Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)[C@H](Cc1ccc(N)cc1)NC(=O)C1(Cc2ccccc2)CCCC1
InChiKey
GJRALUHKSWGMDR-FQEVSTJZSA-N
Route Signature
2866ccc00cff83b59cb8494aa365b44133af6c1a380ec7bb59e66e6854966e73
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_cf2d925289b84e494efc2b71",
"signature": "2866ccc00cff83b59cb8494aa365b44133af6c1a380ec7bb59e66e6854966e73",
"contentHash": "047798706728782f908dab6f138bc988dbd2efdfd29dd27ba724b53840c07ce6",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_8b3bc19149c9d309fd04b783",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-03450",
"moleculeId": "sa_31d90c8222e80bdb81372d1c",
"smiles": "COC(=O)[C@H](Cc1ccc(N)cc1)NC(=O)C1(Cc2ccccc2)CCCC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_31d90c8222e80bdb81372d1c",
"inchikey": "GJRALUHKSWGMDR-FQEVSTJZSA-N",
"smiles": "COC(=O)[C@H](Cc1ccc(N)cc1)NC(=O)C1(Cc2ccccc2)CCCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6859",
"routeId": "sa_cf2d925289b84e494efc2b71",
"moleculeId": "sa_31d90c8222e80bdb81372d1c",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_31d90c8222e80bdb81372d1c",
"inchikey": "GJRALUHKSWGMDR-FQEVSTJZSA-N",
"smiles": "COC(=O)[C@H](Cc1ccc(N)cc1)NC(=O)C1(Cc2ccccc2)CCCC1"
},
"smiles": "COC(=O)[C@H](Cc1ccc(N)cc1)NC(=O)C1(Cc2ccccc2)CCCC1",
"reactionStepId": "sa_2c94e9cf20e3a3bf19b3f3b7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040210051A1;0170;199929\",\"rsmi\":\"O=[N+:11]([O-])[c:10]1[cH:9][cH:8][c:7]([CH2:6][C@@H:5]([C:3]([O:2][CH3:1])=[O:4])[NH:14][C:15](=[O:16])[C:17]2([CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[CH2:25][CH2:26][CH2:27][CH2:28]2)[cH:13][cH:12]1>CCO>[CH3:1][O:2][C:3](=[O:4])[C@H:5]([CH2:6][c:7]1[cH:8][cH:9][c:10]([NH2:11])[cH:12][cH:13]1)[NH:14][C:15](=[O:16])[C:17]1([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:25][CH2:26][CH2:27][CH2:28]1\"},\"mapped_reaction_smiles\":\"O=[N+:11]([O-])[c:10]1[cH:9][cH:8][c:7]([CH2:6][C@@H:5]([C:3]([O:2][CH3:1])=[O:4])[NH:14][C:15](=[O:16])[C:17]2([CH2:18][c:19]3[cH:20][cH:21][cH:22][cH:23][cH:24]3)[CH2:25][CH2:26][CH2:27][CH2:28]2)[cH:13][cH:12]1>CCO>[CH3:1][O:2][C:3](=[O:4])[C@H:5]([CH2:6][c:7]1[cH:8][cH:9][c:10]([NH2:11])[cH:12][cH:13]1)[NH:14][C:15](=[O:16])[C:17]1([CH2:18][c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[CH2:25][CH2:26][CH2:27][CH2:28]1\"}",
"reactionStep": {
"id": "sa_2c94e9cf20e3a3bf19b3f3b7",
"reactionHash": "f616ab9714ab1f2f65010b6d929a30733b43893bd2c29ddbaa461d3eb7524d2f"
},
"children": [
{
"id": "6860",
"routeId": "sa_cf2d925289b84e494efc2b71",
"moleculeId": "sa_580ae1cabd4c4fb150047eb6",
"parentId": "6859",
"isLeaf": false,
"molecule": {
"id": "sa_580ae1cabd4c4fb150047eb6",
"inchikey": "RDZVAXKEYHWVEZ-FQEVSTJZSA-N",
"smiles": "COC(=O)[C@H](Cc1ccc([N+](=O)[O-])cc1)NC(=O)C1(Cc2ccccc2)CCCC1"
},
"smiles": "COC(=O)[C@H](Cc1ccc([N+](=O)[O-])cc1)NC(=O)C1(Cc2ccccc2)CCCC1",
"reactionStepId": "sa_2bf41b523a0728b56f4759e5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040210051A1;0168;199928\",\"rsmi\":\"O[C:17](=[O:18])[C:19]1([CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[CH2:27][CH2:28][CH2:29][CH2:30]1.[CH3:1][O:2][C:3](=[O:4])[C@H:5]([CH2:6][c:7]1[cH:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1)[NH2:16]>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[C@H:5]([CH2:6][c:7]1[cH:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1)[NH:16][C:17](=[O:18])[C:19]1([CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[CH2:27][CH2:28][CH2:29][CH2:30]1\"},\"mapped_reaction_smiles\":\"O[C:17](=[O:18])[C:19]1([CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[CH2:27][CH2:28][CH2:29][CH2:30]1.[CH3:1][O:2][C:3](=[O:4])[C@H:5]([CH2:6][c:7]1[cH:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1)[NH2:16]>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[PH](F)(F)(F)(F)F>[CH3:1][O:2][C:3](=[O:4])[C@H:5]([CH2:6][c:7]1[cH:8][cH:9][c:10]([N+:11](=[O:12])[O-:13])[cH:14][cH:15]1)[NH:16][C:17](=[O:18])[C:19]1([CH2:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[CH2:27][CH2:28][CH2:29][CH2:30]1\"}",
"reactionStep": {
"id": "sa_2bf41b523a0728b56f4759e5",
"reactionHash": "66024fe82312f93ca6d0a0794194b4db3a7ed1e58de407d908d8842d0d3338dd"
},
"children": [
{
"id": "6861",
"routeId": "sa_cf2d925289b84e494efc2b71",
"moleculeId": "sa_165aa2d4cbe459d8ea3f4836",
"parentId": "6860",
"isLeaf": true,
"molecule": {
"id": "sa_165aa2d4cbe459d8ea3f4836",
"inchikey": "FUFUQQWIXMPZFU-VIFPVBQESA-N",
"smiles": "COC(=O)[C@@H](N)Cc1ccc([N+](=O)[O-])cc1"
},
"smiles": "COC(=O)[C@@H](N)Cc1ccc([N+](=O)[O-])cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6862",
"routeId": "sa_cf2d925289b84e494efc2b71",
"moleculeId": "sa_a34bb8067709ddf3e9c308e2",
"parentId": "6860",
"isLeaf": false,
"molecule": {
"id": "sa_a34bb8067709ddf3e9c308e2",
"inchikey": "PJWROSNRJZXGHJ-UHFFFAOYSA-N",
"smiles": "O=C(O)C1(Cc2ccccc2)CCCC1"
},
"smiles": "O=C(O)C1(Cc2ccccc2)CCCC1",
"reactionStepId": "sa_38ad7221283abc115461aba2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040210051A1;0136;199922\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[C:4]1([CH2:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13][CH2:14][CH2:15]1>C1CCOC1.CO.O.O.[Li+].O>[O:1]=[C:2]([OH:3])[C:4]1([CH2:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13][CH2:14][CH2:15]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[C:4]1([CH2:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13][CH2:14][CH2:15]1>C1CCOC1.CO.O.O.[Li+].O>[O:1]=[C:2]([OH:3])[C:4]1([CH2:5][c:6]2[cH:7][cH:8][cH:9][cH:10][cH:11]2)[CH2:12][CH2:13][CH2:14][CH2:15]1\"}",
"reactionStep": {
"id": "sa_38ad7221283abc115461aba2",
"reactionHash": "c968ba78f450eb40ef59cdb5e78bf9e2644a6c77e1a972457fdc7fd994581fee"
},
"children": [
{
"id": "6863",
"routeId": "sa_cf2d925289b84e494efc2b71",
"moleculeId": "sa_5c5ebbb98e70b3737e44a3ff",
"parentId": "6862",
"isLeaf": false,
"molecule": {
"id": "sa_5c5ebbb98e70b3737e44a3ff",
"inchikey": "ITCUHAZEOGHWIT-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(Cc2ccccc2)CCCC1"
},
"smiles": "CCOC(=O)C1(Cc2ccccc2)CCCC1",
"reactionStepId": "sa_c08959fbc0d8d6853338b0e1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040210051A1;0134;199921\",\"rsmi\":\"Br[CH2:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]1[CH2:14][CH2:15][CH2:16][CH2:17]1>C1CCOC1.CC(C)NC(C)C.[Li]CCCC>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[CH2:14][CH2:15][CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"Br[CH2:7][c:8]1[cH:9][cH:10][cH:11][cH:12][cH:13]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]1[CH2:14][CH2:15][CH2:16][CH2:17]1>C1CCOC1.CC(C)NC(C)C.[Li]CCCC>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([CH2:7][c:8]2[cH:9][cH:10][cH:11][cH:12][cH:13]2)[CH2:14][CH2:15][CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_c08959fbc0d8d6853338b0e1",
"reactionHash": "4074099493ec2c0ad988144080f1548782e467ec38dda311b7e81ed52ec360c2"
},
"children": [
{
"id": "6864",
"routeId": "sa_cf2d925289b84e494efc2b71",
"moleculeId": "sa_4ff2e4de9d80150de333c065",
"parentId": "6863",
"isLeaf": true,
"molecule": {
"id": "sa_4ff2e4de9d80150de333c065",
"inchikey": "AGEZXYOZHKGVCM-UHFFFAOYSA-N",
"smiles": "BrCc1ccccc1"
},
"smiles": "BrCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6865",
"routeId": "sa_cf2d925289b84e494efc2b71",
"moleculeId": "sa_53aa1e6acba3250c94786fe5",
"parentId": "6863",
"isLeaf": true,
"molecule": {
"id": "sa_53aa1e6acba3250c94786fe5",
"inchikey": "UWSJCCUODNDXOT-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1CCCC1"
},
"smiles": "CCOC(=O)C1CCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}