Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C#C[C@H]1CC[C@@H](C#N)N1C(=O)CNC(C)(C)CNc1ccc(C#N)cn1
InChiKey
OPCHPSUHKICLLJ-HOTGVXAUSA-N
Route Signature
17ad81418530372559f14733ebb53cba2aeead6b74978f36fb24cb619e466b5f
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_7d905fee1bfb99faa84cee97",
"signature": "17ad81418530372559f14733ebb53cba2aeead6b74978f36fb24cb619e466b5f",
"contentHash": "6f4812cca1824f1a5b00a06fad37818702950fdedd6202126f7586c8648f0afc",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_b214797f63f17ff3d4897fc3",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-04553",
"moleculeId": "sa_52bedb0998425393f6336cae",
"smiles": "C#C[C@H]1CC[C@@H](C#N)N1C(=O)CNC(C)(C)CNc1ccc(C#N)cn1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_52bedb0998425393f6336cae",
"inchikey": "OPCHPSUHKICLLJ-HOTGVXAUSA-N",
"smiles": "C#C[C@H]1CC[C@@H](C#N)N1C(=O)CNC(C)(C)CNc1ccc(C#N)cn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11246",
"routeId": "sa_7d905fee1bfb99faa84cee97",
"moleculeId": "sa_52bedb0998425393f6336cae",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_52bedb0998425393f6336cae",
"inchikey": "OPCHPSUHKICLLJ-HOTGVXAUSA-N",
"smiles": "C#C[C@H]1CC[C@@H](C#N)N1C(=O)CNC(C)(C)CNc1ccc(C#N)cn1"
},
"smiles": "C#C[C@H]1CC[C@@H](C#N)N1C(=O)CNC(C)(C)CNc1ccc(C#N)cn1",
"reactionStepId": "sa_735d6c5c0683a83a5358a5ff",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100190822A1;0556;918518\",\"rsmi\":\"Cl[CH2:12][C:10]([N:9]1[C@@H:3]([C:2]#[CH:1])[CH2:4][CH2:5][C@H:6]1[C:7]#[N:8])=[O:11].[NH2:13][C:14]([CH3:15])([CH3:16])[CH2:17][NH:18][c:19]1[n:20][cH:21][c:22]([C:23]#[N:24])[cH:25][cH:26]1>CC#N>[CH:1]#[C:2][C@H:3]1[CH2:4][CH2:5][C@@H:6]([C:7]#[N:8])[N:9]1[C:10](=[O:11])[CH2:12][NH:13][C:14]([CH3:15])([CH3:16])[CH2:17][NH:18][c:19]1[n:20][cH:21][c:22]([C:23]#[N:24])[cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:12][C:10]([N:9]1[C@@H:3]([C:2]#[CH:1])[CH2:4][CH2:5][C@H:6]1[C:7]#[N:8])=[O:11].[NH2:13][C:14]([CH3:15])([CH3:16])[CH2:17][NH:18][c:19]1[n:20][cH:21][c:22]([C:23]#[N:24])[cH:25][cH:26]1>CC#N>[CH:1]#[C:2][C@H:3]1[CH2:4][CH2:5][C@@H:6]([C:7]#[N:8])[N:9]1[C:10](=[O:11])[CH2:12][NH:13][C:14]([CH3:15])([CH3:16])[CH2:17][NH:18][c:19]1[n:20][cH:21][c:22]([C:23]#[N:24])[cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_735d6c5c0683a83a5358a5ff",
"reactionHash": "0e853b1e53d47efad0f7911525678610f9c1884ae36cc6b41562b5448ad0cf91"
},
"children": [
{
"id": "11247",
"routeId": "sa_7d905fee1bfb99faa84cee97",
"moleculeId": "sa_f30e801c9a374fc3bb99f8f3",
"parentId": "11246",
"isLeaf": false,
"molecule": {
"id": "sa_f30e801c9a374fc3bb99f8f3",
"inchikey": "OSBIHDNHTGLZIU-YUMQZZPRSA-N",
"smiles": "C#C[C@H]1CC[C@@H](C#N)N1C(=O)CCl"
},
"smiles": "C#C[C@H]1CC[C@@H](C#N)N1C(=O)CCl",
"reactionStepId": "sa_490f0ce6c0b814c3a94b19aa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100190822A1;0336;918450\",\"rsmi\":\"O=[C:7]([C@@H:6]1[CH2:5][CH2:4][C@H:3]([C:2]#[CH:1])[N:9]1[C:10](=[O:11])[CH2:12][Cl:13])[NH2:8]>O=P(Cl)(Cl)Cl.c1c[nH]cn1.c1ccncc1>[CH:1]#[C:2][C@H:3]1[CH2:4][CH2:5][C@@H:6]([C:7]#[N:8])[N:9]1[C:10](=[O:11])[CH2:12][Cl:13]\"},\"mapped_reaction_smiles\":\"O=[C:7]([C@@H:6]1[CH2:5][CH2:4][C@H:3]([C:2]#[CH:1])[N:9]1[C:10](=[O:11])[CH2:12][Cl:13])[NH2:8]>O=P(Cl)(Cl)Cl.c1c[nH]cn1.c1ccncc1>[CH:1]#[C:2][C@H:3]1[CH2:4][CH2:5][C@@H:6]([C:7]#[N:8])[N:9]1[C:10](=[O:11])[CH2:12][Cl:13]\"}",
"reactionStep": {
"id": "sa_490f0ce6c0b814c3a94b19aa",
"reactionHash": "23094d0f2e35ab57a9870287a0f4a4a3fdf280ab097bc3ceebffdc766e86f1f0"
},
"children": [
{
"id": "11248",
"routeId": "sa_7d905fee1bfb99faa84cee97",
"moleculeId": "sa_0651b096867f46b26c920b48",
"parentId": "11247",
"isLeaf": false,
"molecule": {
"id": "sa_0651b096867f46b26c920b48",
"inchikey": "PCXNOANKBYOEIH-BQBZGAKWSA-N",
"smiles": "C#C[C@H]1CC[C@@H](C(N)=O)N1C(=O)CCl"
},
"smiles": "C#C[C@H]1CC[C@@H](C(N)=O)N1C(=O)CCl",
"reactionStepId": "sa_f5dddcb9ae280eb05c63f479",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100190822A1;0335;918449\",\"rsmi\":\"O[C:7]([C@@H:6]1[CH2:5][CH2:4][C@H:3]([C:2]#[CH:1])[N:10]1[C:11](=[O:12])[CH2:13][Cl:14])=[O:9].[NH3:8]>C1CCOC1.C1COCCO1.CC(C)COC(=O)Cl.CN1CCOCC1.O=S(=O)(O)O.[K+]>[CH:1]#[C:2][C@H:3]1[CH2:4][CH2:5][C@@H:6]([C:7]([NH2:8])=[O:9])[N:10]1[C:11](=[O:12])[CH2:13][Cl:14]\"},\"mapped_reaction_smiles\":\"O[C:7]([C@@H:6]1[CH2:5][CH2:4][C@H:3]([C:2]#[CH:1])[N:10]1[C:11](=[O:12])[CH2:13][Cl:14])=[O:9].[NH3:8]>C1CCOC1.C1COCCO1.CC(C)COC(=O)Cl.CN1CCOCC1.O=S(=O)(O)O.[K+]>[CH:1]#[C:2][C@H:3]1[CH2:4][CH2:5][C@@H:6]([C:7]([NH2:8])=[O:9])[N:10]1[C:11](=[O:12])[CH2:13][Cl:14]\"}",
"reactionStep": {
"id": "sa_f5dddcb9ae280eb05c63f479",
"reactionHash": "5c2daa3c0d744a36f2f87b17a4de0654708cda2b9af5ef65ed7d2bba073e1ebd"
},
"children": [
{
"id": "11249",
"routeId": "sa_7d905fee1bfb99faa84cee97",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "11248",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11250",
"routeId": "sa_7d905fee1bfb99faa84cee97",
"moleculeId": "sa_7608ba95a0d45babffe9739f",
"parentId": "11248",
"isLeaf": true,
"molecule": {
"id": "sa_7608ba95a0d45babffe9739f",
"inchikey": "VEEFYPITBKROTM-BQBZGAKWSA-N",
"smiles": "C#C[C@H]1CC[C@@H](C(=O)O)N1C(=O)CCl"
},
"smiles": "C#C[C@H]1CC[C@@H](C(=O)O)N1C(=O)CCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "11251",
"routeId": "sa_7d905fee1bfb99faa84cee97",
"moleculeId": "sa_72005f32fec69d14474c2426",
"parentId": "11246",
"isLeaf": false,
"molecule": {
"id": "sa_72005f32fec69d14474c2426",
"inchikey": "ZANZZGIJBOGMOF-UHFFFAOYSA-N",
"smiles": "CC(C)(N)CN=c1ccc(C#N)c[nH]1"
},
"smiles": "CC(C)(N)CNc1ccc(C#N)cn1",
"reactionStepId": "sa_94f033fc197ba6739f7afd82",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100190822A1;0555;918517\",\"rsmi\":\"Cl[c:7]1[n:8][cH:9][c:10]([C:11]#[N:12])[cH:13][cH:14]1.[CH3:1][C:2]([CH3:3])([NH2:4])[CH2:5][NH2:6]>>[CH3:1][C:2]([CH3:3])([NH2:4])[CH2:5][NH:6][c:7]1[n:8][cH:9][c:10]([C:11]#[N:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[n:8][cH:9][c:10]([C:11]#[N:12])[cH:13][cH:14]1.[CH3:1][C:2]([CH3:3])([NH2:4])[CH2:5][NH2:6]>>[CH3:1][C:2]([CH3:3])([NH2:4])[CH2:5][NH:6][c:7]1[n:8][cH:9][c:10]([C:11]#[N:12])[cH:13][cH:14]1\"}",
"reactionStep": {
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"reactionHash": "fab5a710bdb522b7b1bd55a240e6f25d4b673c8a2622e0e28b086d0cc50edfb1"
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"children": [
{
"id": "11252",
"routeId": "sa_7d905fee1bfb99faa84cee97",
"moleculeId": "sa_cb0eb5d6115b013ac18614f5",
"parentId": "11251",
"isLeaf": true,
"molecule": {
"id": "sa_cb0eb5d6115b013ac18614f5",
"inchikey": "OPCJOXGBLDJWRM-UHFFFAOYSA-N",
"smiles": "CC(C)(N)CN"
},
"smiles": "CC(C)(N)CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11253",
"routeId": "sa_7d905fee1bfb99faa84cee97",
"moleculeId": "sa_f8319834b271ad351548cac1",
"parentId": "11251",
"isLeaf": true,
"molecule": {
"id": "sa_f8319834b271ad351548cac1",
"inchikey": "ORIQLMBUPMABDV-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(Cl)nc1"
},
"smiles": "N#Cc1ccc(Cl)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}