Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(C)n(-c2nc(Nc3ccc(C(F)(F)F)cc3)c3ncn(C)c3n2)n1
InChiKey
MDHRZOQHXZSEED-UHFFFAOYSA-N
Route Signature
3b580bc23e7a9477facd2a67eeea22252d22246cdec2d390077803b96be3e6e4
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_1f59f35d876e9e8cc0fed23e",
"signature": "3b580bc23e7a9477facd2a67eeea22252d22246cdec2d390077803b96be3e6e4",
"contentHash": "231ff36f636610c6e99ca6e2e9279fc9beac4a9f7a5ed05fd8565129aefe764d",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_481427a272dd3e8cd50612bc",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-01213",
"moleculeId": "sa_2ccdd5a816939017077a539d",
"smiles": "Cc1cc(C)n(-c2nc(Nc3ccc(C(F)(F)F)cc3)c3ncn(C)c3n2)n1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_2ccdd5a816939017077a539d",
"inchikey": "MDHRZOQHXZSEED-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)n(-c2nc(Nc3ccc(C(F)(F)F)cc3)c3ncn(C)c3n2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "1358",
"routeId": "sa_1f59f35d876e9e8cc0fed23e",
"moleculeId": "sa_2ccdd5a816939017077a539d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2ccdd5a816939017077a539d",
"inchikey": "MDHRZOQHXZSEED-UHFFFAOYSA-N",
"smiles": "Cc1cc(C)n(-c2nc(Nc3ccc(C(F)(F)F)cc3)c3ncn(C)c3n2)n1"
},
"smiles": "Cc1cc(C)n(-c2nc(Nc3ccc(C(F)(F)F)cc3)c3ncn(C)c3n2)n1",
"reactionStepId": "sa_7e7ae30a19a19ca5ee71891a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109704A1;0350;1361935\",\"rsmi\":\"O=[C:2]([CH3:1])[CH2:3][C:4](=O)[CH3:5].[NH2:6][NH:7][c:8]1[n:9][c:10]([NH:11][c:12]2[cH:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21]2)[c:22]2[n:23][cH:24][n:25]([CH3:26])[c:27]2[n:28]1>>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[n:6][n:7]1-[c:8]1[n:9][c:10]([NH:11][c:12]2[cH:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21]2)[c:22]2[n:23][cH:24][n:25]([CH3:26])[c:27]2[n:28]1\"},\"mapped_reaction_smiles\":\"O=[C:2]([CH3:1])[CH2:3][C:4](=O)[CH3:5].[NH2:6][NH:7][c:8]1[n:9][c:10]([NH:11][c:12]2[cH:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21]2)[c:22]2[n:23][cH:24][n:25]([CH3:26])[c:27]2[n:28]1>>[CH3:1][c:2]1[cH:3][c:4]([CH3:5])[n:6][n:7]1-[c:8]1[n:9][c:10]([NH:11][c:12]2[cH:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20][cH:21]2)[c:22]2[n:23][cH:24][n:25]([CH3:26])[c:27]2[n:28]1\"}",
"reactionStep": {
"id": "sa_7e7ae30a19a19ca5ee71891a",
"reactionHash": "80e269ea44d99c507f459842822ea7ad14658e43f7745bc90825f9cb5293c161"
},
"children": [
{
"id": "1359",
"routeId": "sa_1f59f35d876e9e8cc0fed23e",
"moleculeId": "sa_bd1344463c7001b841e25297",
"parentId": "1358",
"isLeaf": false,
"molecule": {
"id": "sa_bd1344463c7001b841e25297",
"inchikey": "FQHWOJRENRWTBY-UHFFFAOYSA-N",
"smiles": "Cn1cnc2c(Nc3ccc(C(F)(F)F)cc3)nc(NN)nc21"
},
"smiles": "Cn1cnc2c(Nc3ccc(C(F)(F)F)cc3)nc(NN)nc21",
"reactionStepId": "sa_1d20f9bb08ed26dd3c5ac91b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109704A1;0323;1361925\",\"rsmi\":\"Cl[c:19]1[n:18][c:6]([NH:7][c:8]2[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]2)[c:5]2[n:4][cH:3][n:2]([CH3:1])[c:23]2[n:22]1.[NH2:20][NH2:21]>O>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]([NH:7][c:8]3[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]3)[n:18][c:19]([NH:20][NH2:21])[n:22][c:23]12\"},\"mapped_reaction_smiles\":\"Cl[c:19]1[n:18][c:6]([NH:7][c:8]2[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]2)[c:5]2[n:4][cH:3][n:2]([CH3:1])[c:23]2[n:22]1.[NH2:20][NH2:21]>O>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]([NH:7][c:8]3[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]3)[n:18][c:19]([NH:20][NH2:21])[n:22][c:23]12\"}",
"reactionStep": {
"id": "sa_1d20f9bb08ed26dd3c5ac91b",
"reactionHash": "56ec7aa1dbaddf3b014fa724eaff2459318ad8e1acbaca8ed46f1eb70b8941f4"
},
"children": [
{
"id": "1360",
"routeId": "sa_1f59f35d876e9e8cc0fed23e",
"moleculeId": "sa_eaa31a7cd50ab29b0a48bfcf",
"parentId": "1359",
"isLeaf": false,
"molecule": {
"id": "sa_eaa31a7cd50ab29b0a48bfcf",
"inchikey": "KSKVSNXOSGSVBL-UHFFFAOYSA-N",
"smiles": "Cn1cnc2c(Nc3ccc(C(F)(F)F)cc3)nc(Cl)nc21"
},
"smiles": "Cn1cnc2c(Nc3ccc(C(F)(F)F)cc3)nc(Cl)nc21",
"reactionStepId": "sa_26a466381e0180d5f9cf54bb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109704A1;0260;1361900\",\"rsmi\":\"Cl[c:6]1[c:5]2[n:4][cH:3][n:2]([CH3:1])[c:22]2[n:21][c:19]([Cl:20])[n:18]1.O=C[NH:7][c:8]1[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]1>>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]([NH:7][c:8]3[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]3)[n:18][c:19]([Cl:20])[n:21][c:22]12\"},\"mapped_reaction_smiles\":\"Cl[c:6]1[c:5]2[n:4][cH:3][n:2]([CH3:1])[c:22]2[n:21][c:19]([Cl:20])[n:18]1.O=C[NH:7][c:8]1[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]1>>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]([NH:7][c:8]3[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]3)[n:18][c:19]([Cl:20])[n:21][c:22]12\"}",
"reactionStep": {
"id": "sa_26a466381e0180d5f9cf54bb",
"reactionHash": "1970c0b4baf3d909aee3e2ac391cc6442d4eba54739817e294c538ba19bba5ba"
},
"children": [
{
"id": "1361",
"routeId": "sa_1f59f35d876e9e8cc0fed23e",
"moleculeId": "sa_7b474cd275daf23bfa260e38",
"parentId": "1360",
"isLeaf": false,
"molecule": {
"id": "sa_7b474cd275daf23bfa260e38",
"inchikey": "HWMJNDVUIMQFEW-UHFFFAOYSA-N",
"smiles": "Cn1cnc2c(Cl)nc(Cl)nc21"
},
"smiles": "Cn1cnc2c(Cl)nc(Cl)nc21",
"reactionStepId": "sa_5ddcc6c4e8270e5e91aeda25",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109704A1;0212;1361881\",\"rsmi\":\"I[CH3:1].[nH:2]1[cH:3][n:4][c:5]2[n:11][c:9]([Cl:10])[n:8][c:6]([Cl:7])[c:12]12>C1CCOC1.O.[HH].[Na+]>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]([Cl:7])[n:8][c:9]([Cl:10])[n:11][c:12]12\"},\"mapped_reaction_smiles\":\"I[CH3:1].[nH:2]1[cH:3][n:4][c:5]2[n:11][c:9]([Cl:10])[n:8][c:6]([Cl:7])[c:12]12>C1CCOC1.O.[HH].[Na+]>[CH3:1][n:2]1[cH:3][n:4][c:5]2[c:6]([Cl:7])[n:8][c:9]([Cl:10])[n:11][c:12]12\"}",
"reactionStep": {
"id": "sa_5ddcc6c4e8270e5e91aeda25",
"reactionHash": "3a482fe7a66737700bf9bdb7c5e5e7d2c4296640d641f512dddb0d53f669cc58"
},
"children": [
{
"id": "1362",
"routeId": "sa_1f59f35d876e9e8cc0fed23e",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "1361",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1363",
"routeId": "sa_1f59f35d876e9e8cc0fed23e",
"moleculeId": "sa_e1d68081d0a09a8011fac26b",
"parentId": "1361",
"isLeaf": true,
"molecule": {
"id": "sa_e1d68081d0a09a8011fac26b",
"inchikey": "RMFWVOLULURGJI-UHFFFAOYSA-N",
"smiles": "Clc1nc2ncnc-2c(Cl)[nH]1"
},
"smiles": "Clc1nc(Cl)c2[nH]cnc2n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1364",
"routeId": "sa_1f59f35d876e9e8cc0fed23e",
"moleculeId": "sa_4f0f0032e7a3f764c83973f3",
"parentId": "1360",
"isLeaf": false,
"molecule": {
"id": "sa_4f0f0032e7a3f764c83973f3",
"inchikey": "VBKNPSYHKKJAFB-UHFFFAOYSA-N",
"smiles": "O=CNc1ccc(C(F)(F)F)cc1"
},
"smiles": "O=CNc1ccc(C(F)(F)F)cc1",
"reactionStepId": "sa_52fb3e2c2e6e0aef379a97c2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130109704A1;0228;1361885\",\"rsmi\":\"O[CH:2]=[O:1].[NH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1>>[O:1]=[CH:2][NH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"O[CH:2]=[O:1].[NH2:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1>>[O:1]=[CH:2][NH:3][c:4]1[cH:5][cH:6][c:7]([C:8]([F:9])([F:10])[F:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_52fb3e2c2e6e0aef379a97c2",
"reactionHash": "f8e678649b86c062a98269cf23c723ff674c6df6e3ec812fb1e1b134bc8cce8e"
},
"children": [
{
"id": "1365",
"routeId": "sa_1f59f35d876e9e8cc0fed23e",
"moleculeId": "sa_3bff5ea8042027b95a7e61c6",
"parentId": "1364",
"isLeaf": true,
"molecule": {
"id": "sa_3bff5ea8042027b95a7e61c6",
"inchikey": "BDAGIHXWWSANSR-UHFFFAOYSA-N",
"smiles": "O=CO"
},
"smiles": "O=CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1366",
"routeId": "sa_1f59f35d876e9e8cc0fed23e",
"moleculeId": "sa_400e4b0e4082c2d6452cdc3f",
"parentId": "1364",
"isLeaf": true,
"molecule": {
"id": "sa_400e4b0e4082c2d6452cdc3f",
"inchikey": "ODGIMMLDVSWADK-UHFFFAOYSA-N",
"smiles": "Nc1ccc(C(F)(F)F)cc1"
},
"smiles": "Nc1ccc(C(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "1367",
"routeId": "sa_1f59f35d876e9e8cc0fed23e",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "1359",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1368",
"routeId": "sa_1f59f35d876e9e8cc0fed23e",
"moleculeId": "sa_c916231dbcddaeebcd145de4",
"parentId": "1358",
"isLeaf": true,
"molecule": {
"id": "sa_c916231dbcddaeebcd145de4",
"inchikey": "YRKCREAYFQTBPV-UHFFFAOYSA-N",
"smiles": "CC(=O)CC(C)=O"
},
"smiles": "CC(=O)CC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}