Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CNC(=O)CCc1c(/C=C2\C(=O)Nc3ccc(Br)cc32)[nH]c2c1CCCCC2
InChiKey
IKNCCANZZITBQZ-ATVHPVEESA-N
Route Signature
478298e839b395e106ab51a3618fb3e47212e7330ed0db47bb4a2a6523986a49
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_bf94757142254772791123a7",
"signature": "478298e839b395e106ab51a3618fb3e47212e7330ed0db47bb4a2a6523986a49",
"contentHash": "fce48e38af61ab641bd1a9a46d0a1d38d53e65a9085b66bbd2c5f1f4774310d6",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_6043a8e48cbfdea414be20a5",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02065",
"moleculeId": "sa_db0b66d17a9ed08529c56b10",
"smiles": "CNC(=O)CCc1c(/C=C2\\C(=O)Nc3ccc(Br)cc32)[nH]c2c1CCCCC2",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_db0b66d17a9ed08529c56b10",
"inchikey": "IKNCCANZZITBQZ-ATVHPVEESA-N",
"smiles": "CNC(=O)CCc1c(/C=C2\\C(=O)Nc3ccc(Br)cc32)[nH]c2c1CCCCC2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10570",
"routeId": "sa_bf94757142254772791123a7",
"moleculeId": "sa_db0b66d17a9ed08529c56b10",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_db0b66d17a9ed08529c56b10",
"inchikey": "IKNCCANZZITBQZ-ATVHPVEESA-N",
"smiles": "CNC(=O)CCc1c(/C=C2\\C(=O)Nc3ccc(Br)cc32)[nH]c2c1CCCCC2"
},
"smiles": "CNC(=O)CCc1c(/C=C2\\C(=O)Nc3ccc(Br)cc32)[nH]c2c1CCCCC2",
"reactionStepId": "sa_7c389d6a460647ac36ef9b37",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040186160A1;0435;191302\",\"rsmi\":\"O[C:3](=[O:4])[CH2:5][CH2:6][c:7]1[c:8](/[CH:9]=[C:10]2\\\\[C:11](=[O:12])[NH:13][c:14]3[cH:15][cH:16][c:17]([Br:18])[cH:19][c:20]32)[nH:21][c:22]2[c:23]1[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2.[CH3:1][NH2:2]>CCN=C=NCCCN(C)C.CN(C)C=O.On1nnc2ccccc21>[CH3:1][NH:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[c:8](/[CH:9]=[C:10]2\\\\[C:11](=[O:12])[NH:13][c:14]3[cH:15][cH:16][c:17]([Br:18])[cH:19][c:20]32)[nH:21][c:22]2[c:23]1[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2\"},\"mapped_reaction_smiles\":\"O[C:3](=[O:4])[CH2:5][CH2:6][c:7]1[c:8](/[CH:9]=[C:10]2\\\\[C:11](=[O:12])[NH:13][c:14]3[cH:15][cH:16][c:17]([Br:18])[cH:19][c:20]32)[nH:21][c:22]2[c:23]1[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2.[CH3:1][NH2:2]>CCN=C=NCCCN(C)C.CN(C)C=O.On1nnc2ccccc21>[CH3:1][NH:2][C:3](=[O:4])[CH2:5][CH2:6][c:7]1[c:8](/[CH:9]=[C:10]2\\\\[C:11](=[O:12])[NH:13][c:14]3[cH:15][cH:16][c:17]([Br:18])[cH:19][c:20]32)[nH:21][c:22]2[c:23]1[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2\"}",
"reactionStep": {
"id": "sa_7c389d6a460647ac36ef9b37",
"reactionHash": "5cb31f54f792809e3865394693bd5ea4f441539f107ac48302d281f2a82f3b19"
},
"children": [
{
"id": "10571",
"routeId": "sa_bf94757142254772791123a7",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "10570",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10572",
"routeId": "sa_bf94757142254772791123a7",
"moleculeId": "sa_13a1cd4531c364363a7ef0aa",
"parentId": "10570",
"isLeaf": false,
"molecule": {
"id": "sa_13a1cd4531c364363a7ef0aa",
"inchikey": "BOHXJNWFHQYYPT-WJDWOHSUSA-N",
"smiles": "O=C(O)CCc1c(/C=C2\\C(=O)Nc3ccc(Br)cc32)[nH]c2c1CCCCC2"
},
"smiles": "O=C(O)CCc1c(/C=C2\\C(=O)Nc3ccc(Br)cc32)[nH]c2c1CCCCC2",
"reactionStepId": "sa_8e84a5878840c2463730710a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040186160A1;0362;191274\",\"rsmi\":\"O=[CH:8][c:7]1[c:6]([CH2:5][CH2:4][C:2](=[O:1])[OH:3])[c:22]2[c:21]([nH:20]1)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2.[CH2:9]1[C:10](=[O:11])[NH:12][c:13]2[cH:14][cH:15][c:16]([Br:17])[cH:18][c:19]21>C1CCNCC1.CCO>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][c:6]1[c:7](/[CH:8]=[C:9]2\\\\[C:10](=[O:11])[NH:12][c:13]3[cH:14][cH:15][c:16]([Br:17])[cH:18][c:19]32)[nH:20][c:21]2[c:22]1[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]2\"},\"mapped_reaction_smiles\":\"O=[CH:8][c:7]1[c:6]([CH2:5][CH2:4][C:2](=[O:1])[OH:3])[c:22]2[c:21]([nH:20]1)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2.[CH2:9]1[C:10](=[O:11])[NH:12][c:13]2[cH:14][cH:15][c:16]([Br:17])[cH:18][c:19]21>C1CCNCC1.CCO>[O:1]=[C:2]([OH:3])[CH2:4][CH2:5][c:6]1[c:7](/[CH:8]=[C:9]2\\\\[C:10](=[O:11])[NH:12][c:13]3[cH:14][cH:15][c:16]([Br:17])[cH:18][c:19]32)[nH:20][c:21]2[c:22]1[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]2\"}",
"reactionStep": {
"id": "sa_8e84a5878840c2463730710a",
"reactionHash": "20921dcc12f27d90b1a4d0e8817a8eba918489a0c2e102d6d5d162de3438cfa0"
},
"children": [
{
"id": "10573",
"routeId": "sa_bf94757142254772791123a7",
"moleculeId": "sa_71384d5152c64547a5e195b7",
"parentId": "10572",
"isLeaf": false,
"molecule": {
"id": "sa_71384d5152c64547a5e195b7",
"inchikey": "DLZQWTGSTZOHOY-UHFFFAOYSA-N",
"smiles": "O=Cc1[nH]c2c(c1CCC(=O)O)CCCCC2"
},
"smiles": "O=Cc1[nH]c2c(c1CCC(=O)O)CCCCC2",
"reactionStepId": "sa_268ec48912532c8e07f79818",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040186160A1;0255;191218\",\"rsmi\":\"CN(C)[CH:2]=[O:1].[cH:3]1[c:4]([CH2:5][CH2:6][C:7](=[O:8])[OH:9])[c:10]2[c:11]([nH:17]1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]2>Cl.ClCCl.O.O=P(Cl)(Cl)Cl>[O:1]=[CH:2][c:3]1[c:4]([CH2:5][CH2:6][C:7](=[O:8])[OH:9])[c:10]2[c:11]([nH:17]1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]2\"},\"mapped_reaction_smiles\":\"CN(C)[CH:2]=[O:1].[cH:3]1[c:4]([CH2:5][CH2:6][C:7](=[O:8])[OH:9])[c:10]2[c:11]([nH:17]1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]2>Cl.ClCCl.O.O=P(Cl)(Cl)Cl>[O:1]=[CH:2][c:3]1[c:4]([CH2:5][CH2:6][C:7](=[O:8])[OH:9])[c:10]2[c:11]([nH:17]1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]2\"}",
"reactionStep": {
"id": "sa_268ec48912532c8e07f79818",
"reactionHash": "1e9609b36c92c60baeacee3fc7d32bdaee677ba3f917e47a8cdd94230ae1c959"
},
"children": [
{
"id": "10574",
"routeId": "sa_bf94757142254772791123a7",
"moleculeId": "sa_293d153a5f58595139717339",
"parentId": "10573",
"isLeaf": true,
"molecule": {
"id": "sa_293d153a5f58595139717339",
"inchikey": "XRYDVNBBHXXOLW-UHFFFAOYSA-N",
"smiles": "O=C(O)CCc1c[nH]c2c1CCCCC2"
},
"smiles": "O=C(O)CCc1c[nH]c2c1CCCCC2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10575",
"routeId": "sa_bf94757142254772791123a7",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "10573",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10576",
"routeId": "sa_bf94757142254772791123a7",
"moleculeId": "sa_f50ccde1fde9ee0c06cbc65d",
"parentId": "10572",
"isLeaf": false,
"molecule": {
"id": "sa_f50ccde1fde9ee0c06cbc65d",
"inchikey": "VIMNAEVMZXIKFL-UHFFFAOYSA-N",
"smiles": "O=C1Cc2cc(Br)ccc2N1"
},
"smiles": "O=C1Cc2cc(Br)ccc2N1",
"reactionStepId": "sa_adb5787336c1d5e301edb58a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040186160A1;0264;191222\",\"rsmi\":\"O=C1CCC(=O)N1[Br:7].[O:1]=[C:2]1[CH2:3][c:4]2[cH:5][cH:6][cH:8][cH:9][c:10]2[NH:11]1>CC#N>[O:1]=[C:2]1[CH2:3][c:4]2[cH:5][c:6]([Br:7])[cH:8][cH:9][c:10]2[NH:11]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:7].[O:1]=[C:2]1[CH2:3][c:4]2[cH:5][cH:6][cH:8][cH:9][c:10]2[NH:11]1>CC#N>[O:1]=[C:2]1[CH2:3][c:4]2[cH:5][c:6]([Br:7])[cH:8][cH:9][c:10]2[NH:11]1\"}",
"reactionStep": {
"id": "sa_adb5787336c1d5e301edb58a",
"reactionHash": "7ae7802cb8dfd69febc80b17cfa3647da5b2a4c23ddd0a588281fd0c097b7f43"
},
"children": [
{
"id": "10577",
"routeId": "sa_bf94757142254772791123a7",
"moleculeId": "sa_4a6865a174b5e4e0a4cbb8b8",
"parentId": "10576",
"isLeaf": true,
"molecule": {
"id": "sa_4a6865a174b5e4e0a4cbb8b8",
"inchikey": "JYGFTBXVXVMTGB-UHFFFAOYSA-N",
"smiles": "OC1=Nc2ccccc2C1"
},
"smiles": "O=C1Cc2ccccc2N1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10578",
"routeId": "sa_bf94757142254772791123a7",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "10576",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}