Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CONC(=O)c1cc(F)ccc1Nc1cc(Nc2cc(C)nn2C(C)C)ncc1Cl
InChiKey
YTZKERJOZUXUBP-UHFFFAOYSA-N
Route Signature
cc1afe1b3951ed14b5de8edd4b721033c2ae5fd5e37a90c7ea89ac9c86624fea
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_be3413d70b643e27111a859a",
"signature": "cc1afe1b3951ed14b5de8edd4b721033c2ae5fd5e37a90c7ea89ac9c86624fea",
"contentHash": "08c5994f70b6bff4eacc56aa4e96766c23410de1ea79b117eb9e3ea76e81a380",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_bd775133183b4cc906cf829b",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00837",
"moleculeId": "sa_b98429edb96dd2a7940ce7eb",
"smiles": "CONC(=O)c1cc(F)ccc1Nc1cc(Nc2cc(C)nn2C(C)C)ncc1Cl",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b98429edb96dd2a7940ce7eb",
"inchikey": "YTZKERJOZUXUBP-UHFFFAOYSA-N",
"smiles": "CONC(=O)c1cc(F)ccc1Nc1cc(Nc2cc(C)nn2C(C)C)ncc1Cl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4983",
"routeId": "sa_be3413d70b643e27111a859a",
"moleculeId": "sa_b98429edb96dd2a7940ce7eb",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b98429edb96dd2a7940ce7eb",
"inchikey": "YTZKERJOZUXUBP-UHFFFAOYSA-N",
"smiles": "CONC(=O)c1cc(F)ccc1Nc1cc(Nc2cc(C)nn2C(C)C)ncc1Cl"
},
"smiles": "CONC(=O)c1cc(F)ccc1Nc1cc(Nc2cc(C)nn2C(C)C)ncc1Cl",
"reactionStepId": "sa_e02ad4d428785901f871a415",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110207743A1;0294;1097164\",\"rsmi\":\"ClC[CH2:1]Cl.O[C:4](=[O:5])[c:6]1[c:7]([NH:8][c:9]2[cH:10][c:11]([NH:12][c:13]3[cH:14][c:15]([CH3:16])[n:17][n:18]3[CH:19]([CH3:20])[CH3:21])[n:22][cH:23][c:24]2[Cl:25])[cH:26][cH:27][c:28]([F:29])[cH:30]1.c1ccc2c(c1)nn[n:3]2[OH:2]>CC(=O)O.CCN(C(C)C)C(C)C.CN(C)C=O.O>[CH3:1][O:2][NH:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][c:9]2[cH:10][c:11]([NH:12][c:13]3[cH:14][c:15]([CH3:16])[n:17][n:18]3[CH:19]([CH3:20])[CH3:21])[n:22][cH:23][c:24]2[Cl:25])[cH:26][cH:27][c:28]([F:29])[cH:30]1\"},\"mapped_reaction_smiles\":\"ClC[CH2:1]Cl.O[C:4](=[O:5])[c:6]1[c:7]([NH:8][c:9]2[cH:10][c:11]([NH:12][c:13]3[cH:14][c:15]([CH3:16])[n:17][n:18]3[CH:19]([CH3:20])[CH3:21])[n:22][cH:23][c:24]2[Cl:25])[cH:26][cH:27][c:28]([F:29])[cH:30]1.c1ccc2c(c1)nn[n:3]2[OH:2]>CC(=O)O.CCN(C(C)C)C(C)C.CN(C)C=O.O>[CH3:1][O:2][NH:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][c:9]2[cH:10][c:11]([NH:12][c:13]3[cH:14][c:15]([CH3:16])[n:17][n:18]3[CH:19]([CH3:20])[CH3:21])[n:22][cH:23][c:24]2[Cl:25])[cH:26][cH:27][c:28]([F:29])[cH:30]1\"}",
"reactionStep": {
"id": "sa_e02ad4d428785901f871a415",
"reactionHash": "52b16bf6c13108f40b69526de2023518cf0ae37009dac53f152b2467ae39a0ac"
},
"children": [
{
"id": "4984",
"routeId": "sa_be3413d70b643e27111a859a",
"moleculeId": "sa_03201dc761e9023d74bcc44f",
"parentId": "4983",
"isLeaf": true,
"molecule": {
"id": "sa_03201dc761e9023d74bcc44f",
"inchikey": "ASOKPJOREAFHNY-UHFFFAOYSA-N",
"smiles": "On1nnc2ccccc21"
},
"smiles": "On1nnc2ccccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4985",
"routeId": "sa_be3413d70b643e27111a859a",
"moleculeId": "sa_6243206e51e12ba7de70b829",
"parentId": "4983",
"isLeaf": false,
"molecule": {
"id": "sa_6243206e51e12ba7de70b829",
"inchikey": "OSDFAKMQNDYZLE-UHFFFAOYSA-N",
"smiles": "Cc1cc(Nc2cc(Nc3ccc(F)cc3C(=O)O)c(Cl)cn2)n(C(C)C)n1"
},
"smiles": "Cc1cc(Nc2cc(Nc3ccc(F)cc3C(=O)O)c(Cl)cn2)n(C(C)C)n1",
"reactionStepId": "sa_71f9856bb17d4a6485878b4d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110207743A1;0293;1097163\",\"rsmi\":\"CCOC(C)=[O:20].N#[C:19][c:18]1[c:17]([NH:16][c:15]2[c:13]([Cl:14])[cH:12][n:11][c:10]([NH:9][c:8]3[n:4]([CH:5]([CH3:6])[CH3:7])[n:3][c:2]([CH3:1])[cH:28]3)[cH:27]2)[cH:26][cH:25][c:23]([F:24])[cH:22]1.[OH2:21]>C1COCCO1.[Na+]>[CH3:1][c:2]1[n:3][n:4]([CH:5]([CH3:6])[CH3:7])[c:8]([NH:9][c:10]2[n:11][cH:12][c:13]([Cl:14])[c:15]([NH:16][c:17]3[c:18]([C:19](=[O:20])[OH:21])[cH:22][c:23]([F:24])[cH:25][cH:26]3)[cH:27]2)[cH:28]1\"},\"mapped_reaction_smiles\":\"CCOC(C)=[O:20].N#[C:19][c:18]1[c:17]([NH:16][c:15]2[c:13]([Cl:14])[cH:12][n:11][c:10]([NH:9][c:8]3[n:4]([CH:5]([CH3:6])[CH3:7])[n:3][c:2]([CH3:1])[cH:28]3)[cH:27]2)[cH:26][cH:25][c:23]([F:24])[cH:22]1.[OH2:21]>C1COCCO1.[Na+]>[CH3:1][c:2]1[n:3][n:4]([CH:5]([CH3:6])[CH3:7])[c:8]([NH:9][c:10]2[n:11][cH:12][c:13]([Cl:14])[c:15]([NH:16][c:17]3[c:18]([C:19](=[O:20])[OH:21])[cH:22][c:23]([F:24])[cH:25][cH:26]3)[cH:27]2)[cH:28]1\"}",
"reactionStep": {
"id": "sa_71f9856bb17d4a6485878b4d",
"reactionHash": "ac75c32e6d852c855bfc6470812d4adf400dce3cef20bf6fa7cdd13335542256"
},
"children": [
{
"id": "4986",
"routeId": "sa_be3413d70b643e27111a859a",
"moleculeId": "sa_cdd175a4b0b54c3486cbabec",
"parentId": "4985",
"isLeaf": false,
"molecule": {
"id": "sa_cdd175a4b0b54c3486cbabec",
"inchikey": "DYZQEGSNTSGKTI-UHFFFAOYSA-N",
"smiles": "Cc1cc(Nc2cc(Nc3ccc(F)cc3C#N)c(Cl)cn2)n(C(C)C)n1"
},
"smiles": "Cc1cc(Nc2cc(Nc3ccc(F)cc3C#N)c(Cl)cn2)n(C(C)C)n1",
"reactionStepId": "sa_14012a9dc657803cccc97ae0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110207743A1;0292;1097162\",\"rsmi\":\"Cl[c:10]1[n:11][cH:12][c:13]([Cl:14])[c:15]([NH:16][c:17]2[c:18]([C:19]#[N:20])[cH:21][c:22]([F:23])[cH:24][cH:25]2)[cH:26]1.[CH3:1][c:2]1[n:3][n:4]([CH:5]([CH3:6])[CH3:7])[c:8]([NH2:9])[cH:27]1>C1COCCO1.CC(=O)O.CC(=O)O.O=C(O)O.[Cs+].[Cs+].[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2Oc2ccccc2P(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[n:3][n:4]([CH:5]([CH3:6])[CH3:7])[c:8]([NH:9][c:10]2[n:11][cH:12][c:13]([Cl:14])[c:15]([NH:16][c:17]3[c:18]([C:19]#[N:20])[cH:21][c:22]([F:23])[cH:24][cH:25]3)[cH:26]2)[cH:27]1\"},\"mapped_reaction_smiles\":\"Cl[c:10]1[n:11][cH:12][c:13]([Cl:14])[c:15]([NH:16][c:17]2[c:18]([C:19]#[N:20])[cH:21][c:22]([F:23])[cH:24][cH:25]2)[cH:26]1.[CH3:1][c:2]1[n:3][n:4]([CH:5]([CH3:6])[CH3:7])[c:8]([NH2:9])[cH:27]1>C1COCCO1.CC(=O)O.CC(=O)O.O=C(O)O.[Cs+].[Cs+].[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2Oc2ccccc2P(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[n:3][n:4]([CH:5]([CH3:6])[CH3:7])[c:8]([NH:9][c:10]2[n:11][cH:12][c:13]([Cl:14])[c:15]([NH:16][c:17]3[c:18]([C:19]#[N:20])[cH:21][c:22]([F:23])[cH:24][cH:25]3)[cH:26]2)[cH:27]1\"}",
"reactionStep": {
"id": "sa_14012a9dc657803cccc97ae0",
"reactionHash": "51243c6ee9b78c1fc1013f85863b478f58fb7ea12f1d49d68df371b5e9a15b11"
},
"children": [
{
"id": "4987",
"routeId": "sa_be3413d70b643e27111a859a",
"moleculeId": "sa_92eddd1e8787288c8eafcca7",
"parentId": "4986",
"isLeaf": false,
"molecule": {
"id": "sa_92eddd1e8787288c8eafcca7",
"inchikey": "NEHKFNXYKWUKLM-UHFFFAOYSA-N",
"smiles": "N#Cc1cc(F)ccc1Nc1cc(Cl)ncc1Cl"
},
"smiles": "N#Cc1cc(F)ccc1Nc1cc(Cl)ncc1Cl",
"reactionStepId": "sa_43fbdd9ac9026aac03feffad",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110207743A1;0291;1097161\",\"rsmi\":\"I[c:6]1[cH:7][c:8]([Cl:9])[n:10][cH:11][c:12]1[Cl:13].[N:1]#[C:2][c:3]1[c:4]([NH2:5])[cH:14][cH:15][c:16]([F:17])[cH:18]1>C1COCCO1.CC(=O)O.CC(=O)O.O=P(O)(O)OP(=O)(O)OP(=O)(O)O.[K+].[K+].[K+].[K+].[K+].[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2Oc2ccccc2P(c2ccccc2)c2ccccc2)cc1>[N:1]#[C:2][c:3]1[c:4]([NH:5][c:6]2[cH:7][c:8]([Cl:9])[n:10][cH:11][c:12]2[Cl:13])[cH:14][cH:15][c:16]([F:17])[cH:18]1\"},\"mapped_reaction_smiles\":\"I[c:6]1[cH:7][c:8]([Cl:9])[n:10][cH:11][c:12]1[Cl:13].[N:1]#[C:2][c:3]1[c:4]([NH2:5])[cH:14][cH:15][c:16]([F:17])[cH:18]1>C1COCCO1.CC(=O)O.CC(=O)O.O=P(O)(O)OP(=O)(O)OP(=O)(O)O.[K+].[K+].[K+].[K+].[K+].[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2Oc2ccccc2P(c2ccccc2)c2ccccc2)cc1>[N:1]#[C:2][c:3]1[c:4]([NH:5][c:6]2[cH:7][c:8]([Cl:9])[n:10][cH:11][c:12]2[Cl:13])[cH:14][cH:15][c:16]([F:17])[cH:18]1\"}",
"reactionStep": {
"id": "sa_43fbdd9ac9026aac03feffad",
"reactionHash": "6952bfe1d12098c5c890e4ccadfee8219202cb066163d5bdcbcd3cc846d7d630"
},
"children": [
{
"id": "4988",
"routeId": "sa_be3413d70b643e27111a859a",
"moleculeId": "sa_81dd95302d03a14727702af2",
"parentId": "4987",
"isLeaf": true,
"molecule": {
"id": "sa_81dd95302d03a14727702af2",
"inchikey": "IWCZLVRNVBSAPH-UHFFFAOYSA-N",
"smiles": "Clc1cc(I)c(Cl)cn1"
},
"smiles": "Clc1cc(I)c(Cl)cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4989",
"routeId": "sa_be3413d70b643e27111a859a",
"moleculeId": "sa_0b5ae58d820f0d9a366ef4d1",
"parentId": "4987",
"isLeaf": true,
"molecule": {
"id": "sa_0b5ae58d820f0d9a366ef4d1",
"inchikey": "VFQDFQDXMNVDPW-UHFFFAOYSA-N",
"smiles": "N#Cc1cc(F)ccc1N"
},
"smiles": "N#Cc1cc(F)ccc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "4990",
"routeId": "sa_be3413d70b643e27111a859a",
"moleculeId": "sa_c9fcc4704d14652d78c555a5",
"parentId": "4986",
"isLeaf": true,
"molecule": {
"id": "sa_c9fcc4704d14652d78c555a5",
"inchikey": "OCSWHADWFJTNAZ-UHFFFAOYSA-N",
"smiles": "Cc1cc(N)n(C(C)C)n1"
},
"smiles": "Cc1cc(N)n(C(C)C)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "4991",
"routeId": "sa_be3413d70b643e27111a859a",
"moleculeId": "sa_6bf30f725089b74d691fc82c",
"parentId": "4985",
"isLeaf": true,
"molecule": {
"id": "sa_6bf30f725089b74d691fc82c",
"inchikey": "XEKOWRVHYACXOJ-UHFFFAOYSA-N",
"smiles": "CCOC(C)=O"
},
"smiles": "CCOC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4992",
"routeId": "sa_be3413d70b643e27111a859a",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "4985",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "4993",
"routeId": "sa_be3413d70b643e27111a859a",
"moleculeId": "sa_a3192ace110730e76bbb8a0d",
"parentId": "4983",
"isLeaf": true,
"molecule": {
"id": "sa_a3192ace110730e76bbb8a0d",
"inchikey": "WSLDOOZREJYCGB-UHFFFAOYSA-N",
"smiles": "ClCCCl"
},
"smiles": "ClCCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}