Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCCn1cc(C(=O)NCCc2cccs2)c2c(Cl)cccc21
InChiKey
MXZGVPMFGVGNGN-UHFFFAOYSA-N
Route Signature
1151582c770b2d731ef81f6a6f311e455081435e5d27b5ef694421db21713195
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_bc49c298db51f6c528ecb2d9",
"signature": "1151582c770b2d731ef81f6a6f311e455081435e5d27b5ef694421db21713195",
"contentHash": "01b9f97f4170803b1aadc40c41bed42162363477366552407312ad1294c5589e",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_005ed1b6667c479d4b194dea",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00785",
"moleculeId": "sa_8795993ca3f1efad1c7fda48",
"smiles": "COCCn1cc(C(=O)NCCc2cccs2)c2c(Cl)cccc21",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8795993ca3f1efad1c7fda48",
"inchikey": "MXZGVPMFGVGNGN-UHFFFAOYSA-N",
"smiles": "COCCn1cc(C(=O)NCCc2cccs2)c2c(Cl)cccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4871",
"routeId": "sa_bc49c298db51f6c528ecb2d9",
"moleculeId": "sa_8795993ca3f1efad1c7fda48",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8795993ca3f1efad1c7fda48",
"inchikey": "MXZGVPMFGVGNGN-UHFFFAOYSA-N",
"smiles": "COCCn1cc(C(=O)NCCc2cccs2)c2c(Cl)cccc21"
},
"smiles": "COCCn1cc(C(=O)NCCc2cccs2)c2c(Cl)cccc21",
"reactionStepId": "sa_5079a44787f8c10ed11d88b0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160168090A1;0310;1892862\",\"rsmi\":\"O[C:8]([c:7]1[cH:6][n:5]([CH2:4][CH2:3][O:2][CH3:1])[c:24]2[c:18]1[c:19]([Cl:20])[cH:21][cH:22][cH:23]2)=[O:9].[NH2:10][CH2:11][CH2:12][c:13]1[cH:14][cH:15][cH:16][s:17]1>C1CCOC1.CCN(CC)CC.ClCCCl.On1nnc2ccccc21>[CH3:1][O:2][CH2:3][CH2:4][n:5]1[cH:6][c:7]([C:8](=[O:9])[NH:10][CH2:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][s:17]2)[c:18]2[c:19]([Cl:20])[cH:21][cH:22][cH:23][c:24]12\"},\"mapped_reaction_smiles\":\"O[C:8]([c:7]1[cH:6][n:5]([CH2:4][CH2:3][O:2][CH3:1])[c:24]2[c:18]1[c:19]([Cl:20])[cH:21][cH:22][cH:23]2)=[O:9].[NH2:10][CH2:11][CH2:12][c:13]1[cH:14][cH:15][cH:16][s:17]1>C1CCOC1.CCN(CC)CC.ClCCCl.On1nnc2ccccc21>[CH3:1][O:2][CH2:3][CH2:4][n:5]1[cH:6][c:7]([C:8](=[O:9])[NH:10][CH2:11][CH2:12][c:13]2[cH:14][cH:15][cH:16][s:17]2)[c:18]2[c:19]([Cl:20])[cH:21][cH:22][cH:23][c:24]12\"}",
"reactionStep": {
"id": "sa_5079a44787f8c10ed11d88b0",
"reactionHash": "b7b158df1e03d23b9fb532e291d5f808352d290d0905c73670b6cd3ab98cc52c"
},
"children": [
{
"id": "4872",
"routeId": "sa_bc49c298db51f6c528ecb2d9",
"moleculeId": "sa_6415c93fb46d352ceb14e59c",
"parentId": "4871",
"isLeaf": true,
"molecule": {
"id": "sa_6415c93fb46d352ceb14e59c",
"inchikey": "HVLUYXIJZLDNIS-UHFFFAOYSA-N",
"smiles": "NCCc1cccs1"
},
"smiles": "NCCc1cccs1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4873",
"routeId": "sa_bc49c298db51f6c528ecb2d9",
"moleculeId": "sa_9f916378dc3ade88c3df45bc",
"parentId": "4871",
"isLeaf": false,
"molecule": {
"id": "sa_9f916378dc3ade88c3df45bc",
"inchikey": "LEKJEZCJBCXNHH-UHFFFAOYSA-N",
"smiles": "COCCn1cc(C(=O)O)c2c(Cl)cccc21"
},
"smiles": "COCCn1cc(C(=O)O)c2c(Cl)cccc21",
"reactionStepId": "sa_f0a7bcbf14f11565da1fe272",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160168090A1;0254;1892844\",\"rsmi\":\"FC(F)(F)[C:8]([c:7]1[cH:6][n:5]([CH2:4][CH2:3][O:2][CH3:1])[c:17]2[c:11]1[c:12]([Cl:13])[cH:14][cH:15][cH:16]2)=[O:9].[OH2:10]>Cl.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][n:5]1[cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]2[c:12]([Cl:13])[cH:14][cH:15][cH:16][c:17]12\"},\"mapped_reaction_smiles\":\"FC(F)(F)[C:8]([c:7]1[cH:6][n:5]([CH2:4][CH2:3][O:2][CH3:1])[c:17]2[c:11]1[c:12]([Cl:13])[cH:14][cH:15][cH:16]2)=[O:9].[OH2:10]>Cl.[Na+]>[CH3:1][O:2][CH2:3][CH2:4][n:5]1[cH:6][c:7]([C:8](=[O:9])[OH:10])[c:11]2[c:12]([Cl:13])[cH:14][cH:15][cH:16][c:17]12\"}",
"reactionStep": {
"id": "sa_f0a7bcbf14f11565da1fe272",
"reactionHash": "3b4b762a8c47422b7b0dceba653b38d13026201c107438ef5159415798d1cbb7"
},
"children": [
{
"id": "4874",
"routeId": "sa_bc49c298db51f6c528ecb2d9",
"moleculeId": "sa_db0c22c55683b4e3b55a8b31",
"parentId": "4873",
"isLeaf": false,
"molecule": {
"id": "sa_db0c22c55683b4e3b55a8b31",
"inchikey": "LPLILMYQRSBKFX-UHFFFAOYSA-N",
"smiles": "COCCn1cc(C(=O)C(F)(F)F)c2c(Cl)cccc21"
},
"smiles": "COCCn1cc(C(=O)C(F)(F)F)c2c(Cl)cccc21",
"reactionStepId": "sa_ba4091f985f3339788f0a036",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160168090A1;0252;1892843\",\"rsmi\":\"Br[CH2:4][CH2:3][O:2][CH3:1].[nH:5]1[cH:6][c:7]([C:8](=[O:9])[C:10]([F:11])([F:12])[F:13])[c:14]2[c:15]([Cl:16])[cH:17][cH:18][cH:19][c:20]12>CC#N.O.[K+].O>[CH3:1][O:2][CH2:3][CH2:4][n:5]1[cH:6][c:7]([C:8](=[O:9])[C:10]([F:11])([F:12])[F:13])[c:14]2[c:15]([Cl:16])[cH:17][cH:18][cH:19][c:20]12\"},\"mapped_reaction_smiles\":\"Br[CH2:4][CH2:3][O:2][CH3:1].[nH:5]1[cH:6][c:7]([C:8](=[O:9])[C:10]([F:11])([F:12])[F:13])[c:14]2[c:15]([Cl:16])[cH:17][cH:18][cH:19][c:20]12>CC#N.O.[K+].O>[CH3:1][O:2][CH2:3][CH2:4][n:5]1[cH:6][c:7]([C:8](=[O:9])[C:10]([F:11])([F:12])[F:13])[c:14]2[c:15]([Cl:16])[cH:17][cH:18][cH:19][c:20]12\"}",
"reactionStep": {
"id": "sa_ba4091f985f3339788f0a036",
"reactionHash": "a6e5a3729ba01907094e13611a118d15747550959ed9477b7c49db46ce42ece3"
},
"children": [
{
"id": "4875",
"routeId": "sa_bc49c298db51f6c528ecb2d9",
"moleculeId": "sa_1b3e4a620a7a9434391799a5",
"parentId": "4874",
"isLeaf": false,
"molecule": {
"id": "sa_1b3e4a620a7a9434391799a5",
"inchikey": "BJHNBWVRFDXMNQ-UHFFFAOYSA-N",
"smiles": "O=C(c1c[nH]c2cccc(Cl)c12)C(F)(F)F"
},
"smiles": "O=C(c1c[nH]c2cccc(Cl)c12)C(F)(F)F",
"reactionStepId": "sa_d9c83755504d1c348b723fb7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160168090A1;0250;1892842\",\"rsmi\":\"O=C(O[C:2](=[O:1])[C:13]([F:14])([F:15])[F:16])C(F)(F)F.[cH:3]1[cH:4][nH:5][c:6]2[cH:7][cH:8][cH:9][c:10]([Cl:11])[c:12]12>CN(C)C=O.O>[O:1]=[C:2]([c:3]1[cH:4][nH:5][c:6]2[cH:7][cH:8][cH:9][c:10]([Cl:11])[c:12]12)[C:13]([F:14])([F:15])[F:16]\"},\"mapped_reaction_smiles\":\"O=C(O[C:2](=[O:1])[C:13]([F:14])([F:15])[F:16])C(F)(F)F.[cH:3]1[cH:4][nH:5][c:6]2[cH:7][cH:8][cH:9][c:10]([Cl:11])[c:12]12>CN(C)C=O.O>[O:1]=[C:2]([c:3]1[cH:4][nH:5][c:6]2[cH:7][cH:8][cH:9][c:10]([Cl:11])[c:12]12)[C:13]([F:14])([F:15])[F:16]\"}",
"reactionStep": {
"id": "sa_d9c83755504d1c348b723fb7",
"reactionHash": "a3d0c73b6e3b8e482d9b0c16abffc06984652d7df5de9ccec24cda5d0a3166cc"
},
"children": [
{
"id": "4876",
"routeId": "sa_bc49c298db51f6c528ecb2d9",
"moleculeId": "sa_13aba86a4bd7dae65951b1c5",
"parentId": "4875",
"isLeaf": true,
"molecule": {
"id": "sa_13aba86a4bd7dae65951b1c5",
"inchikey": "QAEDZJGFFMLHHQ-UHFFFAOYSA-N",
"smiles": "O=C(OC(=O)C(F)(F)F)C(F)(F)F"
},
"smiles": "O=C(OC(=O)C(F)(F)F)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4877",
"routeId": "sa_bc49c298db51f6c528ecb2d9",
"moleculeId": "sa_21a006c8fe9fac0b8933c582",
"parentId": "4875",
"isLeaf": true,
"molecule": {
"id": "sa_21a006c8fe9fac0b8933c582",
"inchikey": "SVLZRCRXNHITBY-UHFFFAOYSA-N",
"smiles": "Clc1cccc2[nH]ccc12"
},
"smiles": "Clc1cccc2[nH]ccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "4878",
"routeId": "sa_bc49c298db51f6c528ecb2d9",
"moleculeId": "sa_1d500dd023c3a4d81d60b398",
"parentId": "4874",
"isLeaf": true,
"molecule": {
"id": "sa_1d500dd023c3a4d81d60b398",
"inchikey": "YZUPZGFPHUVJKC-UHFFFAOYSA-N",
"smiles": "COCCBr"
},
"smiles": "COCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "4879",
"routeId": "sa_bc49c298db51f6c528ecb2d9",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "4873",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}