Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)c1cc(C#N)c(N2CC(C(=O)NS(=O)(=O)Cc3ccc(F)cc3F)C2)nc1CC
InChiKey
NGIWSQJVKGFVTB-UHFFFAOYSA-N
Route Signature
b42bcdb2c578ebb8442deba111f3f29e43bab73c73a85f9cdba93697de2fec98
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_d6354e8ed488c521963fc68f",
"signature": "b42bcdb2c578ebb8442deba111f3f29e43bab73c73a85f9cdba93697de2fec98",
"contentHash": "5b49e19ee24022f6e53b543d79eb6c8ef7dde8db7b039c169880e666f0791377",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_9a46c662399a226fd901faa4",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00926",
"moleculeId": "sa_5d1eeb348d55abc90b4d91aa",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CC(C(=O)NS(=O)(=O)Cc3ccc(F)cc3F)C2)nc1CC",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_5d1eeb348d55abc90b4d91aa",
"inchikey": "NGIWSQJVKGFVTB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CC(C(=O)NS(=O)(=O)Cc3ccc(F)cc3F)C2)nc1CC"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5128",
"routeId": "sa_d6354e8ed488c521963fc68f",
"moleculeId": "sa_5d1eeb348d55abc90b4d91aa",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5d1eeb348d55abc90b4d91aa",
"inchikey": "NGIWSQJVKGFVTB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CC(C(=O)NS(=O)(=O)Cc3ccc(F)cc3F)C2)nc1CC"
},
"smiles": "CCOC(=O)c1cc(C#N)c(N2CC(C(=O)NS(=O)(=O)Cc3ccc(F)cc3F)C2)nc1CC",
"reactionStepId": "sa_0bad659dc6db55e1ea018554",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080176827A1;0553;594436\",\"rsmi\":\"O[C:15]([CH:14]1[CH2:13][N:12]([c:11]2[n:10][c:7]([CH2:8][CH3:9])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:34][c:31]2[C:32]#[N:33])[CH2:30]1)=[O:16].[NH2:17][S:18](=[O:19])(=[O:20])[CH2:21][c:22]1[c:23]([F:24])[cH:25][c:26]([F:27])[cH:28][cH:29]1>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH2:8][CH3:9])[n:10][c:11]([N:12]2[CH2:13][CH:14]([C:15](=[O:16])[NH:17][S:18](=[O:19])(=[O:20])[CH2:21][c:22]3[c:23]([F:24])[cH:25][c:26]([F:27])[cH:28][cH:29]3)[CH2:30]2)[c:31]([C:32]#[N:33])[cH:34]1\"},\"mapped_reaction_smiles\":\"O[C:15]([CH:14]1[CH2:13][N:12]([c:11]2[n:10][c:7]([CH2:8][CH3:9])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:34][c:31]2[C:32]#[N:33])[CH2:30]1)=[O:16].[NH2:17][S:18](=[O:19])(=[O:20])[CH2:21][c:22]1[c:23]([F:24])[cH:25][c:26]([F:27])[cH:28][cH:29]1>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH2:8][CH3:9])[n:10][c:11]([N:12]2[CH2:13][CH:14]([C:15](=[O:16])[NH:17][S:18](=[O:19])(=[O:20])[CH2:21][c:22]3[c:23]([F:24])[cH:25][c:26]([F:27])[cH:28][cH:29]3)[CH2:30]2)[c:31]([C:32]#[N:33])[cH:34]1\"}",
"reactionStep": {
"id": "sa_0bad659dc6db55e1ea018554",
"reactionHash": "0495959ab33738bfca53bc4aacd5fe685b12896145b2b86b214c373e9aac7bc8"
},
"children": [
{
"id": "5129",
"routeId": "sa_d6354e8ed488c521963fc68f",
"moleculeId": "sa_644d83db1504b6b86d2cfb2b",
"parentId": "5128",
"isLeaf": true,
"molecule": {
"id": "sa_644d83db1504b6b86d2cfb2b",
"inchikey": "FBBNILYZNGQNAM-UHFFFAOYSA-N",
"smiles": "NS(=O)(=O)Cc1ccc(F)cc1F"
},
"smiles": "NS(=O)(=O)Cc1ccc(F)cc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5130",
"routeId": "sa_d6354e8ed488c521963fc68f",
"moleculeId": "sa_58d66a94bf03723d8a867334",
"parentId": "5128",
"isLeaf": false,
"molecule": {
"id": "sa_58d66a94bf03723d8a867334",
"inchikey": "HEDKSEWNIRNVBQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CC(C(=O)O)C2)nc1CC"
},
"smiles": "CCOC(=O)c1cc(C#N)c(N2CC(C(=O)O)C2)nc1CC",
"reactionStepId": "sa_2b8c4d26fb13606d93049162",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080176827A1;0499;594422\",\"rsmi\":\"Cl[c:11]1[n:10][c:7]([CH2:8][CH3:9])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:22][c:19]1[C:20]#[N:21].[NH:12]1[CH2:13][CH:14]([C:15](=[O:16])[OH:17])[CH2:18]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH2:8][CH3:9])[n:10][c:11]([N:12]2[CH2:13][CH:14]([C:15](=[O:16])[OH:17])[CH2:18]2)[c:19]([C:20]#[N:21])[cH:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:11]1[n:10][c:7]([CH2:8][CH3:9])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:22][c:19]1[C:20]#[N:21].[NH:12]1[CH2:13][CH:14]([C:15](=[O:16])[OH:17])[CH2:18]1>CCN(C(C)C)C(C)C.CCOC(C)=O.CN(C)C=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH2:8][CH3:9])[n:10][c:11]([N:12]2[CH2:13][CH:14]([C:15](=[O:16])[OH:17])[CH2:18]2)[c:19]([C:20]#[N:21])[cH:22]1\"}",
"reactionStep": {
"id": "sa_2b8c4d26fb13606d93049162",
"reactionHash": "1a73a580f108d7789347bf851524191f9d7e5601aa0b93a1121cbadf671867e6"
},
"children": [
{
"id": "5131",
"routeId": "sa_d6354e8ed488c521963fc68f",
"moleculeId": "sa_84ae4713b08b0fc76b654408",
"parentId": "5130",
"isLeaf": true,
"molecule": {
"id": "sa_84ae4713b08b0fc76b654408",
"inchikey": "GFZWHAAOIVMHOI-UHFFFAOYSA-N",
"smiles": "O=C(O)C1CNC1"
},
"smiles": "O=C(O)C1CNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5132",
"routeId": "sa_d6354e8ed488c521963fc68f",
"moleculeId": "sa_ecdedd577ebfc26e97fb4fe5",
"parentId": "5130",
"isLeaf": false,
"molecule": {
"id": "sa_ecdedd577ebfc26e97fb4fe5",
"inchikey": "IFSOLLFFMRIWBX-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(Cl)nc1CC"
},
"smiles": "CCOC(=O)c1cc(C#N)c(Cl)nc1CC",
"reactionStepId": "sa_8cfee7ce45d23eb8f0ed7c0c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080176827A1;0496;594421\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:12].O=[c:11]1[nH:10][c:7]([CH2:8][CH3:9])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:16][c:13]1[C:14]#[N:15]>O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH2:8][CH3:9])[n:10][c:11]([Cl:12])[c:13]([C:14]#[N:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:12].O=[c:11]1[nH:10][c:7]([CH2:8][CH3:9])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:16][c:13]1[C:14]#[N:15]>O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH2:8][CH3:9])[n:10][c:11]([Cl:12])[c:13]([C:14]#[N:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_8cfee7ce45d23eb8f0ed7c0c",
"reactionHash": "b4d3fc2b4443c2a4f918faceea7a9188bfb2a266eac1a0cff8d8c9931eeeadde"
},
"children": [
{
"id": "5133",
"routeId": "sa_d6354e8ed488c521963fc68f",
"moleculeId": "sa_c69b67894ef6bb5fa7c7d7a7",
"parentId": "5132",
"isLeaf": false,
"molecule": {
"id": "sa_c69b67894ef6bb5fa7c7d7a7",
"inchikey": "DAGSXFPUYJKEMH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(=O)[nH]c1CC"
},
"smiles": "CCOC(=O)c1cc(C#N)c(=O)[nH]c1CC",
"reactionStepId": "sa_02d6fe802252c191eaaa23b5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080176827A1;0493;594420\",\"rsmi\":\"CN(C)[CH:16]=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[C:7](=O)[CH2:8][CH3:9].[NH2:10][C:11](=[O:12])[CH2:13][C:14]#[N:15]>C1CCOC1.Cl.O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH2:8][CH3:9])[nH:10][c:11](=[O:12])[c:13]([C:14]#[N:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"CN(C)[CH:16]=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[C:7](=O)[CH2:8][CH3:9].[NH2:10][C:11](=[O:12])[CH2:13][C:14]#[N:15]>C1CCOC1.Cl.O.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH2:8][CH3:9])[nH:10][c:11](=[O:12])[c:13]([C:14]#[N:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_02d6fe802252c191eaaa23b5",
"reactionHash": "76d38a5b973e1ba2859ab3194febf4cffef58c891652b180c7b3d61e238268b7"
},
"children": [
{
"id": "5134",
"routeId": "sa_d6354e8ed488c521963fc68f",
"moleculeId": "sa_070e192e657ca95f809ae2a4",
"parentId": "5133",
"isLeaf": false,
"molecule": {
"id": "sa_070e192e657ca95f809ae2a4",
"inchikey": "AFECQUUSJNXMNL-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=CN(C)C)C(=O)CC"
},
"smiles": "CCOC(=O)C(=CN(C)C)C(=O)CC",
"reactionStepId": "sa_2386ed8926660e9318090ce7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080176827A1;0491;594419\",\"rsmi\":\"CO[CH:7](OC)[N:8]([CH3:9])[CH3:10].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:11](=[O:12])[CH2:13][CH3:14]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[CH:7][N:8]([CH3:9])[CH3:10])[C:11](=[O:12])[CH2:13][CH3:14]\"},\"mapped_reaction_smiles\":\"CO[CH:7](OC)[N:8]([CH3:9])[CH3:10].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][C:11](=[O:12])[CH2:13][CH3:14]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[CH:7][N:8]([CH3:9])[CH3:10])[C:11](=[O:12])[CH2:13][CH3:14]\"}",
"reactionStep": {
"id": "sa_2386ed8926660e9318090ce7",
"reactionHash": "aeee85daa3bd8de75f1fb54aa5c98c96c8d56ec414ec200f91396329f284f7ac"
},
"children": [
{
"id": "5135",
"routeId": "sa_d6354e8ed488c521963fc68f",
"moleculeId": "sa_ec4d3dc794a4dcd07c06cd38",
"parentId": "5134",
"isLeaf": true,
"molecule": {
"id": "sa_ec4d3dc794a4dcd07c06cd38",
"inchikey": "UDRCONFHWYGWFI-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CC(=O)CC"
},
"smiles": "CCOC(=O)CC(=O)CC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5136",
"routeId": "sa_d6354e8ed488c521963fc68f",
"moleculeId": "sa_d78fcb876b2dc2bc451d189d",
"parentId": "5134",
"isLeaf": true,
"molecule": {
"id": "sa_d78fcb876b2dc2bc451d189d",
"inchikey": "ZSXGLVDWWRXATF-UHFFFAOYSA-N",
"smiles": "COC(OC)N(C)C"
},
"smiles": "COC(OC)N(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5137",
"routeId": "sa_d6354e8ed488c521963fc68f",
"moleculeId": "sa_f621d53165070dfbfd540bf2",
"parentId": "5133",
"isLeaf": true,
"molecule": {
"id": "sa_f621d53165070dfbfd540bf2",
"inchikey": "DGJMPUGMZIKDRO-UHFFFAOYSA-N",
"smiles": "N#CCC(=N)O"
},
"smiles": "N#CCC(N)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5138",
"routeId": "sa_d6354e8ed488c521963fc68f",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "5132",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}