Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[Si](C)(C)CCOCn1cnc2cc(-c3nc(CS(C)(=O)=O)cc(N4CCOCC4)n3)ccc21
InChiKey
FHINJXDGRBRLDQ-UHFFFAOYSA-N
Route Signature
d9906b49a791eda6ef3fe8f7b660d644c211b5e97971c22d7d90b08805e51b01
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_0818086d1947da5312941715",
"signature": "d9906b49a791eda6ef3fe8f7b660d644c211b5e97971c22d7d90b08805e51b01",
"contentHash": "144300df5641cf319fd0724c8928662dcbe9d02ccb3b6a0725d0c91c6d5426bb",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_02a548647959d4cc5b946a11",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-04499",
"moleculeId": "sa_d56b2a0ea1f108969f3962ab",
"smiles": "C[Si](C)(C)CCOCn1cnc2cc(-c3nc(CS(C)(=O)=O)cc(N4CCOCC4)n3)ccc21",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_d56b2a0ea1f108969f3962ab",
"inchikey": "FHINJXDGRBRLDQ-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCn1cnc2cc(-c3nc(CS(C)(=O)=O)cc(N4CCOCC4)n3)ccc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "2633",
"routeId": "sa_0818086d1947da5312941715",
"moleculeId": "sa_d56b2a0ea1f108969f3962ab",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_d56b2a0ea1f108969f3962ab",
"inchikey": "FHINJXDGRBRLDQ-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCn1cnc2cc(-c3nc(CS(C)(=O)=O)cc(N4CCOCC4)n3)ccc21"
},
"smiles": "C[Si](C)(C)CCOCn1cnc2cc(-c3nc(CS(C)(=O)=O)cc(N4CCOCC4)n3)ccc21",
"reactionStepId": "sa_04273704dec9fbc7dbe47f66",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110034454A1;0850;1011420\",\"rsmi\":\"CC1(C)OB([c:16]2[cH:15][cH:14][c:13]3[n:9]([CH2:8][O:7][CH2:6][CH2:5][Si:2]([CH3:1])([CH3:3])[CH3:4])[cH:10][n:11][c:12]3[cH:34]2)OC1(C)C.Cl[c:17]1[n:18][c:19]([N:20]2[CH2:21][CH2:22][O:23][CH2:24][CH2:25]2)[cH:26][c:27]([CH2:28][S:29]([CH3:30])(=[O:31])=[O:32])[n:33]1>CCO.CN(C)C=O.COCCOC.O.O=C(O)O.[Na+].[Na+]>[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][n:9]1[cH:10][n:11][c:12]2[c:13]1[cH:14][cH:15][c:16](-[c:17]1[n:18][c:19]([N:20]3[CH2:21][CH2:22][O:23][CH2:24][CH2:25]3)[cH:26][c:27]([CH2:28][S:29]([CH3:30])(=[O:31])=[O:32])[n:33]1)[cH:34]2\"},\"mapped_reaction_smiles\":\"CC1(C)OB([c:16]2[cH:15][cH:14][c:13]3[n:9]([CH2:8][O:7][CH2:6][CH2:5][Si:2]([CH3:1])([CH3:3])[CH3:4])[cH:10][n:11][c:12]3[cH:34]2)OC1(C)C.Cl[c:17]1[n:18][c:19]([N:20]2[CH2:21][CH2:22][O:23][CH2:24][CH2:25]2)[cH:26][c:27]([CH2:28][S:29]([CH3:30])(=[O:31])=[O:32])[n:33]1>CCO.CN(C)C=O.COCCOC.O.O=C(O)O.[Na+].[Na+]>[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][n:9]1[cH:10][n:11][c:12]2[c:13]1[cH:14][cH:15][c:16](-[c:17]1[n:18][c:19]([N:20]3[CH2:21][CH2:22][O:23][CH2:24][CH2:25]3)[cH:26][c:27]([CH2:28][S:29]([CH3:30])(=[O:31])=[O:32])[n:33]1)[cH:34]2\"}",
"reactionStep": {
"id": "sa_04273704dec9fbc7dbe47f66",
"reactionHash": "36ab4c8ee3ffa336dd21ef767f72ab9f97911c53307b1691b9668ee0edf518fa"
},
"children": [
{
"id": "2634",
"routeId": "sa_0818086d1947da5312941715",
"moleculeId": "sa_56c55699dc812871b725a78a",
"parentId": "2633",
"isLeaf": false,
"molecule": {
"id": "sa_56c55699dc812871b725a78a",
"inchikey": "GUACFAIZFHQZLF-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cc1cc(N2CCOCC2)nc(Cl)n1"
},
"smiles": "CS(=O)(=O)Cc1cc(N2CCOCC2)nc(Cl)n1",
"reactionStepId": "sa_62922fa9ea11c370bb5b86ba",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110034454A1;0723;1011403\",\"rsmi\":\"Cl[c:11]1[n:10][c:8]([Cl:9])[n:7][c:6]([CH2:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:18]1.[NH:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1>CCN(CC)CC.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[n:7][c:8]([Cl:9])[n:10][c:11]([N:12]2[CH2:13][CH2:14][O:15][CH2:16][CH2:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"Cl[c:11]1[n:10][c:8]([Cl:9])[n:7][c:6]([CH2:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:18]1.[NH:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1>CCN(CC)CC.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[CH2:5][c:6]1[n:7][c:8]([Cl:9])[n:10][c:11]([N:12]2[CH2:13][CH2:14][O:15][CH2:16][CH2:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_62922fa9ea11c370bb5b86ba",
"reactionHash": "57fd5aedb25fac3bb756b8495b229468525d79a226b8de0584f0d06d2f73094d"
},
"children": [
{
"id": "2635",
"routeId": "sa_0818086d1947da5312941715",
"moleculeId": "sa_e18d9d7987c5a0385181c8f6",
"parentId": "2634",
"isLeaf": true,
"molecule": {
"id": "sa_e18d9d7987c5a0385181c8f6",
"inchikey": "XWBKVIYQDHDRBZ-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cc1cc(Cl)nc(Cl)n1"
},
"smiles": "CS(=O)(=O)Cc1cc(Cl)nc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2636",
"routeId": "sa_0818086d1947da5312941715",
"moleculeId": "sa_39d71c291f7fdf13918cc969",
"parentId": "2634",
"isLeaf": true,
"molecule": {
"id": "sa_39d71c291f7fdf13918cc969",
"inchikey": "YNAVUWVOSKDBBP-UHFFFAOYSA-N",
"smiles": "C1COCCN1"
},
"smiles": "C1COCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "2637",
"routeId": "sa_0818086d1947da5312941715",
"moleculeId": "sa_136da547ac96f5fb0a6ab2ae",
"parentId": "2633",
"isLeaf": false,
"molecule": {
"id": "sa_136da547ac96f5fb0a6ab2ae",
"inchikey": "KWOYHFAZDBIHTK-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(c2ccc3c(c2)ncn3COCC[Si](C)(C)C)OC1(C)C"
},
"smiles": "CC1(C)OB(c2ccc3c(c2)ncn3COCC[Si](C)(C)C)OC1(C)C",
"reactionStepId": "sa_91dc13a1fd45cedbabcfaedf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110034454A1;0853;1011421\",\"rsmi\":\"Br[c:6]1[cH:7][c:8]2[c:9]([cH:10][cH:11]1)[n:12]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][n:22]2.CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:24]([CH3:25])([CH3:26])[O:23]2)OC1(C)C>C1COCCO1.Cl[Pd]Cl.[Fe+2]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][c:8]3[c:9]([cH:10][cH:11]2)[n:12]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][n:22]3)[O:23][C:24]1([CH3:25])[CH3:26]\"},\"mapped_reaction_smiles\":\"Br[c:6]1[cH:7][c:8]2[c:9]([cH:10][cH:11]1)[n:12]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][n:22]2.CC1(C)OB([B:5]2[O:4][C:2]([CH3:1])([CH3:3])[C:24]([CH3:25])([CH3:26])[O:23]2)OC1(C)C>C1COCCO1.Cl[Pd]Cl.[Fe+2]>[CH3:1][C:2]1([CH3:3])[O:4][B:5]([c:6]2[cH:7][c:8]3[c:9]([cH:10][cH:11]2)[n:12]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:18])([CH3:19])[CH3:20])[cH:21][n:22]3)[O:23][C:24]1([CH3:25])[CH3:26]\"}",
"reactionStep": {
"id": "sa_91dc13a1fd45cedbabcfaedf",
"reactionHash": "99d023abfb22fb9a528da0394fc464bade4eec0005c69120e2e1090c970cfb35"
},
"children": [
{
"id": "2638",
"routeId": "sa_0818086d1947da5312941715",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "2637",
"isLeaf": true,
"molecule": {
"id": "sa_e6c301388ac142801d4af5a2",
"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2639",
"routeId": "sa_0818086d1947da5312941715",
"moleculeId": "sa_004f98f1ad556cd8ea9d3fde",
"parentId": "2637",
"isLeaf": false,
"molecule": {
"id": "sa_004f98f1ad556cd8ea9d3fde",
"inchikey": "WDFWDWJBSNASHK-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCn1cnc2cc(Br)ccc21"
},
"smiles": "C[Si](C)(C)CCOCn1cnc2cc(Br)ccc21",
"reactionStepId": "sa_e31c893bbdfb40a6ae7c7b6b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110034454A1;0856;1011422\",\"rsmi\":\"Cl[CH2:8][O:7][CH2:6][CH2:5][Si:2]([CH3:1])([CH3:3])[CH3:4].[n:9]1[cH:10][nH:11][c:12]2[c:13]1[cH:14][cH:15][c:16]([Br:17])[cH:18]2>CN(C)C=O.[HH].[Na+]>[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][n:9]1[cH:10][n:11][c:12]2[c:13]1[cH:14][cH:15][c:16]([Br:17])[cH:18]2\"},\"mapped_reaction_smiles\":\"Cl[CH2:8][O:7][CH2:6][CH2:5][Si:2]([CH3:1])([CH3:3])[CH3:4].[n:9]1[cH:10][nH:11][c:12]2[c:13]1[cH:14][cH:15][c:16]([Br:17])[cH:18]2>CN(C)C=O.[HH].[Na+]>[CH3:1][Si:2]([CH3:3])([CH3:4])[CH2:5][CH2:6][O:7][CH2:8][n:9]1[cH:10][n:11][c:12]2[c:13]1[cH:14][cH:15][c:16]([Br:17])[cH:18]2\"}",
"reactionStep": {
"id": "sa_e31c893bbdfb40a6ae7c7b6b",
"reactionHash": "ea9708ea28f38f99bd35978ca1dadb7490f1f21cb6019f7da707b5388aeb301e"
},
"children": [
{
"id": "2640",
"routeId": "sa_0818086d1947da5312941715",
"moleculeId": "sa_57270a1e21fabfe8968ff93f",
"parentId": "2639",
"isLeaf": true,
"molecule": {
"id": "sa_57270a1e21fabfe8968ff93f",
"inchikey": "BPXKZEMBEZGUAH-UHFFFAOYSA-N",
"smiles": "C[Si](C)(C)CCOCCl"
},
"smiles": "C[Si](C)(C)CCOCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "2641",
"routeId": "sa_0818086d1947da5312941715",
"moleculeId": "sa_15c4bc85f41ef0cfd3ffd2d4",
"parentId": "2639",
"isLeaf": true,
"molecule": {
"id": "sa_15c4bc85f41ef0cfd3ffd2d4",
"inchikey": "GEDVWGDBMPJNEV-UHFFFAOYSA-N",
"smiles": "Brc1ccc2nc[nH]c2c1"
},
"smiles": "Brc1ccc2nc[nH]c2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}