Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCCCCCOC1CCN(c2ccc(-c3nnc(N)s3)cc2)CC1
InChiKey
AGNKKCSUPBFRON-UHFFFAOYSA-N
Route Signature
ef1403264049d5993f6f9587468dfc0ae4392a2f5ad28818f3d23963d70bcbcc
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_113574b3d5986c98caf20ad4",
"signature": "ef1403264049d5993f6f9587468dfc0ae4392a2f5ad28818f3d23963d70bcbcc",
"contentHash": "0df22a653a82fb4b6676d5a1e33001c13047a7c4e068e2db7f0202730a712534",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_fefe9e10a01013c0c8971e49",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00377",
"moleculeId": "sa_578f8409902b49bf61acfcb9",
"smiles": "COCCCCCOC1CCN(c2ccc(-c3nnc(N)s3)cc2)CC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_578f8409902b49bf61acfcb9",
"inchikey": "AGNKKCSUPBFRON-UHFFFAOYSA-N",
"smiles": "COCCCCCOC1CCN(c2ccc(-c3nnc(N)s3)cc2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4172",
"routeId": "sa_113574b3d5986c98caf20ad4",
"moleculeId": "sa_578f8409902b49bf61acfcb9",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_578f8409902b49bf61acfcb9",
"inchikey": "AGNKKCSUPBFRON-UHFFFAOYSA-N",
"smiles": "COCCCCCOC1CCN(c2ccc(-c3nnc(N)s3)cc2)CC1"
},
"smiles": "COCCCCCOC1CCN(c2ccc(-c3nnc(N)s3)cc2)CC1",
"reactionStepId": "sa_f8e52ebbdaa0a97b9d7a2327",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030083238A1;0308;71098\",\"rsmi\":\"N#[C:17][c:16]1[cH:15][cH:14][c:13]([N:12]2[CH2:11][CH2:10][CH:9]([O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[CH2:26][CH2:25]2)[cH:24][cH:23]1.[NH2:18][NH:19][C:20]([NH2:21])=[S:22]>C1CCOC1.CCOC(C)=O.CO.Cc1ccccc1.O.O=C(O)C(F)(F)F.[Na+].O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][N:12]([c:13]2[cH:14][cH:15][c:16](-[c:17]3[n:18][n:19][c:20]([NH2:21])[s:22]3)[cH:23][cH:24]2)[CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"N#[C:17][c:16]1[cH:15][cH:14][c:13]([N:12]2[CH2:11][CH2:10][CH:9]([O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[CH2:26][CH2:25]2)[cH:24][cH:23]1.[NH2:18][NH:19][C:20]([NH2:21])=[S:22]>C1CCOC1.CCOC(C)=O.CO.Cc1ccccc1.O.O=C(O)C(F)(F)F.[Na+].O>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][N:12]([c:13]2[cH:14][cH:15][c:16](-[c:17]3[n:18][n:19][c:20]([NH2:21])[s:22]3)[cH:23][cH:24]2)[CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_f8e52ebbdaa0a97b9d7a2327",
"reactionHash": "59310d387565b90959b806cc5224050a9e8aa1bfae1b6029910a619ad253e066"
},
"children": [
{
"id": "4173",
"routeId": "sa_113574b3d5986c98caf20ad4",
"moleculeId": "sa_2a4638dd717f5bed61a6ea5e",
"parentId": "4172",
"isLeaf": true,
"molecule": {
"id": "sa_2a4638dd717f5bed61a6ea5e",
"inchikey": "BRWIZMBXBAOCCF-UHFFFAOYSA-N",
"smiles": "N=C(S)NN"
},
"smiles": "NNC(N)=S",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4174",
"routeId": "sa_113574b3d5986c98caf20ad4",
"moleculeId": "sa_b97268263e34c4257cde9444",
"parentId": "4172",
"isLeaf": false,
"molecule": {
"id": "sa_b97268263e34c4257cde9444",
"inchikey": "OIMXGPFFNLECBS-UHFFFAOYSA-N",
"smiles": "COCCCCCOC1CCN(c2ccc(C#N)cc2)CC1"
},
"smiles": "COCCCCCOC1CCN(c2ccc(C#N)cc2)CC1",
"reactionStepId": "sa_b8b139efd10e9e65b0be2cba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030083238A1;0304;71097\",\"rsmi\":\"F[c:13]1[cH:14][cH:15][c:16]([C:17]#[N:18])[cH:19][cH:20]1.[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][NH:12][CH2:21][CH2:22]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][N:12]([c:13]2[cH:14][cH:15][c:16]([C:17]#[N:18])[cH:19][cH:20]2)[CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"F[c:13]1[cH:14][cH:15][c:16]([C:17]#[N:18])[cH:19][cH:20]1.[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][NH:12][CH2:21][CH2:22]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][N:12]([c:13]2[cH:14][cH:15][c:16]([C:17]#[N:18])[cH:19][cH:20]2)[CH2:21][CH2:22]1\"}",
"reactionStep": {
"id": "sa_b8b139efd10e9e65b0be2cba",
"reactionHash": "1543253f1723fd1109d9343389293b491e26912945934f1c73b26dab309faa46"
},
"children": [
{
"id": "4175",
"routeId": "sa_113574b3d5986c98caf20ad4",
"moleculeId": "sa_0f160c25f1d741c1db2920b6",
"parentId": "4174",
"isLeaf": true,
"molecule": {
"id": "sa_0f160c25f1d741c1db2920b6",
"inchikey": "AEKVBBNGWBBYLL-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(F)cc1"
},
"smiles": "N#Cc1ccc(F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4176",
"routeId": "sa_113574b3d5986c98caf20ad4",
"moleculeId": "sa_86966b2c057bb02237900d65",
"parentId": "4174",
"isLeaf": false,
"molecule": {
"id": "sa_86966b2c057bb02237900d65",
"inchikey": "JJBHCINKQKOGBT-UHFFFAOYSA-N",
"smiles": "COCCCCCOC1CCNCC1"
},
"smiles": "COCCCCCOC1CCNCC1",
"reactionStepId": "sa_4499090ecdfa5409b9ebeba3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030083238A1;0300;71096\",\"rsmi\":\"CC(C)(C)OC(=O)[N:12]1[CH2:11][CH2:10][CH:9]([O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[CH2:14][CH2:13]1>CCOC(C)=O.CCOC(C)=O.Cl>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:12]1[CH2:11][CH2:10][CH:9]([O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[CH2:14][CH2:13]1>CCOC(C)=O.CCOC(C)=O.Cl>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]1\"}",
"reactionStep": {
"id": "sa_4499090ecdfa5409b9ebeba3",
"reactionHash": "ae5f036c48c09574f49b3ab0790def12e7c62172a4d59cf5967bc376d7f47483"
},
"children": [
{
"id": "4177",
"routeId": "sa_113574b3d5986c98caf20ad4",
"moleculeId": "sa_3595ea30f2a143c689e825d9",
"parentId": "4176",
"isLeaf": false,
"molecule": {
"id": "sa_3595ea30f2a143c689e825d9",
"inchikey": "HEWMOCKMUTXWDI-UHFFFAOYSA-N",
"smiles": "COCCCCCOC1CCN(C(=O)OC(C)(C)C)CC1"
},
"smiles": "COCCCCCOC1CCN(C(=O)OC(C)(C)C)CC1",
"reactionStepId": "sa_86c144251d1fcd4c7542e9fa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030083238A1;0296;71095\",\"rsmi\":\"Br[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][N:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20][CH2:21]1.[CH3:1][OH:2]>CO.CO.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][N:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"Br[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][N:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20][CH2:21]1.[CH3:1][OH:2]>CO.CO.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH:9]1[CH2:10][CH2:11][N:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_86c144251d1fcd4c7542e9fa",
"reactionHash": "dfe414d2e7594c3a748510236e39c14c94e104fe271442ca80631b269cb1ce44"
},
"children": [
{
"id": "4178",
"routeId": "sa_113574b3d5986c98caf20ad4",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "4177",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4179",
"routeId": "sa_113574b3d5986c98caf20ad4",
"moleculeId": "sa_aaf8cb4c582406074e6a73fe",
"parentId": "4177",
"isLeaf": false,
"molecule": {
"id": "sa_aaf8cb4c582406074e6a73fe",
"inchikey": "QFEKOOAYOMNKTO-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(OCCCCCBr)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(OCCCCCBr)CC1",
"reactionStepId": "sa_3072aeac3a716f23fa910878",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030083238A1;0292;71094\",\"rsmi\":\"Br[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][Br:18].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH2:19][CH2:20]1>CN(C)C=O.O.[HH].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][Br:18])[CH2:19][CH2:20]1\"},\"mapped_reaction_smiles\":\"Br[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][Br:18].[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([OH:12])[CH2:19][CH2:20]1>CN(C)C=O.O.[HH].[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][Br:18])[CH2:19][CH2:20]1\"}",
"reactionStep": {
"id": "sa_3072aeac3a716f23fa910878",
"reactionHash": "7839c653b41d8d89e5a93b8a5ec55a65b1db376b4fcb5b0b74edfd7423dad95a"
},
"children": [
{
"id": "4180",
"routeId": "sa_113574b3d5986c98caf20ad4",
"moleculeId": "sa_f5e3b299bf4ec6dd3b0f2470",
"parentId": "4179",
"isLeaf": true,
"molecule": {
"id": "sa_f5e3b299bf4ec6dd3b0f2470",
"inchikey": "IBODDUNKEPPBKW-UHFFFAOYSA-N",
"smiles": "BrCCCCCBr"
},
"smiles": "BrCCCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4181",
"routeId": "sa_113574b3d5986c98caf20ad4",
"moleculeId": "sa_08f912c37482cb09c1da49c0",
"parentId": "4179",
"isLeaf": true,
"molecule": {
"id": "sa_08f912c37482cb09c1da49c0",
"inchikey": "PWQLFIKTGRINFF-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCC(O)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCC(O)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
}