles": "COc1ccc(Cn2c(=O)ccc3ncc(N4CC(N5CCN(C(C)C)CC5)C4)cc32)cc1"
},
"smiles": "COc1ccc(Cn2c(=O)ccc3ncc(N4CC(N5CCN(C(C)C)CC5)C4)cc32)cc1",
"reactionStepId": "sa_949196a44a80990a4c9b4fbe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150322064A1;0350;1782629\",\"rsmi\":\"O=[C:19]1[CH2:18][N:17]([c:16]2[cH:15][n:14][c:13]3[cH:12][cH:11][c:9](=[O:10])[n:8]([CH2:7][c:6]4[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:33][cH:32]4)[c:31]3[cH:30]2)[CH2:29]1.[NH:20]1[CH2:21][CH2:22][N:23]([CH:24]([CH3:25])[CH3:26])[CH2:27][CH2:28]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[c:9](=[O:10])[cH:11][cH:12][c:13]3[n:14][cH:15][c:16]([N:17]4[CH2:18][CH:19]([N:20]5[CH2:21][CH2:22][N:23]([CH:24]([CH3:25])[CH3:26])[CH2:27][CH2:28]5)[CH2:29]4)[cH:30][c:31]23)[cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"O=[C:19]1[CH2:18][N:17]([c:16]2[cH:15][n:14][c:13]3[cH:12][cH:11][c:9](=[O:10])[n:8]([CH2:7][c:6]4[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:33][cH:32]4)[c:31]3[cH:30]2)[CH2:29]1.[NH:20]1[CH2:21][CH2:22][N:23]([CH:24]([CH3:25])[CH3:26])[CH2:27][CH2:28]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.O.[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[c:9](=[O:10])[cH:11][cH:12][c:13]3[n:14][cH:15][c:16]([N:17]4[CH2:18][CH:19]([N:20]5[CH2:21][CH2:22][N:23]([CH:24]([CH3:25])[CH3:26])[CH2:27][CH2:28]5)[CH2:29]4)[cH:30][c:31]23)[cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_949196a44a80990a4c9b4fbe",
"reactionHash": "839e8570e467e96c8ad5cf5ba19ce038f1420bd5fcc05e5a47747cb60194a3b9"
},
"children": [
{
"id": "15487",
"routeId": "sa_c79494c520135d8388a38965",
"moleculeId": "sa_8ba68f9ff326ae63405c6da0",
"parentId": "15486",
"isLeaf": false,
"molecule": {
"id": "sa_8ba68f9ff326ae63405c6da0",
"inchikey": "NTNCPHUCAKDLGN-UHFFFAOYSA-N",
"smiles": "COc1ccc(Cn2c(=O)ccc3ncc(N4CC(=O)C4)cc32)cc1"
},
"smiles": "COc1ccc(Cn2c(=O)ccc3ncc(N4CC(=O)C4)cc32)cc1",
"reactionStepId": "sa_6e4cfaeca6d1f3a349773a93",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150322064A1;0348;1782628\",\"rsmi\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[c:9](=[O:10])[cH:11][cH:12][c:13]3[n:14][cH:15][c:16]([N:17]4[CH2:18][CH:19]([OH:20])[CH2:21]4)[cH:22][c:23]23)[cH:24][cH:25]1>CCN(CC)CC.CO.CS(C)=O.O=S(=O)=O.c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[c:9](=[O:10])[cH:11][cH:12][c:13]3[n:14][cH:15][c:16]([N:17]4[CH2:18][C:19](=[O:20])[CH2:21]4)[cH:22][c:23]23)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[c:9](=[O:10])[cH:11][cH:12][c:13]3[n:14][cH:15][c:16]([N:17]4[CH2:18][CH:19]([OH:20])[CH2:21]4)[cH:22][c:23]23)[cH:24][cH:25]1>CCN(CC)CC.CO.CS(C)=O.O=S(=O)=O.c1ccncc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[c:9](=[O:10])[cH:11][cH:12][c:13]3[n:14][cH:15][c:16]([N:17]4[CH2:18][C:19](=[O:20])[CH2:21]4)[cH:22][c:23]23)[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_6e4cfaeca6d1f3a349773a93",
"reactionHash": "d84160677f790d3be876374de74ffcdbefad7ca448455c0959d317e38ccc0010"
},
"children": [
{
"id": "15488",
"routeId": "sa_c79494c520135d8388a38965",
"moleculeId": "sa_c215e66ed54c8b953b7b8410",
"parentId": "15487",
"isLeaf": false,
"molecule": {
"id": "sa_c215e66ed54c8b953b7b8410",
"inchikey": "LUBMVKSVWQKJSL-UHFFFAOYSA-N",
"smiles": "COc1ccc(Cn2c(=O)ccc3ncc(N4CC(O)C4)cc32)cc1"
},
"smiles": "COc1ccc(Cn2c(=O)ccc3ncc(N4CC(O)C4)cc32)cc1",
"reactionStepId": "sa_d49d5681304bedaf6b048578",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150322064A1;0346;1782627\",\"rsmi\":\"Br[c:16]1[cH:15][n:14][c:13]2[cH:12][cH:11][c:9](=[O:10])[n:8]([CH2:7][c:6]3[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:25][cH:24]3)[c:23]2[cH:22]1.[NH:17]1[CH2:18][CH:19]([OH:20])[CH2:21]1>C1COCCO1.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.Cl.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[c:9](=[O:10])[cH:11][cH:12][c:13]3[n:14][cH:15][c:16]([N:17]4[CH2:18][CH:19]([OH:20])[CH2:21]4)[cH:22][c:23]23)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"Br[c:16]1[cH:15][n:14][c:13]2[cH:12][cH:11][c:9](=[O:10])[n:8]([CH2:7][c:6]3[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:25][cH:24]3)[c:23]2[cH:22]1.[NH:17]1[CH2:18][CH:19]([OH:20])[CH2:21]1>C1COCCO1.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.Cl.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[c:9](=[O:10])[cH:11][cH:12][c:13]3[n:14][cH:15][c:16]([N:17]4[CH2:18][CH:19]([OH:20])[CH2:21]4)[cH:22][c:23]23)[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_d49d5681304bedaf6b048578",
"reactionHash": "5863c2b897adf46f7ecfba1aa8502c70ef25dd029df6f0efa4f638d73a888e10"
},
"children": [
{
"id": "15489",
"routeId": "sa_c79494c520135d8388a38965",
"moleculeId": "sa_c3eda6e3af6c7ae6120048c7",
"parentId": "15488",
"isLeaf": true,
"molecule": {
"id": "sa_c3eda6e3af6c7ae6120048c7",
"inchikey": "GMWFCJXSQQHBPI-UHFFFAOYSA-N",
"smiles": "OC1CNC1"
},
"smiles": "OC1CNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15490",
"routeId": "sa_c79494c520135d8388a38965",
"moleculeId": "sa_5c29a19fde8a03490380a2f2",
"parentId": "15488",
"isLeaf": false,
"molecule": {
"id": "sa_5c29a19fde8a03490380a2f2",
"inchikey": "ZBCVPGGJTYLGAK-UHFFFAOYSA-N",
"smiles": "COc1ccc(Cn2c(=O)ccc3ncc(Br)cc32)cc1"
},
"smiles": "COc1ccc(Cn2c(=O)ccc3ncc(Br)cc32)cc1",
"reactionStepId": "sa_0ffeedb1a802aaf1e701635b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150322064A1;0344;1782626\",\"rsmi\":\"Cl[CH2:7][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:21][cH:20]1.[nH:8]1[c:9](=[O:10])[cH:11][cH:12][c:13]2[n:14][cH:15][c:16]([Br:17])[cH:18][c:19]12>CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[c:9](=[O:10])[cH:11][cH:12][c:13]3[n:14][cH:15][c:16]([Br:17])[cH:18][c:19]23)[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:7][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:21][cH:20]1.[nH:8]1[c:9](=[O:10])[cH:11][cH:12][c:13]2[n:14][cH:15][c:16]([Br:17])[cH:18][c:19]12>CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[c:9](=[O:10])[cH:11][cH:12][c:13]3[n:14][cH:15][c:16]([Br:17])[cH:18][c:19]23)[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_0ffeedb1a802aaf1e701635b",
"reactionHash": "ee74276e0121b04691b8bba929ef53f3ba31524f1931826bb108a97c70c01ebd"
},
"children": [
{
"id": "15491",
"routeId": "sa_c79494c520135d8388a38965",
"moleculeId": "sa_32414fe9877ead197e1bf13f",
"parentId": "15490",
"isLeaf": true,
"molecule": {
"id": "sa_32414fe9877ead197e1bf13f",
"inchikey": "MOHYOXXOKFQHDC-UHFFFAOYSA-N",
"smiles": "COc1ccc(CCl)cc1"
},
"smiles": "COc1ccc(CCl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15492",
"routeId": "sa_c79494c520135d8388a38965",
"moleculeId": "sa_ab5826d45acfdad48316d2e3",
"parentId": "15490",
"isLeaf": true,
"molecule": {
"id": "sa_ab5826d45acfdad48316d2e3",
"inchikey": "TWFKBNQKSWQBDC-UHFFFAOYSA-N",
"smiles": "O=c1ccc2ncc(Br)cc2[nH]1"
},
"smiles": "O=c1ccc2ncc(Br)cc2[nH]1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "15493",
"routeId": "sa_c79494c520135d8388a38965",
"moleculeId": "sa_065dd4fdfbea1fed728895d0",
"parentId": "15486",
"isLeaf": true,
"molecule": {
"id": "sa_065dd4fdfbea1fed728895d0",
"inchikey": "WHKWMTXTYKVFLK-UHFFFAOYSA-N",
"smiles": "CC(C)N1CCNCC1"
},
"smiles": "CC(C)N1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}