Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(C(=O)NC2CC2)cc1-n1cnc2ccc(OCCN(C)C)cc2c1=O
InChiKey
WZMLJWAUXHYMRE-UHFFFAOYSA-N
Route Signature
6a41b86359140685f46db3f20a384f053b6aaffdf757ad42bbeb2593d2ef47ea
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_d428bd83645fe88eff56ccbc",
"signature": "6a41b86359140685f46db3f20a384f053b6aaffdf757ad42bbeb2593d2ef47ea",
"contentHash": "29e327eb57405d585352edcb7c31ba87bf2280148bb9353fe15c155c2ac56702",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_c5a0ce7eb9569bcca27a8625",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-06428",
"moleculeId": "sa_3fda3d7de5305d88c2b252f1",
"smiles": "Cc1ccc(C(=O)NC2CC2)cc1-n1cnc2ccc(OCCN(C)C)cc2c1=O",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_3fda3d7de5305d88c2b252f1",
"inchikey": "WZMLJWAUXHYMRE-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)NC2CC2)cc1-n1cnc2ccc(OCCN(C)C)cc2c1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8003",
"routeId": "sa_d428bd83645fe88eff56ccbc",
"moleculeId": "sa_3fda3d7de5305d88c2b252f1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3fda3d7de5305d88c2b252f1",
"inchikey": "WZMLJWAUXHYMRE-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)NC2CC2)cc1-n1cnc2ccc(OCCN(C)C)cc2c1=O"
},
"smiles": "Cc1ccc(C(=O)NC2CC2)cc1-n1cnc2ccc(OCCN(C)C)cc2c1=O",
"reactionStepId": "sa_b85314ffd561bd0d387a2e53",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07750154B2;0670;994802\",\"rsmi\":\"Cl[CH2:12][CH2:13][N:14]([CH3:15])[CH3:16].[CH3:1][c:2]1[c:3](-[n:4]2[cH:5][n:6][c:7]3[cH:8][cH:9][c:10]([OH:11])[cH:17][c:18]3[c:19]2=[O:20])[cH:21][c:22]([C:23](=[O:24])[NH:25][CH:26]2[CH2:27][CH2:28]2)[cH:29][cH:30]1>CC(C)=O.Cl.O=C(O)O.I.[K+].[K+].[Na+]>[CH3:1][c:2]1[c:3](-[n:4]2[cH:5][n:6][c:7]3[cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][N:14]([CH3:15])[CH3:16])[cH:17][c:18]3[c:19]2=[O:20])[cH:21][c:22]([C:23](=[O:24])[NH:25][CH:26]2[CH2:27][CH2:28]2)[cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:12][CH2:13][N:14]([CH3:15])[CH3:16].[CH3:1][c:2]1[c:3](-[n:4]2[cH:5][n:6][c:7]3[cH:8][cH:9][c:10]([OH:11])[cH:17][c:18]3[c:19]2=[O:20])[cH:21][c:22]([C:23](=[O:24])[NH:25][CH:26]2[CH2:27][CH2:28]2)[cH:29][cH:30]1>CC(C)=O.Cl.O=C(O)O.I.[K+].[K+].[Na+]>[CH3:1][c:2]1[c:3](-[n:4]2[cH:5][n:6][c:7]3[cH:8][cH:9][c:10]([O:11][CH2:12][CH2:13][N:14]([CH3:15])[CH3:16])[cH:17][c:18]3[c:19]2=[O:20])[cH:21][c:22]([C:23](=[O:24])[NH:25][CH:26]2[CH2:27][CH2:28]2)[cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_b85314ffd561bd0d387a2e53",
"reactionHash": "c26facd3a9a563b0f7a576e742b43da7e1e3bc954d11f56fbf09c9d65aef603d"
},
"children": [
{
"id": "8004",
"routeId": "sa_d428bd83645fe88eff56ccbc",
"moleculeId": "sa_0f74a0e6c53d072fc8e6c88d",
"parentId": "8003",
"isLeaf": false,
"molecule": {
"id": "sa_0f74a0e6c53d072fc8e6c88d",
"inchikey": "IVHSVYVJVSFWFF-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)NC2CC2)cc1-n1cnc2ccc(O)cc2c1=O"
},
"smiles": "Cc1ccc(C(=O)NC2CC2)cc1-n1cnc2ccc(O)cc2c1=O",
"reactionStepId": "sa_e5cc43021850550c3a3f43f5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07750154B2;0672;994804\",\"rsmi\":\"C[O:11][c:10]1[cH:9][cH:8][c:7]2[n:6][cH:5][n:4](-[c:3]3[c:2]([CH3:1])[cH:25][cH:24][c:17]([C:18](=[O:19])[NH:20][CH:21]4[CH2:22][CH2:23]4)[cH:16]3)[c:14](=[O:15])[c:13]2[cH:12]1>BrB(Br)Br.ClCCl>[CH3:1][c:2]1[c:3](-[n:4]2[cH:5][n:6][c:7]3[cH:8][cH:9][c:10]([OH:11])[cH:12][c:13]3[c:14]2=[O:15])[cH:16][c:17]([C:18](=[O:19])[NH:20][CH:21]2[CH2:22][CH2:23]2)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"C[O:11][c:10]1[cH:9][cH:8][c:7]2[n:6][cH:5][n:4](-[c:3]3[c:2]([CH3:1])[cH:25][cH:24][c:17]([C:18](=[O:19])[NH:20][CH:21]4[CH2:22][CH2:23]4)[cH:16]3)[c:14](=[O:15])[c:13]2[cH:12]1>BrB(Br)Br.ClCCl>[CH3:1][c:2]1[c:3](-[n:4]2[cH:5][n:6][c:7]3[cH:8][cH:9][c:10]([OH:11])[cH:12][c:13]3[c:14]2=[O:15])[cH:16][c:17]([C:18](=[O:19])[NH:20][CH:21]2[CH2:22][CH2:23]2)[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_e5cc43021850550c3a3f43f5",
"reactionHash": "3f49a27dbd0deac8ce4332b7f3d8fc27b40c4d5b28961f63ab21ad04a9076e4b"
},
"children": [
{
"id": "8005",
"routeId": "sa_d428bd83645fe88eff56ccbc",
"moleculeId": "sa_a6ca9eab75a1300cc8594a56",
"parentId": "8004",
"isLeaf": false,
"molecule": {
"id": "sa_a6ca9eab75a1300cc8594a56",
"inchikey": "MIHWXBMNRZJFOR-UHFFFAOYSA-N",
"smiles": "COc1ccc2ncn(-c3cc(C(=O)NC4CC4)ccc3C)c(=O)c2c1"
},
"smiles": "COc1ccc2ncn(-c3cc(C(=O)NC4CC4)ccc3C)c(=O)c2c1",
"reactionStepId": "sa_eefd00ac92ce10c8dec84342",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07750154B2;0672;994803\",\"rsmi\":\"CO[CH:8](OC)OC.O[C:23](=[O:24])[c:25]1[c:6]([NH2:7])[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:26]1.[NH2:9][c:10]1[c:11]([CH3:12])[cH:13][cH:14][c:15]([C:16](=[O:17])[NH:18][CH:19]2[CH2:20][CH2:21]2)[cH:22]1>CC(=O)O.CCOC(C)=O.Cc1ccccc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][n:9](-[c:10]3[c:11]([CH3:12])[cH:13][cH:14][c:15]([C:16](=[O:17])[NH:18][CH:19]4[CH2:20][CH2:21]4)[cH:22]3)[c:23](=[O:24])[c:25]2[cH:26]1\"},\"mapped_reaction_smiles\":\"CO[CH:8](OC)OC.O[C:23](=[O:24])[c:25]1[c:6]([NH2:7])[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:26]1.[NH2:9][c:10]1[c:11]([CH3:12])[cH:13][cH:14][c:15]([C:16](=[O:17])[NH:18][CH:19]2[CH2:20][CH2:21]2)[cH:22]1>CC(=O)O.CCOC(C)=O.Cc1ccccc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][n:9](-[c:10]3[c:11]([CH3:12])[cH:13][cH:14][c:15]([C:16](=[O:17])[NH:18][CH:19]4[CH2:20][CH2:21]4)[cH:22]3)[c:23](=[O:24])[c:25]2[cH:26]1\"}",
"reactionStep": {
"id": "sa_eefd00ac92ce10c8dec84342",
"reactionHash": "7463b1a07e4c216901e31b3b2667bbd6be9bfe351f9f7df9d977686f14a511cc"
},
"children": [
{
"id": "8006",
"routeId": "sa_d428bd83645fe88eff56ccbc",
"moleculeId": "sa_aeaf5950e863f9047139d8df",
"parentId": "8005",
"isLeaf": true,
"molecule": {
"id": "sa_aeaf5950e863f9047139d8df",
"inchikey": "NLESBTVHGWTLOM-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C(=O)NC2CC2)cc1N"
},
"smiles": "Cc1ccc(C(=O)NC2CC2)cc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8007",
"routeId": "sa_d428bd83645fe88eff56ccbc",
"moleculeId": "sa_c9fbce0da7a922c8ea07398a",
"parentId": "8005",
"isLeaf": true,
"molecule": {
"id": "sa_c9fbce0da7a922c8ea07398a",
"inchikey": "PYOKUURKVVELLB-UHFFFAOYSA-N",
"smiles": "COC(OC)OC"
},
"smiles": "COC(OC)OC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8008",
"routeId": "sa_d428bd83645fe88eff56ccbc",
"moleculeId": "sa_2eb17618cc81cca259c4b59e",
"parentId": "8005",
"isLeaf": true,
"molecule": {
"id": "sa_2eb17618cc81cca259c4b59e",
"inchikey": "UMKSAURFQFUULT-UHFFFAOYSA-N",
"smiles": "COc1ccc(N)c(C(=O)O)c1"
},
"smiles": "COc1ccc(N)c(C(=O)O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "8009",
"routeId": "sa_d428bd83645fe88eff56ccbc",
"moleculeId": "sa_2f8d3ee7517e7ddeb1269628",
"parentId": "8003",
"isLeaf": true,
"molecule": {
"id": "sa_2f8d3ee7517e7ddeb1269628",
"inchikey": "WQMAANNAZKNUDL-UHFFFAOYSA-N",
"smiles": "CN(C)CCCl"
},
"smiles": "CN(C)CCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}