Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(NCC(O)CN1CCc2ccccc2C1)c1cccc(N2CCOCC2)c1
InChiKey
CJFKUQWMTAQSRS-UHFFFAOYSA-N
Route Signature
b6c72b50f541f225af118ba58a777a2a0470c7e2ee4b8fc4d10222ef482706b3
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_6dc091255f2f241ab9c44eac",
"signature": "b6c72b50f541f225af118ba58a777a2a0470c7e2ee4b8fc4d10222ef482706b3",
"contentHash": "7b2fd3b797b3d4eba3b1966b645e5fe4a11e972cd4d2995a70c95d44a926568b",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_45553524e0d16ab8668df4f5",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07852",
"moleculeId": "sa_8704b95263b043b0f6c0c75c",
"smiles": "O=C(NCC(O)CN1CCc2ccccc2C1)c1cccc(N2CCOCC2)c1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8704b95263b043b0f6c0c75c",
"inchikey": "CJFKUQWMTAQSRS-UHFFFAOYSA-N",
"smiles": "O=C(NCC(O)CN1CCc2ccccc2C1)c1cccc(N2CCOCC2)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16283",
"routeId": "sa_6dc091255f2f241ab9c44eac",
"moleculeId": "sa_8704b95263b043b0f6c0c75c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8704b95263b043b0f6c0c75c",
"inchikey": "CJFKUQWMTAQSRS-UHFFFAOYSA-N",
"smiles": "O=C(NCC(O)CN1CCc2ccccc2C1)c1cccc(N2CCOCC2)c1"
},
"smiles": "O=C(NCC(O)CN1CCc2ccccc2C1)c1cccc(N2CCOCC2)c1",
"reactionStepId": "sa_ec0873a7667de5a82fab3c8c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150252031A1;0287;1749269\",\"rsmi\":\"Br[c:20]1[cH:19][c:18]([C:2](=[O:1])[NH:3][CH2:4][CH:5]([OH:6])[CH2:7][N:8]2[CH2:9][CH2:10][c:11]3[cH:12][cH:13][cH:14][cH:15][c:16]3[CH2:17]2)[cH:29][cH:28][cH:27]1.[NH:21]1[CH2:22][CH2:23][O:24][CH2:25][CH2:26]1>CC(C)(C)O.Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[O:1]=[C:2]([NH:3][CH2:4][CH:5]([OH:6])[CH2:7][N:8]1[CH2:9][CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]2[CH2:17]1)[c:18]1[cH:19][c:20]([N:21]2[CH2:22][CH2:23][O:24][CH2:25][CH2:26]2)[cH:27][cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"Br[c:20]1[cH:19][c:18]([C:2](=[O:1])[NH:3][CH2:4][CH:5]([OH:6])[CH2:7][N:8]2[CH2:9][CH2:10][c:11]3[cH:12][cH:13][cH:14][cH:15][c:16]3[CH2:17]2)[cH:29][cH:28][cH:27]1.[NH:21]1[CH2:22][CH2:23][O:24][CH2:25][CH2:26]1>CC(C)(C)O.Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[O:1]=[C:2]([NH:3][CH2:4][CH:5]([OH:6])[CH2:7][N:8]1[CH2:9][CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]2[CH2:17]1)[c:18]1[cH:19][c:20]([N:21]2[CH2:22][CH2:23][O:24][CH2:25][CH2:26]2)[cH:27][cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_ec0873a7667de5a82fab3c8c",
"reactionHash": "61432c4d6939a6d4641146eb7ca023834ff28511aca18242e4fce5a041eeda1d"
},
"children": [
{
"id": "16284",
"routeId": "sa_6dc091255f2f241ab9c44eac",
"moleculeId": "sa_6dc34826d9f43e8ee5fd2d45",
"parentId": "16283",
"isLeaf": false,
"molecule": {
"id": "sa_6dc34826d9f43e8ee5fd2d45",
"inchikey": "LSOOKFPZQZUAIG-UHFFFAOYSA-N",
"smiles": "O=C(NCC(O)CN1CCc2ccccc2C1)c1cccc(Br)c1"
},
"smiles": "O=C(NCC(O)CN1CCc2ccccc2C1)c1cccc(Br)c1",
"reactionStepId": "sa_32941b899da4dfd6a4f90725",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150252031A1;0285;1749268\",\"rsmi\":\"O[C:2](=[O:1])[c:18]1[cH:19][c:20]([Br:21])[cH:22][cH:23][cH:24]1.[NH2:3][CH2:4][CH:5]([OH:6])[CH2:7][N:8]1[CH2:9][CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]2[CH2:17]1>CCN(CC)CC.CCN=C=NCCCN(C)C.ClCCl.O.On1nnc2ccccc21>[O:1]=[C:2]([NH:3][CH2:4][CH:5]([OH:6])[CH2:7][N:8]1[CH2:9][CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]2[CH2:17]1)[c:18]1[cH:19][c:20]([Br:21])[cH:22][cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:18]1[cH:19][c:20]([Br:21])[cH:22][cH:23][cH:24]1.[NH2:3][CH2:4][CH:5]([OH:6])[CH2:7][N:8]1[CH2:9][CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]2[CH2:17]1>CCN(CC)CC.CCN=C=NCCCN(C)C.ClCCl.O.On1nnc2ccccc21>[O:1]=[C:2]([NH:3][CH2:4][CH:5]([OH:6])[CH2:7][N:8]1[CH2:9][CH2:10][c:11]2[cH:12][cH:13][cH:14][cH:15][c:16]2[CH2:17]1)[c:18]1[cH:19][c:20]([Br:21])[cH:22][cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_32941b899da4dfd6a4f90725",
"reactionHash": "7249b567d197d138500f379028a83f465c60d11ab9365949f7d060ebf31f30d9"
},
"children": [
{
"id": "16285",
"routeId": "sa_6dc091255f2f241ab9c44eac",
"moleculeId": "sa_9ba14974a9a662b284a2613d",
"parentId": "16284",
"isLeaf": false,
"molecule": {
"id": "sa_9ba14974a9a662b284a2613d",
"inchikey": "BYWDGTKESWRSML-UHFFFAOYSA-N",
"smiles": "NCC(O)CN1CCc2ccccc2C1"
},
"smiles": "NCC(O)CN1CCc2ccccc2C1",
"reactionStepId": "sa_bc51c4e61278cc54b5bdc2b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150252031A1;0386;1749308\",\"rsmi\":\"[CH2:2]1[CH:3]([CH2:5][N:6]2[CH2:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][c:14]3[CH2:15]2)[O:4]1.[NH3:1]>CCO>[NH2:1][CH2:2][CH:3]([OH:4])[CH2:5][N:6]1[CH2:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[CH2:15]1\"},\"mapped_reaction_smiles\":\"[CH2:2]1[CH:3]([CH2:5][N:6]2[CH2:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][c:14]3[CH2:15]2)[O:4]1.[NH3:1]>CCO>[NH2:1][CH2:2][CH:3]([OH:4])[CH2:5][N:6]1[CH2:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[CH2:15]1\"}",
"reactionStep": {
"id": "sa_bc51c4e61278cc54b5bdc2b9",
"reactionHash": "4d5d76842856a005936db531ed5f6c6ea628f5fa3ebed7fde0c150a722507f4b"
},
"children": [
{
"id": "16286",
"routeId": "sa_6dc091255f2f241ab9c44eac",
"moleculeId": "sa_10168cfbb03a1050daed4302",
"parentId": "16285",
"isLeaf": true,
"molecule": {
"id": "sa_10168cfbb03a1050daed4302",
"inchikey": "OBDIDGKANKNXDV-UHFFFAOYSA-N",
"smiles": "c1ccc2c(c1)CCN(CC1CO1)C2"
},
"smiles": "c1ccc2c(c1)CCN(CC1CO1)C2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16287",
"routeId": "sa_6dc091255f2f241ab9c44eac",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "16285",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16288",
"routeId": "sa_6dc091255f2f241ab9c44eac",
"moleculeId": "sa_0b6587bd19ba05a6865bd6ce",
"parentId": "16284",
"isLeaf": true,
"molecule": {
"id": "sa_0b6587bd19ba05a6865bd6ce",
"inchikey": "VOIZNVUXCQLQHS-UHFFFAOYSA-N",
"smiles": "O=C(O)c1cccc(Br)c1"
},
"smiles": "O=C(O)c1cccc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "16289",
"routeId": "sa_6dc091255f2f241ab9c44eac",
"moleculeId": "sa_39d71c291f7fdf13918cc969",
"parentId": "16283",
"isLeaf": true,
"molecule": {
"id": "sa_39d71c291f7fdf13918cc969",
"inchikey": "YNAVUWVOSKDBBP-UHFFFAOYSA-N",
"smiles": "C1COCCN1"
},
"smiles": "C1COCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}