Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]nc(Cl)c23)c1
InChiKey
ZTMDEBDROOTYQY-UHFFFAOYSA-N
Route Signature
cca12934d55ba3a35adba3b07a19cf7fbbc747ff51f7b981a2e59c780256204b
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_8de64e962cfad777b6b8824a",
"signature": "cca12934d55ba3a35adba3b07a19cf7fbbc747ff51f7b981a2e59c780256204b",
"contentHash": "3bc25f57fb4f9403fb1e28e7a3887f963de44acb1367c4ca0f54ea3e46579f98",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_39276e542e82d1f33fc16ba5",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01791",
"moleculeId": "sa_7b7ebe466bbca8ac3962773f",
"smiles": "N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]nc(Cl)c23)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7b7ebe466bbca8ac3962773f",
"inchikey": "ZTMDEBDROOTYQY-UHFFFAOYSA-N",
"smiles": "N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]nc(Cl)c23)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6001",
"routeId": "sa_8de64e962cfad777b6b8824a",
"moleculeId": "sa_7b7ebe466bbca8ac3962773f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7b7ebe466bbca8ac3962773f",
"inchikey": "ZTMDEBDROOTYQY-UHFFFAOYSA-N",
"smiles": "N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]nc(Cl)c23)c1"
},
"smiles": "N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]nc(Cl)c23)c1",
"reactionStepId": "sa_a2f8ba5b48c4a2196b5ea74c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080275097A1;0595;630170\",\"rsmi\":\"O=C1CCC(=O)N1[Cl:20].[N:1]#[C:2][c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]3[c:12]([cH:13][cH:14][c:15]2[Cl:16])[nH:17][n:18][cH:19]3)[cH:21]1>C1CCOC1.CC(C)(C)O.CN(C)C=O.[K+]>[N:1]#[C:2][c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]3[c:12]([cH:13][cH:14][c:15]2[Cl:16])[nH:17][n:18][c:19]3[Cl:20])[cH:21]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Cl:20].[N:1]#[C:2][c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]3[c:12]([cH:13][cH:14][c:15]2[Cl:16])[nH:17][n:18][cH:19]3)[cH:21]1>C1CCOC1.CC(C)(C)O.CN(C)C=O.[K+]>[N:1]#[C:2][c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]3[c:12]([cH:13][cH:14][c:15]2[Cl:16])[nH:17][n:18][c:19]3[Cl:20])[cH:21]1\"}",
"reactionStep": {
"id": "sa_a2f8ba5b48c4a2196b5ea74c",
"reactionHash": "0610806a873fe8d16910214bad9f4197068a465d1cff5de867c40cc91c675eeb"
},
"children": [
{
"id": "6002",
"routeId": "sa_8de64e962cfad777b6b8824a",
"moleculeId": "sa_a576f9b9a2caa305053d217d",
"parentId": "6001",
"isLeaf": true,
"molecule": {
"id": "sa_a576f9b9a2caa305053d217d",
"inchikey": "JRNVZBWKYDBUCA-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Cl"
},
"smiles": "O=C1CCC(=O)N1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6003",
"routeId": "sa_8de64e962cfad777b6b8824a",
"moleculeId": "sa_7d06c5d2f7f928fb1fbe07ed",
"parentId": "6001",
"isLeaf": false,
"molecule": {
"id": "sa_7d06c5d2f7f928fb1fbe07ed",
"inchikey": "REWTVBRBMJUFLS-UHFFFAOYSA-N",
"smiles": "N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]ncc23)c1"
},
"smiles": "N#Cc1cc(Cl)cc(Oc2c(Cl)ccc3[nH]ncc23)c1",
"reactionStepId": "sa_9ee08ffaf928f7afddc713b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080275097A1;0584;630165\",\"rsmi\":\"Br[c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]3[cH:12][n:13][nH:14][c:15]3[cH:16][cH:17][c:18]2[Cl:19])[cH:20]1.[N:1]#[CH:2]>CN(C)C=O.C#N.[Zn+2]>[N:1]#[C:2][c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]3[cH:12][n:13][nH:14][c:15]3[cH:16][cH:17][c:18]2[Cl:19])[cH:20]1\"},\"mapped_reaction_smiles\":\"Br[c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]3[cH:12][n:13][nH:14][c:15]3[cH:16][cH:17][c:18]2[Cl:19])[cH:20]1.[N:1]#[CH:2]>CN(C)C=O.C#N.[Zn+2]>[N:1]#[C:2][c:3]1[cH:4][c:5]([Cl:6])[cH:7][c:8]([O:9][c:10]2[c:11]3[cH:12][n:13][nH:14][c:15]3[cH:16][cH:17][c:18]2[Cl:19])[cH:20]1\"}",
"reactionStep": {
"id": "sa_9ee08ffaf928f7afddc713b9",
"reactionHash": "c9557f0ed715fcafe5545bec730d558462292798f1ba7f6ed5dad59eff0fe980"
},
"children": [
{
"id": "6004",
"routeId": "sa_8de64e962cfad777b6b8824a",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "6003",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6005",
"routeId": "sa_8de64e962cfad777b6b8824a",
"moleculeId": "sa_1043b293dc30ccb046734e71",
"parentId": "6003",
"isLeaf": false,
"molecule": {
"id": "sa_1043b293dc30ccb046734e71",
"inchikey": "PSZCFUGPFTWVIN-UHFFFAOYSA-N",
"smiles": "Clc1cc(Br)cc(Oc2c(Cl)ccc3[nH]ncc23)c1"
},
"smiles": "Clc1cc(Br)cc(Oc2c(Cl)ccc3[nH]ncc23)c1",
"reactionStepId": "sa_d559fd54ff798c4bb0f858a3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080275097A1;0582;630164\",\"rsmi\":\"O=[CH:8][c:7]1[c:6]([O:5][c:4]2[cH:3][c:2]([Cl:1])[cH:19][c:17]([Br:18])[cH:16]2)[c:14]([Cl:15])[cH:13][cH:12][c:11]1F.[NH2:9][NH2:10]>CCO.O.O>[Cl:1][c:2]1[cH:3][c:4]([O:5][c:6]2[c:7]3[cH:8][n:9][nH:10][c:11]3[cH:12][cH:13][c:14]2[Cl:15])[cH:16][c:17]([Br:18])[cH:19]1\"},\"mapped_reaction_smiles\":\"O=[CH:8][c:7]1[c:6]([O:5][c:4]2[cH:3][c:2]([Cl:1])[cH:19][c:17]([Br:18])[cH:16]2)[c:14]([Cl:15])[cH:13][cH:12][c:11]1F.[NH2:9][NH2:10]>CCO.O.O>[Cl:1][c:2]1[cH:3][c:4]([O:5][c:6]2[c:7]3[cH:8][n:9][nH:10][c:11]3[cH:12][cH:13][c:14]2[Cl:15])[cH:16][c:17]([Br:18])[cH:19]1\"}",
"reactionStep": {
"id": "sa_d559fd54ff798c4bb0f858a3",
"reactionHash": "45ac93cd4c2cab7af96700ebaa3cb253581e8cfe8a4824240709a325beac453d"
},
"children": [
{
"id": "6006",
"routeId": "sa_8de64e962cfad777b6b8824a",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "6005",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6007",
"routeId": "sa_8de64e962cfad777b6b8824a",
"moleculeId": "sa_c7db2337e3708c5453accd44",
"parentId": "6005",
"isLeaf": false,
"molecule": {
"id": "sa_c7db2337e3708c5453accd44",
"inchikey": "QQJMDYAJKZBZSV-UHFFFAOYSA-N",
"smiles": "O=Cc1c(F)ccc(Cl)c1Oc1cc(Cl)cc(Br)c1"
},
"smiles": "O=Cc1c(F)ccc(Cl)c1Oc1cc(Cl)cc(Br)c1",
"reactionStepId": "sa_e73f47dc2d3bbe076e7ba66e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080275097A1;0580;630163\",\"rsmi\":\"CN(C)[CH:2]=[O:1].[cH:3]1[c:4]([O:5][c:6]2[cH:7][c:8]([Br:9])[cH:10][c:11]([Cl:12])[cH:13]2)[c:14]([Cl:15])[cH:16][cH:17][c:18]1[F:19]>C1CCOC1.CC(C)NC(C)C.[Li+]>[O:1]=[CH:2][c:3]1[c:4]([O:5][c:6]2[cH:7][c:8]([Br:9])[cH:10][c:11]([Cl:12])[cH:13]2)[c:14]([Cl:15])[cH:16][cH:17][c:18]1[F:19]\"},\"mapped_reaction_smiles\":\"CN(C)[CH:2]=[O:1].[cH:3]1[c:4]([O:5][c:6]2[cH:7][c:8]([Br:9])[cH:10][c:11]([Cl:12])[cH:13]2)[c:14]([Cl:15])[cH:16][cH:17][c:18]1[F:19]>C1CCOC1.CC(C)NC(C)C.[Li+]>[O:1]=[CH:2][c:3]1[c:4]([O:5][c:6]2[cH:7][c:8]([Br:9])[cH:10][c:11]([Cl:12])[cH:13]2)[c:14]([Cl:15])[cH:16][cH:17][c:18]1[F:19]\"}",
"reactionStep": {
"id": "sa_e73f47dc2d3bbe076e7ba66e",
"reactionHash": "5a5e2d953e1657ab3881e701081b9eac0ad104c3b19d46f70a75eabb13b81019"
},
"children": [
{
"id": "6008",
"routeId": "sa_8de64e962cfad777b6b8824a",
"moleculeId": "sa_ba7eeb114cc89664eea6e494",
"parentId": "6007",
"isLeaf": false,
"molecule": {
"id": "sa_ba7eeb114cc89664eea6e494",
"inchikey": "VOXOOPAOLNRJDW-UHFFFAOYSA-N",
"smiles": "Fc1ccc(Cl)c(Oc2cc(Cl)cc(Br)c2)c1"
},
"smiles": "Fc1ccc(Cl)c(Oc2cc(Cl)cc(Br)c2)c1",
"reactionStepId": "sa_60c6dfc8c45d57a0e5028072",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080275097A1;0578;630162\",\"rsmi\":\"F[c:6]1[cH:7][c:8]([Br:9])[cH:10][c:11]([Cl:12])[cH:13]1.[F:1][c:2]1[cH:3][c:4]([OH:5])[c:14]([Cl:15])[cH:16][cH:17]1>CN1CCCC1=O.O.O=C(O)O.[K+].[K+]>[F:1][c:2]1[cH:3][c:4]([O:5][c:6]2[cH:7][c:8]([Br:9])[cH:10][c:11]([Cl:12])[cH:13]2)[c:14]([Cl:15])[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"F[c:6]1[cH:7][c:8]([Br:9])[cH:10][c:11]([Cl:12])[cH:13]1.[F:1][c:2]1[cH:3][c:4]([OH:5])[c:14]([Cl:15])[cH:16][cH:17]1>CN1CCCC1=O.O.O=C(O)O.[K+].[K+]>[F:1][c:2]1[cH:3][c:4]([O:5][c:6]2[cH:7][c:8]([Br:9])[cH:10][c:11]([Cl:12])[cH:13]2)[c:14]([Cl:15])[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_60c6dfc8c45d57a0e5028072",
"reactionHash": "33956aa84be63575a8e6d3bd3b407f00380e55e06f1ee165843ea466ce59c313"
},
"children": [
{
"id": "6009",
"routeId": "sa_8de64e962cfad777b6b8824a",
"moleculeId": "sa_3d27bf4e32217149ea931e9b",
"parentId": "6008",
"isLeaf": true,
"molecule": {
"id": "sa_3d27bf4e32217149ea931e9b",
"inchikey": "CMQOZIKIOASEIN-UHFFFAOYSA-N",
"smiles": "Oc1cc(F)ccc1Cl"
},
"smiles": "Oc1cc(F)ccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6010",
"routeId": "sa_8de64e962cfad777b6b8824a",
"moleculeId": "sa_88dfe86bad201b079a99d260",
"parentId": "6008",
"isLeaf": true,
"molecule": {
"id": "sa_88dfe86bad201b079a99d260",
"inchikey": "GGMDFPMASIXEIR-UHFFFAOYSA-N",
"smiles": "Fc1cc(Cl)cc(Br)c1"
},
"smiles": "Fc1cc(Cl)cc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6011",
"routeId": "sa_8de64e962cfad777b6b8824a",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "6007",
"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": []
}
]
}
]
}
]
}
]
}
}