Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
c1ccc(-c2nc(-c3ccc(-c4nc5ccccc5[nH]4)cc3)no2)cc1
InChiKey
DEXXEBTTYKHCES-UHFFFAOYSA-N
Route Signature
a39bea89ff803ea1ead9b59e608f3fb2db2347f5b1f178c412ad231c2fd42309
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_f9b2d742452656e6b6d82fc1",
"signature": "a39bea89ff803ea1ead9b59e608f3fb2db2347f5b1f178c412ad231c2fd42309",
"contentHash": "57898c1ef0f47e4dc55a0368033f3b7f7a401c717fffc0ca3994322c8f637724",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_a278c8157f15e82c54e96fec",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-07050",
"moleculeId": "sa_debf199954c4ed92f6a7f749",
"smiles": "c1ccc(-c2nc(-c3ccc(-c4nc5ccccc5[nH]4)cc3)no2)cc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_debf199954c4ed92f6a7f749",
"inchikey": "DEXXEBTTYKHCES-UHFFFAOYSA-N",
"smiles": "c1ccc(-c2nc(-c3ccc(-c4nc5ccccc5[nH]4)cc3)no2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16090",
"routeId": "sa_f9b2d742452656e6b6d82fc1",
"moleculeId": "sa_debf199954c4ed92f6a7f749",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_debf199954c4ed92f6a7f749",
"inchikey": "DEXXEBTTYKHCES-UHFFFAOYSA-N",
"smiles": "c1ccc(-c2nc(-c3ccc(-c4nc5ccccc5[nH]4)cc3)no2)cc1"
},
"smiles": "c1ccc(-c2nc(-c3ccc(-c4nc5ccccc5[nH]4)cc3)no2)cc1",
"reactionStepId": "sa_511c3069303e9ec2221925a5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160002214A1;0032;1812732\",\"rsmi\":\"O=[C:5](O)[c:4]1[cH:3][cH:2][cH:1][cH:26][cH:25]1.[NH2:6]/[C:7]([c:8]1[cH:9][cH:10][c:11](-[c:12]2[n:13][c:14]3[c:15]([cH:16][cH:17][cH:18][cH:19]3)[nH:20]2)[cH:21][cH:22]1)=[N:23]\\\\[OH:24]>CN(C)C=O.O=C(c1ncc[nH]1)c1ncc[nH]1>[cH:1]1[cH:2][cH:3][c:4](-[c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][c:11](-[c:12]4[n:13][c:14]5[c:15]([cH:16][cH:17][cH:18][cH:19]5)[nH:20]4)[cH:21][cH:22]3)[n:23][o:24]2)[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"O=[C:5](O)[c:4]1[cH:3][cH:2][cH:1][cH:26][cH:25]1.[NH2:6]/[C:7]([c:8]1[cH:9][cH:10][c:11](-[c:12]2[n:13][c:14]3[c:15]([cH:16][cH:17][cH:18][cH:19]3)[nH:20]2)[cH:21][cH:22]1)=[N:23]\\\\[OH:24]>CN(C)C=O.O=C(c1ncc[nH]1)c1ncc[nH]1>[cH:1]1[cH:2][cH:3][c:4](-[c:5]2[n:6][c:7](-[c:8]3[cH:9][cH:10][c:11](-[c:12]4[n:13][c:14]5[c:15]([cH:16][cH:17][cH:18][cH:19]5)[nH:20]4)[cH:21][cH:22]3)[n:23][o:24]2)[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_511c3069303e9ec2221925a5",
"reactionHash": "93e0b519bd6ffe191c565e2dad2f66735a1958482738f2ce3e32c1949fae4de1"
},
"children": [
{
"id": "16091",
"routeId": "sa_f9b2d742452656e6b6d82fc1",
"moleculeId": "sa_0a2b7a75681b72896e650fff",
"parentId": "16090",
"isLeaf": false,
"molecule": {
"id": "sa_0a2b7a75681b72896e650fff",
"inchikey": "QFWOEQUMUPOATC-UHFFFAOYSA-N",
"smiles": "N/C(=N\\O)c1ccc(-c2nc3ccccc3[nH]2)cc1"
},
"smiles": "N/C(=N\\O)c1ccc(-c2nc3ccccc3[nH]2)cc1",
"reactionStepId": "sa_9e420d9b8e132dba7be8a2f0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160002214A1;0031;1812731\",\"rsmi\":\"[N:1]#[C:2][c:5]1[cH:6][cH:7][c:8](-[c:9]2[n:10][c:11]3[c:12]([cH:13][cH:14][cH:15][cH:16]3)[nH:17]2)[cH:18][cH:19]1.[NH2:3][OH:4]>CCO.Cl.Cl.O.[Na+].O>[NH2:1]/[C:2](=[N:3]\\\\[OH:4])[c:5]1[cH:6][cH:7][c:8](-[c:9]2[n:10][c:11]3[c:12]([cH:13][cH:14][cH:15][cH:16]3)[nH:17]2)[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"[N:1]#[C:2][c:5]1[cH:6][cH:7][c:8](-[c:9]2[n:10][c:11]3[c:12]([cH:13][cH:14][cH:15][cH:16]3)[nH:17]2)[cH:18][cH:19]1.[NH2:3][OH:4]>CCO.Cl.Cl.O.[Na+].O>[NH2:1]/[C:2](=[N:3]\\\\[OH:4])[c:5]1[cH:6][cH:7][c:8](-[c:9]2[n:10][c:11]3[c:12]([cH:13][cH:14][cH:15][cH:16]3)[nH:17]2)[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_9e420d9b8e132dba7be8a2f0",
"reactionHash": "cfe801ddf6ee010e6e1bf0c259e2a0ac0be67dc5bcce218557589e9532d94cf9"
},
"children": [
{
"id": "16092",
"routeId": "sa_f9b2d742452656e6b6d82fc1",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "16091",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16093",
"routeId": "sa_f9b2d742452656e6b6d82fc1",
"moleculeId": "sa_28542efae669810a0a6c1317",
"parentId": "16091",
"isLeaf": false,
"molecule": {
"id": "sa_28542efae669810a0a6c1317",
"inchikey": "INIBMZLOCLDDMA-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(-c2nc3ccccc3[nH]2)cc1"
},
"smiles": "N#Cc1ccc(-c2nc3ccccc3[nH]2)cc1",
"reactionStepId": "sa_f7999a725edbfac45f1c0139",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160002214A1;0030;1812730\",\"rsmi\":\"O=[CH:7][c:6]1[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:17][cH:16]1.[NH2:8][c:9]1[c:10]([NH2:15])[cH:11][cH:12][cH:13][cH:14]1>CCO.O>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[nH:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"O=[CH:7][c:6]1[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:17][cH:16]1.[NH2:8][c:9]1[c:10]([NH2:15])[cH:11][cH:12][cH:13][cH:14]1>CCO.O>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6](-[c:7]2[n:8][c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[nH:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_f7999a725edbfac45f1c0139",
"reactionHash": "db2dfc851d1c8bf1e5ba88d15d364deb983d88aa474f995b3e4e363947d184a7"
},
"children": [
{
"id": "16094",
"routeId": "sa_f9b2d742452656e6b6d82fc1",
"moleculeId": "sa_590b79706b6449cb6aa7cc36",
"parentId": "16093",
"isLeaf": true,
"molecule": {
"id": "sa_590b79706b6449cb6aa7cc36",
"inchikey": "GEYOCULIXLDCMW-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1N"
},
"smiles": "Nc1ccccc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16095",
"routeId": "sa_f9b2d742452656e6b6d82fc1",
"moleculeId": "sa_2d734447e65628ee1ed7a025",
"parentId": "16093",
"isLeaf": true,
"molecule": {
"id": "sa_2d734447e65628ee1ed7a025",
"inchikey": "WZWIQYMTQZCSKI-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(C=O)cc1"
},
"smiles": "N#Cc1ccc(C=O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "16096",
"routeId": "sa_f9b2d742452656e6b6d82fc1",
"moleculeId": "sa_a593b12b39830300f29cbb4c",
"parentId": "16090",
"isLeaf": true,
"molecule": {
"id": "sa_a593b12b39830300f29cbb4c",
"inchikey": "WPYMKLBDIGXBTP-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccccc1"
},
"smiles": "O=C(O)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}