Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C1N(Cc2ccc(Br)cc2)CCC12CCN(CCC(Oc1ccccc1)c1ccccc1)CC2
InChiKey
LHRLSAJAHRIZOI-UHFFFAOYSA-N
Route Signature
788d2d558093f6ac94b3fe3b58ba46bc9f422d46177d3ae6a5c5cbcab25eb9a8
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_da93bb3057c8ec21298dda25",
"signature": "788d2d558093f6ac94b3fe3b58ba46bc9f422d46177d3ae6a5c5cbcab25eb9a8",
"contentHash": "646818496e5e46041290888dd932220fba245f3eb84ea22424cea6b0301d6a4c",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_0090d3ad70925b8d20c7306d",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-09290",
"moleculeId": "sa_bfec8da3434a8213ff61f225",
"smiles": "O=C1N(Cc2ccc(Br)cc2)CCC12CCN(CCC(Oc1ccccc1)c1ccccc1)CC2",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_bfec8da3434a8213ff61f225",
"inchikey": "LHRLSAJAHRIZOI-UHFFFAOYSA-N",
"smiles": "O=C1N(Cc2ccc(Br)cc2)CCC12CCN(CCC(Oc1ccccc1)c1ccccc1)CC2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8903",
"routeId": "sa_da93bb3057c8ec21298dda25",
"moleculeId": "sa_bfec8da3434a8213ff61f225",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_bfec8da3434a8213ff61f225",
"inchikey": "LHRLSAJAHRIZOI-UHFFFAOYSA-N",
"smiles": "O=C1N(Cc2ccc(Br)cc2)CCC12CCN(CCC(Oc1ccccc1)c1ccccc1)CC2"
},
"smiles": "O=C1N(Cc2ccc(Br)cc2)CCC12CCN(CCC(Oc1ccccc1)c1ccccc1)CC2",
"reactionStepId": "sa_aa67e4fa3dc888b462cfb2e6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050075326A1;1777;241082\",\"rsmi\":\"O[c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1.[O:1]=[C:2]1[N:3]([CH2:4][c:5]2[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]2)[CH2:12][CH2:13][C:14]12[CH2:15][CH2:16][N:17]([CH2:18][CH2:19][CH:20]([OH:21])[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1)[CH2:34][CH2:35]2>C1CCOC1.CCOC(=O)/N=N/C(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[O:1]=[C:2]1[N:3]([CH2:4][c:5]2[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]2)[CH2:12][CH2:13][C:14]12[CH2:15][CH2:16][N:17]([CH2:18][CH2:19][CH:20]([O:21][c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1)[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1)[CH2:34][CH2:35]2\"},\"mapped_reaction_smiles\":\"O[c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1.[O:1]=[C:2]1[N:3]([CH2:4][c:5]2[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]2)[CH2:12][CH2:13][C:14]12[CH2:15][CH2:16][N:17]([CH2:18][CH2:19][CH:20]([OH:21])[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1)[CH2:34][CH2:35]2>C1CCOC1.CCOC(=O)/N=N/C(=O)OCC.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[O:1]=[C:2]1[N:3]([CH2:4][c:5]2[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]2)[CH2:12][CH2:13][C:14]12[CH2:15][CH2:16][N:17]([CH2:18][CH2:19][CH:20]([O:21][c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1)[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1)[CH2:34][CH2:35]2\"}",
"reactionStep": {
"id": "sa_aa67e4fa3dc888b462cfb2e6",
"reactionHash": "a58a0c5555ad572d0c8242770bb4081a52efed0550ff54cccd818297dcb33bf8"
},
"children": [
{
"id": "8904",
"routeId": "sa_da93bb3057c8ec21298dda25",
"moleculeId": "sa_2a52b4c246b479e8e6f1627e",
"parentId": "8903",
"isLeaf": true,
"molecule": {
"id": "sa_2a52b4c246b479e8e6f1627e",
"inchikey": "ISWSIDIOOBJBQZ-UHFFFAOYSA-N",
"smiles": "Oc1ccccc1"
},
"smiles": "Oc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8905",
"routeId": "sa_da93bb3057c8ec21298dda25",
"moleculeId": "sa_3b9bc2c14bb84433a30c3b87",
"parentId": "8903",
"isLeaf": false,
"molecule": {
"id": "sa_3b9bc2c14bb84433a30c3b87",
"inchikey": "ORZYNUIZMYPENV-UHFFFAOYSA-N",
"smiles": "O=C1N(Cc2ccc(Br)cc2)CCC12CCN(CCC(O)c1ccccc1)CC2"
},
"smiles": "O=C1N(Cc2ccc(Br)cc2)CCC12CCN(CCC(O)c1ccccc1)CC2",
"reactionStepId": "sa_1d7c160bc9a6f6db3a34338c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050075326A1;1770;241081\",\"rsmi\":\"[O:1]=[C:2]1[N:3]([CH2:4][c:5]2[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]2)[CH2:12][CH2:13][C:14]12[CH2:15][CH2:16][N:17]([CH2:18][CH2:19][C:20](=[O:21])[c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1)[CH2:28][CH2:29]2>C1CCOC1.CO.B.[Na+]>[O:1]=[C:2]1[N:3]([CH2:4][c:5]2[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]2)[CH2:12][CH2:13][C:14]12[CH2:15][CH2:16][N:17]([CH2:18][CH2:19][CH:20]([OH:21])[c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1)[CH2:28][CH2:29]2\"},\"mapped_reaction_smiles\":\"[O:1]=[C:2]1[N:3]([CH2:4][c:5]2[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]2)[CH2:12][CH2:13][C:14]12[CH2:15][CH2:16][N:17]([CH2:18][CH2:19][C:20](=[O:21])[c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1)[CH2:28][CH2:29]2>C1CCOC1.CO.B.[Na+]>[O:1]=[C:2]1[N:3]([CH2:4][c:5]2[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]2)[CH2:12][CH2:13][C:14]12[CH2:15][CH2:16][N:17]([CH2:18][CH2:19][CH:20]([OH:21])[c:22]1[cH:23][cH:24][cH:25][cH:26][cH:27]1)[CH2:28][CH2:29]2\"}",
"reactionStep": {
"id": "sa_1d7c160bc9a6f6db3a34338c",
"reactionHash": "99dafbb7bf269055c938c18899736dd171184293bd3f700377b6a2e50d08dd39"
},
"children": [
{
"id": "8906",
"routeId": "sa_da93bb3057c8ec21298dda25",
"moleculeId": "sa_f3aecce8473afd684d6d73d5",
"parentId": "8905",
"isLeaf": false,
"molecule": {
"id": "sa_f3aecce8473afd684d6d73d5",
"inchikey": "KRJPHBPZBOLUNE-UHFFFAOYSA-N",
"smiles": "O=C(CCN1CCC2(CC1)CCN(Cc1ccc(Br)cc1)C2=O)c1ccccc1"
},
"smiles": "O=C(CCN1CCC2(CC1)CCN(Cc1ccc(Br)cc1)C2=O)c1ccccc1",
"reactionStepId": "sa_8d9fdf146844e6fc382bea38",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20050075326A1;1759;241078\",\"rsmi\":\"Cl[CH2:4][CH2:3][C:2](=[O:1])[c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1.[NH:5]1[CH2:6][CH2:7][C:8]2([CH2:9][CH2:10]1)[CH2:11][CH2:12][N:13]([CH2:14][c:15]1[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]1)[C:22]2=[O:23]>CCN(C(C)C)C(C)C.CN(C)C=O.Cl.O=C(O)O.[Na+]>[O:1]=[C:2]([CH2:3][CH2:4][N:5]1[CH2:6][CH2:7][C:8]2([CH2:9][CH2:10]1)[CH2:11][CH2:12][N:13]([CH2:14][c:15]1[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]1)[C:22]2=[O:23])[c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:4][CH2:3][C:2](=[O:1])[c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1.[NH:5]1[CH2:6][CH2:7][C:8]2([CH2:9][CH2:10]1)[CH2:11][CH2:12][N:13]([CH2:14][c:15]1[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]1)[C:22]2=[O:23]>CCN(C(C)C)C(C)C.CN(C)C=O.Cl.O=C(O)O.[Na+]>[O:1]=[C:2]([CH2:3][CH2:4][N:5]1[CH2:6][CH2:7][C:8]2([CH2:9][CH2:10]1)[CH2:11][CH2:12][N:13]([CH2:14][c:15]1[cH:16][cH:17][c:18]([Br:19])[cH:20][cH:21]1)[C:22]2=[O:23])[c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_8d9fdf146844e6fc382bea38",
"reactionHash": "3b24827025f280fac60fb5fb3cbffa13923c1abb3081a969bfc581ec35e1c914"
},
"children": [
{
"id": "8907",
"routeId": "sa_da93bb3057c8ec21298dda25",
"moleculeId": "sa_176207b4b5ac34a7c1899aac",
"parentId": "8906",
"isLeaf": true,
"molecule": {
"id": "sa_176207b4b5ac34a7c1899aac",
"inchikey": "KTJRGPZVSKWRTJ-UHFFFAOYSA-N",
"smiles": "O=C(CCCl)c1ccccc1"
},
"smiles": "O=C(CCCl)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8908",
"routeId": "sa_da93bb3057c8ec21298dda25",
"moleculeId": "sa_17ce89b0c64a527d8baf6c00",
"parentId": "8906",
"isLeaf": true,
"molecule": {
"id": "sa_17ce89b0c64a527d8baf6c00",
"inchikey": "ZXMVJNGJOKDBPM-UHFFFAOYSA-N",
"smiles": "O=C1N(Cc2ccc(Br)cc2)CCC12CCNCC2"
},
"smiles": "O=C1N(Cc2ccc(Br)cc2)CCC12CCNCC2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}