Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(Nc1ccc(Cl)c(-c2ccc3ncccc3n2)c1)c1ccc(N2CCOCS2(=O)=O)cc1Cl
InChiKey
BQGMSQOPRHZXIJ-UHFFFAOYSA-N
Route Signature
be0e7347a5714b2a81dd19e62a3cdcb25d3700f2c180ef6e4c272ab924b6cdbc
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_3e552a060079baf35534dcaf",
"signature": "be0e7347a5714b2a81dd19e62a3cdcb25d3700f2c180ef6e4c272ab924b6cdbc",
"contentHash": "b0f8591aee4d53a5f10532e6589b8e5d44165296cbb617268a4d5f1e60a127a3",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_ed5a9d7d395ec4ef9f3a9396",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09793",
"moleculeId": "sa_d64eb69484d18e46b338cdad",
"smiles": "O=C(Nc1ccc(Cl)c(-c2ccc3ncccc3n2)c1)c1ccc(N2CCOCS2(=O)=O)cc1Cl",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_d64eb69484d18e46b338cdad",
"inchikey": "BQGMSQOPRHZXIJ-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccc(Cl)c(-c2ccc3ncccc3n2)c1)c1ccc(N2CCOCS2(=O)=O)cc1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12083",
"routeId": "sa_3e552a060079baf35534dcaf",
"moleculeId": "sa_d64eb69484d18e46b338cdad",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d64eb69484d18e46b338cdad",
"inchikey": "BQGMSQOPRHZXIJ-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccc(Cl)c(-c2ccc3ncccc3n2)c1)c1ccc(N2CCOCS2(=O)=O)cc1Cl"
},
"smiles": "O=C(Nc1ccc(Cl)c(-c2ccc3ncccc3n2)c1)c1ccc(N2CCOCS2(=O)=O)cc1Cl",
"reactionStepId": "sa_7037a299f9290b9b3a00e553",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150299190A1;0481;1773711\",\"rsmi\":\"O[C:2](=[O:1])[c:21]1[c:22]([Cl:23])[cH:24][c:25]([N:26]2[CH2:27][CH2:28][O:29][CH2:30][S:31]2(=[O:32])=[O:33])[cH:34][cH:35]1.[NH2:3][c:4]1[cH:5][c:6](-[c:7]2[n:8][c:9]3[cH:10][cH:11][cH:12][n:13][c:14]3[cH:15][cH:16]2)[c:17]([Cl:18])[cH:19][cH:20]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[O:1]=[C:2]([NH:3][c:4]1[cH:5][c:6](-[c:7]2[n:8][c:9]3[cH:10][cH:11][cH:12][n:13][c:14]3[cH:15][cH:16]2)[c:17]([Cl:18])[cH:19][cH:20]1)[c:21]1[c:22]([Cl:23])[cH:24][c:25]([N:26]2[CH2:27][CH2:28][O:29][CH2:30][S:31]2(=[O:32])=[O:33])[cH:34][cH:35]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:21]1[c:22]([Cl:23])[cH:24][c:25]([N:26]2[CH2:27][CH2:28][O:29][CH2:30][S:31]2(=[O:32])=[O:33])[cH:34][cH:35]1.[NH2:3][c:4]1[cH:5][c:6](-[c:7]2[n:8][c:9]3[cH:10][cH:11][cH:12][n:13][c:14]3[cH:15][cH:16]2)[c:17]([Cl:18])[cH:19][cH:20]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[O:1]=[C:2]([NH:3][c:4]1[cH:5][c:6](-[c:7]2[n:8][c:9]3[cH:10][cH:11][cH:12][n:13][c:14]3[cH:15][cH:16]2)[c:17]([Cl:18])[cH:19][cH:20]1)[c:21]1[c:22]([Cl:23])[cH:24][c:25]([N:26]2[CH2:27][CH2:28][O:29][CH2:30][S:31]2(=[O:32])=[O:33])[cH:34][cH:35]1\"}",
"reactionStep": {
"id": "sa_7037a299f9290b9b3a00e553",
"reactionHash": "f792b8e16eb8fc793b03f4f87bcb3dca7beb6ec435a128094cee58affea32178"
},
"children": [
{
"id": "12084",
"routeId": "sa_3e552a060079baf35534dcaf",
"moleculeId": "sa_0ca6efcfd494f31e72139056",
"parentId": "12083",
"isLeaf": false,
"molecule": {
"id": "sa_0ca6efcfd494f31e72139056",
"inchikey": "PMDXIKDCTMGDDE-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(N2CCOCS2(=O)=O)cc1Cl"
},
"smiles": "O=C(O)c1ccc(N2CCOCS2(=O)=O)cc1Cl",
"reactionStepId": "sa_01e81c3d5ff6f7ccfaeb3676",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150299190A1;0435;1773707\",\"rsmi\":\"CC(C)(C)[O:3][C:2](=[O:1])[c:4]1[c:5]([Cl:6])[cH:7][c:8]([N:9]2[CH2:10][CH2:11][O:12][CH2:13][S:14]2(=[O:15])=[O:16])[cH:17][cH:18]1>ClCCl.O=C(O)C(F)(F)F>[O:1]=[C:2]([OH:3])[c:4]1[c:5]([Cl:6])[cH:7][c:8]([N:9]2[CH2:10][CH2:11][O:12][CH2:13][S:14]2(=[O:15])=[O:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[O:3][C:2](=[O:1])[c:4]1[c:5]([Cl:6])[cH:7][c:8]([N:9]2[CH2:10][CH2:11][O:12][CH2:13][S:14]2(=[O:15])=[O:16])[cH:17][cH:18]1>ClCCl.O=C(O)C(F)(F)F>[O:1]=[C:2]([OH:3])[c:4]1[c:5]([Cl:6])[cH:7][c:8]([N:9]2[CH2:10][CH2:11][O:12][CH2:13][S:14]2(=[O:15])=[O:16])[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_01e81c3d5ff6f7ccfaeb3676",
"reactionHash": "15f815c961f09489bbaa580cc8a89319f624ab5d3842c2f042b87e6e6d562534"
},
"children": [
{
"id": "12085",
"routeId": "sa_3e552a060079baf35534dcaf",
"moleculeId": "sa_8ce64cfb5195c960f9f3f66c",
"parentId": "12084",
"isLeaf": true,
"molecule": {
"id": "sa_8ce64cfb5195c960f9f3f66c",
"inchikey": "KQJPUXJVDYDTMZ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1ccc(N2CCOCS2(=O)=O)cc1Cl"
},
"smiles": "CC(C)(C)OC(=O)c1ccc(N2CCOCS2(=O)=O)cc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "12086",
"routeId": "sa_3e552a060079baf35534dcaf",
"moleculeId": "sa_42e5c8ab8a9275e2c2e222e3",
"parentId": "12083",
"isLeaf": false,
"molecule": {
"id": "sa_42e5c8ab8a9275e2c2e222e3",
"inchikey": "XVSYHQINMJQQBL-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Cl)c(-c2ccc3ncccc3n2)c1"
},
"smiles": "Nc1ccc(Cl)c(-c2ccc3ncccc3n2)c1",
"reactionStepId": "sa_e59ee670068dc11eb38ad606",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150299190A1;0279;1773677\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[cH:3][c:4](-[c:5]2[n:6][c:7]3[cH:8][cH:9][cH:10][n:11][c:12]3[cH:13][cH:14]2)[c:15]([Cl:16])[cH:17][cH:18]1>CCO.ClCCl.Cl[Sn]Cl.O=C(O)O.[Na+].[Na+].O>[NH2:1][c:2]1[cH:3][c:4](-[c:5]2[n:6][c:7]3[cH:8][cH:9][cH:10][n:11][c:12]3[cH:13][cH:14]2)[c:15]([Cl:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[cH:3][c:4](-[c:5]2[n:6][c:7]3[cH:8][cH:9][cH:10][n:11][c:12]3[cH:13][cH:14]2)[c:15]([Cl:16])[cH:17][cH:18]1>CCO.ClCCl.Cl[Sn]Cl.O=C(O)O.[Na+].[Na+].O>[NH2:1][c:2]1[cH:3][c:4](-[c:5]2[n:6][c:7]3[cH:8][cH:9][cH:10][n:11][c:12]3[cH:13][cH:14]2)[c:15]([Cl:16])[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_e59ee670068dc11eb38ad606",
"reactionHash": "3603620d31abf3e03137a3d956efab14abc295e0fd08765e0bd3707cac92d501"
},
"children": [
{
"id": "12087",
"routeId": "sa_3e552a060079baf35534dcaf",
"moleculeId": "sa_df38792ae5b737c6fc664d44",
"parentId": "12086",
"isLeaf": false,
"molecule": {
"id": "sa_df38792ae5b737c6fc664d44",
"inchikey": "VDGKCOKXDIZCII-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Cl)c(-c2ccc3ncccc3n2)c1"
},
"smiles": "O=[N+]([O-])c1ccc(Cl)c(-c2ccc3ncccc3n2)c1",
"reactionStepId": "sa_58304ec8d4bcb18ece439f35",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150299190A1;0275;1773675\",\"rsmi\":\"O=[C:7]([c:6]1[cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:20][cH:19][c:17]1[Cl:18])[CH3:16].O=[CH:15][c:14]1[c:9]([NH2:8])[cH:10][cH:11][cH:12][n:13]1>CCO.[Na+].O>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6](-[c:7]2[n:8][c:9]3[cH:10][cH:11][cH:12][n:13][c:14]3[cH:15][cH:16]2)[c:17]([Cl:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"O=[C:7]([c:6]1[cH:5][c:4]([N+:2](=[O:1])[O-:3])[cH:20][cH:19][c:17]1[Cl:18])[CH3:16].O=[CH:15][c:14]1[c:9]([NH2:8])[cH:10][cH:11][cH:12][n:13]1>CCO.[Na+].O>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][c:6](-[c:7]2[n:8][c:9]3[cH:10][cH:11][cH:12][n:13][c:14]3[cH:15][cH:16]2)[c:17]([Cl:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_58304ec8d4bcb18ece439f35",
"reactionHash": "1c75ab58cbc4399b64eb2a6279b846eb8c3780c1c4d0b64551d6b1b52799be10"
},
"children": [
{
"id": "12088",
"routeId": "sa_3e552a060079baf35534dcaf",
"moleculeId": "sa_992f45b2604d9e9f8d815f9b",
"parentId": "12087",
"isLeaf": true,
"molecule": {
"id": "sa_992f45b2604d9e9f8d815f9b",
"inchikey": "PNXVQYABDFYOFY-UHFFFAOYSA-N",
"smiles": "CC(=O)c1cc([N+](=O)[O-])ccc1Cl"
},
"smiles": "CC(=O)c1cc([N+](=O)[O-])ccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12089",
"routeId": "sa_3e552a060079baf35534dcaf",
"moleculeId": "sa_abfee9a2cbd7aba9472637b8",
"parentId": "12087",
"isLeaf": true,
"molecule": {
"id": "sa_abfee9a2cbd7aba9472637b8",
"inchikey": "QNJCRBZVUFRESB-UHFFFAOYSA-N",
"smiles": "Nc1cccnc1C=O"
},
"smiles": "Nc1cccnc1C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}