Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(Cl)C1=NN(c2ccccc2Cl)C(c2ccc(Br)c(F)c2)C1
InChiKey
RGPTVAYDBQMANY-UHFFFAOYSA-N
Route Signature
a20c71a44b3b37f7e95462f1caeb392619b3756db348f218acbecf401a1d4168
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2521f24a86a2078de3ccd08b",
"signature": "a20c71a44b3b37f7e95462f1caeb392619b3756db348f218acbecf401a1d4168",
"contentHash": "940853c2c98423dc35648ee7814684cf9fe55f45797350c6c243d0585eccd983",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_d422b9861f0b9b9abcf0382d",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-01607",
"moleculeId": "sa_098c3b6c94d6175c109d86db",
"smiles": "O=C(Cl)C1=NN(c2ccccc2Cl)C(c2ccc(Br)c(F)c2)C1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_098c3b6c94d6175c109d86db",
"inchikey": "RGPTVAYDBQMANY-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C1=NN(c2ccccc2Cl)C(c2ccc(Br)c(F)c2)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "14455",
"routeId": "sa_2521f24a86a2078de3ccd08b",
"moleculeId": "sa_098c3b6c94d6175c109d86db",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_098c3b6c94d6175c109d86db",
"inchikey": "RGPTVAYDBQMANY-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C1=NN(c2ccccc2Cl)C(c2ccc(Br)c(F)c2)C1"
},
"smiles": "O=C(Cl)C1=NN(c2ccccc2Cl)C(c2ccc(Br)c(F)c2)C1",
"reactionStepId": "sa_a3f6f44783b4c68e005b1c20",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09376420B2;0304;1777563\",\"rsmi\":\"O=S(Cl)[Cl:3].O[C:2](=[O:1])[C:4]1=[N:5][N:6]([c:7]2[c:8]([Cl:9])[cH:10][cH:11][cH:12][cH:13]2)[CH:14]([c:15]2[cH:16][c:17]([F:18])[c:19]([Br:20])[cH:21][cH:22]2)[CH2:23]1>>[O:1]=[C:2]([Cl:3])[C:4]1=[N:5][N:6]([c:7]2[c:8]([Cl:9])[cH:10][cH:11][cH:12][cH:13]2)[CH:14]([c:15]2[cH:16][c:17]([F:18])[c:19]([Br:20])[cH:21][cH:22]2)[CH2:23]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:3].O[C:2](=[O:1])[C:4]1=[N:5][N:6]([c:7]2[c:8]([Cl:9])[cH:10][cH:11][cH:12][cH:13]2)[CH:14]([c:15]2[cH:16][c:17]([F:18])[c:19]([Br:20])[cH:21][cH:22]2)[CH2:23]1>>[O:1]=[C:2]([Cl:3])[C:4]1=[N:5][N:6]([c:7]2[c:8]([Cl:9])[cH:10][cH:11][cH:12][cH:13]2)[CH:14]([c:15]2[cH:16][c:17]([F:18])[c:19]([Br:20])[cH:21][cH:22]2)[CH2:23]1\"}",
"reactionStep": {
"id": "sa_a3f6f44783b4c68e005b1c20",
"reactionHash": "699b7c0e506ce404b0cfcca8d794ac07a2a1095b9b7d93c2c57429114b1582d3"
},
"children": [
{
"id": "14456",
"routeId": "sa_2521f24a86a2078de3ccd08b",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "14455",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14457",
"routeId": "sa_2521f24a86a2078de3ccd08b",
"moleculeId": "sa_994f8705d2062f0da158e5c1",
"parentId": "14455",
"isLeaf": false,
"molecule": {
"id": "sa_994f8705d2062f0da158e5c1",
"inchikey": "KXKVFSDDMBZCIQ-UHFFFAOYSA-N",
"smiles": "O=C(O)C1=NN(c2ccccc2Cl)C(c2ccc(Br)c(F)c2)C1"
},
"smiles": "O=C(O)C1=NN(c2ccccc2Cl)C(c2ccc(Br)c(F)c2)C1",
"reactionStepId": "sa_c6880926ecffa5b298dd101c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09376420B2;0302;1777562\",\"rsmi\":\"C[O:3][C:2](=[O:1])[C:4]1=[N:5][N:6]([c:7]2[c:8]([Cl:9])[cH:10][cH:11][cH:12][cH:13]2)[CH:14]([c:15]2[cH:16][c:17]([F:18])[c:19]([Br:20])[cH:21][cH:22]2)[CH2:23]1>CO.O.[K+].O>[O:1]=[C:2]([OH:3])[C:4]1=[N:5][N:6]([c:7]2[c:8]([Cl:9])[cH:10][cH:11][cH:12][cH:13]2)[CH:14]([c:15]2[cH:16][c:17]([F:18])[c:19]([Br:20])[cH:21][cH:22]2)[CH2:23]1\"},\"mapped_reaction_smiles\":\"C[O:3][C:2](=[O:1])[C:4]1=[N:5][N:6]([c:7]2[c:8]([Cl:9])[cH:10][cH:11][cH:12][cH:13]2)[CH:14]([c:15]2[cH:16][c:17]([F:18])[c:19]([Br:20])[cH:21][cH:22]2)[CH2:23]1>CO.O.[K+].O>[O:1]=[C:2]([OH:3])[C:4]1=[N:5][N:6]([c:7]2[c:8]([Cl:9])[cH:10][cH:11][cH:12][cH:13]2)[CH:14]([c:15]2[cH:16][c:17]([F:18])[c:19]([Br:20])[cH:21][cH:22]2)[CH2:23]1\"}",
"reactionStep": {
"id": "sa_c6880926ecffa5b298dd101c",
"reactionHash": "96d33c3a06c83cb3916c04c4b1b719656cddf34f0e237fabc60209aee29efadd"
},
"children": [
{
"id": "14458",
"routeId": "sa_2521f24a86a2078de3ccd08b",
"moleculeId": "sa_a03b688130052bb48e60a557",
"parentId": "14457",
"isLeaf": false,
"molecule": {
"id": "sa_a03b688130052bb48e60a557",
"inchikey": "MKQPHFOXJKNKDA-UHFFFAOYSA-N",
"smiles": "COC(=O)C1=NN(c2ccccc2Cl)C(c2ccc(Br)c(F)c2)C1"
},
"smiles": "COC(=O)C1=NN(c2ccccc2Cl)C(c2ccc(Br)c(F)c2)C1",
"reactionStepId": "sa_7b89fb3cd9994b457e2466f0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09376420B2;0300;1777561\",\"rsmi\":\"O=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:24]=[CH:15][c:16]1[cH:17][c:18]([F:19])[c:20]([Br:21])[cH:22][cH:23]1.[NH2:6][NH:7][c:8]1[c:9]([Cl:10])[cH:11][cH:12][cH:13][cH:14]1>CC(=O)O.Cl>[CH3:1][O:2][C:3](=[O:4])[C:5]1=[N:6][N:7]([c:8]2[c:9]([Cl:10])[cH:11][cH:12][cH:13][cH:14]2)[CH:15]([c:16]2[cH:17][c:18]([F:19])[c:20]([Br:21])[cH:22][cH:23]2)[CH2:24]1\"},\"mapped_reaction_smiles\":\"O=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:24]=[CH:15][c:16]1[cH:17][c:18]([F:19])[c:20]([Br:21])[cH:22][cH:23]1.[NH2:6][NH:7][c:8]1[c:9]([Cl:10])[cH:11][cH:12][cH:13][cH:14]1>CC(=O)O.Cl>[CH3:1][O:2][C:3](=[O:4])[C:5]1=[N:6][N:7]([c:8]2[c:9]([Cl:10])[cH:11][cH:12][cH:13][cH:14]2)[CH:15]([c:16]2[cH:17][c:18]([F:19])[c:20]([Br:21])[cH:22][cH:23]2)[CH2:24]1\"}",
"reactionStep": {
"id": "sa_7b89fb3cd9994b457e2466f0",
"reactionHash": "61b2225bd0d48de9b40c0c68eca179446de579a38e1e1dd7518a99aaab7d3e1b"
},
"children": [
{
"id": "14459",
"routeId": "sa_2521f24a86a2078de3ccd08b",
"moleculeId": "sa_640a11d92ccd25b960a2e426",
"parentId": "14458",
"isLeaf": true,
"molecule": {
"id": "sa_640a11d92ccd25b960a2e426",
"inchikey": "GHGPIPTUDQZJJS-UHFFFAOYSA-N",
"smiles": "NNc1ccccc1Cl"
},
"smiles": "NNc1ccccc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14460",
"routeId": "sa_2521f24a86a2078de3ccd08b",
"moleculeId": "sa_918922fd2076aa05908348aa",
"parentId": "14458",
"isLeaf": false,
"molecule": {
"id": "sa_918922fd2076aa05908348aa",
"inchikey": "UYZIPLKEGGFKJV-UHFFFAOYSA-N",
"smiles": "COC(=O)C(=O)C=Cc1ccc(Br)c(F)c1"
},
"smiles": "COC(=O)C(=O)C=Cc1ccc(Br)c(F)c1",
"reactionStepId": "sa_d98cbb2e338ff9f14930d9f6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09376420B2;0298;1777560\",\"rsmi\":\"O[CH3:1].[OH:2][C:3](=[O:4])[C:5](=[O:6])[CH:7]=[CH:8][c:9]1[cH:10][c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]1>CC(=O)Cl>[CH3:1][O:2][C:3](=[O:4])[C:5](=[O:6])[CH:7]=[CH:8][c:9]1[cH:10][c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"O[CH3:1].[OH:2][C:3](=[O:4])[C:5](=[O:6])[CH:7]=[CH:8][c:9]1[cH:10][c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]1>CC(=O)Cl>[CH3:1][O:2][C:3](=[O:4])[C:5](=[O:6])[CH:7]=[CH:8][c:9]1[cH:10][c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_d98cbb2e338ff9f14930d9f6",
"reactionHash": "f115d1b90874e0ba97d28db8296a9ecac169ac203e09a0db3b2620890d516ccb"
},
"children": [
{
"id": "14461",
"routeId": "sa_2521f24a86a2078de3ccd08b",
"moleculeId": "sa_0e92ab54ea3151991f5f45fe",
"parentId": "14460",
"isLeaf": false,
"molecule": {
"id": "sa_0e92ab54ea3151991f5f45fe",
"inchikey": "JVVYOORSJBHHBA-UHFFFAOYSA-N",
"smiles": "O=C(O)C(=O)C=Cc1ccc(Br)c(F)c1"
},
"smiles": "O=C(O)C(=O)C=Cc1ccc(Br)c(F)c1",
"reactionStepId": "sa_d5ae1ee550f23ec5325588fb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09376420B2;0296;1777559\",\"rsmi\":\"O=[CH:7][c:8]1[cH:9][c:10]([F:11])[c:12]([Br:13])[cH:14][cH:15]1.[O:1]=[C:2]([OH:3])[C:4](=[O:5])[CH3:6]>CCO.[Na+].O>[O:1]=[C:2]([OH:3])[C:4](=[O:5])[CH:6]=[CH:7][c:8]1[cH:9][c:10]([F:11])[c:12]([Br:13])[cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"O=[CH:7][c:8]1[cH:9][c:10]([F:11])[c:12]([Br:13])[cH:14][cH:15]1.[O:1]=[C:2]([OH:3])[C:4](=[O:5])[CH3:6]>CCO.[Na+].O>[O:1]=[C:2]([OH:3])[C:4](=[O:5])[CH:6]=[CH:7][c:8]1[cH:9][c:10]([F:11])[c:12]([Br:13])[cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_d5ae1ee550f23ec5325588fb",
"reactionHash": "beb74a3c3eafe6e72064a01aae3a5c1d368c31bdae0d2216c2bac06dd4803077"
},
"children": [
{
"id": "14462",
"routeId": "sa_2521f24a86a2078de3ccd08b",
"moleculeId": "sa_59d6a86ea51e91421b4886cb",
"parentId": "14461",
"isLeaf": true,
"molecule": {
"id": "sa_59d6a86ea51e91421b4886cb",
"inchikey": "LCTONWCANYUPML-UHFFFAOYSA-N",
"smiles": "CC(=O)C(=O)O"
},
"smiles": "CC(=O)C(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "14463",
"routeId": "sa_2521f24a86a2078de3ccd08b",
"moleculeId": "sa_77cb00a86af5aca751d46263",
"parentId": "14461",
"isLeaf": true,
"molecule": {
"id": "sa_77cb00a86af5aca751d46263",
"inchikey": "SWHUROFMIMHWKS-UHFFFAOYSA-N",
"smiles": "O=Cc1ccc(Br)c(F)c1"
},
"smiles": "O=Cc1ccc(Br)c(F)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "14464",
"routeId": "sa_2521f24a86a2078de3ccd08b",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "14460",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}