Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCn1cc(-c2ccc(C)cc2)c2c(N)cccc21
InChiKey
ITAOZXOXISMFSI-UHFFFAOYSA-N
Route Signature
869fabfa3c8bcae76dd150e2184797232ab192bff3e415c2e0c85e21a96ca269
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_8f75cd84652505778d9e451b",
"signature": "869fabfa3c8bcae76dd150e2184797232ab192bff3e415c2e0c85e21a96ca269",
"contentHash": "f57372a3d6a2555629aaee68cb4160098f9633c1c79b7301c129e4360aae28a4",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_d456e922e33d48a765becc9e",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-04642",
"moleculeId": "sa_952105ede8ba99cba86ef362",
"smiles": "CCn1cc(-c2ccc(C)cc2)c2c(N)cccc21",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_952105ede8ba99cba86ef362",
"inchikey": "ITAOZXOXISMFSI-UHFFFAOYSA-N",
"smiles": "CCn1cc(-c2ccc(C)cc2)c2c(N)cccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "7401",
"routeId": "sa_8f75cd84652505778d9e451b",
"moleculeId": "sa_952105ede8ba99cba86ef362",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_952105ede8ba99cba86ef362",
"inchikey": "ITAOZXOXISMFSI-UHFFFAOYSA-N",
"smiles": "CCn1cc(-c2ccc(C)cc2)c2c(N)cccc21"
},
"smiles": "CCn1cc(-c2ccc(C)cc2)c2c(N)cccc21",
"reactionStepId": "sa_5d83b4298d26358d9501b4de",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100331297A1;0472;992419\",\"rsmi\":\"O=[N+:15]([O-])[c:14]1[c:13]2[c:5](-[c:6]3[cH:7][cH:8][c:9]([CH3:10])[cH:11][cH:12]3)[cH:4][n:3]([CH2:2][CH3:1])[c:19]2[cH:18][cH:17][cH:16]1>CCOC(C)=O.CO.[Pd]>[CH3:1][CH2:2][n:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][c:9]([CH3:10])[cH:11][cH:12]2)[c:13]2[c:14]([NH2:15])[cH:16][cH:17][cH:18][c:19]12\"},\"mapped_reaction_smiles\":\"O=[N+:15]([O-])[c:14]1[c:13]2[c:5](-[c:6]3[cH:7][cH:8][c:9]([CH3:10])[cH:11][cH:12]3)[cH:4][n:3]([CH2:2][CH3:1])[c:19]2[cH:18][cH:17][cH:16]1>CCOC(C)=O.CO.[Pd]>[CH3:1][CH2:2][n:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][c:9]([CH3:10])[cH:11][cH:12]2)[c:13]2[c:14]([NH2:15])[cH:16][cH:17][cH:18][c:19]12\"}",
"reactionStep": {
"id": "sa_5d83b4298d26358d9501b4de",
"reactionHash": "3c412fc3e5cbaadafb3bc59b2e53fd8a47ab06f8f37351c3b1e7921ceca9d6a8"
},
"children": [
{
"id": "7402",
"routeId": "sa_8f75cd84652505778d9e451b",
"moleculeId": "sa_d118430eca4364b140f31d22",
"parentId": "7401",
"isLeaf": false,
"molecule": {
"id": "sa_d118430eca4364b140f31d22",
"inchikey": "UPJYGWZNWHIVEC-UHFFFAOYSA-N",
"smiles": "CCn1cc(-c2ccc(C)cc2)c2c([N+](=O)[O-])cccc21"
},
"smiles": "CCn1cc(-c2ccc(C)cc2)c2c([N+](=O)[O-])cccc21",
"reactionStepId": "sa_823b0cba4e911ce1c8bcacca",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100331297A1;0470;992418\",\"rsmi\":\"Br[c:5]1[cH:4][n:3]([CH2:2][CH3:1])[c:21]2[c:13]1[c:14]([N+:15](=[O:16])[O-:17])[cH:18][cH:19][cH:20]2.OB(O)[c:6]1[cH:7][cH:8][c:9]([CH3:10])[cH:11][cH:12]1>COCCOC.O.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][n:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][c:9]([CH3:10])[cH:11][cH:12]2)[c:13]2[c:14]([N+:15](=[O:16])[O-:17])[cH:18][cH:19][cH:20][c:21]12\"},\"mapped_reaction_smiles\":\"Br[c:5]1[cH:4][n:3]([CH2:2][CH3:1])[c:21]2[c:13]1[c:14]([N+:15](=[O:16])[O-:17])[cH:18][cH:19][cH:20]2.OB(O)[c:6]1[cH:7][cH:8][c:9]([CH3:10])[cH:11][cH:12]1>COCCOC.O.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][n:3]1[cH:4][c:5](-[c:6]2[cH:7][cH:8][c:9]([CH3:10])[cH:11][cH:12]2)[c:13]2[c:14]([N+:15](=[O:16])[O-:17])[cH:18][cH:19][cH:20][c:21]12\"}",
"reactionStep": {
"id": "sa_823b0cba4e911ce1c8bcacca",
"reactionHash": "408b548c0d9860aa5a4fa678882b2f99e9c9a0d1761c0bbc97570d8275725d00"
},
"children": [
{
"id": "7403",
"routeId": "sa_8f75cd84652505778d9e451b",
"moleculeId": "sa_313822deb7655b1fc32f680d",
"parentId": "7402",
"isLeaf": true,
"molecule": {
"id": "sa_313822deb7655b1fc32f680d",
"inchikey": "BIWQNIMLAISTBV-UHFFFAOYSA-N",
"smiles": "Cc1ccc(B(O)O)cc1"
},
"smiles": "Cc1ccc(B(O)O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7404",
"routeId": "sa_8f75cd84652505778d9e451b",
"moleculeId": "sa_3ff971dba09144f7e7ce38a6",
"parentId": "7402",
"isLeaf": false,
"molecule": {
"id": "sa_3ff971dba09144f7e7ce38a6",
"inchikey": "ZCBJHQPBZUPJOS-UHFFFAOYSA-N",
"smiles": "CCn1cc(Br)c2c([N+](=O)[O-])cccc21"
},
"smiles": "CCn1cc(Br)c2c([N+](=O)[O-])cccc21",
"reactionStepId": "sa_5a8ac602eb04937af237df38",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100331297A1;0468;992417\",\"rsmi\":\"O=C1CCC(=O)N1[Br:6].[CH3:1][CH2:2][n:3]1[cH:4][cH:5][c:7]2[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14][c:15]12>C1CCOC1>[CH3:1][CH2:2][n:3]1[cH:4][c:5]([Br:6])[c:7]2[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14][c:15]12\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:6].[CH3:1][CH2:2][n:3]1[cH:4][cH:5][c:7]2[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14][c:15]12>C1CCOC1>[CH3:1][CH2:2][n:3]1[cH:4][c:5]([Br:6])[c:7]2[c:8]([N+:9](=[O:10])[O-:11])[cH:12][cH:13][cH:14][c:15]12\"}",
"reactionStep": {
"id": "sa_5a8ac602eb04937af237df38",
"reactionHash": "53c91f82034d7ab234cb24906f2c492b3a3e4e4480ba2fbd8e31db96217e83d0"
},
"children": [
{
"id": "7405",
"routeId": "sa_8f75cd84652505778d9e451b",
"moleculeId": "sa_8c48b511e7ad2b29b7a7994c",
"parentId": "7404",
"isLeaf": false,
"molecule": {
"id": "sa_8c48b511e7ad2b29b7a7994c",
"inchikey": "KYHWOTSHMZSQMZ-UHFFFAOYSA-N",
"smiles": "CCn1ccc2c([N+](=O)[O-])cccc21"
},
"smiles": "CCn1ccc2c([N+](=O)[O-])cccc21",
"reactionStepId": "sa_8eba1ed8c67398394693b03c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100331297A1;0466;992416\",\"rsmi\":\"I[CH2:2][CH3:1].[nH:3]1[cH:4][cH:5][c:6]2[c:7]([N+:8](=[O:9])[O-:10])[cH:11][cH:12][cH:13][c:14]12>CC(C)=O.Cc1ccccc1.[K+].O>[CH3:1][CH2:2][n:3]1[cH:4][cH:5][c:6]2[c:7]([N+:8](=[O:9])[O-:10])[cH:11][cH:12][cH:13][c:14]12\"},\"mapped_reaction_smiles\":\"I[CH2:2][CH3:1].[nH:3]1[cH:4][cH:5][c:6]2[c:7]([N+:8](=[O:9])[O-:10])[cH:11][cH:12][cH:13][c:14]12>CC(C)=O.Cc1ccccc1.[K+].O>[CH3:1][CH2:2][n:3]1[cH:4][cH:5][c:6]2[c:7]([N+:8](=[O:9])[O-:10])[cH:11][cH:12][cH:13][c:14]12\"}",
"reactionStep": {
"id": "sa_8eba1ed8c67398394693b03c",
"reactionHash": "15959d4b5e0343349c181e2b5898bbe626b01eab9068dcfc940f5f4f1c961c71"
},
"children": [
{
"id": "7406",
"routeId": "sa_8f75cd84652505778d9e451b",
"moleculeId": "sa_ba4021c610c673105b10b53d",
"parentId": "7405",
"isLeaf": true,
"molecule": {
"id": "sa_ba4021c610c673105b10b53d",
"inchikey": "HVTICUPFWKNHNG-UHFFFAOYSA-N",
"smiles": "CCI"
},
"smiles": "CCI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7407",
"routeId": "sa_8f75cd84652505778d9e451b",
"moleculeId": "sa_5e0cf4f946ed1c312597f259",
"parentId": "7405",
"isLeaf": true,
"molecule": {
"id": "sa_5e0cf4f946ed1c312597f259",
"inchikey": "LAVZKLJDKGRZJG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cccc2[nH]ccc12"
},
"smiles": "O=[N+]([O-])c1cccc2[nH]ccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "7408",
"routeId": "sa_8f75cd84652505778d9e451b",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "7404",
"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": []
}
]
}
]
}
]
}
}