Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)N1CCC(CN2CCC(CN)CC2)CC1
InChiKey
ANDJYVHXNFFOJE-UHFFFAOYSA-N
Route Signature
5744cf034456ea3af5bda631287a636631c85d354d414ac1081a0d53813ad39b
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_be3e53f4732fcc733607e42e",
"signature": "5744cf034456ea3af5bda631287a636631c85d354d414ac1081a0d53813ad39b",
"contentHash": "efb3ccbe076316fe32e943c35b47cf3ffc418a8678a7275e19b5e2befde26dfa",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_c57c3e4e2ef8261510363a8a",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03973",
"moleculeId": "sa_6e9ac6c9fc2eb40bebf79d04",
"smiles": "COC(=O)N1CCC(CN2CCC(CN)CC2)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_6e9ac6c9fc2eb40bebf79d04",
"inchikey": "ANDJYVHXNFFOJE-UHFFFAOYSA-N",
"smiles": "COC(=O)N1CCC(CN2CCC(CN)CC2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "7082",
"routeId": "sa_be3e53f4732fcc733607e42e",
"moleculeId": "sa_6e9ac6c9fc2eb40bebf79d04",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6e9ac6c9fc2eb40bebf79d04",
"inchikey": "ANDJYVHXNFFOJE-UHFFFAOYSA-N",
"smiles": "COC(=O)N1CCC(CN2CCC(CN)CC2)CC1"
},
"smiles": "COC(=O)N1CCC(CN2CCC(CN)CC2)CC1",
"reactionStepId": "sa_4342f62647bbd5783cffc1ce",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150183761A1;0223;1715463\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:15][CH2:14][CH:13]1[CH2:12][CH2:11][N:10]([CH2:9][CH:8]2[CH2:7][CH2:6][N:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:19][CH2:18]2)[CH2:17][CH2:16]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][CH:8]([CH2:9][N:10]2[CH2:11][CH2:12][CH:13]([CH2:14][NH2:15])[CH2:16][CH2:17]2)[CH2:18][CH2:19]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:15][CH2:14][CH:13]1[CH2:12][CH2:11][N:10]([CH2:9][CH:8]2[CH2:7][CH2:6][N:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:19][CH2:18]2)[CH2:17][CH2:16]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][CH:8]([CH2:9][N:10]2[CH2:11][CH2:12][CH:13]([CH2:14][NH2:15])[CH2:16][CH2:17]2)[CH2:18][CH2:19]1\"}",
"reactionStep": {
"id": "sa_4342f62647bbd5783cffc1ce",
"reactionHash": "cd756478431ff08cb7539cf47f4d1afcbca9f8d19567abc58d984066d1017072"
},
"children": [
{
"id": "7083",
"routeId": "sa_be3e53f4732fcc733607e42e",
"moleculeId": "sa_a253e0b29f8e057684052ea1",
"parentId": "7082",
"isLeaf": false,
"molecule": {
"id": "sa_a253e0b29f8e057684052ea1",
"inchikey": "YYPITLFLCABILG-UHFFFAOYSA-N",
"smiles": "COC(=O)N1CCC(CN2CCC(CNC(=O)OC(C)(C)C)CC2)CC1"
},
"smiles": "COC(=O)N1CCC(CN2CCC(CNC(=O)OC(C)(C)C)CC2)CC1",
"reactionStepId": "sa_28ca7789b309d4878d0c9a27",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150183761A1;0222;1715462\",\"rsmi\":\"O=[CH:9][CH:8]1[CH2:7][CH2:6][N:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:26][CH2:25]1.[NH:10]1[CH2:11][CH2:12][CH:13]([CH2:14][NH:15][C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[CH2:23][CH2:24]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.[Na+]>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][CH:8]([CH2:9][N:10]2[CH2:11][CH2:12][CH:13]([CH2:14][NH:15][C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[CH2:23][CH2:24]2)[CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"O=[CH:9][CH:8]1[CH2:7][CH2:6][N:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:26][CH2:25]1.[NH:10]1[CH2:11][CH2:12][CH:13]([CH2:14][NH:15][C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[CH2:23][CH2:24]1>CC(=O)O.CC(=O)OB(OC(C)=O)OC(C)=O.ClCCl.[Na+]>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][CH:8]([CH2:9][N:10]2[CH2:11][CH2:12][CH:13]([CH2:14][NH:15][C:16](=[O:17])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[CH2:23][CH2:24]2)[CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_28ca7789b309d4878d0c9a27",
"reactionHash": "7280f240bcf6655baa737e4be7005d8d9a55763fb5811d9704abe23d15732bc9"
},
"children": [
{
"id": "7084",
"routeId": "sa_be3e53f4732fcc733607e42e",
"moleculeId": "sa_e59aba7fdcad668b624ea909",
"parentId": "7083",
"isLeaf": false,
"molecule": {
"id": "sa_e59aba7fdcad668b624ea909",
"inchikey": "CRPZGXDAOCLHPF-UHFFFAOYSA-N",
"smiles": "COC(=O)N1CCC(C=O)CC1"
},
"smiles": "COC(=O)N1CCC(C=O)CC1",
"reactionStepId": "sa_b330f905b3f48c44f3cec417",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150183761A1;0246;1715471\",\"rsmi\":\"[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][CH:8]([CH2:9][OH:10])[CH2:11][CH2:12]1>CCN(CC)CC.CS(C)=O.ClCCl.O=C(Cl)C(=O)Cl>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][CH:8]([CH:9]=[O:10])[CH2:11][CH2:12]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][CH:8]([CH2:9][OH:10])[CH2:11][CH2:12]1>CCN(CC)CC.CS(C)=O.ClCCl.O=C(Cl)C(=O)Cl>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][CH:8]([CH:9]=[O:10])[CH2:11][CH2:12]1\"}",
"reactionStep": {
"id": "sa_b330f905b3f48c44f3cec417",
"reactionHash": "656284bab6c0dbccdafd2fda81e44048b132f919427ec65418f0664b650759be"
},
"children": [
{
"id": "7085",
"routeId": "sa_be3e53f4732fcc733607e42e",
"moleculeId": "sa_7dd6d9114781747b1906c304",
"parentId": "7084",
"isLeaf": false,
"molecule": {
"id": "sa_7dd6d9114781747b1906c304",
"inchikey": "XITRBDLPZVGVDX-UHFFFAOYSA-N",
"smiles": "COC(=O)N1CCC(CO)CC1"
},
"smiles": "COC(=O)N1CCC(CO)CC1",
"reactionStepId": "sa_52e8b2ba4890006c596576ba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150183761A1;0245;1715470\",\"rsmi\":\"Cl[C:3]([O:2][CH3:1])=[O:4].[NH:5]1[CH2:6][CH2:7][CH:8]([CH2:9][OH:10])[CH2:11][CH2:12]1>Cl.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][CH:8]([CH2:9][OH:10])[CH2:11][CH2:12]1\"},\"mapped_reaction_smiles\":\"Cl[C:3]([O:2][CH3:1])=[O:4].[NH:5]1[CH2:6][CH2:7][CH:8]([CH2:9][OH:10])[CH2:11][CH2:12]1>Cl.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][CH:8]([CH2:9][OH:10])[CH2:11][CH2:12]1\"}",
"reactionStep": {
"id": "sa_52e8b2ba4890006c596576ba",
"reactionHash": "5f5117e816dfa5202789893841d6c6d147de7fb49baa7347eb2ee0a41ac2fc0c"
},
"children": [
{
"id": "7086",
"routeId": "sa_be3e53f4732fcc733607e42e",
"moleculeId": "sa_534c8204021b4413d5e7ed9b",
"parentId": "7085",
"isLeaf": true,
"molecule": {
"id": "sa_534c8204021b4413d5e7ed9b",
"inchikey": "XBXHCBLBYQEYTI-UHFFFAOYSA-N",
"smiles": "OCC1CCNCC1"
},
"smiles": "OCC1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7087",
"routeId": "sa_be3e53f4732fcc733607e42e",
"moleculeId": "sa_786c6159be77bb31e43bff8a",
"parentId": "7085",
"isLeaf": true,
"molecule": {
"id": "sa_786c6159be77bb31e43bff8a",
"inchikey": "XMJHPCRAQCTCFT-UHFFFAOYSA-N",
"smiles": "COC(=O)Cl"
},
"smiles": "COC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "7088",
"routeId": "sa_be3e53f4732fcc733607e42e",
"moleculeId": "sa_a63ac88e1d725e2c0bf01194",
"parentId": "7083",
"isLeaf": true,
"molecule": {
"id": "sa_a63ac88e1d725e2c0bf01194",
"inchikey": "VHYXAWLOJGIJPC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)NCC1CCNCC1"
},
"smiles": "CC(C)(C)OC(=O)NCC1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}