Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOc1cccc(Nc2cc(N[C@@H]3CCCC[C@@H]3N)nnc2C(N)=O)n1
InChiKey
RBSCODQUYFJQIZ-NWDGAFQWSA-N
Route Signature
1756a40e2193b12cde726c98d209a175130ddd73adfd225f9a4c78e3528010eb
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_04989678c6de3e30e86cbcca",
"signature": "1756a40e2193b12cde726c98d209a175130ddd73adfd225f9a4c78e3528010eb",
"contentHash": "df8d470cda27dc47437383514ce52356e57f2e06e7d35a67547228ac8ca0266c",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_7b5706edfa343fbd3c768ae3",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02583",
"moleculeId": "sa_17b061b120013b4e462d472b",
"smiles": "CCOc1cccc(Nc2cc(N[C@@H]3CCCC[C@@H]3N)nnc2C(N)=O)n1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_17b061b120013b4e462d472b",
"inchikey": "RBSCODQUYFJQIZ-NWDGAFQWSA-N",
"smiles": "CCOc1cccc(Nc2cc(N[C@@H]3CCCC[C@@H]3N)nnc2C(N)=O)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6434",
"routeId": "sa_04989678c6de3e30e86cbcca",
"moleculeId": "sa_17b061b120013b4e462d472b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_17b061b120013b4e462d472b",
"inchikey": "RBSCODQUYFJQIZ-NWDGAFQWSA-N",
"smiles": "CCOc1cccc(Nc2cc(N[C@@H]3CCCC[C@@H]3N)nnc2C(N)=O)n1"
},
"smiles": "CCOc1cccc(Nc2cc(N[C@@H]3CCCC[C@@H]3N)nnc2C(N)=O)n1",
"reactionStepId": "sa_bf9d8078011890853ea915ad",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08901124B2;0410;1545266\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:25][C@@H:24]1[C@H:19]([NH:18][c:17]2[n:16][n:15][c:11]([C:12]([NH2:13])=[O:14])[c:10]([NH:9][c:8]3[cH:7][cH:6][cH:5][c:4]([O:3][CH2:2][CH3:1])[n:27]3)[cH:26]2)[CH2:20][CH2:21][CH2:22][CH2:23]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][O:3][c:4]1[cH:5][cH:6][cH:7][c:8]([NH:9][c:10]2[c:11]([C:12]([NH2:13])=[O:14])[n:15][n:16][c:17]([NH:18][C@@H:19]3[CH2:20][CH2:21][CH2:22][CH2:23][C@@H:24]3[NH2:25])[cH:26]2)[n:27]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:25][C@@H:24]1[C@H:19]([NH:18][c:17]2[n:16][n:15][c:11]([C:12]([NH2:13])=[O:14])[c:10]([NH:9][c:8]3[cH:7][cH:6][cH:5][c:4]([O:3][CH2:2][CH3:1])[n:27]3)[cH:26]2)[CH2:20][CH2:21][CH2:22][CH2:23]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][CH2:2][O:3][c:4]1[cH:5][cH:6][cH:7][c:8]([NH:9][c:10]2[c:11]([C:12]([NH2:13])=[O:14])[n:15][n:16][c:17]([NH:18][C@@H:19]3[CH2:20][CH2:21][CH2:22][CH2:23][C@@H:24]3[NH2:25])[cH:26]2)[n:27]1\"}",
"reactionStep": {
"id": "sa_bf9d8078011890853ea915ad",
"reactionHash": "ee918c20877cd85fefe24ec068c37f484bc6cdff44f2046f2495cf1610412752"
},
"children": [
{
"id": "6435",
"routeId": "sa_04989678c6de3e30e86cbcca",
"moleculeId": "sa_6370688ff3cde21d59ca0428",
"parentId": "6434",
"isLeaf": false,
"molecule": {
"id": "sa_6370688ff3cde21d59ca0428",
"inchikey": "CFOMTRKNPRARDW-CABCVRRESA-N",
"smiles": "CCOc1cccc(Nc2cc(N[C@@H]3CCCC[C@@H]3NC(=O)OC(C)(C)C)nnc2C(N)=O)n1"
},
"smiles": "CCOc1cccc(Nc2cc(N[C@@H]3CCCC[C@@H]3NC(=O)OC(C)(C)C)nnc2C(N)=O)n1",
"reactionStepId": "sa_57e9b950efc331c287fc2d23",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08901124B2;0408;1545265\",\"rsmi\":\"Cl[c:17]1[n:16][n:15][c:11]([C:12]([NH2:13])=[O:14])[c:10]([NH:9][c:8]2[cH:7][cH:6][cH:5][c:4]([O:3][CH2:2][CH3:1])[n:34]2)[cH:33]1.[NH2:18][C@@H:19]1[CH2:20][CH2:21][CH2:22][CH2:23][C@@H:24]1[NH:25][C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32]>CN1CCCC1=O>[CH3:1][CH2:2][O:3][c:4]1[cH:5][cH:6][cH:7][c:8]([NH:9][c:10]2[c:11]([C:12]([NH2:13])=[O:14])[n:15][n:16][c:17]([NH:18][C@@H:19]3[CH2:20][CH2:21][CH2:22][CH2:23][C@@H:24]3[NH:25][C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[cH:33]2)[n:34]1\"},\"mapped_reaction_smiles\":\"Cl[c:17]1[n:16][n:15][c:11]([C:12]([NH2:13])=[O:14])[c:10]([NH:9][c:8]2[cH:7][cH:6][cH:5][c:4]([O:3][CH2:2][CH3:1])[n:34]2)[cH:33]1.[NH2:18][C@@H:19]1[CH2:20][CH2:21][CH2:22][CH2:23][C@@H:24]1[NH:25][C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32]>CN1CCCC1=O>[CH3:1][CH2:2][O:3][c:4]1[cH:5][cH:6][cH:7][c:8]([NH:9][c:10]2[c:11]([C:12]([NH2:13])=[O:14])[n:15][n:16][c:17]([NH:18][C@@H:19]3[CH2:20][CH2:21][CH2:22][CH2:23][C@@H:24]3[NH:25][C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[cH:33]2)[n:34]1\"}",
"reactionStep": {
"id": "sa_57e9b950efc331c287fc2d23",
"reactionHash": "7a63edf8294a2b81cf9f3744244fa1827c653350c76f8fd988ec304a12e072af"
},
"children": [
{
"id": "6436",
"routeId": "sa_04989678c6de3e30e86cbcca",
"moleculeId": "sa_109d74885f56800b43cdc170",
"parentId": "6435",
"isLeaf": true,
"molecule": {
"id": "sa_109d74885f56800b43cdc170",
"inchikey": "AKVIZYGPJIWKOS-BDAKNGLRSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H]1CCCC[C@H]1N"
},
"smiles": "CC(C)(C)OC(=O)N[C@H]1CCCC[C@H]1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6437",
"routeId": "sa_04989678c6de3e30e86cbcca",
"moleculeId": "sa_ebc7ea272c9e7753564c73ca",
"parentId": "6435",
"isLeaf": false,
"molecule": {
"id": "sa_ebc7ea272c9e7753564c73ca",
"inchikey": "OLAVMVUEHSFMDW-UHFFFAOYSA-N",
"smiles": "CCOc1cccc(Nc2cc(Cl)nnc2C(N)=O)n1"
},
"smiles": "CCOc1cccc(Nc2cc(Cl)nnc2C(N)=O)n1",
"reactionStepId": "sa_db4865f0c6eb2d4dfd1ba3b3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08901124B2;0406;1545264\",\"rsmi\":\"CCO[C:12]([c:11]1[c:10]([NH:9][c:8]2[cH:7][cH:6][cH:5][c:4]([O:3][CH2:2][CH3:1])[n:20]2)[cH:19][c:17]([Cl:18])[n:16][n:15]1)=[O:14].[NH3:13]>CO>[CH3:1][CH2:2][O:3][c:4]1[cH:5][cH:6][cH:7][c:8]([NH:9][c:10]2[c:11]([C:12]([NH2:13])=[O:14])[n:15][n:16][c:17]([Cl:18])[cH:19]2)[n:20]1\"},\"mapped_reaction_smiles\":\"CCO[C:12]([c:11]1[c:10]([NH:9][c:8]2[cH:7][cH:6][cH:5][c:4]([O:3][CH2:2][CH3:1])[n:20]2)[cH:19][c:17]([Cl:18])[n:16][n:15]1)=[O:14].[NH3:13]>CO>[CH3:1][CH2:2][O:3][c:4]1[cH:5][cH:6][cH:7][c:8]([NH:9][c:10]2[c:11]([C:12]([NH2:13])=[O:14])[n:15][n:16][c:17]([Cl:18])[cH:19]2)[n:20]1\"}",
"reactionStep": {
"id": "sa_db4865f0c6eb2d4dfd1ba3b3",
"reactionHash": "129dbad6c07c2006fa762c99cbe9c3245f3faa15d4d8523d57c35ff017764ad2"
},
"children": [
{
"id": "6438",
"routeId": "sa_04989678c6de3e30e86cbcca",
"moleculeId": "sa_b85a06c2b6a2eaddbc92853f",
"parentId": "6437",
"isLeaf": false,
"molecule": {
"id": "sa_b85a06c2b6a2eaddbc92853f",
"inchikey": "MBQCUUIHPKBRSI-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1nnc(Cl)cc1Nc1cccc(OCC)n1"
},
"smiles": "CCOC(=O)c1nnc(Cl)cc1Nc1cccc(OCC)n1",
"reactionStepId": "sa_0a3ff4f64eb9b8878c2f9359",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08901124B2;0404;1545263\",\"rsmi\":\"Cl[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[n:22][n:21][c:19]([Cl:20])[cH:18]1.[NH2:8][c:9]1[n:10][c:11]([O:12][CH2:13][CH3:14])[cH:15][cH:16][cH:17]1>CC#N>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][c:9]2[n:10][c:11]([O:12][CH2:13][CH3:14])[cH:15][cH:16][cH:17]2)[cH:18][c:19]([Cl:20])[n:21][n:22]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[n:22][n:21][c:19]([Cl:20])[cH:18]1.[NH2:8][c:9]1[n:10][c:11]([O:12][CH2:13][CH3:14])[cH:15][cH:16][cH:17]1>CC#N>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][c:9]2[n:10][c:11]([O:12][CH2:13][CH3:14])[cH:15][cH:16][cH:17]2)[cH:18][c:19]([Cl:20])[n:21][n:22]1\"}",
"reactionStep": {
"id": "sa_0a3ff4f64eb9b8878c2f9359",
"reactionHash": "36183d7c80aa9931361eefd4597649a0657ddd10f910d4a811516082559a1cab"
},
"children": [
{
"id": "6439",
"routeId": "sa_04989678c6de3e30e86cbcca",
"moleculeId": "sa_0d43968d426c6ef56afe5dd6",
"parentId": "6438",
"isLeaf": true,
"molecule": {
"id": "sa_0d43968d426c6ef56afe5dd6",
"inchikey": "MOWPWJUYSRHMHS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1nnc(Cl)cc1Cl"
},
"smiles": "CCOC(=O)c1nnc(Cl)cc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6440",
"routeId": "sa_04989678c6de3e30e86cbcca",
"moleculeId": "sa_debc98a39729fb72e2640910",
"parentId": "6438",
"isLeaf": false,
"molecule": {
"id": "sa_debc98a39729fb72e2640910",
"inchikey": "VRZIITVWIJSXOA-UHFFFAOYSA-N",
"smiles": "CCOc1cccc(N)n1"
},
"smiles": "CCOc1cccc(N)n1",
"reactionStepId": "sa_5b8b5cc2ca7ad6448a017bc9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08901124B2;0401;1545262\",\"rsmi\":\"Cl[c:4]1[cH:5][cH:6][cH:7][c:8]([NH2:9])[n:10]1.[CH3:1][CH2:2][OH:3]>CCO.[Na+]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][cH:6][cH:7][c:8]([NH2:9])[n:10]1\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[cH:5][cH:6][cH:7][c:8]([NH2:9])[n:10]1.[CH3:1][CH2:2][OH:3]>CCO.[Na+]>[CH3:1][CH2:2][O:3][c:4]1[cH:5][cH:6][cH:7][c:8]([NH2:9])[n:10]1\"}",
"reactionStep": {
"id": "sa_5b8b5cc2ca7ad6448a017bc9",
"reactionHash": "bd83a6e4872f0657623de47f4d41cc2253e5ddf76ff789e11f0ac552a8ab1518"
},
"children": [
{
"id": "6441",
"routeId": "sa_04989678c6de3e30e86cbcca",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "6440",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6442",
"routeId": "sa_04989678c6de3e30e86cbcca",
"moleculeId": "sa_d5af3c4c5747bba2cc4c59a3",
"parentId": "6440",
"isLeaf": true,
"molecule": {
"id": "sa_d5af3c4c5747bba2cc4c59a3",
"inchikey": "OBYJTLDIQBWBHM-UHFFFAOYSA-N",
"smiles": "Nc1cccc(Cl)n1"
},
"smiles": "Nc1cccc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6443",
"routeId": "sa_04989678c6de3e30e86cbcca",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "6437",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}