Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(C=Cc1cccc(S(=O)(=O)Nc2cccc3ccccc23)c1)NO
InChiKey
XURREQURKAFVDA-UHFFFAOYSA-N
Route Signature
efbbc31a357219a0c43c95e9a3e37fde8c0072a6835bc96f0963ec008b7ceb28
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_82cd6b7a59ee5378e6d439db",
"signature": "efbbc31a357219a0c43c95e9a3e37fde8c0072a6835bc96f0963ec008b7ceb28",
"contentHash": "9ae0859539130a22239953046db49915c8bbe9b26f7a0b063f74959276bf3f80",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_6ade6be3db4115151d7762ba",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03829",
"moleculeId": "sa_14dec73325f00356f3401f09",
"smiles": "O=C(C=Cc1cccc(S(=O)(=O)Nc2cccc3ccccc23)c1)NO",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_14dec73325f00356f3401f09",
"inchikey": "XURREQURKAFVDA-UHFFFAOYSA-N",
"smiles": "O=C(C=Cc1cccc(S(=O)(=O)Nc2cccc3ccccc23)c1)NO"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15286",
"routeId": "sa_82cd6b7a59ee5378e6d439db",
"moleculeId": "sa_14dec73325f00356f3401f09",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_14dec73325f00356f3401f09",
"inchikey": "XURREQURKAFVDA-UHFFFAOYSA-N",
"smiles": "O=C(C=Cc1cccc(S(=O)(=O)Nc2cccc3ccccc23)c1)NO"
},
"smiles": "O=C(C=Cc1cccc(S(=O)(=O)Nc2cccc3ccccc23)c1)NO",
"reactionStepId": "sa_5e8160196be7ec918dd90ad4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06888027B2;1173;682107\",\"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][cH:14][cH:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]23)[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][cH:14][cH:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]23)[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][cH:14][cH:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]23)[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][cH:14][cH:15][c:16]3[cH:17][cH:18][cH:19][cH:20][c:21]23)[cH:22][cH:23][cH:24]1)[NH:25][OH:26]\"}",
"reactionStep": {
"id": "sa_5e8160196be7ec918dd90ad4",
"reactionHash": "35ac9d5637eecb5edfbd4528aeface1944639f7c2818b1be45b45db5bcaa4c40"
},
"children": [
{
"id": "15287",
"routeId": "sa_82cd6b7a59ee5378e6d439db",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "15286",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15288",
"routeId": "sa_82cd6b7a59ee5378e6d439db",
"moleculeId": "sa_ad1d680e4d3dca08481bbd9f",
"parentId": "15286",
"isLeaf": false,
"molecule": {
"id": "sa_ad1d680e4d3dca08481bbd9f",
"inchikey": "AWYPLZYROGQLQN-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C=Cc1cccc(S(=O)(=O)Nc2cccc3ccccc23)c1"
},
"smiles": "O=C(Cl)C=Cc1cccc(S(=O)(=O)Nc2cccc3ccccc23)c1",
"reactionStepId": "sa_f43b3880599ac0ca30ff57ba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06888027B2;1171;682106\",\"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][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[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][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[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][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[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][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_f43b3880599ac0ca30ff57ba",
"reactionHash": "9009359e1d4d37e0d435f674cf9b1a3043c8c9d25fe80ce587e5adf92b690aaf"
},
"children": [
{
"id": "15289",
"routeId": "sa_82cd6b7a59ee5378e6d439db",
"moleculeId": "sa_211f32051893f9c4c48c81c2",
"parentId": "15288",
"isLeaf": false,
"molecule": {
"id": "sa_211f32051893f9c4c48c81c2",
"inchikey": "UUBOWOAZSOGLBQ-UHFFFAOYSA-N",
"smiles": "O=C(O)C=Cc1cccc(S(=O)(=O)Nc2cccc3ccccc23)c1"
},
"smiles": "O=C(O)C=Cc1cccc(S(=O)(=O)Nc2cccc3ccccc23)c1",
"reactionStepId": "sa_b43d48edcd0737ee09862699",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06888027B2;1169;682105\",\"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][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[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][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[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][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[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][cH:15][cH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[cH:23][cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_b43d48edcd0737ee09862699",
"reactionHash": "8c4c396c88cbad37cb56dd95810f4ec68cf19015b3f7d92ee7803fad93b32694"
},
"children": [
{
"id": "15290",
"routeId": "sa_82cd6b7a59ee5378e6d439db",
"moleculeId": "sa_6db8b0d9c3040370a8f65fc3",
"parentId": "15289",
"isLeaf": false,
"molecule": {
"id": "sa_6db8b0d9c3040370a8f65fc3",
"inchikey": "CGLRKTVZSCFNGW-UHFFFAOYSA-N",
"smiles": "COC(=O)C=Cc1cccc(S(=O)(=O)Nc2cccc3ccccc23)c1"
},
"smiles": "COC(=O)C=Cc1cccc(S(=O)(=O)Nc2cccc3ccccc23)c1",
"reactionStepId": "sa_1aa856d55184f8626dae3ee8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06888027B2;1167;682104\",\"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][cH:16][cH:17][c:18]2[cH:19][cH:20][cH:21][cH:22][c:23]12>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][cH:16][cH:17][c:18]3[cH:19][cH:20][cH:21][cH:22][c:23]23)[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][cH:16][cH:17][c:18]2[cH:19][cH:20][cH:21][cH:22][c:23]12>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][cH:16][cH:17][c:18]3[cH:19][cH:20][cH:21][cH:22][c:23]23)[cH:24][cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_1aa856d55184f8626dae3ee8",
"reactionHash": "4a23ba4d7667fd9581f3238d45a85b2ba204de700e4640fb066e4411c7803bd3"
},
"children": [
{
"id": "15291",
"routeId": "sa_82cd6b7a59ee5378e6d439db",
"moleculeId": "sa_def999802b2fdb6cb7fdc66f",
"parentId": "15290",
"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\":\"US06888027B2;0966;682074\",\"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": "15292",
"routeId": "sa_82cd6b7a59ee5378e6d439db",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "15291",
"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": "15293",
"routeId": "sa_82cd6b7a59ee5378e6d439db",
"moleculeId": "sa_66da7a0dd255992d6bc34290",
"parentId": "15291",
"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": "15294",
"routeId": "sa_82cd6b7a59ee5378e6d439db",
"moleculeId": "sa_984497e909e02ffb996a3224",
"parentId": "15290",
"isLeaf": true,
"molecule": {
"id": "sa_984497e909e02ffb996a3224",
"inchikey": "RUFPHBVGCFYCNW-UHFFFAOYSA-N",
"smiles": "Nc1cccc2ccccc12"
},
"smiles": "Nc1cccc2ccccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15295",
"routeId": "sa_82cd6b7a59ee5378e6d439db",
"moleculeId": "sa_dc8cb1645d1f4dafe3621d07",
"parentId": "15288",
"isLeaf": true,
"molecule": {
"id": "sa_dc8cb1645d1f4dafe3621d07",
"inchikey": "YMWUJEATGCHHMB-UHFFFAOYSA-N",
"smiles": "ClCCl"
},
"smiles": "ClCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}