Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(Cn2cnc(-c3cccnc3)c2)c(F)c1-c1cccc(Cl)c1
InChiKey
SCXAKBMVCZMFJE-UHFFFAOYSA-N
Route Signature
c38e4d933ed4051352a38184ec66ff6cbaef336f1750369078511d32242d0b48
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_35a259649ed5aa8490606386",
"signature": "c38e4d933ed4051352a38184ec66ff6cbaef336f1750369078511d32242d0b48",
"contentHash": "e3b7562e0f75653b1a01dbdf59cd09e71315dd6489d17b8db61afa52132725a7",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_1d16c1dbb1e1f36789c271d4",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00852",
"moleculeId": "sa_06607b72e6ecd0cf0a3e1c9d",
"smiles": "COc1ccc(Cn2cnc(-c3cccnc3)c2)c(F)c1-c1cccc(Cl)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_06607b72e6ecd0cf0a3e1c9d",
"inchikey": "SCXAKBMVCZMFJE-UHFFFAOYSA-N",
"smiles": "COc1ccc(Cn2cnc(-c3cccnc3)c2)c(F)c1-c1cccc(Cl)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13844",
"routeId": "sa_35a259649ed5aa8490606386",
"moleculeId": "sa_06607b72e6ecd0cf0a3e1c9d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_06607b72e6ecd0cf0a3e1c9d",
"inchikey": "SCXAKBMVCZMFJE-UHFFFAOYSA-N",
"smiles": "COc1ccc(Cn2cnc(-c3cccnc3)c2)c(F)c1-c1cccc(Cl)c1"
},
"smiles": "COc1ccc(Cn2cnc(-c3cccnc3)c2)c(F)c1-c1cccc(Cl)c1",
"reactionStepId": "sa_57aa69b46a7bb6157f7d12f4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120183522A1;0202;1241703\",\"rsmi\":\"Br[CH2:7][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[c:21](-[c:22]2[cH:23][c:24]([Cl:25])[cH:26][cH:27][cH:28]2)[c:19]1[F:20].[nH:8]1[cH:9][n:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][n:16][cH:17]2)[cH:18]1>C1CCOC1.[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[cH:9][n:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][n:16][cH:17]3)[cH:18]2)[c:19]([F:20])[c:21]1-[c:22]1[cH:23][c:24]([Cl:25])[cH:26][cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"Br[CH2:7][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[c:21](-[c:22]2[cH:23][c:24]([Cl:25])[cH:26][cH:27][cH:28]2)[c:19]1[F:20].[nH:8]1[cH:9][n:10][c:11](-[c:12]2[cH:13][cH:14][cH:15][n:16][cH:17]2)[cH:18]1>C1CCOC1.[HH].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[cH:9][n:10][c:11](-[c:12]3[cH:13][cH:14][cH:15][n:16][cH:17]3)[cH:18]2)[c:19]([F:20])[c:21]1-[c:22]1[cH:23][c:24]([Cl:25])[cH:26][cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_57aa69b46a7bb6157f7d12f4",
"reactionHash": "bb772dba47c5c6d3853e52feb02c2a7c78faa89a3837de69bf216424416c5197"
},
"children": [
{
"id": "13845",
"routeId": "sa_35a259649ed5aa8490606386",
"moleculeId": "sa_30466a9edd8e9e70b9cc8a50",
"parentId": "13844",
"isLeaf": false,
"molecule": {
"id": "sa_30466a9edd8e9e70b9cc8a50",
"inchikey": "BRLCEJXTZZJVBQ-UHFFFAOYSA-N",
"smiles": "COc1ccc(CBr)c(F)c1-c1cccc(Cl)c1"
},
"smiles": "COc1ccc(CBr)c(F)c1-c1cccc(Cl)c1",
"reactionStepId": "sa_377292d02f61bed77b6ccb17",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120183522A1;0137;1241681\",\"rsmi\":\"O=C1CCC(=O)N1[Br:8].O[CH2:7][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[c:11](-[c:12]2[cH:13][c:14]([Cl:15])[cH:16][cH:17][cH:18]2)[c:9]1[F:10]>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][Br:8])[c:9]([F:10])[c:11]1-[c:12]1[cH:13][c:14]([Cl:15])[cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:8].O[CH2:7][c:6]1[cH:5][cH:4][c:3]([O:2][CH3:1])[c:11](-[c:12]2[cH:13][c:14]([Cl:15])[cH:16][cH:17][cH:18]2)[c:9]1[F:10]>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][Br:8])[c:9]([F:10])[c:11]1-[c:12]1[cH:13][c:14]([Cl:15])[cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_377292d02f61bed77b6ccb17",
"reactionHash": "aba48c38fe57f4b363ee774e51d87a176d2a99ac88104e7cde59dbd55ac3e574"
},
"children": [
{
"id": "13846",
"routeId": "sa_35a259649ed5aa8490606386",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "13845",
"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": []
},
{
"id": "13847",
"routeId": "sa_35a259649ed5aa8490606386",
"moleculeId": "sa_decd476c2bdb58311217570e",
"parentId": "13845",
"isLeaf": false,
"molecule": {
"id": "sa_decd476c2bdb58311217570e",
"inchikey": "YYAUYQQLYINRKN-UHFFFAOYSA-N",
"smiles": "COc1ccc(CO)c(F)c1-c1cccc(Cl)c1"
},
"smiles": "COc1ccc(CO)c(F)c1-c1cccc(Cl)c1",
"reactionStepId": "sa_071d8ba190a997925e8834cc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120183522A1;0136;1241680\",\"rsmi\":\"Br[c:11]1[c:3]([O:2][CH3:1])[cH:4][cH:5][c:6]([CH2:7][OH:8])[c:9]1[F:10].OB(O)[c:12]1[cH:13][c:14]([Cl:15])[cH:16][cH:17][cH:18]1>CCO.Cc1ccccc1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][OH:8])[c:9]([F:10])[c:11]1-[c:12]1[cH:13][c:14]([Cl:15])[cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Br[c:11]1[c:3]([O:2][CH3:1])[cH:4][cH:5][c:6]([CH2:7][OH:8])[c:9]1[F:10].OB(O)[c:12]1[cH:13][c:14]([Cl:15])[cH:16][cH:17][cH:18]1>CCO.Cc1ccccc1.O=C(O)O.[Na+].[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][OH:8])[c:9]([F:10])[c:11]1-[c:12]1[cH:13][c:14]([Cl:15])[cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_071d8ba190a997925e8834cc",
"reactionHash": "8d908d9eac93bb64732153cf6ccafee4aee90efc15e925d2c0766a6c4bcdd4a8"
},
"children": [
{
"id": "13848",
"routeId": "sa_35a259649ed5aa8490606386",
"moleculeId": "sa_4756a44d31a42ca1ef916559",
"parentId": "13847",
"isLeaf": false,
"molecule": {
"id": "sa_4756a44d31a42ca1ef916559",
"inchikey": "AUNZTAUMKZQSGR-UHFFFAOYSA-N",
"smiles": "COc1ccc(CO)c(F)c1Br"
},
"smiles": "COc1ccc(CO)c(F)c1Br",
"reactionStepId": "sa_52b8a798de28273430f0e1bb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120183522A1;0135;1241679\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([Br:5])[c:6]([F:7])[c:8]([CH:9]=[O:10])[cH:11][cH:12]1>CO.ClCCl.B.[Na+]>[CH3:1][O:2][c:3]1[c:4]([Br:5])[c:6]([F:7])[c:8]([CH2:9][OH:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][c:3]1[c:4]([Br:5])[c:6]([F:7])[c:8]([CH:9]=[O:10])[cH:11][cH:12]1>CO.ClCCl.B.[Na+]>[CH3:1][O:2][c:3]1[c:4]([Br:5])[c:6]([F:7])[c:8]([CH2:9][OH:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_52b8a798de28273430f0e1bb",
"reactionHash": "15e7df92139eedbfc43d9cb6cf193136712da5714745c65e7b5de593b561429f"
},
"children": [
{
"id": "13849",
"routeId": "sa_35a259649ed5aa8490606386",
"moleculeId": "sa_91caa41d0fc181e74eec726f",
"parentId": "13848",
"isLeaf": false,
"molecule": {
"id": "sa_91caa41d0fc181e74eec726f",
"inchikey": "JZZFGKYKWIWFGN-UHFFFAOYSA-N",
"smiles": "COc1ccc(C=O)c(F)c1Br"
},
"smiles": "COc1ccc(C=O)c(F)c1Br",
"reactionStepId": "sa_d327800e4e4e8e6d51358e97",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120183522A1;0134;1241678\",\"rsmi\":\"C[O:10][CH:9](Cl)Cl.[CH3:1][O:2][c:3]1[c:4]([Br:5])[c:6]([F:7])[cH:8][cH:11][cH:12]1>ClCCl.Cl[Ti](Cl)(Cl)Cl>[CH3:1][O:2][c:3]1[c:4]([Br:5])[c:6]([F:7])[c:8]([CH:9]=[O:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"C[O:10][CH:9](Cl)Cl.[CH3:1][O:2][c:3]1[c:4]([Br:5])[c:6]([F:7])[cH:8][cH:11][cH:12]1>ClCCl.Cl[Ti](Cl)(Cl)Cl>[CH3:1][O:2][c:3]1[c:4]([Br:5])[c:6]([F:7])[c:8]([CH:9]=[O:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_d327800e4e4e8e6d51358e97",
"reactionHash": "796bf2cd4d36634c0c95e98c1328022bdc845eed0e4d70d11cc77d2235a7e436"
},
"children": [
{
"id": "13850",
"routeId": "sa_35a259649ed5aa8490606386",
"moleculeId": "sa_53f2ac4336dd1e8705c60cc8",
"parentId": "13849",
"isLeaf": true,
"molecule": {
"id": "sa_53f2ac4336dd1e8705c60cc8",
"inchikey": "GRTGGSXWHGKRSB-UHFFFAOYSA-N",
"smiles": "COC(Cl)Cl"
},
"smiles": "COC(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13851",
"routeId": "sa_35a259649ed5aa8490606386",
"moleculeId": "sa_8d8d2d6104720a67522bcb41",
"parentId": "13849",
"isLeaf": true,
"molecule": {
"id": "sa_8d8d2d6104720a67522bcb41",
"inchikey": "RNUBPKHSQXYYCV-UHFFFAOYSA-N",
"smiles": "COc1cccc(F)c1Br"
},
"smiles": "COc1cccc(F)c1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "13852",
"routeId": "sa_35a259649ed5aa8490606386",
"moleculeId": "sa_77d61a105cc299157209ade8",
"parentId": "13847",
"isLeaf": true,
"molecule": {
"id": "sa_77d61a105cc299157209ade8",
"inchikey": "SDEAGACSNFSZCU-UHFFFAOYSA-N",
"smiles": "OB(O)c1cccc(Cl)c1"
},
"smiles": "OB(O)c1cccc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "13853",
"routeId": "sa_35a259649ed5aa8490606386",
"moleculeId": "sa_fc259011db633616148605b7",
"parentId": "13844",
"isLeaf": true,
"molecule": {
"id": "sa_fc259011db633616148605b7",
"inchikey": "YFOKBFRTGLSZLU-UHFFFAOYSA-N",
"smiles": "c1cncc(-c2cnc[nH]2)c1"
},
"smiles": "c1cncc(-c2c[nH]cn2)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}