Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(c1ccc(Cl)nn1)N1CCC(c2ccccc2C(F)(F)F)CC1
InChiKey
JRTWWAQVDSZFCX-UHFFFAOYSA-N
Route Signature
0b2c2b639537092defbcbd9329aafda1c0b075108daecafb5c3e158fe9794a56
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_bbe3e266b7e2042821339dd8",
"signature": "0b2c2b639537092defbcbd9329aafda1c0b075108daecafb5c3e158fe9794a56",
"contentHash": "ec90d9e6abc3a5b7c6d99cecf2992094faa0c98dff2956158c6bcb7d475d004e",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_f827dce22fb7ca2e70721b72",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-06848",
"moleculeId": "sa_7b52a89a7441c99495a20fd1",
"smiles": "O=C(c1ccc(Cl)nn1)N1CCC(c2ccccc2C(F)(F)F)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_7b52a89a7441c99495a20fd1",
"inchikey": "JRTWWAQVDSZFCX-UHFFFAOYSA-N",
"smiles": "O=C(c1ccc(Cl)nn1)N1CCC(c2ccccc2C(F)(F)F)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "8139",
"routeId": "sa_bbe3e266b7e2042821339dd8",
"moleculeId": "sa_7b52a89a7441c99495a20fd1",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_7b52a89a7441c99495a20fd1",
"inchikey": "JRTWWAQVDSZFCX-UHFFFAOYSA-N",
"smiles": "O=C(c1ccc(Cl)nn1)N1CCC(c2ccccc2C(F)(F)F)CC1"
},
"smiles": "O=C(c1ccc(Cl)nn1)N1CCC(c2ccccc2C(F)(F)F)CC1",
"reactionStepId": "sa_e8cdf5c7c8dfe7f98e5d4dd0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046648A1;0693;1840513\",\"rsmi\":\"O[C:2](=[O:1])[c:3]1[cH:4][cH:5][c:6]([Cl:7])[n:8][n:9]1.[NH:10]1[CH2:11][CH2:12][CH:13]([c:14]2[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]2)[CH2:24][CH2:25]1>Cl>[O:1]=[C:2]([c:3]1[cH:4][cH:5][c:6]([Cl:7])[n:8][n:9]1)[N:10]1[CH2:11][CH2:12][CH:13]([c:14]2[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]2)[CH2:24][CH2:25]1\"},\"mapped_reaction_smiles\":\"O[C:2](=[O:1])[c:3]1[cH:4][cH:5][c:6]([Cl:7])[n:8][n:9]1.[NH:10]1[CH2:11][CH2:12][CH:13]([c:14]2[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]2)[CH2:24][CH2:25]1>Cl>[O:1]=[C:2]([c:3]1[cH:4][cH:5][c:6]([Cl:7])[n:8][n:9]1)[N:10]1[CH2:11][CH2:12][CH:13]([c:14]2[c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21][cH:22][cH:23]2)[CH2:24][CH2:25]1\"}",
"reactionStep": {
"id": "sa_e8cdf5c7c8dfe7f98e5d4dd0",
"reactionHash": "655c94382372cb550dce679ea63f09c7c99deda403669a9572999c94966f7104"
},
"children": [
{
"id": "8140",
"routeId": "sa_bbe3e266b7e2042821339dd8",
"moleculeId": "sa_7fab36d6ffbb26ed287d949a",
"parentId": "8139",
"isLeaf": true,
"molecule": {
"id": "sa_7fab36d6ffbb26ed287d949a",
"inchikey": "HHGZQZULOHYEOH-UHFFFAOYSA-N",
"smiles": "O=C(O)c1ccc(Cl)nn1"
},
"smiles": "O=C(O)c1ccc(Cl)nn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8141",
"routeId": "sa_bbe3e266b7e2042821339dd8",
"moleculeId": "sa_57efa4c6fa5046d347b59703",
"parentId": "8139",
"isLeaf": false,
"molecule": {
"id": "sa_57efa4c6fa5046d347b59703",
"inchikey": "KFWQOXAWVPAOKE-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1ccccc1C1CCNCC1"
},
"smiles": "FC(F)(F)c1ccccc1C1CCNCC1",
"reactionStepId": "sa_fea2ce21f9f6a47f635f0a9c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046648A1;0490;1840457\",\"rsmi\":\"c1ccc(C[N:10]2[CH2:9][CH:8]=[C:7]([c:6]3[c:5]([C:2]([F:1])([F:3])[F:4])[cH:16][cH:15][cH:14][cH:13]3)[CH2:12][CH2:11]2)cc1>CO.O=CO.N.[Pd]>[F:1][C:2]([F:3])([F:4])[c:5]1[c:6]([CH:7]2[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]2)[cH:13][cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[N:10]2[CH2:9][CH:8]=[C:7]([c:6]3[c:5]([C:2]([F:1])([F:3])[F:4])[cH:16][cH:15][cH:14][cH:13]3)[CH2:12][CH2:11]2)cc1>CO.O=CO.N.[Pd]>[F:1][C:2]([F:3])([F:4])[c:5]1[c:6]([CH:7]2[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]2)[cH:13][cH:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_fea2ce21f9f6a47f635f0a9c",
"reactionHash": "87aa7fb08b5f5a3c9e490826485f97b8161896f02396efd3ce7235ffe5f97de4"
},
"children": [
{
"id": "8142",
"routeId": "sa_bbe3e266b7e2042821339dd8",
"moleculeId": "sa_e9a0f248d459dcc1669daa0d",
"parentId": "8141",
"isLeaf": false,
"molecule": {
"id": "sa_e9a0f248d459dcc1669daa0d",
"inchikey": "VYMPDZPBMSMVPJ-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1ccccc1C1=CCN(Cc2ccccc2)CC1"
},
"smiles": "FC(F)(F)c1ccccc1C1=CCN(Cc2ccccc2)CC1",
"reactionStepId": "sa_d8034a6d0e662ea820071bb3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046648A1;0489;1840456\",\"rsmi\":\"O[C:7]1([c:6]2[c:5]([C:2]([F:1])([F:3])[F:4])[cH:23][cH:22][cH:21][cH:20]2)[CH2:8][CH2:9][N:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[CH2:18][CH2:19]1>ClCCl.O=C(O)O.O=S(Cl)Cl.[Na+]>[F:1][C:2]([F:3])([F:4])[c:5]1[c:6]([C:7]2=[CH:8][CH2:9][N:10]([CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[CH2:18][CH2:19]2)[cH:20][cH:21][cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O[C:7]1([c:6]2[c:5]([C:2]([F:1])([F:3])[F:4])[cH:23][cH:22][cH:21][cH:20]2)[CH2:8][CH2:9][N:10]([CH2:11][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[CH2:18][CH2:19]1>ClCCl.O=C(O)O.O=S(Cl)Cl.[Na+]>[F:1][C:2]([F:3])([F:4])[c:5]1[c:6]([C:7]2=[CH:8][CH2:9][N:10]([CH2:11][c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[CH2:18][CH2:19]2)[cH:20][cH:21][cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_d8034a6d0e662ea820071bb3",
"reactionHash": "c687ea2a9503dd90b3c6141e90cff39c0731a6c197a51a5fc8b57f3cdfa7a1b6"
},
"children": [
{
"id": "8143",
"routeId": "sa_bbe3e266b7e2042821339dd8",
"moleculeId": "sa_f7ba3ff68b5010014b830f9c",
"parentId": "8142",
"isLeaf": false,
"molecule": {
"id": "sa_f7ba3ff68b5010014b830f9c",
"inchikey": "YFVBEBRJPYXQLL-UHFFFAOYSA-N",
"smiles": "OC1(c2ccccc2C(F)(F)F)CCN(Cc2ccccc2)CC1"
},
"smiles": "OC1(c2ccccc2C(F)(F)F)CCN(Cc2ccccc2)CC1",
"reactionStepId": "sa_ae657806e520fc16330a9102",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160046648A1;0488;1840455\",\"rsmi\":\"Br[c:3]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][cH:10][cH:11][cH:12]1.[O:1]=[C:2]1[CH2:13][CH2:14][N:15]([CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[CH2:23][CH2:24]1>C1CCOC1.[Li]CCCC>[OH:1][C:2]1([c:3]2[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][cH:10][cH:11][cH:12]2)[CH2:13][CH2:14][N:15]([CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[CH2:23][CH2:24]1\"},\"mapped_reaction_smiles\":\"Br[c:3]1[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][cH:10][cH:11][cH:12]1.[O:1]=[C:2]1[CH2:13][CH2:14][N:15]([CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[CH2:23][CH2:24]1>C1CCOC1.[Li]CCCC>[OH:1][C:2]1([c:3]2[c:4]([C:5]([F:6])([F:7])[F:8])[cH:9][cH:10][cH:11][cH:12]2)[CH2:13][CH2:14][N:15]([CH2:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[CH2:23][CH2:24]1\"}",
"reactionStep": {
"id": "sa_ae657806e520fc16330a9102",
"reactionHash": "237eeab50519fb136c483562fbce291f1024a9a67105df2f16712917c5619012"
},
"children": [
{
"id": "8144",
"routeId": "sa_bbe3e266b7e2042821339dd8",
"moleculeId": "sa_c47c0667c0e1e13a5815bef8",
"parentId": "8143",
"isLeaf": true,
"molecule": {
"id": "sa_c47c0667c0e1e13a5815bef8",
"inchikey": "RWXUNIMBRXGNEP-UHFFFAOYSA-N",
"smiles": "FC(F)(F)c1ccccc1Br"
},
"smiles": "FC(F)(F)c1ccccc1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8145",
"routeId": "sa_bbe3e266b7e2042821339dd8",
"moleculeId": "sa_f5348e9447de49a3e174c4e4",
"parentId": "8143",
"isLeaf": true,
"molecule": {
"id": "sa_f5348e9447de49a3e174c4e4",
"inchikey": "SJZKULRDWHPHGG-UHFFFAOYSA-N",
"smiles": "O=C1CCN(Cc2ccccc2)CC1"
},
"smiles": "O=C1CCN(Cc2ccccc2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}