Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(Nc1ccccn1)N1CCC(c2ccc(OCc3ccccc3)cc2OCc2ccccc2)CC1
InChiKey
HTIRNRKLTJFMTQ-UHFFFAOYSA-N
Route Signature
22ff72f630d3a3c23f411b7077d4e6a7d3622b8a880588c61beb700c5fa42da3
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_bacca8596ecbc1a4820c4c70",
"signature": "22ff72f630d3a3c23f411b7077d4e6a7d3622b8a880588c61beb700c5fa42da3",
"contentHash": "a9ceb8a94d7fb26897ad34c75856836a1336f44547da4c2bdfaae119beb3886c",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_419a275e6df69cec4f1dec78",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08320",
"moleculeId": "sa_c133114ab017504e72e24a79",
"smiles": "O=C(Nc1ccccn1)N1CCC(c2ccc(OCc3ccccc3)cc2OCc2ccccc2)CC1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_c133114ab017504e72e24a79",
"inchikey": "HTIRNRKLTJFMTQ-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccccn1)N1CCC(c2ccc(OCc3ccccc3)cc2OCc2ccccc2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11896",
"routeId": "sa_bacca8596ecbc1a4820c4c70",
"moleculeId": "sa_c133114ab017504e72e24a79",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_c133114ab017504e72e24a79",
"inchikey": "HTIRNRKLTJFMTQ-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccccn1)N1CCC(c2ccc(OCc3ccccc3)cc2OCc2ccccc2)CC1"
},
"smiles": "O=C(Nc1ccccn1)N1CCC(c2ccc(OCc3ccccc3)cc2OCc2ccccc2)CC1",
"reactionStepId": "sa_745c8b0298c3c928be2272ae",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08299259B2;0341;1244956\",\"rsmi\":\"O=[N+]([O-])c1ccc(O[C:2](=[O:1])[NH:3][c:4]2[n:5][cH:6][cH:7][cH:8][cH:9]2)cc1.[NH:10]1[CH2:11][CH2:12][CH:13]([c:14]2[c:15]([O:16][CH2:17][c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[cH:24][c:25]([O:26][CH2:27][c:28]3[cH:29][cH:30][cH:31][cH:32][cH:33]3)[cH:34][cH:35]2)[CH2:36][CH2:37]1>CCN(C(C)C)C(C)C.CN(C)C=O.O.Cl>[O:1]=[C:2]([NH:3][c:4]1[n:5][cH:6][cH:7][cH:8][cH:9]1)[N:10]1[CH2:11][CH2:12][CH:13]([c:14]2[c:15]([O:16][CH2:17][c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[cH:24][c:25]([O:26][CH2:27][c:28]3[cH:29][cH:30][cH:31][cH:32][cH:33]3)[cH:34][cH:35]2)[CH2:36][CH2:37]1\"},\"mapped_reaction_smiles\":\"O=[N+]([O-])c1ccc(O[C:2](=[O:1])[NH:3][c:4]2[n:5][cH:6][cH:7][cH:8][cH:9]2)cc1.[NH:10]1[CH2:11][CH2:12][CH:13]([c:14]2[c:15]([O:16][CH2:17][c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[cH:24][c:25]([O:26][CH2:27][c:28]3[cH:29][cH:30][cH:31][cH:32][cH:33]3)[cH:34][cH:35]2)[CH2:36][CH2:37]1>CCN(C(C)C)C(C)C.CN(C)C=O.O.Cl>[O:1]=[C:2]([NH:3][c:4]1[n:5][cH:6][cH:7][cH:8][cH:9]1)[N:10]1[CH2:11][CH2:12][CH:13]([c:14]2[c:15]([O:16][CH2:17][c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[cH:24][c:25]([O:26][CH2:27][c:28]3[cH:29][cH:30][cH:31][cH:32][cH:33]3)[cH:34][cH:35]2)[CH2:36][CH2:37]1\"}",
"reactionStep": {
"id": "sa_745c8b0298c3c928be2272ae",
"reactionHash": "66e62a2f0f0c4bfff6992e8885fd50f380f9c07e3b2fbb2d3ca1e6dc811fccdf"
},
"children": [
{
"id": "11897",
"routeId": "sa_bacca8596ecbc1a4820c4c70",
"moleculeId": "sa_d519d3f5e6bde3b41d25c79f",
"parentId": "11896",
"isLeaf": false,
"molecule": {
"id": "sa_d519d3f5e6bde3b41d25c79f",
"inchikey": "MIHYTBNMRBCERJ-UHFFFAOYSA-N",
"smiles": "c1ccc(COc2ccc(C3CCNCC3)c(OCc3ccccc3)c2)cc1"
},
"smiles": "c1ccc(COc2ccc(C3CCNCC3)c(OCc3ccccc3)c2)cc1",
"reactionStepId": "sa_18d6822e5a32263dba4ab71c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08299259B2;0301;1244951\",\"rsmi\":\"CCOC(=O)[N:22]1[CH2:21][CH2:20][CH:19]([c:18]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:8][c:7]([O:6][CH2:5][c:4]3[cH:3][cH:2][cH:1][cH:28][cH:27]3)[cH:26][cH:25]2)[CH2:24][CH2:23]1>CCO.O.[Na+].O>[cH:1]1[cH:2][cH:3][c:4]([CH2:5][O:6][c:7]2[cH:8][c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[c:18]([CH:19]3[CH2:20][CH2:21][NH:22][CH2:23][CH2:24]3)[cH:25][cH:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"CCOC(=O)[N:22]1[CH2:21][CH2:20][CH:19]([c:18]2[c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:8][c:7]([O:6][CH2:5][c:4]3[cH:3][cH:2][cH:1][cH:28][cH:27]3)[cH:26][cH:25]2)[CH2:24][CH2:23]1>CCO.O.[Na+].O>[cH:1]1[cH:2][cH:3][c:4]([CH2:5][O:6][c:7]2[cH:8][c:9]([O:10][CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[c:18]([CH:19]3[CH2:20][CH2:21][NH:22][CH2:23][CH2:24]3)[cH:25][cH:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_18d6822e5a32263dba4ab71c",
"reactionHash": "31ea25fcf375364e824aabbb72683ad72ba9aea52db0189864e1b793c01b4de5"
},
"children": [
{
"id": "11898",
"routeId": "sa_bacca8596ecbc1a4820c4c70",
"moleculeId": "sa_8bf4b86d9f04ebaa461caa84",
"parentId": "11897",
"isLeaf": true,
"molecule": {
"id": "sa_8bf4b86d9f04ebaa461caa84",
"inchikey": "JCVMMSFPMJKEQN-UHFFFAOYSA-N",
"smiles": "CCOC(=O)N1CCC(c2ccc(OCc3ccccc3)cc2OCc2ccccc2)CC1"
},
"smiles": "CCOC(=O)N1CCC(c2ccc(OCc3ccccc3)cc2OCc2ccccc2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11899",
"routeId": "sa_bacca8596ecbc1a4820c4c70",
"moleculeId": "sa_b81f99acfd8031ec12c27644",
"parentId": "11896",
"isLeaf": false,
"molecule": {
"id": "sa_b81f99acfd8031ec12c27644",
"inchikey": "NJGCHMFTCBOWSA-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccccn1)Oc1ccc([N+](=O)[O-])cc1"
},
"smiles": "O=C(Nc1ccccn1)Oc1ccc([N+](=O)[O-])cc1",
"reactionStepId": "sa_72d62b34528fac40464225cf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08299259B2;0340;1244955\",\"rsmi\":\"Cl[C:2](=[O:1])[O:10][c:11]1[cH:12][cH:13][c:14]([N+:15](=[O:16])[O-:17])[cH:18][cH:19]1.[NH2:3][c:4]1[n:5][cH:6][cH:7][cH:8][cH:9]1>CCN(C(C)C)C(C)C.ClCCl.O>[O:1]=[C:2]([NH:3][c:4]1[n:5][cH:6][cH:7][cH:8][cH:9]1)[O:10][c:11]1[cH:12][cH:13][c:14]([N+:15](=[O:16])[O-:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[O:10][c:11]1[cH:12][cH:13][c:14]([N+:15](=[O:16])[O-:17])[cH:18][cH:19]1.[NH2:3][c:4]1[n:5][cH:6][cH:7][cH:8][cH:9]1>CCN(C(C)C)C(C)C.ClCCl.O>[O:1]=[C:2]([NH:3][c:4]1[n:5][cH:6][cH:7][cH:8][cH:9]1)[O:10][c:11]1[cH:12][cH:13][c:14]([N+:15](=[O:16])[O-:17])[cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_72d62b34528fac40464225cf",
"reactionHash": "e3f09fdb67aba7d4110a04d836e2b2d26d55fd5b7c3b408ca959b0155b704427"
},
"children": [
{
"id": "11900",
"routeId": "sa_bacca8596ecbc1a4820c4c70",
"moleculeId": "sa_9d881fcfb8e5da75f7e5b12a",
"parentId": "11899",
"isLeaf": true,
"molecule": {
"id": "sa_9d881fcfb8e5da75f7e5b12a",
"inchikey": "ICSNLGPSRYBMBD-UHFFFAOYSA-N",
"smiles": "Nc1ccccn1"
},
"smiles": "Nc1ccccn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11901",
"routeId": "sa_bacca8596ecbc1a4820c4c70",
"moleculeId": "sa_3863ce290d49123db29a5643",
"parentId": "11899",
"isLeaf": true,
"molecule": {
"id": "sa_3863ce290d49123db29a5643",
"inchikey": "NXLNNXIXOYSCMB-UHFFFAOYSA-N",
"smiles": "O=C(Cl)Oc1ccc([N+](=O)[O-])cc1"
},
"smiles": "O=C(Cl)Oc1ccc([N+](=O)[O-])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}