Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1oc(-c2ccc(Cl)cc2)nc1CN1CCC(C(=O)N(C)CCCN2CCCCCC2)CC1
InChiKey
JMZKMSISSZENOD-UHFFFAOYSA-N
Route Signature
ce0f4f0bdd7b9d2fffc0a60927f564578d232bc6c15811b816be48a5ccf6f2d4
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_b9626f623e266fdfcc59e90e",
"signature": "ce0f4f0bdd7b9d2fffc0a60927f564578d232bc6c15811b816be48a5ccf6f2d4",
"contentHash": "c6c8f1507fd3890975584c286e365751bd1a0698d691999e3e0c7bfb219a8eed",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_87d3ca8fc0bee59cdbf28fc3",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06880",
"moleculeId": "sa_4191f06f0ac4f50b466fa804",
"smiles": "Cc1oc(-c2ccc(Cl)cc2)nc1CN1CCC(C(=O)N(C)CCCN2CCCCCC2)CC1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_4191f06f0ac4f50b466fa804",
"inchikey": "JMZKMSISSZENOD-UHFFFAOYSA-N",
"smiles": "Cc1oc(-c2ccc(Cl)cc2)nc1CN1CCC(C(=O)N(C)CCCN2CCCCCC2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11689",
"routeId": "sa_b9626f623e266fdfcc59e90e",
"moleculeId": "sa_4191f06f0ac4f50b466fa804",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4191f06f0ac4f50b466fa804",
"inchikey": "JMZKMSISSZENOD-UHFFFAOYSA-N",
"smiles": "Cc1oc(-c2ccc(Cl)cc2)nc1CN1CCC(C(=O)N(C)CCCN2CCCCCC2)CC1"
},
"smiles": "Cc1oc(-c2ccc(Cl)cc2)nc1CN1CCC(C(=O)N(C)CCCN2CCCCCC2)CC1",
"reactionStepId": "sa_8187efe39c16449d12d3efb8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08729081B2;0221;1459816\",\"rsmi\":\"O[C:9]([CH:8]1[CH2:7][CH2:6][N:5]([CH2:4][c:3]2[c:2]([CH3:1])[o:34][c:26](-[c:27]3[cH:28][cH:29][c:30]([Cl:31])[cH:32][cH:33]3)[n:25]2)[CH2:24][CH2:23]1)=[O:10].[NH:11]([CH3:12])[CH2:13][CH2:14][CH2:15][N:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.ClCCCl>[CH3:1][c:2]1[c:3]([CH2:4][N:5]2[CH2:6][CH2:7][CH:8]([C:9](=[O:10])[N:11]([CH3:12])[CH2:13][CH2:14][CH2:15][N:16]3[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]3)[CH2:23][CH2:24]2)[n:25][c:26](-[c:27]2[cH:28][cH:29][c:30]([Cl:31])[cH:32][cH:33]2)[o:34]1\"},\"mapped_reaction_smiles\":\"O[C:9]([CH:8]1[CH2:7][CH2:6][N:5]([CH2:4][c:3]2[c:2]([CH3:1])[o:34][c:26](-[c:27]3[cH:28][cH:29][c:30]([Cl:31])[cH:32][cH:33]3)[n:25]2)[CH2:24][CH2:23]1)=[O:10].[NH:11]([CH3:12])[CH2:13][CH2:14][CH2:15][N:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O.ClCCCl>[CH3:1][c:2]1[c:3]([CH2:4][N:5]2[CH2:6][CH2:7][CH:8]([C:9](=[O:10])[N:11]([CH3:12])[CH2:13][CH2:14][CH2:15][N:16]3[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]3)[CH2:23][CH2:24]2)[n:25][c:26](-[c:27]2[cH:28][cH:29][c:30]([Cl:31])[cH:32][cH:33]2)[o:34]1\"}",
"reactionStep": {
"id": "sa_8187efe39c16449d12d3efb8",
"reactionHash": "dec9259788ad93c747a24562f69c574725cd3a8679bb8421fb266609e41da75e"
},
"children": [
{
"id": "11690",
"routeId": "sa_b9626f623e266fdfcc59e90e",
"moleculeId": "sa_f840960674efb347eec84c16",
"parentId": "11689",
"isLeaf": false,
"molecule": {
"id": "sa_f840960674efb347eec84c16",
"inchikey": "URPNAVAVDRFKOZ-UHFFFAOYSA-N",
"smiles": "CNCCCN1CCCCCC1"
},
"smiles": "CNCCCN1CCCCCC1",
"reactionStepId": "sa_d86e4507024947ad61a35901",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08729081B2;0220;1459815\",\"rsmi\":\"c1ccc(C[N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][N:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)cc1>CO.[H][H].[Pd]>[CH3:1][NH:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][N:6]2[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)cc1>CO.[H][H].[Pd]>[CH3:1][NH:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1\"}",
"reactionStep": {
"id": "sa_d86e4507024947ad61a35901",
"reactionHash": "7bd1feb71b07caa32622b0d354ce17a280a2f6ffdaa1576376c52eb7afef1845"
},
"children": [
{
"id": "11691",
"routeId": "sa_b9626f623e266fdfcc59e90e",
"moleculeId": "sa_e3ddaa517493e1df749f18a7",
"parentId": "11690",
"isLeaf": true,
"molecule": {
"id": "sa_e3ddaa517493e1df749f18a7",
"inchikey": "MLZUMUBXOYPFBB-UHFFFAOYSA-N",
"smiles": "CN(CCCN1CCCCCC1)Cc1ccccc1"
},
"smiles": "CN(CCCN1CCCCCC1)Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11692",
"routeId": "sa_b9626f623e266fdfcc59e90e",
"moleculeId": "sa_798d874083f189fce7b0bafb",
"parentId": "11689",
"isLeaf": false,
"molecule": {
"id": "sa_798d874083f189fce7b0bafb",
"inchikey": "ZVIJEARYXZKJCJ-UHFFFAOYSA-N",
"smiles": "Cc1oc(-c2ccc(Cl)cc2)nc1CN1CCC(C(=O)O)CC1"
},
"smiles": "Cc1oc(-c2ccc(Cl)cc2)nc1CN1CCC(C(=O)O)CC1",
"reactionStepId": "sa_150980affa74dd5ffa9e5a92",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08729081B2;0226;1459820\",\"rsmi\":\"CC[O:11][C:9]([CH:8]1[CH2:7][CH2:6][N:5]([CH2:4][c:3]2[c:2]([CH3:1])[o:23][c:15](-[c:16]3[cH:17][cH:18][c:19]([Cl:20])[cH:21][cH:22]3)[n:14]2)[CH2:13][CH2:12]1)=[O:10]>C1CCOC1.C1COCCO1.CO.Cl.O.[Li+].O>[CH3:1][c:2]1[c:3]([CH2:4][N:5]2[CH2:6][CH2:7][CH:8]([C:9](=[O:10])[OH:11])[CH2:12][CH2:13]2)[n:14][c:15](-[c:16]2[cH:17][cH:18][c:19]([Cl:20])[cH:21][cH:22]2)[o:23]1\"},\"mapped_reaction_smiles\":\"CC[O:11][C:9]([CH:8]1[CH2:7][CH2:6][N:5]([CH2:4][c:3]2[c:2]([CH3:1])[o:23][c:15](-[c:16]3[cH:17][cH:18][c:19]([Cl:20])[cH:21][cH:22]3)[n:14]2)[CH2:13][CH2:12]1)=[O:10]>C1CCOC1.C1COCCO1.CO.Cl.O.[Li+].O>[CH3:1][c:2]1[c:3]([CH2:4][N:5]2[CH2:6][CH2:7][CH:8]([C:9](=[O:10])[OH:11])[CH2:12][CH2:13]2)[n:14][c:15](-[c:16]2[cH:17][cH:18][c:19]([Cl:20])[cH:21][cH:22]2)[o:23]1\"}",
"reactionStep": {
"id": "sa_150980affa74dd5ffa9e5a92",
"reactionHash": "44d60fa706da4de22be30f0d373383560c46c0de4d01b0c6aede0449eac8263a"
},
"children": [
{
"id": "11693",
"routeId": "sa_b9626f623e266fdfcc59e90e",
"moleculeId": "sa_df9391d24a3fac47564c2845",
"parentId": "11692",
"isLeaf": true,
"molecule": {
"id": "sa_df9391d24a3fac47564c2845",
"inchikey": "SWBDXMUWAVSVBT-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1CCN(Cc2nc(-c3ccc(Cl)cc3)oc2C)CC1"
},
"smiles": "CCOC(=O)C1CCN(Cc2nc(-c3ccc(Cl)cc3)oc2C)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}