Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN1CCN(Cc2ccc(C(=O)N[C@@H]3[C@H]4Oc5ccc(Oc6ccnc7c6CCC(=O)N7)cc5[C@@H]34)cc2C)CC1
InChiKey
SCGBVARXTMVSJL-DTXPUJKBSA-N
Route Signature
3ec0fa66da29a3e4ef0f64b8b55548968612290389f322246f54c7addb07bd97
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_c765379bf86f152e1c3606bb",
"signature": "3ec0fa66da29a3e4ef0f64b8b55548968612290389f322246f54c7addb07bd97",
"contentHash": "8357275436abeb1868bdb194cf38b285abe1773cd1519dba7d39355bdfc51368",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_49e273914780239ba5f84e73",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09541",
"moleculeId": "sa_079ab8d7c24b26276b3e1cff",
"smiles": "CCN1CCN(Cc2ccc(C(=O)N[C@@H]3[C@H]4Oc5ccc(Oc6ccnc7c6CCC(=O)N7)cc5[C@@H]34)cc2C)CC1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_079ab8d7c24b26276b3e1cff",
"inchikey": "SCGBVARXTMVSJL-DTXPUJKBSA-N",
"smiles": "CCN1CCN(Cc2ccc(C(=O)N[C@@H]3[C@H]4Oc5ccc(Oc6ccnc7c6CCC(=O)N7)cc5[C@@H]34)cc2C)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12039",
"routeId": "sa_c765379bf86f152e1c3606bb",
"moleculeId": "sa_079ab8d7c24b26276b3e1cff",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_079ab8d7c24b26276b3e1cff",
"inchikey": "SCGBVARXTMVSJL-DTXPUJKBSA-N",
"smiles": "CCN1CCN(Cc2ccc(C(=O)N[C@@H]3[C@H]4Oc5ccc(Oc6ccnc7c6CCC(=O)N7)cc5[C@@H]34)cc2C)CC1"
},
"smiles": "CCN1CCN(Cc2ccc(C(=O)N[C@@H]3[C@H]4Oc5ccc(Oc6ccnc7c6CCC(=O)N7)cc5[C@@H]34)cc2C)CC1",
"reactionStepId": "sa_8896fb1413dde7f2e3f2d259",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160159820A1;0689;1891155\",\"rsmi\":\"O[C:13]([c:12]1[cH:11][c:9]([CH3:10])[c:8]([CH2:7][N:6]2[CH2:5][CH2:4][N:3]([CH2:2][CH3:1])[CH2:41][CH2:40]2)[cH:39][cH:38]1)=[O:14].[NH2:15][C@@H:16]1[C@H:17]2[O:18][c:19]3[c:20]([cH:21][c:22]([O:23][c:24]4[cH:25][cH:26][n:27][c:28]5[c:29]4[CH2:30][CH2:31][C:32](=[O:33])[NH:34]5)[cH:35][cH:36]3)[C@@H:37]12>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([CH2:7][c:8]2[c:9]([CH3:10])[cH:11][c:12]([C:13](=[O:14])[NH:15][C@@H:16]3[C@H:17]4[O:18][c:19]5[c:20]([cH:21][c:22]([O:23][c:24]6[cH:25][cH:26][n:27][c:28]7[c:29]6[CH2:30][CH2:31][C:32](=[O:33])[NH:34]7)[cH:35][cH:36]5)[C@@H:37]34)[cH:38][cH:39]2)[CH2:40][CH2:41]1\"},\"mapped_reaction_smiles\":\"O[C:13]([c:12]1[cH:11][c:9]([CH3:10])[c:8]([CH2:7][N:6]2[CH2:5][CH2:4][N:3]([CH2:2][CH3:1])[CH2:41][CH2:40]2)[cH:39][cH:38]1)=[O:14].[NH2:15][C@@H:16]1[C@H:17]2[O:18][c:19]3[c:20]([cH:21][c:22]([O:23][c:24]4[cH:25][cH:26][n:27][c:28]5[c:29]4[CH2:30][CH2:31][C:32](=[O:33])[NH:34]5)[cH:35][cH:36]3)[C@@H:37]12>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2cccnc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([CH2:7][c:8]2[c:9]([CH3:10])[cH:11][c:12]([C:13](=[O:14])[NH:15][C@@H:16]3[C@H:17]4[O:18][c:19]5[c:20]([cH:21][c:22]([O:23][c:24]6[cH:25][cH:26][n:27][c:28]7[c:29]6[CH2:30][CH2:31][C:32](=[O:33])[NH:34]7)[cH:35][cH:36]5)[C@@H:37]34)[cH:38][cH:39]2)[CH2:40][CH2:41]1\"}",
"reactionStep": {
"id": "sa_8896fb1413dde7f2e3f2d259",
"reactionHash": "2d9763ef3abcaba2495047940cc96c5d0d29897e9350be3deda00884afddc269"
},
"children": [
{
"id": "12040",
"routeId": "sa_c765379bf86f152e1c3606bb",
"moleculeId": "sa_98eb37ba1fe4d39a80390fa0",
"parentId": "12039",
"isLeaf": false,
"molecule": {
"id": "sa_98eb37ba1fe4d39a80390fa0",
"inchikey": "DOJXFKANSVCLCO-JYJNAYRXSA-N",
"smiles": "N[C@@H]1[C@H]2Oc3ccc(Oc4ccnc5c4CCC(=O)N5)cc3[C@@H]12"
},
"smiles": "N[C@@H]1[C@H]2Oc3ccc(Oc4ccnc5c4CCC(=O)N5)cc3[C@@H]12",
"reactionStepId": "sa_6f9742195a9cb36d661623e8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160159820A1;0447;1891097\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:1][C@@H:2]1[C@H:3]2[O:4][c:5]3[c:6]([cH:7][c:8]([O:9][c:10]4[c:11]5[c:17]([n:18][cH:19][cH:20]4)[NH:16][C:14](=[O:15])[CH2:13][CH2:12]5)[cH:21][cH:22]3)[C@@H:23]12>CCOC(C)=O.Cl>[NH2:1][C@@H:2]1[C@H:3]2[O:4][c:5]3[c:6]([cH:7][c:8]([O:9][c:10]4[c:11]5[c:17]([n:18][cH:19][cH:20]4)[NH:16][C:14](=[O:15])[CH2:13][CH2:12]5)[cH:21][cH:22]3)[C@@H:23]12\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:1][C@@H:2]1[C@H:3]2[O:4][c:5]3[c:6]([cH:7][c:8]([O:9][c:10]4[c:11]5[c:17]([n:18][cH:19][cH:20]4)[NH:16][C:14](=[O:15])[CH2:13][CH2:12]5)[cH:21][cH:22]3)[C@@H:23]12>CCOC(C)=O.Cl>[NH2:1][C@@H:2]1[C@H:3]2[O:4][c:5]3[c:6]([cH:7][c:8]([O:9][c:10]4[c:11]5[c:17]([n:18][cH:19][cH:20]4)[NH:16][C:14](=[O:15])[CH2:13][CH2:12]5)[cH:21][cH:22]3)[C@@H:23]12\"}",
"reactionStep": {
"id": "sa_6f9742195a9cb36d661623e8",
"reactionHash": "de04d61ef2630102abae490c16b1ca6533fdb59001df868edf9beb212f2af9ed"
},
"children": [
{
"id": "12041",
"routeId": "sa_c765379bf86f152e1c3606bb",
"moleculeId": "sa_d3fb71d247316518cb7b4bfa",
"parentId": "12040",
"isLeaf": true,
"molecule": {
"id": "sa_d3fb71d247316518cb7b4bfa",
"inchikey": "OAFOMPKENLPEFH-FHWLQOOXSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@@H]1[C@H]2Oc3ccc(Oc4ccnc5c4CCC(=O)N5)cc3[C@@H]12"
},
"smiles": "CC(C)(C)OC(=O)N[C@@H]1[C@H]2Oc3ccc(Oc4ccnc5c4CCC(=O)N5)cc3[C@@H]12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "12042",
"routeId": "sa_c765379bf86f152e1c3606bb",
"moleculeId": "sa_a6a9d03de0cf107027fd7e69",
"parentId": "12039",
"isLeaf": false,
"molecule": {
"id": "sa_a6a9d03de0cf107027fd7e69",
"inchikey": "QUULKKFLGITSIQ-UHFFFAOYSA-N",
"smiles": "CCN1CCN(Cc2ccc(C(=O)O)cc2C)CC1"
},
"smiles": "CCN1CCN(Cc2ccc(C(=O)O)cc2C)CC1",
"reactionStepId": "sa_18710145af92a0c1b7ff0f82",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160159820A1;0687;1891154\",\"rsmi\":\"C[O:15][C:13]([c:12]1[cH:11][c:9]([CH3:10])[c:8]([CH2:7][N:6]2[CH2:5][CH2:4][N:3]([CH2:2][CH3:1])[CH2:19][CH2:18]2)[cH:17][cH:16]1)=[O:14]>CO.Cl.O.[Na+].O>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([CH2:7][c:8]2[c:9]([CH3:10])[cH:11][c:12]([C:13](=[O:14])[OH:15])[cH:16][cH:17]2)[CH2:18][CH2:19]1\"},\"mapped_reaction_smiles\":\"C[O:15][C:13]([c:12]1[cH:11][c:9]([CH3:10])[c:8]([CH2:7][N:6]2[CH2:5][CH2:4][N:3]([CH2:2][CH3:1])[CH2:19][CH2:18]2)[cH:17][cH:16]1)=[O:14]>CO.Cl.O.[Na+].O>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([CH2:7][c:8]2[c:9]([CH3:10])[cH:11][c:12]([C:13](=[O:14])[OH:15])[cH:16][cH:17]2)[CH2:18][CH2:19]1\"}",
"reactionStep": {
"id": "sa_18710145af92a0c1b7ff0f82",
"reactionHash": "760b1b92bfb85668f8150a9c4bba30a8203468b06e40882b99692cceabe56b0b"
},
"children": [
{
"id": "12043",
"routeId": "sa_c765379bf86f152e1c3606bb",
"moleculeId": "sa_011e398dd3d9a04c92bca935",
"parentId": "12042",
"isLeaf": true,
"molecule": {
"id": "sa_011e398dd3d9a04c92bca935",
"inchikey": "HDJBUQUWXVOYQY-UHFFFAOYSA-N",
"smiles": "CCN1CCN(Cc2ccc(C(=O)OC)cc2C)CC1"
},
"smiles": "CCN1CCN(Cc2ccc(C(=O)OC)cc2C)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}