Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Nc1cccc(OCCN(CCCc2c[nH]c3ccccc23)C(=O)C(F)(F)F)c1N
InChiKey
BKUATBAWLWPWDO-UHFFFAOYSA-N
Route Signature
e9adfbbb9ca37dcde588ecf45e1ca1d2824c4026f756ea6f50721920da5d10f9
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_4961d807e0b3c3b6dcae5c06",
"signature": "e9adfbbb9ca37dcde588ecf45e1ca1d2824c4026f756ea6f50721920da5d10f9",
"contentHash": "354e281c9f7e9a687589c8aa9341931fafab09b31b4e67f8f7e9f646810dfd03",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_663f3aad35eafa8b91638fdb",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-05115",
"moleculeId": "sa_727810a23bd629a4a80e60a5",
"smiles": "Nc1cccc(OCCN(CCCc2c[nH]c3ccccc23)C(=O)C(F)(F)F)c1N",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_727810a23bd629a4a80e60a5",
"inchikey": "BKUATBAWLWPWDO-UHFFFAOYSA-N",
"smiles": "Nc1cccc(OCCN(CCCc2c[nH]c3ccccc23)C(=O)C(F)(F)F)c1N"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7544",
"routeId": "sa_4961d807e0b3c3b6dcae5c06",
"moleculeId": "sa_727810a23bd629a4a80e60a5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_727810a23bd629a4a80e60a5",
"inchikey": "BKUATBAWLWPWDO-UHFFFAOYSA-N",
"smiles": "Nc1cccc(OCCN(CCCc2c[nH]c3ccccc23)C(=O)C(F)(F)F)c1N"
},
"smiles": "Nc1cccc(OCCN(CCCc2c[nH]c3ccccc23)C(=O)C(F)(F)F)c1N",
"reactionStepId": "sa_e3ef92564d0ab60c85a34727",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06150533;;492334\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[cH:3][cH:4][cH:5][c:6]([O:7][CH2:8][CH2:9][N:10]([CH2:11][CH2:12][CH2:13][c:14]2[cH:15][nH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[C:23](=[O:24])[C:25]([F:26])([F:27])[F:28])[c:29]1[NH2:30]>CCO.[Pd]>[NH2:1][c:2]1[cH:3][cH:4][cH:5][c:6]([O:7][CH2:8][CH2:9][N:10]([CH2:11][CH2:12][CH2:13][c:14]2[cH:15][nH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[C:23](=[O:24])[C:25]([F:26])([F:27])[F:28])[c:29]1[NH2:30]\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[cH:3][cH:4][cH:5][c:6]([O:7][CH2:8][CH2:9][N:10]([CH2:11][CH2:12][CH2:13][c:14]2[cH:15][nH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[C:23](=[O:24])[C:25]([F:26])([F:27])[F:28])[c:29]1[NH2:30]>CCO.[Pd]>[NH2:1][c:2]1[cH:3][cH:4][cH:5][c:6]([O:7][CH2:8][CH2:9][N:10]([CH2:11][CH2:12][CH2:13][c:14]2[cH:15][nH:16][c:17]3[cH:18][cH:19][cH:20][cH:21][c:22]23)[C:23](=[O:24])[C:25]([F:26])([F:27])[F:28])[c:29]1[NH2:30]\"}",
"reactionStep": {
"id": "sa_e3ef92564d0ab60c85a34727",
"reactionHash": "ea26a287591e5d36ec30b25b42560770c1b2a91ca0b46641656270f18a7dc39b"
},
"children": [
{
"id": "7545",
"routeId": "sa_4961d807e0b3c3b6dcae5c06",
"moleculeId": "sa_e8935ebab00ad9e353d3be10",
"parentId": "7544",
"isLeaf": false,
"molecule": {
"id": "sa_e8935ebab00ad9e353d3be10",
"inchikey": "QRVITJLVXUIULZ-UHFFFAOYSA-N",
"smiles": "Nc1c(OCCN(CCCc2c[nH]c3ccccc23)C(=O)C(F)(F)F)cccc1[N+](=O)[O-]"
},
"smiles": "Nc1c(OCCN(CCCc2c[nH]c3ccccc23)C(=O)C(F)(F)F)cccc1[N+](=O)[O-]",
"reactionStepId": "sa_6cba5da2433745b19ee08008",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06150533;;492333\",\"rsmi\":\"O=C(O[C:20](=[O:21])[C:22]([F:23])([F:24])[F:25])C(F)(F)F.[NH2:1][c:2]1[c:3]([O:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][CH2:10][c:11]2[cH:12][nH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]23)[cH:26][cH:27][cH:28][c:29]1[N+:30](=[O:31])[O-:32]>CCN(CC)CC.ClCCl>[NH2:1][c:2]1[c:3]([O:4][CH2:5][CH2:6][N:7]([CH2:8][CH2:9][CH2:10][c:11]2[cH:12][nH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]23)[C:20](=[O:21])[C:22]([F:23])([F:24])[F:25])[cH:26][cH:27][cH:28][c:29]1[N+:30](=[O:31])[O-:32]\"},\"mapped_reaction_smiles\":\"O=C(O[C:20](=[O:21])[C:22]([F:23])([F:24])[F:25])C(F)(F)F.[NH2:1][c:2]1[c:3]([O:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][CH2:10][c:11]2[cH:12][nH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]23)[cH:26][cH:27][cH:28][c:29]1[N+:30](=[O:31])[O-:32]>CCN(CC)CC.ClCCl>[NH2:1][c:2]1[c:3]([O:4][CH2:5][CH2:6][N:7]([CH2:8][CH2:9][CH2:10][c:11]2[cH:12][nH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]23)[C:20](=[O:21])[C:22]([F:23])([F:24])[F:25])[cH:26][cH:27][cH:28][c:29]1[N+:30](=[O:31])[O-:32]\"}",
"reactionStep": {
"id": "sa_6cba5da2433745b19ee08008",
"reactionHash": "95e4c101de37a908e9ac7f5677dea57eeac50b088651df12ee8364a28ae41632"
},
"children": [
{
"id": "7546",
"routeId": "sa_4961d807e0b3c3b6dcae5c06",
"moleculeId": "sa_13aba86a4bd7dae65951b1c5",
"parentId": "7545",
"isLeaf": true,
"molecule": {
"id": "sa_13aba86a4bd7dae65951b1c5",
"inchikey": "QAEDZJGFFMLHHQ-UHFFFAOYSA-N",
"smiles": "O=C(OC(=O)C(F)(F)F)C(F)(F)F"
},
"smiles": "O=C(OC(=O)C(F)(F)F)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7547",
"routeId": "sa_4961d807e0b3c3b6dcae5c06",
"moleculeId": "sa_0473eb41a60b363c206cfbc9",
"parentId": "7545",
"isLeaf": false,
"molecule": {
"id": "sa_0473eb41a60b363c206cfbc9",
"inchikey": "WVFSUKCFLMMPBR-UHFFFAOYSA-N",
"smiles": "Nc1c(OCCNCCCc2c[nH]c3ccccc23)cccc1[N+](=O)[O-]"
},
"smiles": "Nc1c(OCCNCCCc2c[nH]c3ccccc23)cccc1[N+](=O)[O-]",
"reactionStepId": "sa_968b41c4b1257c122a4e0949",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06150533;;492331\",\"rsmi\":\"Cl[CH2:6][CH2:5][O:4][c:3]1[c:2]([NH2:1])[c:23]([N+:24](=[O:25])[O-:26])[cH:22][cH:21][cH:20]1.[NH2:7][CH2:8][CH2:9][CH2:10][c:11]1[cH:12][nH:13][c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]12>CCOC(C)=O.CS(C)=O>[NH2:1][c:2]1[c:3]([O:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][CH2:10][c:11]2[cH:12][nH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]23)[cH:20][cH:21][cH:22][c:23]1[N+:24](=[O:25])[O-:26]\"},\"mapped_reaction_smiles\":\"Cl[CH2:6][CH2:5][O:4][c:3]1[c:2]([NH2:1])[c:23]([N+:24](=[O:25])[O-:26])[cH:22][cH:21][cH:20]1.[NH2:7][CH2:8][CH2:9][CH2:10][c:11]1[cH:12][nH:13][c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]12>CCOC(C)=O.CS(C)=O>[NH2:1][c:2]1[c:3]([O:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][CH2:10][c:11]2[cH:12][nH:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]23)[cH:20][cH:21][cH:22][c:23]1[N+:24](=[O:25])[O-:26]\"}",
"reactionStep": {
"id": "sa_968b41c4b1257c122a4e0949",
"reactionHash": "4b3a8868211516d5e1ffe2ca0c3024e8104abffae526efa3d22fc2dc255d31a6"
},
"children": [
{
"id": "7548",
"routeId": "sa_4961d807e0b3c3b6dcae5c06",
"moleculeId": "sa_cb0b4876321ea8ef1f4392ad",
"parentId": "7547",
"isLeaf": false,
"molecule": {
"id": "sa_cb0b4876321ea8ef1f4392ad",
"inchikey": "KAGMABJVGLXKLQ-UHFFFAOYSA-N",
"smiles": "Nc1c(OCCCl)cccc1[N+](=O)[O-]"
},
"smiles": "Nc1c(OCCCl)cccc1[N+](=O)[O-]",
"reactionStepId": "sa_393ec0dd937b69d02996ced7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06150533;;492330\",\"rsmi\":\"Cl[CH2:5][CH2:6][Cl:7].[NH2:1][c:2]1[c:3]([OH:4])[cH:8][cH:9][cH:10][c:11]1[N+:12](=[O:13])[O-:14]>CCC(C)=O.O=C(O)O.[K+].[K+]>[NH2:1][c:2]1[c:3]([O:4][CH2:5][CH2:6][Cl:7])[cH:8][cH:9][cH:10][c:11]1[N+:12](=[O:13])[O-:14]\"},\"mapped_reaction_smiles\":\"Cl[CH2:5][CH2:6][Cl:7].[NH2:1][c:2]1[c:3]([OH:4])[cH:8][cH:9][cH:10][c:11]1[N+:12](=[O:13])[O-:14]>CCC(C)=O.O=C(O)O.[K+].[K+]>[NH2:1][c:2]1[c:3]([O:4][CH2:5][CH2:6][Cl:7])[cH:8][cH:9][cH:10][c:11]1[N+:12](=[O:13])[O-:14]\"}",
"reactionStep": {
"id": "sa_393ec0dd937b69d02996ced7",
"reactionHash": "e4f0022629bfac34f404f86fb4b230624166f4f7fb3c9a4bf7ffd0962488a0d6"
},
"children": [
{
"id": "7549",
"routeId": "sa_4961d807e0b3c3b6dcae5c06",
"moleculeId": "sa_26c4b277eb9ab9539920d75b",
"parentId": "7548",
"isLeaf": true,
"molecule": {
"id": "sa_26c4b277eb9ab9539920d75b",
"inchikey": "KUCWUAFNGCMZDB-UHFFFAOYSA-N",
"smiles": "Nc1c(O)cccc1[N+](=O)[O-]"
},
"smiles": "Nc1c(O)cccc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7550",
"routeId": "sa_4961d807e0b3c3b6dcae5c06",
"moleculeId": "sa_a3192ace110730e76bbb8a0d",
"parentId": "7548",
"isLeaf": true,
"molecule": {
"id": "sa_a3192ace110730e76bbb8a0d",
"inchikey": "WSLDOOZREJYCGB-UHFFFAOYSA-N",
"smiles": "ClCCCl"
},
"smiles": "ClCCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "7551",
"routeId": "sa_4961d807e0b3c3b6dcae5c06",
"moleculeId": "sa_e557e7ff7c4fda6ac87e025a",
"parentId": "7547",
"isLeaf": true,
"molecule": {
"id": "sa_e557e7ff7c4fda6ac87e025a",
"inchikey": "OOIAXMPVZJKJHK-UHFFFAOYSA-N",
"smiles": "NCCCc1c[nH]c2ccccc12"
},
"smiles": "NCCCc1c[nH]c2ccccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}