Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN(c1cc(Cl)cc(C(=O)NCc2c(C)n(C)n(C)c2=O)c1C)[C@H]1CC[C@H](N(C)C)CC1
InChiKey
HRYZDAJXJPPPRP-MXVIHJGJSA-N
Route Signature
9441f40a766b07e8573fcefbf50180d4680bf68bc1c97d60e28ef6a315c8a489
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_56bd1c176ec7d986a7740eb8",
"signature": "9441f40a766b07e8573fcefbf50180d4680bf68bc1c97d60e28ef6a315c8a489",
"contentHash": "2e12bd95d951b67c6461fa11cd18b01c128577d23f60deb0f1f4a3ed90ca0d72",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_eb4eda9fc6cb335fbcfcbe8c",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02806",
"moleculeId": "sa_0719e945195da1e4121553ec",
"smiles": "CCN(c1cc(Cl)cc(C(=O)NCc2c(C)n(C)n(C)c2=O)c1C)[C@H]1CC[C@H](N(C)C)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_0719e945195da1e4121553ec",
"inchikey": "HRYZDAJXJPPPRP-MXVIHJGJSA-N",
"smiles": "CCN(c1cc(Cl)cc(C(=O)NCc2c(C)n(C)n(C)c2=O)c1C)[C@H]1CC[C@H](N(C)C)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14867",
"routeId": "sa_56bd1c176ec7d986a7740eb8",
"moleculeId": "sa_0719e945195da1e4121553ec",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0719e945195da1e4121553ec",
"inchikey": "HRYZDAJXJPPPRP-MXVIHJGJSA-N",
"smiles": "CCN(c1cc(Cl)cc(C(=O)NCc2c(C)n(C)n(C)c2=O)c1C)[C@H]1CC[C@H](N(C)C)CC1"
},
"smiles": "CCN(c1cc(Cl)cc(C(=O)NCc2c(C)n(C)n(C)c2=O)c1C)[C@H]1CC[C@H](N(C)C)CC1",
"reactionStepId": "sa_a1a58e223c8f72232e721bbf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160194316A1;0980;1903246\",\"rsmi\":\"O[C:10]([c:9]1[cH:8][c:6]([Cl:7])[cH:5][c:4]([N:3]([CH2:2][CH3:1])[C@H:25]2[CH2:26][CH2:27][C@H:28]([N:29]([CH3:30])[CH3:31])[CH2:32][CH2:33]2)[c:23]1[CH3:24])=[O:11].[NH2:12][CH2:13][c:14]1[c:15]([CH3:16])[n:17]([CH3:18])[n:19]([CH3:20])[c:21]1=[O:22]>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.N#N.O>[CH3:1][CH2:2][N:3]([c:4]1[cH:5][c:6]([Cl:7])[cH:8][c:9]([C:10](=[O:11])[NH:12][CH2:13][c:14]2[c:15]([CH3:16])[n:17]([CH3:18])[n:19]([CH3:20])[c:21]2=[O:22])[c:23]1[CH3:24])[C@H:25]1[CH2:26][CH2:27][C@H:28]([N:29]([CH3:30])[CH3:31])[CH2:32][CH2:33]1\"},\"mapped_reaction_smiles\":\"O[C:10]([c:9]1[cH:8][c:6]([Cl:7])[cH:5][c:4]([N:3]([CH2:2][CH3:1])[C@H:25]2[CH2:26][CH2:27][C@H:28]([N:29]([CH3:30])[CH3:31])[CH2:32][CH2:33]2)[c:23]1[CH3:24])=[O:11].[NH2:12][CH2:13][c:14]1[c:15]([CH3:16])[n:17]([CH3:18])[n:19]([CH3:20])[c:21]1=[O:22]>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.N#N.O>[CH3:1][CH2:2][N:3]([c:4]1[cH:5][c:6]([Cl:7])[cH:8][c:9]([C:10](=[O:11])[NH:12][CH2:13][c:14]2[c:15]([CH3:16])[n:17]([CH3:18])[n:19]([CH3:20])[c:21]2=[O:22])[c:23]1[CH3:24])[C@H:25]1[CH2:26][CH2:27][C@H:28]([N:29]([CH3:30])[CH3:31])[CH2:32][CH2:33]1\"}",
"reactionStep": {
"id": "sa_a1a58e223c8f72232e721bbf",
"reactionHash": "42d0df5f2220f2215f11b504d12c35ec0616d9b6752c913361da654003d84e84"
},
"children": [
{
"id": "14868",
"routeId": "sa_56bd1c176ec7d986a7740eb8",
"moleculeId": "sa_b926a7891d63d3ff6adab4f9",
"parentId": "14867",
"isLeaf": false,
"molecule": {
"id": "sa_b926a7891d63d3ff6adab4f9",
"inchikey": "DRTDSPLWMMOOQM-UHFFFAOYSA-N",
"smiles": "Cc1c(CN)c(=O)n(C)n1C"
},
"smiles": "Cc1c(CN)c(=O)n(C)n1C",
"reactionStepId": "sa_76d426e3ae58abaa844bfca1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160194316A1;0979;1903245\",\"rsmi\":\"[CH3:1][c:2]1[c:3]([C:4]#[N:5])[c:6](=[O:7])[n:8]([CH3:9])[n:10]1[CH3:11]>CO.N.[Ni]>[CH3:1][c:2]1[c:3]([CH2:4][NH2:5])[c:6](=[O:7])[n:8]([CH3:9])[n:10]1[CH3:11]\"},\"mapped_reaction_smiles\":\"[CH3:1][c:2]1[c:3]([C:4]#[N:5])[c:6](=[O:7])[n:8]([CH3:9])[n:10]1[CH3:11]>CO.N.[Ni]>[CH3:1][c:2]1[c:3]([CH2:4][NH2:5])[c:6](=[O:7])[n:8]([CH3:9])[n:10]1[CH3:11]\"}",
"reactionStep": {
"id": "sa_76d426e3ae58abaa844bfca1",
"reactionHash": "dd837a22ffe0ad29254176c322fc58e3f629d44c6606cf48da7ae32c6d35ea2c"
},
"children": [
{
"id": "14869",
"routeId": "sa_56bd1c176ec7d986a7740eb8",
"moleculeId": "sa_e087d116cd7f3ecd035260fa",
"parentId": "14868",
"isLeaf": false,
"molecule": {
"id": "sa_e087d116cd7f3ecd035260fa",
"inchikey": "PBCBMTAHSKWCCU-UHFFFAOYSA-N",
"smiles": "Cc1c(C#N)c(=O)n(C)n1C"
},
"smiles": "Cc1c(C#N)c(=O)n(C)n1C",
"reactionStepId": "sa_15e9d0cadac3ff6043badd75",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160194316A1;0978;1903244\",\"rsmi\":\"O=[CH:4][c:3]1[c:2]([CH3:1])[n:10]([CH3:11])[n:8]([CH3:9])[c:6]1=[O:7].O[NH2:5]>CS(C)=O.Cl.O>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[c:6](=[O:7])[n:8]([CH3:9])[n:10]1[CH3:11]\"},\"mapped_reaction_smiles\":\"O=[CH:4][c:3]1[c:2]([CH3:1])[n:10]([CH3:11])[n:8]([CH3:9])[c:6]1=[O:7].O[NH2:5]>CS(C)=O.Cl.O>[CH3:1][c:2]1[c:3]([C:4]#[N:5])[c:6](=[O:7])[n:8]([CH3:9])[n:10]1[CH3:11]\"}",
"reactionStep": {
"id": "sa_15e9d0cadac3ff6043badd75",
"reactionHash": "2cdb88a74c93e47f5fbb604fc4c4f17a603cc81ba088f520229f992f806d1a03"
},
"children": [
{
"id": "14870",
"routeId": "sa_56bd1c176ec7d986a7740eb8",
"moleculeId": "sa_04a18e3f07bde82ca29399ee",
"parentId": "14869",
"isLeaf": true,
"molecule": {
"id": "sa_04a18e3f07bde82ca29399ee",
"inchikey": "AVXURJPOCDRRFD-UHFFFAOYSA-N",
"smiles": "NO"
},
"smiles": "NO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14871",
"routeId": "sa_56bd1c176ec7d986a7740eb8",
"moleculeId": "sa_b3a4ac6e1e87c7d4481e3d76",
"parentId": "14869",
"isLeaf": false,
"molecule": {
"id": "sa_b3a4ac6e1e87c7d4481e3d76",
"inchikey": "QKBKIXRBJVHYGV-UHFFFAOYSA-N",
"smiles": "Cc1c(C=O)c(=O)n(C)n1C"
},
"smiles": "Cc1c(C=O)c(=O)n(C)n1C",
"reactionStepId": "sa_da7066756591d7328a4dbcd2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160194316A1;0977;1903243\",\"rsmi\":\"CN(C)[CH:4]=[O:5].[CH3:1][c:2]1[cH:3][c:6](=[O:7])[n:8]([CH3:9])[n:10]1[CH3:11]>O=P(Cl)(Cl)Cl.[Na+].O>[CH3:1][c:2]1[c:3]([CH:4]=[O:5])[c:6](=[O:7])[n:8]([CH3:9])[n:10]1[CH3:11]\"},\"mapped_reaction_smiles\":\"CN(C)[CH:4]=[O:5].[CH3:1][c:2]1[cH:3][c:6](=[O:7])[n:8]([CH3:9])[n:10]1[CH3:11]>O=P(Cl)(Cl)Cl.[Na+].O>[CH3:1][c:2]1[c:3]([CH:4]=[O:5])[c:6](=[O:7])[n:8]([CH3:9])[n:10]1[CH3:11]\"}",
"reactionStep": {
"id": "sa_da7066756591d7328a4dbcd2",
"reactionHash": "e091ed5ef48be6422f3d74254d39f07724291bbb77030cde3027c079afb0dd6b"
},
"children": [
{
"id": "14872",
"routeId": "sa_56bd1c176ec7d986a7740eb8",
"moleculeId": "sa_cc6ccd6057d529ddfc82df4d",
"parentId": "14871",
"isLeaf": true,
"molecule": {
"id": "sa_cc6ccd6057d529ddfc82df4d",
"inchikey": "KLGIDBKERXRXGX-UHFFFAOYSA-N",
"smiles": "Cc1cc(=O)n(C)n1C"
},
"smiles": "Cc1cc(=O)n(C)n1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14873",
"routeId": "sa_56bd1c176ec7d986a7740eb8",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "14871",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "14874",
"routeId": "sa_56bd1c176ec7d986a7740eb8",
"moleculeId": "sa_5d4d453c35f5bf2b3036a0bc",
"parentId": "14867",
"isLeaf": true,
"molecule": {
"id": "sa_5d4d453c35f5bf2b3036a0bc",
"inchikey": "PTVSRTFNQOQIQE-SHTZXODSSA-N",
"smiles": "CCN(c1cc(Cl)cc(C(=O)O)c1C)[C@H]1CC[C@H](N(C)C)CC1"
},
"smiles": "CCN(c1cc(Cl)cc(C(=O)O)c1C)[C@H]1CC[C@H](N(C)C)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}