Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O
InChiKey
BSIVVYJZCIHNHN-ZTNFWEORSA-N
Route Signature
066c728db503070b02a2c8e390e3d9a5b6947984a28afa09897099a973ea2a0a
Synthesis route with 10 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_df8e208cd837cf876dc118c5",
"signature": "066c728db503070b02a2c8e390e3d9a5b6947984a28afa09897099a973ea2a0a",
"contentHash": "67fbe2adb330ec26c1dad76c3b6833864d1237146ec1db1d3cbac59734995514",
"length": 10,
"isConvergent": false
},
"target": {
"id": "sa_25f66bff5d31ff52029bdc2a",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-184/190",
"moleculeId": "sa_858b1f6001989f20b40ab792",
"smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O",
"routeLength": 10,
"isConvergent": false,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_858b1f6001989f20b40ab792",
"inchikey": "BSIVVYJZCIHNHN-ZTNFWEORSA-N",
"smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "20329",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_858b1f6001989f20b40ab792",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_858b1f6001989f20b40ab792",
"inchikey": "BSIVVYJZCIHNHN-ZTNFWEORSA-N",
"smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O"
},
"smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CN2C1=O",
"reactionStepId": "sa_93b38eb0897d5fee51db5af3",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_93b38eb0897d5fee51db5af3",
"reactionHash": "e6a9da25f7ca83e2307cb049f85e2f791065ae9e5a7479d866482aa8c6e7313d"
},
"children": [
{
"id": "20330",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_0ff144360036013d2347eed1",
"parentId": "20329",
"isLeaf": false,
"molecule": {
"id": "sa_0ff144360036013d2347eed1",
"inchikey": "DVBAMNSEOKLLCU-BBBLOLIVSA-N",
"smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(Br)c4c(N)nccn34)CN2C1=O"
},
"smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(Br)c4c(N)nccn34)CN2C1=O",
"reactionStepId": "sa_df52794ef095641af90ee1d6",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_df52794ef095641af90ee1d6",
"reactionHash": "e1acb84bcf6357b7a41a86d62d3a8f1dee3ebd30930cdbf9043f974939d82cd2"
},
"children": [
{
"id": "20331",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_48a04fe075a134dea09b0838",
"parentId": "20330",
"isLeaf": true,
"molecule": {
"id": "sa_48a04fe075a134dea09b0838",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-O",
"smiles": "[NH4+]"
},
"smiles": "[NH4+]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "20332",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_342c66c0157c9a8c5efaf42b",
"parentId": "20330",
"isLeaf": false,
"molecule": {
"id": "sa_342c66c0157c9a8c5efaf42b",
"inchikey": "QSBUGVJUVCHSCS-BBBLOLIVSA-N",
"smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(Br)c4c(Cl)nccn34)CN2C1=O"
},
"smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3nc(Br)c4c(Cl)nccn34)CN2C1=O",
"reactionStepId": "sa_7c9b7eada29717f3aa7380d4",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_7c9b7eada29717f3aa7380d4",
"reactionHash": "51bcc3dce5c4aee4bd27031f8222fcf5c3a80c8c1316209a6011fed9c2d7b4d4"
},
"children": [
{
"id": "20333",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "20332",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "20334",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_9c91f176e98c4467607b7f9d",
"parentId": "20332",
"isLeaf": false,
"molecule": {
"id": "sa_9c91f176e98c4467607b7f9d",
"inchikey": "UWVCKWSNTIKPIP-MXWKQRLJSA-N",
"smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3ncc4c(Cl)nccn34)CN2C1=O"
},
"smiles": "C[C@H]1OC[C@@H]2CC[C@@H](c3ncc4c(Cl)nccn34)CN2C1=O",
"reactionStepId": "sa_50dfbdb7e54822a520cffb3c",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_50dfbdb7e54822a520cffb3c",
"reactionHash": "f853ed8daf6ff79970893dec96514c4cbbf4f95483b8326ce6d805f13d03b819"
},
"children": [
{
"id": "20335",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_0c5816ff7ca82000eb70c680",
"parentId": "20334",
"isLeaf": false,
"molecule": {
"id": "sa_0c5816ff7ca82000eb70c680",
"inchikey": "PWQWOVGENYCWOT-AXFHLTTASA-N",
"smiles": "C[C@@H]1OC[C@@H]2CC[C@@H](C(=O)NCc3nccnc3Cl)CN2C1=O"
},
"smiles": "C[C@@H]1OC[C@@H]2CC[C@@H](C(=O)NCc3nccnc3Cl)CN2C1=O",
"reactionStepId": "sa_939ea5d653468a5534c6d50a",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_939ea5d653468a5534c6d50a",
"reactionHash": "4da4b12d937316739ef3c8aba471d6e49b21ad2e3b71ce66d305aa9d2f66ae0e"
},
"children": [
{
"id": "20336",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_f440956bf57ead7cffe2f23f",
"parentId": "20335",
"isLeaf": false,
"molecule": {
"id": "sa_f440956bf57ead7cffe2f23f",
"inchikey": "JLKPXNCOPJNGKD-RNJXMRFFSA-N",
"smiles": "C[C@@H]1OC[C@@H]2CC[C@@H](C(=O)O)CN2C1=O"
},
"smiles": "C[C@@H]1OC[C@@H]2CC[C@@H](C(=O)O)CN2C1=O",
"reactionStepId": "sa_6d20884b4680d0499fca5cc0",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_6d20884b4680d0499fca5cc0",
"reactionHash": "9a8934caaa342401f2f46f0d6c313d5be147029755f64b474ec0c95d4524b8c4"
},
"children": [
{
"id": "20337",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_0feb96fa7ce48847d1c025b0",
"parentId": "20336",
"isLeaf": false,
"molecule": {
"id": "sa_0feb96fa7ce48847d1c025b0",
"inchikey": "BYHAIKUGFINHCN-YIZRAAEISA-N",
"smiles": "COC(=O)[C@@H]1CC[C@H]2CO[C@@H](C)C(=O)N2C1"
},
"smiles": "COC(=O)[C@@H]1CC[C@H]2CO[C@@H](C)C(=O)N2C1",
"reactionStepId": "sa_ed87f79b1363502fabebc9c5",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_ed87f79b1363502fabebc9c5",
"reactionHash": "251367c57a11d7d2fe3d1291a862ca48bd2da7ec7fd20a2abf5d4ce318c153a1"
},
"children": [
{
"id": "20338",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_4eb63620c0f1932dcd72bf10",
"parentId": "20337",
"isLeaf": false,
"molecule": {
"id": "sa_4eb63620c0f1932dcd72bf10",
"inchikey": "XUMSCMJAQXNSPR-HLTSFMKQSA-N",
"smiles": "COC(=O)[C@@H]1CC[C@@H](CO)N(C(=O)[C@@H](C)Cl)C1"
},
"smiles": "COC(=O)[C@@H]1CC[C@@H](CO)N(C(=O)[C@@H](C)Cl)C1",
"reactionStepId": "sa_fbd4f88f92a8aa13b2f1d08e",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_fbd4f88f92a8aa13b2f1d08e",
"reactionHash": "08016862f4d0186fea8f63301fe41f961e69c3a18f700ad598d5199649ea1048"
},
"children": [
{
"id": "20339",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_a89edcdf5fc01b4cb39d13f1",
"parentId": "20338",
"isLeaf": false,
"molecule": {
"id": "sa_a89edcdf5fc01b4cb39d13f1",
"inchikey": "MLDHXDXLVVMUHL-MCIONIFRSA-N",
"smiles": "COC(=O)[C@@H]1CC[C@@H](CO[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](C)Cl)C1"
},
"smiles": "COC(=O)[C@@H]1CC[C@@H](CO[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](C)Cl)C1",
"reactionStepId": "sa_cd218edf72e101ea251b5818",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_cd218edf72e101ea251b5818",
"reactionHash": "cad76bdd2f0aaec12efa901d4a18f95022f3f4ef26658c6e7f8c3168bdfdc63a"
},
"children": [
{
"id": "20340",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_7765fd088222c0a238fc5b63",
"parentId": "20339",
"isLeaf": true,
"molecule": {
"id": "sa_7765fd088222c0a238fc5b63",
"inchikey": "JEQDSBVHLKBEIZ-UHFFFAOYSA-N",
"smiles": "CC(Cl)C(=O)Cl"
},
"smiles": "CC(Cl)C(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "20341",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_da77144bbc53deea61cb8f8b",
"parentId": "20339",
"isLeaf": false,
"molecule": {
"id": "sa_da77144bbc53deea61cb8f8b",
"inchikey": "NAAGBQNANHAMJM-NEPJUHHUSA-N",
"smiles": "COC(=O)[C@@H]1CC[C@@H](CO[Si](C)(C)C(C)(C)C)NC1"
},
"smiles": "COC(=O)[C@@H]1CC[C@@H](CO[Si](C)(C)C(C)(C)C)NC1",
"reactionStepId": "sa_7756bfe5050c693ca3bcfe04",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_7756bfe5050c693ca3bcfe04",
"reactionHash": "74c33a51524082b3027d521609f62a3b3a379c6d59825ef119e4d4900eee1589"
},
"children": [
{
"id": "20342",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_1785e67b778eb91f7e04c15a",
"parentId": "20341",
"isLeaf": true,
"molecule": {
"id": "sa_1785e67b778eb91f7e04c15a",
"inchikey": "BCNZYOJHNLTNEZ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Cl"
},
"smiles": "CC(C)(C)[Si](C)(C)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "20343",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_b787d02769585dd300e93b65",
"parentId": "20341",
"isLeaf": true,
"molecule": {
"id": "sa_b787d02769585dd300e93b65",
"inchikey": "RQOCUWDKINTUGK-RQJHMYQMSA-N",
"smiles": "COC(=O)[C@@H]1CC[C@@H](CO)NC1"
},
"smiles": "COC(=O)[C@@H]1CC[C@@H](CO)NC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
]
},
{
"id": "20344",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_8060862e4f3bc0d65d49156d",
"parentId": "20335",
"isLeaf": true,
"molecule": {
"id": "sa_8060862e4f3bc0d65d49156d",
"inchikey": "PODCTQRYFHFTPT-UHFFFAOYSA-N",
"smiles": "NCc1nccnc1Cl"
},
"smiles": "NCc1nccnc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "20345",
"routeId": "sa_df8e208cd837cf876dc118c5",
"moleculeId": "sa_1c11e351c8afeea763359f6e",
"parentId": "20329",
"isLeaf": true,
"molecule": {
"id": "sa_1c11e351c8afeea763359f6e",
"inchikey": "QGMYWOHXZMRAHQ-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc(C(=O)Nc3cc(C(F)(F)F)ccn3)cc2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}