Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(C=Cc1cccc(S(=O)(=O)Nc2ccc3ccccc3c2)c1)NO
InChiKey
BKKMZZVBIRDWTI-UHFFFAOYSA-N
Route Signature
eab3e3c06457b0337983e25299734df097c7d57d7fb9a5926c68cbd88ac36cba
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_15f6634787b887998c5b3aeb",
"signature": "eab3e3c06457b0337983e25299734df097c7d57d7fb9a5926c68cbd88ac36cba",
"contentHash": "ac59e042e017c46bb88bda86732f6f8d8f756940d66d78601ab5b5f39f6b2a4c",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_d252b71aef39f99a47aee8f1",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02108",
"moleculeId": "sa_1e158281560e5eb1d9b3a1f2",
"smiles": "O=C(C=Cc1cccc(S(=O)(=O)Nc2ccc3ccccc3c2)c1)NO",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_1e158281560e5eb1d9b3a1f2",
"inchikey": "BKKMZZVBIRDWTI-UHFFFAOYSA-N",
"smiles": "O=C(C=Cc1cccc(S(=O)(=O)Nc2ccc3ccccc3c2)c1)NO"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14639",
"routeId": "sa_15f6634787b887998c5b3aeb",
"moleculeId": "sa_1e158281560e5eb1d9b3a1f2",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_1e158281560e5eb1d9b3a1f2",
"inchikey": "BKKMZZVBIRDWTI-UHFFFAOYSA-N",
"smiles": "O=C(C=Cc1cccc(S(=O)(=O)Nc2ccc3ccccc3c2)c1)NO"
},
"smiles": "O=C(C=Cc1cccc(S(=O)(=O)Nc2ccc3ccccc3c2)c1)NO",
"reactionStepId": "sa_01daab22029f4eb62e6f1e1d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080161401A1;1100;587950\",\"rsmi\":\"Cl[C:2](=[O:1])[CH:3]=[CH:4][c:5]1[cH:6][c:7]([S:8](=[O:9])(=[O:10])[NH:11][c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[cH:20][cH:21]2)[cH:22][cH:23][cH:24]1.[NH2:25][OH:26]>C1CCOC1.Cl.O=C(O)O.[Na+]>[O:1]=[C:2]([CH:3]=[CH:4][c:5]1[cH:6][c:7]([S:8](=[O:9])(=[O:10])[NH:11][c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[cH:20][cH:21]2)[cH:22][cH:23][cH:24]1)[NH:25][OH:26]\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[CH:3]=[CH:4][c:5]1[cH:6][c:7]([S:8](=[O:9])(=[O:10])[NH:11][c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[cH:20][cH:21]2)[cH:22][cH:23][cH:24]1.[NH2:25][OH:26]>C1CCOC1.Cl.O=C(O)O.[Na+]>[O:1]=[C:2]([CH:3]=[CH:4][c:5]1[cH:6][c:7]([S:8](=[O:9])(=[O:10])[NH:11][c:12]2[cH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[cH:20][cH:21]2)[cH:22][cH:23][cH:24]1)[NH:25][OH:26]\"}",
"reactionStep": {
"id": "sa_01daab22029f4eb62e6f1e1d",
"reactionHash": "0ad1e2e01b56c42cb6137023b7e7e4765b117f567147ed1399720839608a34fd"
},
"children": [
{
"id": "14640",
"routeId": "sa_15f6634787b887998c5b3aeb",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "14639",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14641",
"routeId": "sa_15f6634787b887998c5b3aeb",
"moleculeId": "sa_c0fc20ceed77a11bebfa1d2d",
"parentId": "14639",
"isLeaf": false,
"molecule": {
"id": "sa_c0fc20ceed77a11bebfa1d2d",
"inchikey": "BKBPPWCYPNRQPB-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C=Cc1cccc(S(=O)(=O)Nc2ccc3ccccc3c2)c1"
},
"smiles": "O=C(Cl)C=Cc1cccc(S(=O)(=O)Nc2ccc3ccccc3c2)c1",
"reactionStepId": "sa_442c546a2110893bcdb95393",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080161401A1;1098;587949\",\"rsmi\":\"ClC[Cl:3].O[C:2](=[O:1])[CH:4]=[CH:5][c:6]1[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[cH:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[cH:23][cH:24][cH:25]1>CN(C)C=O>[O:1]=[C:2]([Cl:3])[CH:4]=[CH:5][c:6]1[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[cH:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[cH:23][cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"ClC[Cl:3].O[C:2](=[O:1])[CH:4]=[CH:5][c:6]1[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[cH:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[cH:23][cH:24][cH:25]1>CN(C)C=O>[O:1]=[C:2]([Cl:3])[CH:4]=[CH:5][c:6]1[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[cH:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_442c546a2110893bcdb95393",
"reactionHash": "5ecd7de074f7da834af329db75470be448fc9e09f88d2e1c0bbc07f9f982f56b"
},
"children": [
{
"id": "14642",
"routeId": "sa_15f6634787b887998c5b3aeb",
"moleculeId": "sa_82ee62841dd6d07ae2e123e0",
"parentId": "14641",
"isLeaf": false,
"molecule": {
"id": "sa_82ee62841dd6d07ae2e123e0",
"inchikey": "HVNZVOXOWFYMPL-UHFFFAOYSA-N",
"smiles": "O=C(O)C=Cc1cccc(S(=O)(=O)Nc2ccc3ccccc3c2)c1"
},
"smiles": "O=C(O)C=Cc1cccc(S(=O)(=O)Nc2ccc3ccccc3c2)c1",
"reactionStepId": "sa_d40fbcf72898534c0034809a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080161401A1;1096;587948\",\"rsmi\":\"C[O:3][C:2](=[O:1])[CH:4]=[CH:5][c:6]1[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[cH:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[cH:23][cH:24][cH:25]1>CO>[O:1]=[C:2]([OH:3])[CH:4]=[CH:5][c:6]1[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[cH:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[cH:23][cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[CH:4]=[CH:5][c:6]1[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[cH:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[cH:23][cH:24][cH:25]1>CO>[O:1]=[C:2]([OH:3])[CH:4]=[CH:5][c:6]1[cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[cH:14][c:15]3[cH:16][cH:17][cH:18][cH:19][c:20]3[cH:21][cH:22]2)[cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_d40fbcf72898534c0034809a",
"reactionHash": "f6963596ad6548e10b1eed00e1b41fcc04bff2c4ebc2de8248cb9b7d44bd7367"
},
"children": [
{
"id": "14643",
"routeId": "sa_15f6634787b887998c5b3aeb",
"moleculeId": "sa_57915222c3d173819e3481d6",
"parentId": "14642",
"isLeaf": false,
"molecule": {
"id": "sa_57915222c3d173819e3481d6",
"inchikey": "VQWOIQLORXEPCZ-UHFFFAOYSA-N",
"smiles": "COC(=O)C=Cc1cccc(S(=O)(=O)Nc2ccc3ccccc3c2)c1"
},
"smiles": "COC(=O)C=Cc1cccc(S(=O)(=O)Nc2ccc3ccccc3c2)c1",
"reactionStepId": "sa_69a6fba8804f80dedc757e52",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080161401A1;1094;587947\",\"rsmi\":\"Cl[S:10]([c:9]1[cH:8][c:7]([CH:6]=[CH:5][C:3]([O:2][CH3:1])=[O:4])[cH:26][cH:25][cH:24]1)(=[O:11])=[O:12].[NH2:13][c:14]1[cH:15][c:16]2[cH:17][cH:18][cH:19][cH:20][c:21]2[cH:22][cH:23]1>C1COCCO1.O.O=C(O)O.[Na+]>[CH3:1][O:2][C:3](=[O:4])[CH:5]=[CH:6][c:7]1[cH:8][c:9]([S:10](=[O:11])(=[O:12])[NH:13][c:14]2[cH:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[cH:22][cH:23]2)[cH:24][cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Cl[S:10]([c:9]1[cH:8][c:7]([CH:6]=[CH:5][C:3]([O:2][CH3:1])=[O:4])[cH:26][cH:25][cH:24]1)(=[O:11])=[O:12].[NH2:13][c:14]1[cH:15][c:16]2[cH:17][cH:18][cH:19][cH:20][c:21]2[cH:22][cH:23]1>C1COCCO1.O.O=C(O)O.[Na+]>[CH3:1][O:2][C:3](=[O:4])[CH:5]=[CH:6][c:7]1[cH:8][c:9]([S:10](=[O:11])(=[O:12])[NH:13][c:14]2[cH:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]3[cH:22][cH:23]2)[cH:24][cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_69a6fba8804f80dedc757e52",
"reactionHash": "04d53f44a239b275274f953f19c8357537e20acf6a4b39d4bff4c1b95d4167a0"
},
"children": [
{
"id": "14644",
"routeId": "sa_15f6634787b887998c5b3aeb",
"moleculeId": "sa_def999802b2fdb6cb7fdc66f",
"parentId": "14643",
"isLeaf": false,
"molecule": {
"id": "sa_def999802b2fdb6cb7fdc66f",
"inchikey": "IRLXDBWFFKLKOD-UHFFFAOYSA-N",
"smiles": "COC(=O)C=Cc1cccc(S(=O)(=O)Cl)c1"
},
"smiles": "COC(=O)C=Cc1cccc(S(=O)(=O)Cl)c1",
"reactionStepId": "sa_11955021d468b452e4fbf1aa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080161401A1;0882;587915\",\"rsmi\":\"O=S(Cl)[Cl:13].O[S:10]([c:9]1[cH:8][c:7]([CH:6]=[CH:5][C:3]([O:2][CH3:1])=[O:4])[cH:16][cH:15][cH:14]1)(=[O:11])=[O:12]>CN(C)C=O.[Na]>[CH3:1][O:2][C:3](=[O:4])[CH:5]=[CH:6][c:7]1[cH:8][c:9]([S:10](=[O:11])(=[O:12])[Cl:13])[cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:13].O[S:10]([c:9]1[cH:8][c:7]([CH:6]=[CH:5][C:3]([O:2][CH3:1])=[O:4])[cH:16][cH:15][cH:14]1)(=[O:11])=[O:12]>CN(C)C=O.[Na]>[CH3:1][O:2][C:3](=[O:4])[CH:5]=[CH:6][c:7]1[cH:8][c:9]([S:10](=[O:11])(=[O:12])[Cl:13])[cH:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_11955021d468b452e4fbf1aa",
"reactionHash": "0303e3c23b54d53ccca9b4182b3ae49e46a393a8095ae75d4c2b7b754e34df9b"
},
"children": [
{
"id": "14645",
"routeId": "sa_15f6634787b887998c5b3aeb",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "14644",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14646",
"routeId": "sa_15f6634787b887998c5b3aeb",
"moleculeId": "sa_66da7a0dd255992d6bc34290",
"parentId": "14644",
"isLeaf": true,
"molecule": {
"id": "sa_66da7a0dd255992d6bc34290",
"inchikey": "XWCZKNNOWDHUEC-UHFFFAOYSA-N",
"smiles": "COC(=O)C=Cc1cccc(S(=O)(=O)O)c1"
},
"smiles": "COC(=O)C=Cc1cccc(S(=O)(=O)O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14647",
"routeId": "sa_15f6634787b887998c5b3aeb",
"moleculeId": "sa_7c0d300a8d43ab15c9d5c2cf",
"parentId": "14643",
"isLeaf": true,
"molecule": {
"id": "sa_7c0d300a8d43ab15c9d5c2cf",
"inchikey": "JBIJLHTVPXGSAM-UHFFFAOYSA-N",
"smiles": "Nc1ccc2ccccc2c1"
},
"smiles": "Nc1ccc2ccccc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14648",
"routeId": "sa_15f6634787b887998c5b3aeb",
"moleculeId": "sa_dc8cb1645d1f4dafe3621d07",
"parentId": "14641",
"isLeaf": true,
"molecule": {
"id": "sa_dc8cb1645d1f4dafe3621d07",
"inchikey": "YMWUJEATGCHHMB-UHFFFAOYSA-N",
"smiles": "ClCCl"
},
"smiles": "ClCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}