Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN(CC)CCOc1ccc(C#Cc2ccc(Br)cn2)cc1
InChiKey
DVHCSJVXCXZHOW-UHFFFAOYSA-N
Route Signature
ca692f99d2d897c8695b03730c944b3de142d1229c4db8adf1e7d4febe7b3d47
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_61f52b70d7feef838f981046",
"signature": "ca692f99d2d897c8695b03730c944b3de142d1229c4db8adf1e7d4febe7b3d47",
"contentHash": "9d9943eb663202ef7abded2fb9ce936ffb8217e1b1970a924eef421009e4dfb0",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_211fece1af29055c5c36cb50",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-05871",
"moleculeId": "sa_061669fa5fb2428a07eeb585",
"smiles": "CCN(CC)CCOc1ccc(C#Cc2ccc(Br)cn2)cc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_061669fa5fb2428a07eeb585",
"inchikey": "DVHCSJVXCXZHOW-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCOc1ccc(C#Cc2ccc(Br)cn2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15788",
"routeId": "sa_61f52b70d7feef838f981046",
"moleculeId": "sa_061669fa5fb2428a07eeb585",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_061669fa5fb2428a07eeb585",
"inchikey": "DVHCSJVXCXZHOW-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCOc1ccc(C#Cc2ccc(Br)cn2)cc1"
},
"smiles": "CCN(CC)CCOc1ccc(C#Cc2ccc(Br)cn2)cc1",
"reactionStepId": "sa_329dfd9e9cec2749d504c3b7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090069282A1;0370;677567\",\"rsmi\":\"Br[c:15]1[n:16][cH:17][c:18]([Br:19])[cH:20][cH:21]1.[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][O:8][c:9]1[cH:10][cH:11][c:12]([C:13]#[CH:14])[cH:22][cH:23]1>CC(C)NC(C)C.CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][O:8][c:9]1[cH:10][cH:11][c:12]([C:13]#[C:14][c:15]2[n:16][cH:17][c:18]([Br:19])[cH:20][cH:21]2)[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Br[c:15]1[n:16][cH:17][c:18]([Br:19])[cH:20][cH:21]1.[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][O:8][c:9]1[cH:10][cH:11][c:12]([C:13]#[CH:14])[cH:22][cH:23]1>CC(C)NC(C)C.CCN(C(C)C)C(C)C.CN(C)C=O>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][O:8][c:9]1[cH:10][cH:11][c:12]([C:13]#[C:14][c:15]2[n:16][cH:17][c:18]([Br:19])[cH:20][cH:21]2)[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_329dfd9e9cec2749d504c3b7",
"reactionHash": "2502b4434a42d17dd325d76101ca15d0c9347234d1b83f7da6d17158684d09e8"
},
"children": [
{
"id": "15789",
"routeId": "sa_61f52b70d7feef838f981046",
"moleculeId": "sa_523b8a370ba88e868c098fdd",
"parentId": "15788",
"isLeaf": false,
"molecule": {
"id": "sa_523b8a370ba88e868c098fdd",
"inchikey": "FTSRSRUYNIXOAD-UHFFFAOYSA-N",
"smiles": "C#Cc1ccc(OCCN(CC)CC)cc1"
},
"smiles": "C#Cc1ccc(OCCN(CC)CC)cc1",
"reactionStepId": "sa_2188d89d6f100a6e35222a33",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090069282A1;0365;677566\",\"rsmi\":\"C[Si](C)(C)[C:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([O:7][CH2:8][CH2:9][N:10]([CH2:11][CH3:12])[CH2:13][CH3:14])[cH:15][cH:16]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.F>[CH:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([O:7][CH2:8][CH2:9][N:10]([CH2:11][CH3:12])[CH2:13][CH3:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"C[Si](C)(C)[C:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([O:7][CH2:8][CH2:9][N:10]([CH2:11][CH3:12])[CH2:13][CH3:14])[cH:15][cH:16]1>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.F>[CH:1]#[C:2][c:3]1[cH:4][cH:5][c:6]([O:7][CH2:8][CH2:9][N:10]([CH2:11][CH3:12])[CH2:13][CH3:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_2188d89d6f100a6e35222a33",
"reactionHash": "f7dec33b69c5344282462454b308cecbb9e9a5df3e680d86274cc81b435aa1b7"
},
"children": [
{
"id": "15790",
"routeId": "sa_61f52b70d7feef838f981046",
"moleculeId": "sa_70d27ba821b245a423f744fd",
"parentId": "15789",
"isLeaf": false,
"molecule": {
"id": "sa_70d27ba821b245a423f744fd",
"inchikey": "LAJVLSFDGZHXQT-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCOc1ccc(C#C[Si](C)(C)C)cc1"
},
"smiles": "CCN(CC)CCOc1ccc(C#C[Si](C)(C)C)cc1",
"reactionStepId": "sa_7b510112d6fec0747622beba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090069282A1;0360;677565\",\"rsmi\":\"Br[c:12]1[cH:11][cH:10][c:9]([O:8][CH2:7][CH2:6][N:3]([CH2:2][CH3:1])[CH2:4][CH3:5])[cH:20][cH:19]1.[CH:13]#[C:14][Si:15]([CH3:16])([CH3:17])[CH3:18]>C1CCNCC1>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][O:8][c:9]1[cH:10][cH:11][c:12]([C:13]#[C:14][Si:15]([CH3:16])([CH3:17])[CH3:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"Br[c:12]1[cH:11][cH:10][c:9]([O:8][CH2:7][CH2:6][N:3]([CH2:2][CH3:1])[CH2:4][CH3:5])[cH:20][cH:19]1.[CH:13]#[C:14][Si:15]([CH3:16])([CH3:17])[CH3:18]>C1CCNCC1>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][O:8][c:9]1[cH:10][cH:11][c:12]([C:13]#[C:14][Si:15]([CH3:16])([CH3:17])[CH3:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_7b510112d6fec0747622beba",
"reactionHash": "124953010fe47bf365a3ff06b74317f4e7206ecedb445f7bb5da6049307749a0"
},
"children": [
{
"id": "15791",
"routeId": "sa_61f52b70d7feef838f981046",
"moleculeId": "sa_95a9277ba0d873f43bb42b7f",
"parentId": "15790",
"isLeaf": true,
"molecule": {
"id": "sa_95a9277ba0d873f43bb42b7f",
"inchikey": "CWMFRHBXRUITQE-UHFFFAOYSA-N",
"smiles": "C#C[Si](C)(C)C"
},
"smiles": "C#C[Si](C)(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15792",
"routeId": "sa_61f52b70d7feef838f981046",
"moleculeId": "sa_3d9d4a9afe5404f77d2ea2d4",
"parentId": "15790",
"isLeaf": false,
"molecule": {
"id": "sa_3d9d4a9afe5404f77d2ea2d4",
"inchikey": "XKIFTEHOCFPRJE-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCOc1ccc(Br)cc1"
},
"smiles": "CCN(CC)CCOc1ccc(Br)cc1",
"reactionStepId": "sa_7746a165b858ac804a9cfa76",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090069282A1;0355;677564\",\"rsmi\":\"Cl[CH2:7][CH2:6][N:3]([CH2:2][CH3:1])[CH2:4][CH3:5].[OH:8][c:9]1[cH:10][cH:11][c:12]([Br:13])[cH:14][cH:15]1>CN(C)C=O.Cl.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][O:8][c:9]1[cH:10][cH:11][c:12]([Br:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:7][CH2:6][N:3]([CH2:2][CH3:1])[CH2:4][CH3:5].[OH:8][c:9]1[cH:10][cH:11][c:12]([Br:13])[cH:14][cH:15]1>CN(C)C=O.Cl.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][O:8][c:9]1[cH:10][cH:11][c:12]([Br:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_7746a165b858ac804a9cfa76",
"reactionHash": "140743487a47a013ff0651d83483cecc91e7021f2a1045e7f9321c7bc5d63fb9"
},
"children": [
{
"id": "15793",
"routeId": "sa_61f52b70d7feef838f981046",
"moleculeId": "sa_a39df90fd8de03f4af45b4e1",
"parentId": "15792",
"isLeaf": true,
"molecule": {
"id": "sa_a39df90fd8de03f4af45b4e1",
"inchikey": "GZFGOTFRPZRKDS-UHFFFAOYSA-N",
"smiles": "Oc1ccc(Br)cc1"
},
"smiles": "Oc1ccc(Br)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15794",
"routeId": "sa_61f52b70d7feef838f981046",
"moleculeId": "sa_9a5321b74049839076906e36",
"parentId": "15792",
"isLeaf": true,
"molecule": {
"id": "sa_9a5321b74049839076906e36",
"inchikey": "YMDNODNLFSHHCV-UHFFFAOYSA-N",
"smiles": "CCN(CC)CCCl"
},
"smiles": "CCN(CC)CCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "15795",
"routeId": "sa_61f52b70d7feef838f981046",
"moleculeId": "sa_d049046a017f032e20d71686",
"parentId": "15788",
"isLeaf": true,
"molecule": {
"id": "sa_d049046a017f032e20d71686",
"inchikey": "ZHXUWDPHUQHFOV-UHFFFAOYSA-N",
"smiles": "Brc1ccc(Br)nc1"
},
"smiles": "Brc1ccc(Br)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}