Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(NC(Cc1ccc(F)cc1)C(O)c1ccc(C(F)(F)F)cc1)c1ccc(F)c2ccccc12
InChiKey
PVNWQDQNLIOXHV-UHFFFAOYSA-N
Route Signature
1ef9cd1503161fe0a754ef112853aca36c74e9319d687fa2c4c1636d81bc33cf
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_430ca7ba3772994a2c5cacf5",
"signature": "1ef9cd1503161fe0a754ef112853aca36c74e9319d687fa2c4c1636d81bc33cf",
"contentHash": "84bb31cf97e166b69930547e09b84817db77cd8de0d5e38378c766a604b51d5a",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_50c35cd0a6d1666700e4a85c",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00978",
"moleculeId": "sa_b5ac9bcb7e5a88ffd3b8718f",
"smiles": "O=C(NC(Cc1ccc(F)cc1)C(O)c1ccc(C(F)(F)F)cc1)c1ccc(F)c2ccccc12",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b5ac9bcb7e5a88ffd3b8718f",
"inchikey": "PVNWQDQNLIOXHV-UHFFFAOYSA-N",
"smiles": "O=C(NC(Cc1ccc(F)cc1)C(O)c1ccc(C(F)(F)F)cc1)c1ccc(F)c2ccccc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5193",
"routeId": "sa_430ca7ba3772994a2c5cacf5",
"moleculeId": "sa_b5ac9bcb7e5a88ffd3b8718f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b5ac9bcb7e5a88ffd3b8718f",
"inchikey": "PVNWQDQNLIOXHV-UHFFFAOYSA-N",
"smiles": "O=C(NC(Cc1ccc(F)cc1)C(O)c1ccc(C(F)(F)F)cc1)c1ccc(F)c2ccccc12"
},
"smiles": "O=C(NC(Cc1ccc(F)cc1)C(O)c1ccc(C(F)(F)F)cc1)c1ccc(F)c2ccccc12",
"reactionStepId": "sa_02b9463a3706fb08749c04c8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06982348B2;1405;708247\",\"rsmi\":\"O[C:2](=[O:1])[c:25]1[cH:26][cH:27][c:28]([F:29])[c:30]2[cH:31][cH:32][cH:33][cH:34][c:35]12.[NH2:3][CH:4]([CH2:5][c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1)[CH:13]([OH:14])[c:15]1[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24]1>CC#N.CCN=C=NCCCN(C)C.Cl.O.On1nnc2ccccc21>[O:1]=[C:2]([NH:3][CH:4]([CH2:5][c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1)[CH:13]([OH:14])[c:15]1[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24]1)[c:25]1[cH:26][cH:27][c:28]([F:29])[c:30]2[cH:31][cH:32][cH:33][cH:34][c:35]12\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:25]1[cH:26][cH:27][c:28]([F:29])[c:30]2[cH:31][cH:32][cH:33][cH:34][c:35]12.[NH2:3][CH:4]([CH2:5][c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1)[CH:13]([OH:14])[c:15]1[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24]1>CC#N.CCN=C=NCCCN(C)C.Cl.O.On1nnc2ccccc21>[O:1]=[C:2]([NH:3][CH:4]([CH2:5][c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1)[CH:13]([OH:14])[c:15]1[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24]1)[c:25]1[cH:26][cH:27][c:28]([F:29])[c:30]2[cH:31][cH:32][cH:33][cH:34][c:35]12\"}",
"reactionStep": {
"id": "sa_02b9463a3706fb08749c04c8",
"reactionHash": "aefe1c4ee285abf7957c6fc94eae7f860cf5237b35a99f9a7186465c4638b733"
},
"children": [
{
"id": "5194",
"routeId": "sa_430ca7ba3772994a2c5cacf5",
"moleculeId": "sa_82aa2a698167debc67e4a53d",
"parentId": "5193",
"isLeaf": true,
"molecule": {
"id": "sa_82aa2a698167debc67e4a53d",
"inchikey": "DEWIOKQDRWFLFW-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(F)c2ccccc12"
},
"smiles": "O=C(O)c1ccc(F)c2ccccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5195",
"routeId": "sa_430ca7ba3772994a2c5cacf5",
"moleculeId": "sa_7b9dbd82dc76839bc3ce53a9",
"parentId": "5193",
"isLeaf": false,
"molecule": {
"id": "sa_7b9dbd82dc76839bc3ce53a9",
"inchikey": "NHHAFJAKHQAFGB-UHFFFAOYSA-N",
"smiles": "NC(Cc1ccc(F)cc1)C(O)c1ccc(C(F)(F)F)cc1"
},
"smiles": "NC(Cc1ccc(F)cc1)C(O)c1ccc(C(F)(F)F)cc1",
"reactionStepId": "sa_546ad554e007149eb3f78325",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06982348B2;1401;708245\",\"rsmi\":\"O=C1[NH:1][CH:2]([CH2:3][c:4]2[cH:5][cH:6][c:7]([F:8])[cH:9][cH:10]2)[CH:11]([c:13]2[cH:14][cH:15][c:16]([C:17]([F:18])([F:19])[F:20])[cH:21][cH:22]2)[O:12]1>CCO.[Na+].O>[NH2:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][c:7]([F:8])[cH:9][cH:10]1)[CH:11]([OH:12])[c:13]1[cH:14][cH:15][c:16]([C:17]([F:18])([F:19])[F:20])[cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"O=C1[NH:1][CH:2]([CH2:3][c:4]2[cH:5][cH:6][c:7]([F:8])[cH:9][cH:10]2)[CH:11]([c:13]2[cH:14][cH:15][c:16]([C:17]([F:18])([F:19])[F:20])[cH:21][cH:22]2)[O:12]1>CCO.[Na+].O>[NH2:1][CH:2]([CH2:3][c:4]1[cH:5][cH:6][c:7]([F:8])[cH:9][cH:10]1)[CH:11]([OH:12])[c:13]1[cH:14][cH:15][c:16]([C:17]([F:18])([F:19])[F:20])[cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_546ad554e007149eb3f78325",
"reactionHash": "0e4b827a019eac1a9f1464ba7236cf74486807946440967e93524afd7c1dbef0"
},
"children": [
{
"id": "5196",
"routeId": "sa_430ca7ba3772994a2c5cacf5",
"moleculeId": "sa_01c5872d4f6480e4e899daa5",
"parentId": "5195",
"isLeaf": false,
"molecule": {
"id": "sa_01c5872d4f6480e4e899daa5",
"inchikey": "ARNWDDWWKAAMAD-UHFFFAOYSA-N",
"smiles": "O=C1NC(Cc2ccc(F)cc2)C(c2ccc(C(F)(F)F)cc2)O1"
},
"smiles": "O=C1NC(Cc2ccc(F)cc2)C(c2ccc(C(F)(F)F)cc2)O1",
"reactionStepId": "sa_8e7e160e535522641053facc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06982348B2;1399;708244\",\"rsmi\":\"O[C:2](=[O:1])[CH:4]([CH2:5][c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1)[CH:13]([c:14]1[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]1)[OH:24].[N-]=[N+]=[N:3]P(=O)(c1ccccc1)c1ccccc1>C1CCOC1.CCN(CC)CC.O>[O:1]=[C:2]1[NH:3][CH:4]([CH2:5][c:6]2[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]2)[CH:13]([c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[O:24]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[CH:4]([CH2:5][c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1)[CH:13]([c:14]1[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]1)[OH:24].[N-]=[N+]=[N:3]P(=O)(c1ccccc1)c1ccccc1>C1CCOC1.CCN(CC)CC.O>[O:1]=[C:2]1[NH:3][CH:4]([CH2:5][c:6]2[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]2)[CH:13]([c:14]2[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22][cH:23]2)[O:24]1\"}",
"reactionStep": {
"id": "sa_8e7e160e535522641053facc",
"reactionHash": "3b89f541455c56c57d98188530b544e353df9d18dad762791063afd900de5a4d"
},
"children": [
{
"id": "5197",
"routeId": "sa_430ca7ba3772994a2c5cacf5",
"moleculeId": "sa_b2e7e70131d8726a166b6104",
"parentId": "5196",
"isLeaf": true,
"molecule": {
"id": "sa_b2e7e70131d8726a166b6104",
"inchikey": "MKRTXPORKIRPDG-UHFFFAOYSA-N",
"smiles": "[N-]=[N+]=NP(=O)(c1ccccc1)c1ccccc1"
},
"smiles": "[N-]=[N+]=NP(=O)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5198",
"routeId": "sa_430ca7ba3772994a2c5cacf5",
"moleculeId": "sa_754b2cdff4584bde10fd25f6",
"parentId": "5196",
"isLeaf": false,
"molecule": {
"id": "sa_754b2cdff4584bde10fd25f6",
"inchikey": "QWCDHYDZQMDZFR-UHFFFAOYSA-N",
"smiles": "O=C(O)C(Cc1ccc(F)cc1)C(O)c1ccc(C(F)(F)F)cc1"
},
"smiles": "O=C(O)C(Cc1ccc(F)cc1)C(O)c1ccc(C(F)(F)F)cc1",
"reactionStepId": "sa_fffda530ec6a51b2b838d9c5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06982348B2;1397;708243\",\"rsmi\":\"CC[O:3][C:2](=[O:1])[CH:4]([CH2:5][c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1)[CH:13]([OH:14])[c:15]1[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24]1>CO.Cl.[Na+].O>[O:1]=[C:2]([OH:3])[CH:4]([CH2:5][c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1)[CH:13]([OH:14])[c:15]1[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"CC[O:3][C:2](=[O:1])[CH:4]([CH2:5][c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1)[CH:13]([OH:14])[c:15]1[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24]1>CO.Cl.[Na+].O>[O:1]=[C:2]([OH:3])[CH:4]([CH2:5][c:6]1[cH:7][cH:8][c:9]([F:10])[cH:11][cH:12]1)[CH:13]([OH:14])[c:15]1[cH:16][cH:17][c:18]([C:19]([F:20])([F:21])[F:22])[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_fffda530ec6a51b2b838d9c5",
"reactionHash": "51f5d8e1a34d2decbf91752dd7b14e51a0e04ea6e8393592eba6b1c721d52950"
},
"children": [
{
"id": "5199",
"routeId": "sa_430ca7ba3772994a2c5cacf5",
"moleculeId": "sa_b84dc26a341ef5f0a4f67f2d",
"parentId": "5198",
"isLeaf": false,
"molecule": {
"id": "sa_b84dc26a341ef5f0a4f67f2d",
"inchikey": "BNXZNKYIHDHGIK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(Cc1ccc(F)cc1)C(O)c1ccc(C(F)(F)F)cc1"
},
"smiles": "CCOC(=O)C(Cc1ccc(F)cc1)C(O)c1ccc(C(F)(F)F)cc1",
"reactionStepId": "sa_cad5401cd79c6bba6428d3e0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06982348B2;1395;708242\",\"rsmi\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH2:7][c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1)[C:15](=[O:16])[c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1>CCOCC.Cl.B.Cl.Cl.[Na+].[Zn+2]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH2:7][c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1)[CH:15]([OH:16])[c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH2:7][c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1)[C:15](=[O:16])[c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1>CCOCC.Cl.B.Cl.Cl.[Na+].[Zn+2]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH2:7][c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1)[CH:15]([OH:16])[c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_cad5401cd79c6bba6428d3e0",
"reactionHash": "75f870d0692d0816f9d62a054ab912a1b4e60b5d425217c1d5f419ffd39f63d3"
},
"children": [
{
"id": "5200",
"routeId": "sa_430ca7ba3772994a2c5cacf5",
"moleculeId": "sa_e963c3516b5ede772cbee1f0",
"parentId": "5199",
"isLeaf": false,
"molecule": {
"id": "sa_e963c3516b5ede772cbee1f0",
"inchikey": "YYBKWLPNKVLBQE-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(Cc1ccc(F)cc1)C(=O)c1ccc(C(F)(F)F)cc1"
},
"smiles": "CCOC(=O)C(Cc1ccc(F)cc1)C(=O)c1ccc(C(F)(F)F)cc1",
"reactionStepId": "sa_4ab177c50c0b5ed723f75d25",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US06982348B2;1393;708241\",\"rsmi\":\"Br[CH2:7][c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:15](=[O:16])[c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH2:7][c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1)[C:15](=[O:16])[c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Br[CH2:7][c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:15](=[O:16])[c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]([CH2:7][c:8]1[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]1)[C:15](=[O:16])[c:17]1[cH:18][cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_4ab177c50c0b5ed723f75d25",
"reactionHash": "80f846aecba009bc62bc8d086abcdbd7b6be2241d2eb56f9fae226f4ab041423"
},
"children": [
{
"id": "5201",
"routeId": "sa_430ca7ba3772994a2c5cacf5",
"moleculeId": "sa_95a0a4e9ae9bb203f07868f2",
"parentId": "5200",
"isLeaf": true,
"molecule": {
"id": "sa_95a0a4e9ae9bb203f07868f2",
"inchikey": "HVHVSJPSNQIPEM-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(=O)c1ccc(C(F)(F)F)cc1"
},
"smiles": "CCOC(=O)CC(=O)c1ccc(C(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5202",
"routeId": "sa_430ca7ba3772994a2c5cacf5",
"moleculeId": "sa_5f3ba7f73acc20e80a7a1bea",
"parentId": "5200",
"isLeaf": true,
"molecule": {
"id": "sa_5f3ba7f73acc20e80a7a1bea",
"inchikey": "NVNPLEPBDPJYRZ-UHFFFAOYSA-N",
"smiles": "Fc1ccc(CBr)cc1"
},
"smiles": "Fc1ccc(CBr)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
}
]
}
}