Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(N1CCc2ccc(Cl)c(NCc3ccc(OC4CCCCC4)cn3)c2CC1)C(F)(F)F
InChiKey
NDTMHHDIQFTELC-UHFFFAOYSA-N
Route Signature
b850d836622d89dfaf2258e8a65856a07b59accd0d9f17641eaea562cc4cb851
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_735ed25f28b17763ed60988e",
"signature": "b850d836622d89dfaf2258e8a65856a07b59accd0d9f17641eaea562cc4cb851",
"contentHash": "8ef440202406518ce56894db3187670bb288dbc85ef3a407eddc8f2e0e4566af",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_b281394eb9b4b38441a99708",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02728",
"moleculeId": "sa_a938c924bfd7003c76274f95",
"smiles": "O=C(N1CCc2ccc(Cl)c(NCc3ccc(OC4CCCCC4)cn3)c2CC1)C(F)(F)F",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a938c924bfd7003c76274f95",
"inchikey": "NDTMHHDIQFTELC-UHFFFAOYSA-N",
"smiles": "O=C(N1CCc2ccc(Cl)c(NCc3ccc(OC4CCCCC4)cn3)c2CC1)C(F)(F)F"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14834",
"routeId": "sa_735ed25f28b17763ed60988e",
"moleculeId": "sa_a938c924bfd7003c76274f95",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a938c924bfd7003c76274f95",
"inchikey": "NDTMHHDIQFTELC-UHFFFAOYSA-N",
"smiles": "O=C(N1CCc2ccc(Cl)c(NCc3ccc(OC4CCCCC4)cn3)c2CC1)C(F)(F)F"
},
"smiles": "O=C(N1CCc2ccc(Cl)c(NCc3ccc(OC4CCCCC4)cn3)c2CC1)C(F)(F)F",
"reactionStepId": "sa_bd75d5ec4d1144d0e1ac53be",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08680091B2;0846;1438554\",\"rsmi\":\"O=S(=O)(O[c:10]1[c:7]2[c:6]([cH:29][cH:28][c:26]1[Cl:27])[CH2:5][CH2:4][N:3]([C:2](=[O:1])[C:30]([F:31])([F:32])[F:33])[CH2:9][CH2:8]2)C(F)(F)F.[NH2:11][CH2:12][c:13]1[n:14][cH:15][c:16]([O:17][CH:18]2[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]2)[cH:24][cH:25]1>>[O:1]=[C:2]([N:3]1[CH2:4][CH2:5][c:6]2[c:7]([c:10]([NH:11][CH2:12][c:13]3[n:14][cH:15][c:16]([O:17][CH:18]4[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]4)[cH:24][cH:25]3)[c:26]([Cl:27])[cH:28][cH:29]2)[CH2:8][CH2:9]1)[C:30]([F:31])([F:32])[F:33]\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[c:10]1[c:7]2[c:6]([cH:29][cH:28][c:26]1[Cl:27])[CH2:5][CH2:4][N:3]([C:2](=[O:1])[C:30]([F:31])([F:32])[F:33])[CH2:9][CH2:8]2)C(F)(F)F.[NH2:11][CH2:12][c:13]1[n:14][cH:15][c:16]([O:17][CH:18]2[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]2)[cH:24][cH:25]1>>[O:1]=[C:2]([N:3]1[CH2:4][CH2:5][c:6]2[c:7]([c:10]([NH:11][CH2:12][c:13]3[n:14][cH:15][c:16]([O:17][CH:18]4[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]4)[cH:24][cH:25]3)[c:26]([Cl:27])[cH:28][cH:29]2)[CH2:8][CH2:9]1)[C:30]([F:31])([F:32])[F:33]\"}",
"reactionStep": {
"id": "sa_bd75d5ec4d1144d0e1ac53be",
"reactionHash": "9fa16cb3bbb4340db8c4e3e904ecabeaa457d1e703046840a9462a6470367098"
},
"children": [
{
"id": "14835",
"routeId": "sa_735ed25f28b17763ed60988e",
"moleculeId": "sa_6d84b65c470131cbc8edd32d",
"parentId": "14834",
"isLeaf": false,
"molecule": {
"id": "sa_6d84b65c470131cbc8edd32d",
"inchikey": "FZYIKJMTAJSIOF-UHFFFAOYSA-N",
"smiles": "NCc1ccc(OC2CCCCC2)cn1"
},
"smiles": "NCc1ccc(OC2CCCCC2)cn1",
"reactionStepId": "sa_fa0d5a0898a1437a6d4af616",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08680091B2;0543;1438396\",\"rsmi\":\"[N:1]#[C:2][c:3]1[n:4][cH:5][c:6]([O:7][CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[cH:14][cH:15]1>B.C1CCOC1.CO.CSC.Cl>[NH2:1][CH2:2][c:3]1[n:4][cH:5][c:6]([O:7][CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"[N:1]#[C:2][c:3]1[n:4][cH:5][c:6]([O:7][CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[cH:14][cH:15]1>B.C1CCOC1.CO.CSC.Cl>[NH2:1][CH2:2][c:3]1[n:4][cH:5][c:6]([O:7][CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_fa0d5a0898a1437a6d4af616",
"reactionHash": "e0159215f5aa29f6b16ec5d0c34857076c94239f2f7c4c7ed670b3f5ad63c37f"
},
"children": [
{
"id": "14836",
"routeId": "sa_735ed25f28b17763ed60988e",
"moleculeId": "sa_ea27e54847a79fe2adb42ee1",
"parentId": "14835",
"isLeaf": false,
"molecule": {
"id": "sa_ea27e54847a79fe2adb42ee1",
"inchikey": "HONVNLWGDXKUMV-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc(OC2CCCCC2)cn1"
},
"smiles": "N#Cc1ccc(OC2CCCCC2)cn1",
"reactionStepId": "sa_f583e1d1925663361845f685",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08680091B2;0542;1438395\",\"rsmi\":\"Cl[c:3]1[n:4][cH:5][c:6]([O:7][CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[cH:14][cH:15]1.[Cu][C:2]#[N:1]>CN1CCCC1=O.N.O>[N:1]#[C:2][c:3]1[n:4][cH:5][c:6]([O:7][CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"Cl[c:3]1[n:4][cH:5][c:6]([O:7][CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[cH:14][cH:15]1.[Cu][C:2]#[N:1]>CN1CCCC1=O.N.O>[N:1]#[C:2][c:3]1[n:4][cH:5][c:6]([O:7][CH:8]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_f583e1d1925663361845f685",
"reactionHash": "facd81ab8cfa733f93e95ff9ab41dfc703605ce376bbfa90ce0828c9afe14685"
},
"children": [
{
"id": "14837",
"routeId": "sa_735ed25f28b17763ed60988e",
"moleculeId": "sa_e11ca71068ddcf6649aafd11",
"parentId": "14836",
"isLeaf": true,
"molecule": {
"id": "sa_e11ca71068ddcf6649aafd11",
"inchikey": "DULSAGLWMRMKCQ-UHFFFAOYSA-N",
"smiles": "N#[C][Cu]"
},
"smiles": "N#[C][Cu]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14838",
"routeId": "sa_735ed25f28b17763ed60988e",
"moleculeId": "sa_ef5ee3287a3da239541d21b4",
"parentId": "14836",
"isLeaf": false,
"molecule": {
"id": "sa_ef5ee3287a3da239541d21b4",
"inchikey": "RNSQSSKTWVCALU-UHFFFAOYSA-N",
"smiles": "Clc1ccc(OC2CCCCC2)cn1"
},
"smiles": "Clc1ccc(OC2CCCCC2)cn1",
"reactionStepId": "sa_40bb7684a8acfd9f03056a1d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08680091B2;0541;1438394\",\"rsmi\":\"O[CH:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1.[Cl:1][c:2]1[cH:3][cH:4][c:5]([OH:6])[cH:13][n:14]1>C1CCOC1.CCCCP(CCCC)CCCC.CCOC(C)=O.O.O=C(N=NC(=O)N1CCCCC1)N1CCCCC1.c1ccccc1>[Cl:1][c:2]1[cH:3][cH:4][c:5]([O:6][CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[cH:13][n:14]1\"},\"mapped_reaction_smiles\":\"O[CH:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1.[Cl:1][c:2]1[cH:3][cH:4][c:5]([OH:6])[cH:13][n:14]1>C1CCOC1.CCCCP(CCCC)CCCC.CCOC(C)=O.O.O=C(N=NC(=O)N1CCCCC1)N1CCCCC1.c1ccccc1>[Cl:1][c:2]1[cH:3][cH:4][c:5]([O:6][CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[cH:13][n:14]1\"}",
"reactionStep": {
"id": "sa_40bb7684a8acfd9f03056a1d",
"reactionHash": "a78261157e58ac1a00f45dfdb8224bcc21669bd33e4e8b1ab8e73d889e8e6318"
},
"children": [
{
"id": "14839",
"routeId": "sa_735ed25f28b17763ed60988e",
"moleculeId": "sa_244dc2a3521f0faf876842f5",
"parentId": "14838",
"isLeaf": true,
"molecule": {
"id": "sa_244dc2a3521f0faf876842f5",
"inchikey": "HPXRVTGHNJAIIH-UHFFFAOYSA-N",
"smiles": "OC1CCCCC1"
},
"smiles": "OC1CCCCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14840",
"routeId": "sa_735ed25f28b17763ed60988e",
"moleculeId": "sa_1b89c0600fa46f31dd7bffe6",
"parentId": "14838",
"isLeaf": true,
"molecule": {
"id": "sa_1b89c0600fa46f31dd7bffe6",
"inchikey": "KVCOOWROABTXDJ-UHFFFAOYSA-N",
"smiles": "Oc1ccc(Cl)nc1"
},
"smiles": "Oc1ccc(Cl)nc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
},
{
"id": "14841",
"routeId": "sa_735ed25f28b17763ed60988e",
"moleculeId": "sa_1c93db1d3ee4e20f895fa6d0",
"parentId": "14834",
"isLeaf": true,
"molecule": {
"id": "sa_1c93db1d3ee4e20f895fa6d0",
"inchikey": "RPRYGYZQBGHINF-UHFFFAOYSA-N",
"smiles": "O=C(N1CCc2ccc(Cl)c(OS(=O)(=O)C(F)(F)F)c2CC1)C(F)(F)F"
},
"smiles": "O=C(N1CCc2ccc(Cl)c(OS(=O)(=O)C(F)(F)F)c2CC1)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}