Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)C(=Cc1cc(OC)cc(OC)c1)c1ccc(Oc2ccc(CBr)cc2)cc1
InChiKey
WQMWNOCCXSPGBT-UHFFFAOYSA-N
Route Signature
75ed5e6405c512ed3033d5539343d79e14edab8e13e8a2f5b1c12c6321fe6028
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_6ff93d1355f3a3b59c91c48b",
"signature": "75ed5e6405c512ed3033d5539343d79e14edab8e13e8a2f5b1c12c6321fe6028",
"contentHash": "93aaf2045c15b4108d6ed07d49714241b55657d9edd081d13b8164d1f28856da",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_1f2324ef448a8b7b07c88924",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-02117",
"moleculeId": "sa_49b5bda9578e12b7da5e296f",
"smiles": "COC(=O)C(=Cc1cc(OC)cc(OC)c1)c1ccc(Oc2ccc(CBr)cc2)cc1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_49b5bda9578e12b7da5e296f",
"inchikey": "WQMWNOCCXSPGBT-UHFFFAOYSA-N",
"smiles": "COC(=O)C(=Cc1cc(OC)cc(OC)c1)c1ccc(Oc2ccc(CBr)cc2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14649",
"routeId": "sa_6ff93d1355f3a3b59c91c48b",
"moleculeId": "sa_49b5bda9578e12b7da5e296f",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_49b5bda9578e12b7da5e296f",
"inchikey": "WQMWNOCCXSPGBT-UHFFFAOYSA-N",
"smiles": "COC(=O)C(=Cc1cc(OC)cc(OC)c1)c1ccc(Oc2ccc(CBr)cc2)cc1"
},
"smiles": "COC(=O)C(=Cc1cc(OC)cc(OC)c1)c1ccc(Oc2ccc(CBr)cc2)cc1",
"reactionStepId": "sa_059bae6a2921ebc6f8cf0888",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080293949A1;0100;638734\",\"rsmi\":\"BrP(Br)[Br:27].O[CH2:26][c:25]1[cH:24][cH:23][c:22]([O:21][c:20]2[cH:19][cH:18][c:17]([C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:6][c:7]3[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]3)[cH:31][cH:30]2)[cH:29][cH:28]1>ClCCl>[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([O:21][c:22]2[cH:23][cH:24][c:25]([CH2:26][Br:27])[cH:28][cH:29]2)[cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"BrP(Br)[Br:27].O[CH2:26][c:25]1[cH:24][cH:23][c:22]([O:21][c:20]2[cH:19][cH:18][c:17]([C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:6][c:7]3[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]3)[cH:31][cH:30]2)[cH:29][cH:28]1>ClCCl>[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([O:21][c:22]2[cH:23][cH:24][c:25]([CH2:26][Br:27])[cH:28][cH:29]2)[cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_059bae6a2921ebc6f8cf0888",
"reactionHash": "328e56e8c0fc77e676bc6e9888c887104b7abce0fa21255995232e0b45ad0f3b"
},
"children": [
{
"id": "14650",
"routeId": "sa_6ff93d1355f3a3b59c91c48b",
"moleculeId": "sa_74491c0be059325a0d8acf7c",
"parentId": "14649",
"isLeaf": false,
"molecule": {
"id": "sa_74491c0be059325a0d8acf7c",
"inchikey": "BUHGHAVLMFUPIZ-UHFFFAOYSA-N",
"smiles": "COC(=O)C(=Cc1cc(OC)cc(OC)c1)c1ccc(Oc2ccc(CO)cc2)cc1"
},
"smiles": "COC(=O)C(=Cc1cc(OC)cc(OC)c1)c1ccc(Oc2ccc(CO)cc2)cc1",
"reactionStepId": "sa_e46930e9ce150684cd0b5e99",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080293949A1;0099;638733\",\"rsmi\":\"[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([O:21][c:22]2[cH:23][cH:24][c:25]([CH:26]=[O:27])[cH:28][cH:29]2)[cH:30][cH:31]1>CCO.B.[Na+]>[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([O:21][c:22]2[cH:23][cH:24][c:25]([CH2:26][OH:27])[cH:28][cH:29]2)[cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([O:21][c:22]2[cH:23][cH:24][c:25]([CH:26]=[O:27])[cH:28][cH:29]2)[cH:30][cH:31]1>CCO.B.[Na+]>[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([O:21][c:22]2[cH:23][cH:24][c:25]([CH2:26][OH:27])[cH:28][cH:29]2)[cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_e46930e9ce150684cd0b5e99",
"reactionHash": "f7b420dd657580da098ea473f12e5ad76b2ded9b3d1c5db7c7bbec905bb5adad"
},
"children": [
{
"id": "14651",
"routeId": "sa_6ff93d1355f3a3b59c91c48b",
"moleculeId": "sa_f3e25123aa0f399fc98b4718",
"parentId": "14650",
"isLeaf": false,
"molecule": {
"id": "sa_f3e25123aa0f399fc98b4718",
"inchikey": "LABIBXSBNOZRJG-UHFFFAOYSA-N",
"smiles": "COC(=O)C(=Cc1cc(OC)cc(OC)c1)c1ccc(Oc2ccc(C=O)cc2)cc1"
},
"smiles": "COC(=O)C(=Cc1cc(OC)cc(OC)c1)c1ccc(Oc2ccc(C=O)cc2)cc1",
"reactionStepId": "sa_eebe3b73b1d439a48d8bc1b2",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080293949A1;0094;638729\",\"rsmi\":\"F[c:22]1[cH:23][cH:24][c:25]([CH:26]=[O:27])[cH:28][cH:29]1.[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([OH:21])[cH:30][cH:31]1>CCOC(C)=O.CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([O:21][c:22]2[cH:23][cH:24][c:25]([CH:26]=[O:27])[cH:28][cH:29]2)[cH:30][cH:31]1\"},\"mapped_reaction_smiles\":\"F[c:22]1[cH:23][cH:24][c:25]([CH:26]=[O:27])[cH:28][cH:29]1.[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([OH:21])[cH:30][cH:31]1>CCOC(C)=O.CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([O:21][c:22]2[cH:23][cH:24][c:25]([CH:26]=[O:27])[cH:28][cH:29]2)[cH:30][cH:31]1\"}",
"reactionStep": {
"id": "sa_eebe3b73b1d439a48d8bc1b2",
"reactionHash": "5cc58fb1bd54003cccc50379b2ecd4ab40a837214df4facd60e6cebfbb91d2dd"
},
"children": [
{
"id": "14652",
"routeId": "sa_6ff93d1355f3a3b59c91c48b",
"moleculeId": "sa_ff2af54a1220f9e0b30ce643",
"parentId": "14651",
"isLeaf": false,
"molecule": {
"id": "sa_ff2af54a1220f9e0b30ce643",
"inchikey": "ORLWDFQMHQUCRE-UHFFFAOYSA-N",
"smiles": "COC(=O)C(=Cc1cc(OC)cc(OC)c1)c1ccc(O)cc1"
},
"smiles": "COC(=O)C(=Cc1cc(OC)cc(OC)c1)c1ccc(O)cc1",
"reactionStepId": "sa_eb1dce884924b3d8a74be081",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080293949A1;0093;638728\",\"rsmi\":\"O[CH3:1].[OH:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([OH:21])[cH:22][cH:23]1>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([OH:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O[CH3:1].[OH:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([OH:21])[cH:22][cH:23]1>O=S(=O)(O)O>[CH3:1][O:2][C:3](=[O:4])[C:5](=[CH:6][c:7]1[cH:8][c:9]([O:10][CH3:11])[cH:12][c:13]([O:14][CH3:15])[cH:16]1)[c:17]1[cH:18][cH:19][c:20]([OH:21])[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_eb1dce884924b3d8a74be081",
"reactionHash": "e199c77038c3835968028807494f8c51ff37475039ed28e6eef1a012b6948653"
},
"children": [
{
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"routeId": "sa_6ff93d1355f3a3b59c91c48b",
"moleculeId": "sa_8578915d658f17f67e2fa51f",
"parentId": "14652",
"isLeaf": false,
"molecule": {
"id": "sa_8578915d658f17f67e2fa51f",
"inchikey": "DSGPFIMSCCULRH-UHFFFAOYSA-N",
"smiles": "COc1cc(C=C(C(=O)O)c2ccc(O)cc2)cc(OC)c1"
},
"smiles": "COc1cc(C=C(C(=O)O)c2ccc(O)cc2)cc(OC)c1",
"reactionStepId": "sa_a6ec098a603e0d293457b6fb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080293949A1;0092;638727\",\"rsmi\":\"O=[CH:6][c:5]1[cH:4][c:3]([O:2][CH3:1])[cH:22][c:19]([O:20][CH3:21])[cH:18]1.[CH2:7]([C:8](=[O:9])[OH:10])[c:11]1[cH:12][cH:13][c:14]([OH:15])[cH:16][cH:17]1>CC(=O)OC(C)=O.CCN(CC)CC.Cl>[CH3:1][O:2][c:3]1[cH:4][c:5]([CH:6]=[C:7]([C:8](=[O:9])[OH:10])[c:11]2[cH:12][cH:13][c:14]([OH:15])[cH:16][cH:17]2)[cH:18][c:19]([O:20][CH3:21])[cH:22]1\"},\"mapped_reaction_smiles\":\"O=[CH:6][c:5]1[cH:4][c:3]([O:2][CH3:1])[cH:22][c:19]([O:20][CH3:21])[cH:18]1.[CH2:7]([C:8](=[O:9])[OH:10])[c:11]1[cH:12][cH:13][c:14]([OH:15])[cH:16][cH:17]1>CC(=O)OC(C)=O.CCN(CC)CC.Cl>[CH3:1][O:2][c:3]1[cH:4][c:5]([CH:6]=[C:7]([C:8](=[O:9])[OH:10])[c:11]2[cH:12][cH:13][c:14]([OH:15])[cH:16][cH:17]2)[cH:18][c:19]([O:20][CH3:21])[cH:22]1\"}",
"reactionStep": {
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"reactionHash": "d472b40aa32246f7eef49bb448b9dbe0138dd741525ba08b14b500cff77380fb"
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"children": [
{
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"routeId": "sa_6ff93d1355f3a3b59c91c48b",
"moleculeId": "sa_64a777645a6676d5de77bc33",
"parentId": "14653",
"isLeaf": true,
"molecule": {
"id": "sa_64a777645a6676d5de77bc33",
"inchikey": "VFZRZRDOXPRTSC-UHFFFAOYSA-N",
"smiles": "COc1cc(C=O)cc(OC)c1"
},
"smiles": "COc1cc(C=O)cc(OC)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "14655",
"routeId": "sa_6ff93d1355f3a3b59c91c48b",
"moleculeId": "sa_3b02a00ea841e3e2c783209c",
"parentId": "14653",
"isLeaf": true,
"molecule": {
"id": "sa_3b02a00ea841e3e2c783209c",
"inchikey": "XQXPVVBIMDBYFF-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1ccc(O)cc1"
},
"smiles": "O=C(O)Cc1ccc(O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
},
{
"id": "14656",
"routeId": "sa_6ff93d1355f3a3b59c91c48b",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "14652",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
},
{
"id": "14657",
"routeId": "sa_6ff93d1355f3a3b59c91c48b",
"moleculeId": "sa_a61635e67688d155235136cf",
"parentId": "14651",
"isLeaf": true,
"molecule": {
"id": "sa_a61635e67688d155235136cf",
"inchikey": "UOQXIWFBQSVDPP-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(F)cc1"
},
"smiles": "O=Cc1ccc(F)cc1",
"reactionStepId": null,
"template": null,
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}
]
}
]
},
{
"id": "14658",
"routeId": "sa_6ff93d1355f3a3b59c91c48b",
"moleculeId": "sa_dffdccbce5a44ffb8b04e1d2",
"parentId": "14649",
"isLeaf": true,
"molecule": {
"id": "sa_dffdccbce5a44ffb8b04e1d2",
"inchikey": "IPNPIHIZVLFAFP-UHFFFAOYSA-N",
"smiles": "BrP(Br)Br"
},
"smiles": "BrP(Br)Br",
"reactionStepId": null,
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"metadata": null,
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"children": []
}
]
}
}