Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC(CC)CNC(=O)c1ccc2cccc(Cc3ccc(C(=O)NS(=O)(=O)c4ccccc4C)cc3OC)c2c1
InChiKey
YOSRFXJZXNWLMI-UHFFFAOYSA-N
Route Signature
f264f1614f8a16682d1b95eca29cb5e57a10977d4a9876e3e8fcbd8d6c9f5252
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_009368855539546d9dd35c00",
"signature": "f264f1614f8a16682d1b95eca29cb5e57a10977d4a9876e3e8fcbd8d6c9f5252",
"contentHash": "b40f1d64017b3ae51898035dbffa5f1cb215656b398f43ed68e76137d7cab0eb",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_09a691f0cdebcfd2e77f3386",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01291",
"moleculeId": "sa_131f462cede680ff75e40fde",
"smiles": "CCC(CC)CNC(=O)c1ccc2cccc(Cc3ccc(C(=O)NS(=O)(=O)c4ccccc4C)cc3OC)c2c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_131f462cede680ff75e40fde",
"inchikey": "YOSRFXJZXNWLMI-UHFFFAOYSA-N",
"smiles": "CCC(CC)CNC(=O)c1ccc2cccc(Cc3ccc(C(=O)NS(=O)(=O)c4ccccc4C)cc3OC)c2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14222",
"routeId": "sa_009368855539546d9dd35c00",
"moleculeId": "sa_131f462cede680ff75e40fde",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_131f462cede680ff75e40fde",
"inchikey": "YOSRFXJZXNWLMI-UHFFFAOYSA-N",
"smiles": "CCC(CC)CNC(=O)c1ccc2cccc(Cc3ccc(C(=O)NS(=O)(=O)c4ccccc4C)cc3OC)c2c1"
},
"smiles": "CCC(CC)CNC(=O)c1ccc2cccc(Cc3ccc(C(=O)NS(=O)(=O)c4ccccc4C)cc3OC)c2c1",
"reactionStepId": "sa_27859b713dcad55722607e07",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05095038;;246614\",\"rsmi\":\"O[C:25]([c:24]1[cH:23][c:20]([O:21][CH3:22])[c:19]([CH2:18][c:17]2[cH:16][cH:15][cH:14][c:13]3[cH:12][cH:11][c:10]([C:8]([NH:7][CH2:6][CH:3]([CH2:2][CH3:1])[CH2:4][CH3:5])=[O:9])[cH:41][c:40]32)[cH:39][cH:38]1)=[O:26].[NH2:27][S:28](=[O:29])(=[O:30])[c:31]1[c:32]([CH3:33])[cH:34][cH:35][cH:36][cH:37]1>CCN=C=NCCCN(C)C.CN(C)c1ccncc1.Cl.ClCCl>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[CH2:6][NH:7][C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][c:17]([CH2:18][c:19]3[c:20]([O:21][CH3:22])[cH:23][c:24]([C:25](=[O:26])[NH:27][S:28](=[O:29])(=[O:30])[c:31]4[c:32]([CH3:33])[cH:34][cH:35][cH:36][cH:37]4)[cH:38][cH:39]3)[c:40]2[cH:41]1\"},\"mapped_reaction_smiles\":\"O[C:25]([c:24]1[cH:23][c:20]([O:21][CH3:22])[c:19]([CH2:18][c:17]2[cH:16][cH:15][cH:14][c:13]3[cH:12][cH:11][c:10]([C:8]([NH:7][CH2:6][CH:3]([CH2:2][CH3:1])[CH2:4][CH3:5])=[O:9])[cH:41][c:40]32)[cH:39][cH:38]1)=[O:26].[NH2:27][S:28](=[O:29])(=[O:30])[c:31]1[c:32]([CH3:33])[cH:34][cH:35][cH:36][cH:37]1>CCN=C=NCCCN(C)C.CN(C)c1ccncc1.Cl.ClCCl>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[CH2:6][NH:7][C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][c:17]([CH2:18][c:19]3[c:20]([O:21][CH3:22])[cH:23][c:24]([C:25](=[O:26])[NH:27][S:28](=[O:29])(=[O:30])[c:31]4[c:32]([CH3:33])[cH:34][cH:35][cH:36][cH:37]4)[cH:38][cH:39]3)[c:40]2[cH:41]1\"}",
"reactionStep": {
"id": "sa_27859b713dcad55722607e07",
"reactionHash": "7d1daebf752198c326cd7f38ff3688c8674be033a2cdb380f90310303b9818fb"
},
"children": [
{
"id": "14223",
"routeId": "sa_009368855539546d9dd35c00",
"moleculeId": "sa_95d1a9c07fd841c2d0b407f8",
"parentId": "14222",
"isLeaf": false,
"molecule": {
"id": "sa_95d1a9c07fd841c2d0b407f8",
"inchikey": "ASHALIGVELDOBP-UHFFFAOYSA-N",
"smiles": "CCC(CC)CNC(=O)c1ccc2cccc(Cc3ccc(C(=O)O)cc3OC)c2c1"
},
"smiles": "CCC(CC)CNC(=O)c1ccc2cccc(Cc3ccc(C(=O)O)cc3OC)c2c1",
"reactionStepId": "sa_5fdbf9306fe411bf66b5c34e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05095038;;246613\",\"rsmi\":\"C[O:27][C:25]([c:24]1[cH:23][c:20]([O:21][CH3:22])[c:19]([CH2:18][c:17]2[cH:16][cH:15][cH:14][c:13]3[cH:12][cH:11][c:10]([C:8]([NH:7][CH2:6][CH:3]([CH2:2][CH3:1])[CH2:4][CH3:5])=[O:9])[cH:31][c:30]32)[cH:29][cH:28]1)=[O:26]>C1CCOC1.CO.O.O.[Li+].O>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[CH2:6][NH:7][C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][c:17]([CH2:18][c:19]3[c:20]([O:21][CH3:22])[cH:23][c:24]([C:25](=[O:26])[OH:27])[cH:28][cH:29]3)[c:30]2[cH:31]1\"},\"mapped_reaction_smiles\":\"C[O:27][C:25]([c:24]1[cH:23][c:20]([O:21][CH3:22])[c:19]([CH2:18][c:17]2[cH:16][cH:15][cH:14][c:13]3[cH:12][cH:11][c:10]([C:8]([NH:7][CH2:6][CH:3]([CH2:2][CH3:1])[CH2:4][CH3:5])=[O:9])[cH:31][c:30]32)[cH:29][cH:28]1)=[O:26]>C1CCOC1.CO.O.O.[Li+].O>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[CH2:6][NH:7][C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][c:17]([CH2:18][c:19]3[c:20]([O:21][CH3:22])[cH:23][c:24]([C:25](=[O:26])[OH:27])[cH:28][cH:29]3)[c:30]2[cH:31]1\"}",
"reactionStep": {
"id": "sa_5fdbf9306fe411bf66b5c34e",
"reactionHash": "856b340c1f10ea736eed0d202fc752e8a083002c5d7474d403b7a743f7e1baf7"
},
"children": [
{
"id": "14224",
"routeId": "sa_009368855539546d9dd35c00",
"moleculeId": "sa_bebbbf11ed86917748606581",
"parentId": "14223",
"isLeaf": false,
"molecule": {
"id": "sa_bebbbf11ed86917748606581",
"inchikey": "OXTUWRGVPDPBRN-UHFFFAOYSA-N",
"smiles": "CCC(CC)CNC(=O)c1ccc2cccc(Cc3ccc(C(=O)OC)cc3OC)c2c1"
},
"smiles": "CCC(CC)CNC(=O)c1ccc2cccc(Cc3ccc(C(=O)OC)cc3OC)c2c1",
"reactionStepId": "sa_70d2cff50b249fa8f66b4cbe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05095038;;246612\",\"rsmi\":\"O[C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][c:17]([CH2:18][c:19]3[c:20]([O:21][CH3:22])[cH:23][c:24]([C:25](=[O:26])[O:27][CH3:28])[cH:29][cH:30]3)[c:31]2[cH:32]1.[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[CH2:6][NH2:7]>CCN=C=NCCCN(C)C.CN(C)C=O.CN(C)c1ccncc1.Cl.ClCCl>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[CH2:6][NH:7][C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][c:17]([CH2:18][c:19]3[c:20]([O:21][CH3:22])[cH:23][c:24]([C:25](=[O:26])[O:27][CH3:28])[cH:29][cH:30]3)[c:31]2[cH:32]1\"},\"mapped_reaction_smiles\":\"O[C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][c:17]([CH2:18][c:19]3[c:20]([O:21][CH3:22])[cH:23][c:24]([C:25](=[O:26])[O:27][CH3:28])[cH:29][cH:30]3)[c:31]2[cH:32]1.[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[CH2:6][NH2:7]>CCN=C=NCCCN(C)C.CN(C)C=O.CN(C)c1ccncc1.Cl.ClCCl>[CH3:1][CH2:2][CH:3]([CH2:4][CH3:5])[CH2:6][NH:7][C:8](=[O:9])[c:10]1[cH:11][cH:12][c:13]2[cH:14][cH:15][cH:16][c:17]([CH2:18][c:19]3[c:20]([O:21][CH3:22])[cH:23][c:24]([C:25](=[O:26])[O:27][CH3:28])[cH:29][cH:30]3)[c:31]2[cH:32]1\"}",
"reactionStep": {
"id": "sa_70d2cff50b249fa8f66b4cbe",
"reactionHash": "94177348779d828eddcaa0438ca239bad8e8f02811289c61666064cd6a163ca3"
},
"children": [
{
"id": "14225",
"routeId": "sa_009368855539546d9dd35c00",
"moleculeId": "sa_99ac0abf0cc7c76fc2bfcd96",
"parentId": "14224",
"isLeaf": false,
"molecule": {
"id": "sa_99ac0abf0cc7c76fc2bfcd96",
"inchikey": "DNDVQSUFWPXQCY-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Cc2cccc3ccc(C(=O)O)cc23)c(OC)c1"
},
"smiles": "COC(=O)c1ccc(Cc2cccc3ccc(C(=O)O)cc23)c(OC)c1",
"reactionStepId": "sa_1f5ea6d8819b61282e6e0821",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05095038;;246611\",\"rsmi\":\"O=S(=O)(O)[OH:22].[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([O:8][CH3:9])[c:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][c:16]3[cH:17][cH:18][c:19]([CH:20]=[O:21])[cH:23][c:24]23)[cH:25][cH:26]1>CC(C)=O.CN(C)C=O.O=[Cr](=O)=O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([O:8][CH3:9])[c:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][c:16]3[cH:17][cH:18][c:19]([C:20](=[O:21])[OH:22])[cH:23][c:24]23)[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"O=S(=O)(O)[OH:22].[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([O:8][CH3:9])[c:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][c:16]3[cH:17][cH:18][c:19]([CH:20]=[O:21])[cH:23][c:24]23)[cH:25][cH:26]1>CC(C)=O.CN(C)C=O.O=[Cr](=O)=O>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([O:8][CH3:9])[c:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][c:16]3[cH:17][cH:18][c:19]([C:20](=[O:21])[OH:22])[cH:23][c:24]23)[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_1f5ea6d8819b61282e6e0821",
"reactionHash": "9fb44b4fae8dc55c8043cbeb9fd9e5b6013d7c2a0845ab97e661814e0339cdd1"
},
"children": [
{
"id": "14226",
"routeId": "sa_009368855539546d9dd35c00",
"moleculeId": "sa_a538ca410f1833f7a9788be8",
"parentId": "14225",
"isLeaf": true,
"molecule": {
"id": "sa_a538ca410f1833f7a9788be8",
"inchikey": "QAOWNCQODCNURD-UHFFFAOYSA-N",
"smiles": "O=S(=O)(O)O"
},
"smiles": "O=S(=O)(O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14227",
"routeId": "sa_009368855539546d9dd35c00",
"moleculeId": "sa_0d4304e92a028e535ddd73db",
"parentId": "14225",
"isLeaf": false,
"molecule": {
"id": "sa_0d4304e92a028e535ddd73db",
"inchikey": "ZZRBJUYTDNIXGC-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Cc2cccc3ccc(C=O)cc23)c(OC)c1"
},
"smiles": "COC(=O)c1ccc(Cc2cccc3ccc(C=O)cc23)c(OC)c1",
"reactionStepId": "sa_4b4008b70478968b00f2d297",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05095038;;246610\",\"rsmi\":\"CC(O)=[O:21].N#[C:20][c:19]1[cH:18][cH:17][c:16]2[cH:15][cH:14][cH:13][c:12]([CH2:11][c:10]3[c:7]([O:8][CH3:9])[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:25][cH:24]3)[c:23]2[cH:22]1>O.O.O=[PH2]O.[Na+].[Ni].c1ccncc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([O:8][CH3:9])[c:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][c:16]3[cH:17][cH:18][c:19]([CH:20]=[O:21])[cH:22][c:23]23)[cH:24][cH:25]1\"},\"mapped_reaction_smiles\":\"CC(O)=[O:21].N#[C:20][c:19]1[cH:18][cH:17][c:16]2[cH:15][cH:14][cH:13][c:12]([CH2:11][c:10]3[c:7]([O:8][CH3:9])[cH:6][c:5]([C:3]([O:2][CH3:1])=[O:4])[cH:25][cH:24]3)[c:23]2[cH:22]1>O.O.O=[PH2]O.[Na+].[Ni].c1ccncc1>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][c:7]([O:8][CH3:9])[c:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][c:16]3[cH:17][cH:18][c:19]([CH:20]=[O:21])[cH:22][c:23]23)[cH:24][cH:25]1\"}",
"reactionStep": {
"id": "sa_4b4008b70478968b00f2d297",
"reactionHash": "40b94057b06097ea5d05b29493b7f4a9fbf2e2ef688b377d0630520eafed43ad"
},
"children": [
{
"id": "14228",
"routeId": "sa_009368855539546d9dd35c00",
"moleculeId": "sa_e7fd56192d81913b8e6c7e1a",
"parentId": "14227",
"isLeaf": true,
"molecule": {
"id": "sa_e7fd56192d81913b8e6c7e1a",
"inchikey": "BGPPZDFRBCIMAP-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(Cc2cccc3ccc(C#N)cc23)c(OC)c1"
},
"smiles": "COC(=O)c1ccc(Cc2cccc3ccc(C#N)cc23)c(OC)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14229",
"routeId": "sa_009368855539546d9dd35c00",
"moleculeId": "sa_f1a25cbb2070f020dbe1fb4a",
"parentId": "14227",
"isLeaf": true,
"molecule": {
"id": "sa_f1a25cbb2070f020dbe1fb4a",
"inchikey": "QTBSBXVTEAMEQO-UHFFFAOYSA-N",
"smiles": "CC(=O)O"
},
"smiles": "CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14230",
"routeId": "sa_009368855539546d9dd35c00",
"moleculeId": "sa_459633b5c4625eac4395c84e",
"parentId": "14224",
"isLeaf": true,
"molecule": {
"id": "sa_459633b5c4625eac4395c84e",
"inchikey": "MGWAGIQQTULHGU-UHFFFAOYSA-N",
"smiles": "CCC(CC)CN"
},
"smiles": "CCC(CC)CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "14231",
"routeId": "sa_009368855539546d9dd35c00",
"moleculeId": "sa_8bcce9259457ba4caeefe3fd",
"parentId": "14222",
"isLeaf": true,
"molecule": {
"id": "sa_8bcce9259457ba4caeefe3fd",
"inchikey": "YCMLQMDWSXFTIF-UHFFFAOYSA-N",
"smiles": "Cc1ccccc1S(N)(=O)=O"
},
"smiles": "Cc1ccccc1S(N)(=O)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}