Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(C#N)cc1NC(=O)CN1C[C@@H](C)N(S(=O)(=O)c2cccc(C#N)c2)[C@@H](C)C1
InChiKey
FFHJZGMGUJQGON-HDICACEKSA-N
Route Signature
6c55fe9837d804f3fa0c5dbd3de18b716383a54acff45d8c2d8e161220903827
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a53a378c60c992fce077f7c1",
"signature": "6c55fe9837d804f3fa0c5dbd3de18b716383a54acff45d8c2d8e161220903827",
"contentHash": "07129e004bd5c6616dfd401c972486081618d9f017d4fb47317e98c81b62f2ad",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_c84743e22d06a706198164b3",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-08737",
"moleculeId": "sa_e2dace9a83a4b59b24e38ec6",
"smiles": "Cc1ccc(C#N)cc1NC(=O)CN1C[C@@H](C)N(S(=O)(=O)c2cccc(C#N)c2)[C@@H](C)C1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_e2dace9a83a4b59b24e38ec6",
"inchikey": "FFHJZGMGUJQGON-HDICACEKSA-N",
"smiles": "Cc1ccc(C#N)cc1NC(=O)CN1C[C@@H](C)N(S(=O)(=O)c2cccc(C#N)c2)[C@@H](C)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3171",
"routeId": "sa_a53a378c60c992fce077f7c1",
"moleculeId": "sa_e2dace9a83a4b59b24e38ec6",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e2dace9a83a4b59b24e38ec6",
"inchikey": "FFHJZGMGUJQGON-HDICACEKSA-N",
"smiles": "Cc1ccc(C#N)cc1NC(=O)CN1C[C@@H](C)N(S(=O)(=O)c2cccc(C#N)c2)[C@@H](C)C1"
},
"smiles": "Cc1ccc(C#N)cc1NC(=O)CN1C[C@@H](C)N(S(=O)(=O)c2cccc(C#N)c2)[C@@H](C)C1",
"reactionStepId": "sa_c63dd8cd4a0cd854cda30d63",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030013721A1;0900;56848\",\"rsmi\":\"Cl[CH2:7][C:5]([NH:4][c:3]1[c:2]([CH3:1])[cH:32][cH:31][c:28]([C:29]#[N:30])[cH:27]1)=[O:6].[NH:8]1[CH2:9][C@@H:10]([CH3:11])[N:12]([S:13](=[O:14])(=[O:15])[c:16]2[cH:17][c:18]([C:19]#[N:20])[cH:21][cH:22][cH:23]2)[C@@H:24]([CH3:25])[CH2:26]1>>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[CH2:7][N:8]2[CH2:9][C@H:10]([CH3:11])[N:12]([S:13](=[O:14])(=[O:15])[c:16]3[cH:17][c:18]([C:19]#[N:20])[cH:21][cH:22][cH:23]3)[C@H:24]([CH3:25])[CH2:26]2)[cH:27][c:28]([C:29]#[N:30])[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:7][C:5]([NH:4][c:3]1[c:2]([CH3:1])[cH:32][cH:31][c:28]([C:29]#[N:30])[cH:27]1)=[O:6].[NH:8]1[CH2:9][C@@H:10]([CH3:11])[N:12]([S:13](=[O:14])(=[O:15])[c:16]2[cH:17][c:18]([C:19]#[N:20])[cH:21][cH:22][cH:23]2)[C@@H:24]([CH3:25])[CH2:26]1>>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[CH2:7][N:8]2[CH2:9][C@H:10]([CH3:11])[N:12]([S:13](=[O:14])(=[O:15])[c:16]3[cH:17][c:18]([C:19]#[N:20])[cH:21][cH:22][cH:23]3)[C@H:24]([CH3:25])[CH2:26]2)[cH:27][c:28]([C:29]#[N:30])[cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_c63dd8cd4a0cd854cda30d63",
"reactionHash": "bcc2486dc6178f703672a89aaf15801adb685cf636c8daae8199dfe458dee020"
},
"children": [
{
"id": "3172",
"routeId": "sa_a53a378c60c992fce077f7c1",
"moleculeId": "sa_3d8127e1df9341f63b543a2f",
"parentId": "3171",
"isLeaf": false,
"molecule": {
"id": "sa_3d8127e1df9341f63b543a2f",
"inchikey": "CIKRYXGFFQZKDB-PHIMTYICSA-N",
"smiles": "C[C@@H]1CNC[C@H](C)N1S(=O)(=O)c1cccc(C#N)c1"
},
"smiles": "C[C@@H]1CNC[C@H](C)N1S(=O)(=O)c1cccc(C#N)c1",
"reactionStepId": "sa_3bf2976e1c9ee319fa28e396",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030013721A1;0840;56845\",\"rsmi\":\"c1ccc(C[N:4]2[CH2:3][C@H:2]([CH3:1])[N:8]([S:9](=[O:10])(=[O:11])[c:12]3[cH:13][c:14]([C:15]#[N:16])[cH:17][cH:18][cH:19]3)[C@H:6]([CH3:7])[CH2:5]2)cc1>CC(Cl)OC(=O)Cl.ClCCCl>[CH3:1][C@H:2]1[CH2:3][NH:4][CH2:5][C@@H:6]([CH3:7])[N:8]1[S:9](=[O:10])(=[O:11])[c:12]1[cH:13][c:14]([C:15]#[N:16])[cH:17][cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[N:4]2[CH2:3][C@H:2]([CH3:1])[N:8]([S:9](=[O:10])(=[O:11])[c:12]3[cH:13][c:14]([C:15]#[N:16])[cH:17][cH:18][cH:19]3)[C@H:6]([CH3:7])[CH2:5]2)cc1>CC(Cl)OC(=O)Cl.ClCCCl>[CH3:1][C@H:2]1[CH2:3][NH:4][CH2:5][C@@H:6]([CH3:7])[N:8]1[S:9](=[O:10])(=[O:11])[c:12]1[cH:13][c:14]([C:15]#[N:16])[cH:17][cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_3bf2976e1c9ee319fa28e396",
"reactionHash": "3d5fc777ac0be76b46841715f1db364e9dbf2778d6fd9db4da47618b4850fa49"
},
"children": [
{
"id": "3173",
"routeId": "sa_a53a378c60c992fce077f7c1",
"moleculeId": "sa_d806c2d8d8221bd28cef58c4",
"parentId": "3172",
"isLeaf": false,
"molecule": {
"id": "sa_d806c2d8d8221bd28cef58c4",
"inchikey": "CSDFLLMYCOKBGE-CALCHBBNSA-N",
"smiles": "C[C@@H]1CN(Cc2ccccc2)C[C@H](C)N1S(=O)(=O)c1cccc(C#N)c1"
},
"smiles": "C[C@@H]1CN(Cc2ccccc2)C[C@H](C)N1S(=O)(=O)c1cccc(C#N)c1",
"reactionStepId": "sa_a25196e5aef75f7080d3f2e6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030013721A1;0837;56844\",\"rsmi\":\"Cl[S:16](=[O:17])(=[O:18])[c:19]1[cH:20][c:21]([C:22]#[N:23])[cH:24][cH:25][cH:26]1.[CH3:1][C@H:2]1[CH2:3][N:4]([CH2:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[CH2:12][C@@H:13]([CH3:14])[NH:15]1>c1ccncc1>[CH3:1][C@H:2]1[CH2:3][N:4]([CH2:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[CH2:12][C@@H:13]([CH3:14])[N:15]1[S:16](=[O:17])(=[O:18])[c:19]1[cH:20][c:21]([C:22]#[N:23])[cH:24][cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Cl[S:16](=[O:17])(=[O:18])[c:19]1[cH:20][c:21]([C:22]#[N:23])[cH:24][cH:25][cH:26]1.[CH3:1][C@H:2]1[CH2:3][N:4]([CH2:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[CH2:12][C@@H:13]([CH3:14])[NH:15]1>c1ccncc1>[CH3:1][C@H:2]1[CH2:3][N:4]([CH2:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[CH2:12][C@@H:13]([CH3:14])[N:15]1[S:16](=[O:17])(=[O:18])[c:19]1[cH:20][c:21]([C:22]#[N:23])[cH:24][cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_a25196e5aef75f7080d3f2e6",
"reactionHash": "5055ab331371618627e2788dbbd911e212ff09f7a608092c83163a9194250a18"
},
"children": [
{
"id": "3174",
"routeId": "sa_a53a378c60c992fce077f7c1",
"moleculeId": "sa_7d8fe9fc1e64906ecc125ddd",
"parentId": "3173",
"isLeaf": true,
"molecule": {
"id": "sa_7d8fe9fc1e64906ecc125ddd",
"inchikey": "BHNRGBRMCNHNQD-UHFFFAOYSA-N",
"smiles": "N#Cc1cccc(S(=O)(=O)Cl)c1"
},
"smiles": "N#Cc1cccc(S(=O)(=O)Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3175",
"routeId": "sa_a53a378c60c992fce077f7c1",
"moleculeId": "sa_87d571d46b625478c9d45d22",
"parentId": "3173",
"isLeaf": true,
"molecule": {
"id": "sa_87d571d46b625478c9d45d22",
"inchikey": "HTDQGGNOPNSEKT-TXEJJXNPSA-N",
"smiles": "C[C@@H]1CN(Cc2ccccc2)C[C@H](C)N1"
},
"smiles": "C[C@@H]1CN(Cc2ccccc2)C[C@H](C)N1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "3176",
"routeId": "sa_a53a378c60c992fce077f7c1",
"moleculeId": "sa_f02a31b762538ccd56e146c2",
"parentId": "3171",
"isLeaf": false,
"molecule": {
"id": "sa_f02a31b762538ccd56e146c2",
"inchikey": "OBRILLGCLVXLCT-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C#N)cc1NC(=O)CCl"
},
"smiles": "Cc1ccc(C#N)cc1NC(=O)CCl",
"reactionStepId": "sa_c4e2cdf6a340d7b8ee5556c1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20030013721A1;0897;56847\",\"rsmi\":\"Cl[C:5](=[O:6])[CH2:7][Cl:8].[CH3:1][c:2]1[c:3]([NH2:4])[cH:9][c:10]([C:11]#[N:12])[cH:13][cH:14]1>>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[CH2:7][Cl:8])[cH:9][c:10]([C:11]#[N:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Cl[C:5](=[O:6])[CH2:7][Cl:8].[CH3:1][c:2]1[c:3]([NH2:4])[cH:9][c:10]([C:11]#[N:12])[cH:13][cH:14]1>>[CH3:1][c:2]1[c:3]([NH:4][C:5](=[O:6])[CH2:7][Cl:8])[cH:9][c:10]([C:11]#[N:12])[cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_c4e2cdf6a340d7b8ee5556c1",
"reactionHash": "3b38c562ba82f85a53a95ea34d043f4b7b075fb88f222328d1463861c9966e82"
},
"children": [
{
"id": "3177",
"routeId": "sa_a53a378c60c992fce077f7c1",
"moleculeId": "sa_237639a57f3bf895f37cdd8d",
"parentId": "3176",
"isLeaf": true,
"molecule": {
"id": "sa_237639a57f3bf895f37cdd8d",
"inchikey": "IEWMNQUBZPVSSV-UHFFFAOYSA-N",
"smiles": "Cc1ccc(C#N)cc1N"
},
"smiles": "Cc1ccc(C#N)cc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3178",
"routeId": "sa_a53a378c60c992fce077f7c1",
"moleculeId": "sa_9bcb79a40efded362b9313ac",
"parentId": "3176",
"isLeaf": true,
"molecule": {
"id": "sa_9bcb79a40efded362b9313ac",
"inchikey": "VGCXGMAHQTYDJK-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCl"
},
"smiles": "O=C(Cl)CCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}