Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(C(=O)NCc2cccc(O[Si](C)(C)C(C)(C)C)c2)cc(Cl)c1O
InChiKey
XQQBELJGSUPMQV-UHFFFAOYSA-N
Route Signature
37ed9b6a53f4b26a6eca768e9e3c4b530bff59a67d434f7b7d13a873b896ec45
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_a3da69ab2cbc85643e574302",
"signature": "37ed9b6a53f4b26a6eca768e9e3c4b530bff59a67d434f7b7d13a873b896ec45",
"contentHash": "44485cb3c07694c738bde06301727a0cfbdc5b4b939e93b95ba8e78021ce9e41",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_6ba99ad1c929ed87c6dfad7f",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-02035",
"moleculeId": "sa_e44616a1d196dfbbf22355ae",
"smiles": "Cc1cc(C(=O)NCc2cccc(O[Si](C)(C)C(C)(C)C)c2)cc(Cl)c1O",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_e44616a1d196dfbbf22355ae",
"inchikey": "XQQBELJGSUPMQV-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)NCc2cccc(O[Si](C)(C)C(C)(C)C)c2)cc(Cl)c1O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "1663",
"routeId": "sa_a3da69ab2cbc85643e574302",
"moleculeId": "sa_e44616a1d196dfbbf22355ae",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e44616a1d196dfbbf22355ae",
"inchikey": "XQQBELJGSUPMQV-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)NCc2cccc(O[Si](C)(C)C(C)(C)C)c2)cc(Cl)c1O"
},
"smiles": "Cc1cc(C(=O)NCc2cccc(O[Si](C)(C)C(C)(C)C)c2)cc(Cl)c1O",
"reactionStepId": "sa_12c8772e8afab6d05feaadd6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040006236A1;0741;124219\",\"rsmi\":\"O[C:5]([c:4]1[cH:3][c:2]([CH3:1])[c:26]([OH:27])[c:24]([Cl:25])[cH:23]1)=[O:6].[NH2:7][CH2:8][c:9]1[cH:10][c:11]([O:12][Si:13]([CH3:14])([CH3:15])[C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21][cH:22]1>CCN(C(C)C)C(C)C.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.ClCCl.F[PH](F)(F)(F)(F)F>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[NH:7][CH2:8][c:9]2[cH:10][c:11]([O:12][Si:13]([CH3:14])([CH3:15])[C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21][cH:22]2)[cH:23][c:24]([Cl:25])[c:26]1[OH:27]\"},\"mapped_reaction_smiles\":\"O[C:5]([c:4]1[cH:3][c:2]([CH3:1])[c:26]([OH:27])[c:24]([Cl:25])[cH:23]1)=[O:6].[NH2:7][CH2:8][c:9]1[cH:10][c:11]([O:12][Si:13]([CH3:14])([CH3:15])[C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21][cH:22]1>CCN(C(C)C)C(C)C.CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.ClCCl.F[PH](F)(F)(F)(F)F>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[NH:7][CH2:8][c:9]2[cH:10][c:11]([O:12][Si:13]([CH3:14])([CH3:15])[C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21][cH:22]2)[cH:23][c:24]([Cl:25])[c:26]1[OH:27]\"}",
"reactionStep": {
"id": "sa_12c8772e8afab6d05feaadd6",
"reactionHash": "965a5ec3964b225e8c833ae85a342e8229af62bc45ee3324e200b66127726c04"
},
"children": [
{
"id": "1664",
"routeId": "sa_a3da69ab2cbc85643e574302",
"moleculeId": "sa_e7c13292b9826edea144c534",
"parentId": "1663",
"isLeaf": false,
"molecule": {
"id": "sa_e7c13292b9826edea144c534",
"inchikey": "GMWGOKDYTQHLRL-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Oc1cccc(CN)c1"
},
"smiles": "CC(C)(C)[Si](C)(C)Oc1cccc(CN)c1",
"reactionStepId": "sa_2ef5e80d7f2c043cffbdc3c8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040006236A1;0652;124196\",\"rsmi\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[cH:10][cH:11][cH:12][c:13]([C:14]#[N:15])[cH:16]1>CO.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[cH:10][cH:11][cH:12][c:13]([CH2:14][NH2:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[cH:10][cH:11][cH:12][c:13]([C:14]#[N:15])[cH:16]1>CO.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[cH:10][cH:11][cH:12][c:13]([CH2:14][NH2:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_2ef5e80d7f2c043cffbdc3c8",
"reactionHash": "b77b932533c43f1a764101dc41332d67ec9f4f9a3b6536af2b43775ccea2c63f"
},
"children": [
{
"id": "1665",
"routeId": "sa_a3da69ab2cbc85643e574302",
"moleculeId": "sa_59aea3574757fd0d2214ef6c",
"parentId": "1664",
"isLeaf": false,
"molecule": {
"id": "sa_59aea3574757fd0d2214ef6c",
"inchikey": "NFYVSBBZWOIZDU-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Oc1cccc(C#N)c1"
},
"smiles": "CC(C)(C)[Si](C)(C)Oc1cccc(C#N)c1",
"reactionStepId": "sa_d8b62e8ecaddcf18403c2dcc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040006236A1;0650;124195\",\"rsmi\":\"Cl[Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7].[OH:8][c:9]1[cH:10][cH:11][cH:12][c:13]([C:14]#[N:15])[cH:16]1>CN(C)C=O.c1c[nH]cn1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[cH:10][cH:11][cH:12][c:13]([C:14]#[N:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"Cl[Si:5]([C:2]([CH3:1])([CH3:3])[CH3:4])([CH3:6])[CH3:7].[OH:8][c:9]1[cH:10][cH:11][cH:12][c:13]([C:14]#[N:15])[cH:16]1>CN(C)C=O.c1c[nH]cn1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[cH:10][cH:11][cH:12][c:13]([C:14]#[N:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_d8b62e8ecaddcf18403c2dcc",
"reactionHash": "22920c7e6ed17be2414f69b03f3950a27c0b89b1a9fcb59b205b99ebbb2be0ff"
},
"children": [
{
"id": "1666",
"routeId": "sa_a3da69ab2cbc85643e574302",
"moleculeId": "sa_1785e67b778eb91f7e04c15a",
"parentId": "1665",
"isLeaf": true,
"molecule": {
"id": "sa_1785e67b778eb91f7e04c15a",
"inchikey": "BCNZYOJHNLTNEZ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Cl"
},
"smiles": "CC(C)(C)[Si](C)(C)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1667",
"routeId": "sa_a3da69ab2cbc85643e574302",
"moleculeId": "sa_8bc67f8a5371797967eabde2",
"parentId": "1665",
"isLeaf": true,
"molecule": {
"id": "sa_8bc67f8a5371797967eabde2",
"inchikey": "SGHBRHKBCLLVCI-UHFFFAOYSA-N",
"smiles": "N#Cc1cccc(O)c1"
},
"smiles": "N#Cc1cccc(O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "1668",
"routeId": "sa_a3da69ab2cbc85643e574302",
"moleculeId": "sa_323d04e9c4d8051081d6034b",
"parentId": "1663",
"isLeaf": false,
"molecule": {
"id": "sa_323d04e9c4d8051081d6034b",
"inchikey": "VNYDGBJJSKBZKW-UHFFFAOYSA-N",
"smiles": "Cc1cc(C(=O)O)cc(Cl)c1O"
},
"smiles": "Cc1cc(C(=O)O)cc(Cl)c1O",
"reactionStepId": "sa_9be4f9b93c4d7b505c4a420d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040006236A1;0739;124218\",\"rsmi\":\"CC(C)(C)[OH:7].[CH3:1][c:2]1[cH:3][c:4]([CH:5]=[O:6])[cH:8][c:9]([Cl:10])[c:11]1[OH:12]>NS(=O)(=O)O.O.[Na+].[O-][Cl+]O>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[OH:7])[cH:8][c:9]([Cl:10])[c:11]1[OH:12]\"},\"mapped_reaction_smiles\":\"CC(C)(C)[OH:7].[CH3:1][c:2]1[cH:3][c:4]([CH:5]=[O:6])[cH:8][c:9]([Cl:10])[c:11]1[OH:12]>NS(=O)(=O)O.O.[Na+].[O-][Cl+]O>[CH3:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[OH:7])[cH:8][c:9]([Cl:10])[c:11]1[OH:12]\"}",
"reactionStep": {
"id": "sa_9be4f9b93c4d7b505c4a420d",
"reactionHash": "ae440f690266a10a25d7f2da495c15541975f2b4cbf327f2f180f06c27c87770"
},
"children": [
{
"id": "1669",
"routeId": "sa_a3da69ab2cbc85643e574302",
"moleculeId": "sa_339f109b29d21e95632a74f6",
"parentId": "1668",
"isLeaf": true,
"molecule": {
"id": "sa_339f109b29d21e95632a74f6",
"inchikey": "DKGAVHZHDRPRBM-UHFFFAOYSA-N",
"smiles": "CC(C)(C)O"
},
"smiles": "CC(C)(C)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1670",
"routeId": "sa_a3da69ab2cbc85643e574302",
"moleculeId": "sa_562c684cc9a0a30266aef4d2",
"parentId": "1668",
"isLeaf": false,
"molecule": {
"id": "sa_562c684cc9a0a30266aef4d2",
"inchikey": "UFWGXFOKGNJAOS-UHFFFAOYSA-N",
"smiles": "Cc1cc(C=O)cc(Cl)c1O"
},
"smiles": "Cc1cc(C=O)cc(Cl)c1O",
"reactionStepId": "sa_06f7b29f3c057369d4a1f4eb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20040006236A1;0737;124217\",\"rsmi\":\"O[C:5](C(F)(F)F)=[O:6].[CH3:1][c:2]1[cH:3][cH:4][cH:7][c:8]([Cl:9])[c:10]1[OH:11]>C1N2CN3CN1CN(C2)C3>[CH3:1][c:2]1[cH:3][c:4]([CH:5]=[O:6])[cH:7][c:8]([Cl:9])[c:10]1[OH:11]\"},\"mapped_reaction_smiles\":\"O[C:5](C(F)(F)F)=[O:6].[CH3:1][c:2]1[cH:3][cH:4][cH:7][c:8]([Cl:9])[c:10]1[OH:11]>C1N2CN3CN1CN(C2)C3>[CH3:1][c:2]1[cH:3][c:4]([CH:5]=[O:6])[cH:7][c:8]([Cl:9])[c:10]1[OH:11]\"}",
"reactionStep": {
"id": "sa_06f7b29f3c057369d4a1f4eb",
"reactionHash": "48a4975d5c24f627a037fe99f93eee78da3d6bb25114136b4b168ba843baaefc"
},
"children": [
{
"id": "1671",
"routeId": "sa_a3da69ab2cbc85643e574302",
"moleculeId": "sa_9ee2874235e55f5108d172bc",
"parentId": "1670",
"isLeaf": true,
"molecule": {
"id": "sa_9ee2874235e55f5108d172bc",
"inchikey": "DTQVDTLACAAQTR-UHFFFAOYSA-N",
"smiles": "O=C(O)C(F)(F)F"
},
"smiles": "O=C(O)C(F)(F)F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1672",
"routeId": "sa_a3da69ab2cbc85643e574302",
"moleculeId": "sa_0f0893843882d5bc8aad2b79",
"parentId": "1670",
"isLeaf": true,
"molecule": {
"id": "sa_0f0893843882d5bc8aad2b79",
"inchikey": "YPNZJHFXFVLXSE-UHFFFAOYSA-N",
"smiles": "Cc1cccc(Cl)c1O"
},
"smiles": "Cc1cccc(Cl)c1O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}