Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(=O)Nc1cccc(Sc2ccc(C)cc2Nc2ccnc3nc(C)ccc23)c1
InChiKey
JIMTVMDLSNXONE-UHFFFAOYSA-N
Route Signature
ca3df0aecf32943e5fa15509b94d683097852b5bef3f8f125bb7e20ec8b85f52
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_56aa9a455284dcf174232e87",
"signature": "ca3df0aecf32943e5fa15509b94d683097852b5bef3f8f125bb7e20ec8b85f52",
"contentHash": "db170df0936c367636365f07d34f553c481906c3a2c6f536ff60f44e587aac8b",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_dffd0bd69522aa3f45336dc3",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01154",
"moleculeId": "sa_352a642388e15ca09b8e33c5",
"smiles": "CC(=O)Nc1cccc(Sc2ccc(C)cc2Nc2ccnc3nc(C)ccc23)c1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_352a642388e15ca09b8e33c5",
"inchikey": "JIMTVMDLSNXONE-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1cccc(Sc2ccc(C)cc2Nc2ccnc3nc(C)ccc23)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "9982",
"routeId": "sa_56aa9a455284dcf174232e87",
"moleculeId": "sa_352a642388e15ca09b8e33c5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_352a642388e15ca09b8e33c5",
"inchikey": "JIMTVMDLSNXONE-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1cccc(Sc2ccc(C)cc2Nc2ccnc3nc(C)ccc23)c1"
},
"smiles": "CC(=O)Nc1cccc(Sc2ccc(C)cc2Nc2ccnc3nc(C)ccc23)c1",
"reactionStepId": "sa_02e398807cc128dcceba0143",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07763731B2;0533;999325\",\"rsmi\":\"Cl[c:12]1[cH:13][cH:14][n:15][c:16]2[n:17][c:18]([CH3:19])[cH:20][cH:21][c:22]12.[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([S:8][c:9]2[c:10]([NH2:11])[cH:23][c:24]([CH3:25])[cH:26][cH:27]2)[cH:28][cH:29][cH:30]1>>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([S:8][c:9]2[c:10]([NH:11][c:12]3[cH:13][cH:14][n:15][c:16]4[n:17][c:18]([CH3:19])[cH:20][cH:21][c:22]34)[cH:23][c:24]([CH3:25])[cH:26][cH:27]2)[cH:28][cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"Cl[c:12]1[cH:13][cH:14][n:15][c:16]2[n:17][c:18]([CH3:19])[cH:20][cH:21][c:22]12.[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([S:8][c:9]2[c:10]([NH2:11])[cH:23][c:24]([CH3:25])[cH:26][cH:27]2)[cH:28][cH:29][cH:30]1>>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([S:8][c:9]2[c:10]([NH:11][c:12]3[cH:13][cH:14][n:15][c:16]4[n:17][c:18]([CH3:19])[cH:20][cH:21][c:22]34)[cH:23][c:24]([CH3:25])[cH:26][cH:27]2)[cH:28][cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_02e398807cc128dcceba0143",
"reactionHash": "cecb8c1e6628f92b65b65af21a326a58e7d298350297a185fef59fb7785e7c77"
},
"children": [
{
"id": "9983",
"routeId": "sa_56aa9a455284dcf174232e87",
"moleculeId": "sa_f8426a723fc37d1caca3dded",
"parentId": "9982",
"isLeaf": false,
"molecule": {
"id": "sa_f8426a723fc37d1caca3dded",
"inchikey": "GLDRQEIMGVCUET-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(Cl)ccnc2n1"
},
"smiles": "Cc1ccc2c(Cl)ccnc2n1",
"reactionStepId": "sa_f84969722d88eeec9ce93f03",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07763731B2;0369;999217\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:9].O[c:8]1[cH:7][cH:6][n:5][c:4]2[n:3][c:2]([CH3:1])[cH:12][cH:11][c:10]21>>[CH3:1][c:2]1[n:3][c:4]2[n:5][cH:6][cH:7][c:8]([Cl:9])[c:10]2[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:9].O[c:8]1[cH:7][cH:6][n:5][c:4]2[n:3][c:2]([CH3:1])[cH:12][cH:11][c:10]21>>[CH3:1][c:2]1[n:3][c:4]2[n:5][cH:6][cH:7][c:8]([Cl:9])[c:10]2[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_f84969722d88eeec9ce93f03",
"reactionHash": "7bb922c5104e9966a60bd8477a964ec5d0d78d04ea6029b3e5ebf76a629c28b2"
},
"children": [
{
"id": "9984",
"routeId": "sa_56aa9a455284dcf174232e87",
"moleculeId": "sa_a46ae72c8f4b42ca709d185c",
"parentId": "9983",
"isLeaf": true,
"molecule": {
"id": "sa_a46ae72c8f4b42ca709d185c",
"inchikey": "JVJJTRYGAHJGAZ-UHFFFAOYSA-N",
"smiles": "Cc1ccc2c(O)ccnc2n1"
},
"smiles": "Cc1ccc2c(O)ccnc2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9985",
"routeId": "sa_56aa9a455284dcf174232e87",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "9983",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "9986",
"routeId": "sa_56aa9a455284dcf174232e87",
"moleculeId": "sa_c99f2b63f1253c73cd12c161",
"parentId": "9982",
"isLeaf": false,
"molecule": {
"id": "sa_c99f2b63f1253c73cd12c161",
"inchikey": "JVIMFUHNGNYOBK-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1cccc(Sc2ccc(C)cc2N)c1"
},
"smiles": "CC(=O)Nc1cccc(Sc2ccc(C)cc2N)c1",
"reactionStepId": "sa_73d3cb9e1c7de0024e707e01",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07763731B2;0532;999324\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[c:9]([S:8][c:7]2[cH:6][c:5]([NH:4][C:2]([CH3:1])=[O:3])[cH:19][cH:18][cH:17]2)[cH:16][cH:15][c:13]([CH3:14])[cH:12]1>Cl[Sn]Cl>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([S:8][c:9]2[c:10]([NH2:11])[cH:12][c:13]([CH3:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[c:9]([S:8][c:7]2[cH:6][c:5]([NH:4][C:2]([CH3:1])=[O:3])[cH:19][cH:18][cH:17]2)[cH:16][cH:15][c:13]([CH3:14])[cH:12]1>Cl[Sn]Cl>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([S:8][c:9]2[c:10]([NH2:11])[cH:12][c:13]([CH3:14])[cH:15][cH:16]2)[cH:17][cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_73d3cb9e1c7de0024e707e01",
"reactionHash": "1aef2a15e5164c07a5823821aa16b7284bfdaebad342f20a35a57cc4f627555a"
},
"children": [
{
"id": "9987",
"routeId": "sa_56aa9a455284dcf174232e87",
"moleculeId": "sa_d0a6eeae854758877280721b",
"parentId": "9986",
"isLeaf": false,
"molecule": {
"id": "sa_d0a6eeae854758877280721b",
"inchikey": "WJXJHILRHKERNB-UHFFFAOYSA-N",
"smiles": "CC(=O)Nc1cccc(Sc2ccc(C)cc2[N+](=O)[O-])c1"
},
"smiles": "CC(=O)Nc1cccc(Sc2ccc(C)cc2[N+](=O)[O-])c1",
"reactionStepId": "sa_5cb2d85918416059848e407e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07763731B2;0531;999323\",\"rsmi\":\"Cl[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[cH:6][c:7]([S:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[cH:19][cH:20][cH:21]1>ClCCl>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([S:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[cH:19][cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"Cl[C:2]([CH3:1])=[O:3].[NH2:4][c:5]1[cH:6][c:7]([S:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[cH:19][cH:20][cH:21]1>ClCCl>[CH3:1][C:2](=[O:3])[NH:4][c:5]1[cH:6][c:7]([S:8][c:9]2[c:10]([N+:11](=[O:12])[O-:13])[cH:14][c:15]([CH3:16])[cH:17][cH:18]2)[cH:19][cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_5cb2d85918416059848e407e",
"reactionHash": "aecca90e93ba93c979dd6ed5298098ef4e29df1e6b639187f7487b8cd431a3a5"
},
"children": [
{
"id": "9988",
"routeId": "sa_56aa9a455284dcf174232e87",
"moleculeId": "sa_7992c61d309177eaaf95fc6b",
"parentId": "9987",
"isLeaf": true,
"molecule": {
"id": "sa_7992c61d309177eaaf95fc6b",
"inchikey": "WETWJCDKMRHUPV-UHFFFAOYSA-N",
"smiles": "CC(=O)Cl"
},
"smiles": "CC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9989",
"routeId": "sa_56aa9a455284dcf174232e87",
"moleculeId": "sa_e2eb690687498bbfb2e4eb7e",
"parentId": "9987",
"isLeaf": false,
"molecule": {
"id": "sa_e2eb690687498bbfb2e4eb7e",
"inchikey": "WMJDLOJUDAATIC-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Sc2cccc(N)c2)c([N+](=O)[O-])c1"
},
"smiles": "Cc1ccc(Sc2cccc(N)c2)c([N+](=O)[O-])c1",
"reactionStepId": "sa_dbdb148d66929c6fe5ab8c97",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07763731B2;0530;999322\",\"rsmi\":\"O=S(=O)(O[c:8]1[c:4]([N+:5](=[O:6])[O-:7])[cH:3][c:2]([CH3:1])[cH:18][cH:17]1)C(F)(F)F.[SH:9][c:10]1[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:16]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][c:4]([N+:5](=[O:6])[O-:7])[c:8]([S:9][c:10]2[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[c:8]1[c:4]([N+:5](=[O:6])[O-:7])[cH:3][c:2]([CH3:1])[cH:18][cH:17]1)C(F)(F)F.[SH:9][c:10]1[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:16]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[cH:3][c:4]([N+:5](=[O:6])[O-:7])[c:8]([S:9][c:10]2[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_dbdb148d66929c6fe5ab8c97",
"reactionHash": "f4803dc4a348bb56ea130fbcdf0ec45c21ee773367437919dd376bacbd477e8f"
},
"children": [
{
"id": "9990",
"routeId": "sa_56aa9a455284dcf174232e87",
"moleculeId": "sa_23de9f3387731a98ebdf3a2e",
"parentId": "9989",
"isLeaf": true,
"molecule": {
"id": "sa_23de9f3387731a98ebdf3a2e",
"inchikey": "KFFUEVDMVNIOHA-UHFFFAOYSA-N",
"smiles": "Nc1cccc(S)c1"
},
"smiles": "Nc1cccc(S)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "9991",
"routeId": "sa_56aa9a455284dcf174232e87",
"moleculeId": "sa_03e6ba0a65be15352f7bcc7a",
"parentId": "9989",
"isLeaf": true,
"molecule": {
"id": "sa_03e6ba0a65be15352f7bcc7a",
"inchikey": "PJUPDNUBFUXJEN-UHFFFAOYSA-N",
"smiles": "Cc1ccc(OS(=O)(=O)C(F)(F)F)c([N+](=O)[O-])c1"
},
"smiles": "Cc1ccc(OS(=O)(=O)C(F)(F)F)c([N+](=O)[O-])c1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
}
}