Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C1N(c2ccc(OC(F)(F)F)cc2)CCC12CCN(S(=O)(=O)c1cccnc1)CC2
InChiKey
MWXVMJGOINNDDW-UHFFFAOYSA-N
Route Signature
1b61f91b27199838edf4cfbddc6f046bf1ae88162401288453a61cdafc37cfef
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_25c23c55f0ef516a896a197a",
"signature": "1b61f91b27199838edf4cfbddc6f046bf1ae88162401288453a61cdafc37cfef",
"contentHash": "c68e7ac5079bd3afa8c5449568c19d9a6eda10e158c02da2af31dc44c4abef7b",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_4fb6a98496d8108175fccd97",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-05099",
"moleculeId": "sa_0b27bd5870ed670696b47bf3",
"smiles": "O=C1N(c2ccc(OC(F)(F)F)cc2)CCC12CCN(S(=O)(=O)c1cccnc1)CC2",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0b27bd5870ed670696b47bf3",
"inchikey": "MWXVMJGOINNDDW-UHFFFAOYSA-N",
"smiles": "O=C1N(c2ccc(OC(F)(F)F)cc2)CCC12CCN(S(=O)(=O)c1cccnc1)CC2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7528",
"routeId": "sa_25c23c55f0ef516a896a197a",
"moleculeId": "sa_0b27bd5870ed670696b47bf3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0b27bd5870ed670696b47bf3",
"inchikey": "MWXVMJGOINNDDW-UHFFFAOYSA-N",
"smiles": "O=C1N(c2ccc(OC(F)(F)F)cc2)CCC12CCN(S(=O)(=O)c1cccnc1)CC2"
},
"smiles": "O=C1N(c2ccc(OC(F)(F)F)cc2)CCC12CCN(S(=O)(=O)c1cccnc1)CC2",
"reactionStepId": "sa_efd0c7cf4759fa3a64f45506",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08329904B2;1034;1261460\",\"rsmi\":\"Cl[S:21](=[O:22])(=[O:23])[c:24]1[cH:25][cH:26][cH:27][n:28][cH:29]1.[O:1]=[C:2]1[N:3]([c:4]2[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[CH2:15][CH2:16][C:17]12[CH2:18][CH2:19][NH:20][CH2:30][CH2:31]2>CC(=O)O.Cl>[O:1]=[C:2]1[N:3]([c:4]2[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[CH2:15][CH2:16][C:17]12[CH2:18][CH2:19][N:20]([S:21](=[O:22])(=[O:23])[c:24]1[cH:25][cH:26][cH:27][n:28][cH:29]1)[CH2:30][CH2:31]2\"},\"mapped_reaction_smiles\":\"Cl[S:21](=[O:22])(=[O:23])[c:24]1[cH:25][cH:26][cH:27][n:28][cH:29]1.[O:1]=[C:2]1[N:3]([c:4]2[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[CH2:15][CH2:16][C:17]12[CH2:18][CH2:19][NH:20][CH2:30][CH2:31]2>CC(=O)O.Cl>[O:1]=[C:2]1[N:3]([c:4]2[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[CH2:15][CH2:16][C:17]12[CH2:18][CH2:19][N:20]([S:21](=[O:22])(=[O:23])[c:24]1[cH:25][cH:26][cH:27][n:28][cH:29]1)[CH2:30][CH2:31]2\"}",
"reactionStep": {
"id": "sa_efd0c7cf4759fa3a64f45506",
"reactionHash": "6a8f5acea0ffbb499f12dbfdb284398fcd6c5c662d46483b741af27e8067753b"
},
"children": [
{
"id": "7529",
"routeId": "sa_25c23c55f0ef516a896a197a",
"moleculeId": "sa_e9a81c011723fb8fbab293ac",
"parentId": "7528",
"isLeaf": true,
"molecule": {
"id": "sa_e9a81c011723fb8fbab293ac",
"inchikey": "CDRNYKLYADJTMN-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1cccnc1"
},
"smiles": "O=S(=O)(Cl)c1cccnc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7530",
"routeId": "sa_25c23c55f0ef516a896a197a",
"moleculeId": "sa_9bc18022fb778e49d919fde7",
"parentId": "7528",
"isLeaf": false,
"molecule": {
"id": "sa_9bc18022fb778e49d919fde7",
"inchikey": "FRJFQVAADRNWND-UHFFFAOYSA-N",
"smiles": "O=C1N(c2ccc(OC(F)(F)F)cc2)CCC12CCNCC2"
},
"smiles": "O=C1N(c2ccc(OC(F)(F)F)cc2)CCC12CCNCC2",
"reactionStepId": "sa_60c8bc9b0c4424dd04a69ff9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08329904B2;1018;1261452\",\"rsmi\":\"c1ccc(C[N:20]2[CH2:19][CH2:18][C:17]3([C:2](=[O:1])[N:3]([c:4]4[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]4)[CH2:15][CH2:16]3)[CH2:22][CH2:21]2)cc1>CC(=O)O.CO.O.O.[Pd+2]>[O:1]=[C:2]1[N:3]([c:4]2[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[CH2:15][CH2:16][C:17]12[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]2\"},\"mapped_reaction_smiles\":\"c1ccc(C[N:20]2[CH2:19][CH2:18][C:17]3([C:2](=[O:1])[N:3]([c:4]4[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]4)[CH2:15][CH2:16]3)[CH2:22][CH2:21]2)cc1>CC(=O)O.CO.O.O.[Pd+2]>[O:1]=[C:2]1[N:3]([c:4]2[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[CH2:15][CH2:16][C:17]12[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]2\"}",
"reactionStep": {
"id": "sa_60c8bc9b0c4424dd04a69ff9",
"reactionHash": "37c711702d929589c9464d1d957c18ff7c9f133aecae7ac01a752311113fe427"
},
"children": [
{
"id": "7531",
"routeId": "sa_25c23c55f0ef516a896a197a",
"moleculeId": "sa_0db1e0d84d9177e9a3530b12",
"parentId": "7530",
"isLeaf": false,
"molecule": {
"id": "sa_0db1e0d84d9177e9a3530b12",
"inchikey": "RUWYMWZXKVQOBZ-UHFFFAOYSA-N",
"smiles": "O=C1N(c2ccc(OC(F)(F)F)cc2)CCC12CCN(Cc1ccccc1)CC2"
},
"smiles": "O=C1N(c2ccc(OC(F)(F)F)cc2)CCC12CCN(Cc1ccccc1)CC2",
"reactionStepId": "sa_ca66911cab5658cf7a3e0d28",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08329904B2;1017;1261451\",\"rsmi\":\"CCO[C:2](=[O:1])[C:17]1([CH2:16][CH2:15]OC)[CH2:18][CH2:19][N:20]([CH2:21][c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[CH2:28][CH2:29]1.[NH2:3][c:4]1[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1>C[Al+]C.Cc1ccccc1.Cl>[O:1]=[C:2]1[N:3]([c:4]2[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[CH2:15][CH2:16][C:17]12[CH2:18][CH2:19][N:20]([CH2:21][c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1)[CH2:28][CH2:29]2\"},\"mapped_reaction_smiles\":\"CCO[C:2](=[O:1])[C:17]1([CH2:16][CH2:15]OC)[CH2:18][CH2:19][N:20]([CH2:21][c:22]2[cH:23][cH:24][cH:25][cH:26][cH:27]2)[CH2:28][CH2:29]1.[NH2:3][c:4]1[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]1>C[Al+]C.Cc1ccccc1.Cl>[O:1]=[C:2]1[N:3]([c:4]2[cH:5][cH:6][c:7]([O:8][C:9]([F:10])([F:11])[F:12])[cH:13][cH:14]2)[CH2:15][CH2:16][C:17]12[CH2:18][CH2:19][N:20]([CH2:21][c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1)[CH2:28][CH2:29]2\"}",
"reactionStep": {
"id": "sa_ca66911cab5658cf7a3e0d28",
"reactionHash": "06df409fc4fab6aa652702f5592143ff52273aab14ba4079a4b04443b797d691"
},
"children": [
{
"id": "7532",
"routeId": "sa_25c23c55f0ef516a896a197a",
"moleculeId": "sa_8f079a9eb75fc1701eede5ec",
"parentId": "7531",
"isLeaf": false,
"molecule": {
"id": "sa_8f079a9eb75fc1701eede5ec",
"inchikey": "MJNSQBGZEVRNQO-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(CCOC)CCN(Cc2ccccc2)CC1"
},
"smiles": "CCOC(=O)C1(CCOC)CCN(Cc2ccccc2)CC1",
"reactionStepId": "sa_02f752b877c4083efe234f8d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08329904B2;1016;1261450\",\"rsmi\":\"Br[CH2:7][CH2:8][O:9][CH3:10].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1>C1CCOC1.CC(C)NC(C)C.CCCCCC.CCOC(C)=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([CH2:7][CH2:8][O:9][CH3:10])[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"Br[CH2:7][CH2:8][O:9][CH3:10].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1>C1CCOC1.CC(C)NC(C)C.CCCCCC.CCOC(C)=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([CH2:7][CH2:8][O:9][CH3:10])[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1\"}",
"reactionStep": {
"id": "sa_02f752b877c4083efe234f8d",
"reactionHash": "7a58da19be197059b645e8677bbe9403db08bf4df624b3948c47088a29f3ac45"
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"children": [
{
"id": "7533",
"routeId": "sa_25c23c55f0ef516a896a197a",
"moleculeId": "sa_8922431b155a6ef7ce93280f",
"parentId": "7532",
"isLeaf": true,
"molecule": {
"id": "sa_8922431b155a6ef7ce93280f",
"inchikey": "ASQCOPJFYLJCGD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1CCN(Cc2ccccc2)CC1"
},
"smiles": "CCOC(=O)C1CCN(Cc2ccccc2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7534",
"routeId": "sa_25c23c55f0ef516a896a197a",
"moleculeId": "sa_1d500dd023c3a4d81d60b398",
"parentId": "7532",
"isLeaf": true,
"molecule": {
"id": "sa_1d500dd023c3a4d81d60b398",
"inchikey": "YZUPZGFPHUVJKC-UHFFFAOYSA-N",
"smiles": "COCCBr"
},
"smiles": "COCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "7535",
"routeId": "sa_25c23c55f0ef516a896a197a",
"moleculeId": "sa_092084762c3a51ea022a4811",
"parentId": "7531",
"isLeaf": true,
"molecule": {
"id": "sa_092084762c3a51ea022a4811",
"inchikey": "XUJFOSLZQITUOI-UHFFFAOYSA-N",
"smiles": "Nc1ccc(OC(F)(F)F)cc1"
},
"smiles": "Nc1ccc(OC(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}