Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CNS(=O)(=O)c1ccc(-c2cccc(NC(=O)C3(c4ccc5c(c4)OCO5)CC3)c2)cc1
InChiKey
NEYQVBQERHBCDQ-UHFFFAOYSA-N
Route Signature
391acba784ef8f3f629391368091c2627516aeb62f7f8ea36c9b2833d9ec1bf0
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_0e516e2df508bf7786020766",
"signature": "391acba784ef8f3f629391368091c2627516aeb62f7f8ea36c9b2833d9ec1bf0",
"contentHash": "5711947f84a31f54792886307746b52063c5f7767048fb379a39780db85c6fcf",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_dd0168e8f26b058bfe3f611d",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01668",
"moleculeId": "sa_3a18ff1fd768ee1cf7d5ac68",
"smiles": "CNS(=O)(=O)c1ccc(-c2cccc(NC(=O)C3(c4ccc5c(c4)OCO5)CC3)c2)cc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_3a18ff1fd768ee1cf7d5ac68",
"inchikey": "NEYQVBQERHBCDQ-UHFFFAOYSA-N",
"smiles": "CNS(=O)(=O)c1ccc(-c2cccc(NC(=O)C3(c4ccc5c(c4)OCO5)CC3)c2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10374",
"routeId": "sa_0e516e2df508bf7786020766",
"moleculeId": "sa_3a18ff1fd768ee1cf7d5ac68",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_3a18ff1fd768ee1cf7d5ac68",
"inchikey": "NEYQVBQERHBCDQ-UHFFFAOYSA-N",
"smiles": "CNS(=O)(=O)c1ccc(-c2cccc(NC(=O)C3(c4ccc5c(c4)OCO5)CC3)c2)cc1"
},
"smiles": "CNS(=O)(=O)c1ccc(-c2cccc(NC(=O)C3(c4ccc5c(c4)OCO5)CC3)c2)cc1",
"reactionStepId": "sa_3f5e0f100c30fd2e3ab9687d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150065497A1;0424;1659973\",\"rsmi\":\"Cl[C:16](=[O:17])[C:18]1([c:19]2[cH:20][c:21]3[c:22]([cH:23][cH:24]2)[O:25][CH2:26][O:27]3)[CH2:28][CH2:29]1.[CH3:1][NH:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:30]2)[cH:31][cH:32]1>CCN(CC)CC.CN(C)c1ccncc1.ClCCl>[CH3:1][NH:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][cH:13][c:14]([NH:15][C:16](=[O:17])[C:18]3([c:19]4[cH:20][c:21]5[c:22]([cH:23][cH:24]4)[O:25][CH2:26][O:27]5)[CH2:28][CH2:29]3)[cH:30]2)[cH:31][cH:32]1\"},\"mapped_reaction_smiles\":\"Cl[C:16](=[O:17])[C:18]1([c:19]2[cH:20][c:21]3[c:22]([cH:23][cH:24]2)[O:25][CH2:26][O:27]3)[CH2:28][CH2:29]1.[CH3:1][NH:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][cH:13][c:14]([NH2:15])[cH:30]2)[cH:31][cH:32]1>CCN(CC)CC.CN(C)c1ccncc1.ClCCl>[CH3:1][NH:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][cH:12][cH:13][c:14]([NH:15][C:16](=[O:17])[C:18]3([c:19]4[cH:20][c:21]5[c:22]([cH:23][cH:24]4)[O:25][CH2:26][O:27]5)[CH2:28][CH2:29]3)[cH:30]2)[cH:31][cH:32]1\"}",
"reactionStep": {
"id": "sa_3f5e0f100c30fd2e3ab9687d",
"reactionHash": "c661fe3d8f159794b5361b2cf9328ea6485aa7dcecf56d949af8534cfb4b0e55"
},
"children": [
{
"id": "10375",
"routeId": "sa_0e516e2df508bf7786020766",
"moleculeId": "sa_41ac5552fb99912c8c4c33ca",
"parentId": "10374",
"isLeaf": false,
"molecule": {
"id": "sa_41ac5552fb99912c8c4c33ca",
"inchikey": "MZWVRBPHEOSCAU-UHFFFAOYSA-N",
"smiles": "O=C(Cl)C1(c2ccc3c(c2)OCO3)CC1"
},
"smiles": "O=C(Cl)C1(c2ccc3c(c2)OCO3)CC1",
"reactionStepId": "sa_45305ed9dc8e4fd14367623f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150065497A1;0370;1659946\",\"rsmi\":\"O=S(Cl)[Cl:3].O[C:2](=[O:1])[C:4]1([c:5]2[cH:6][c:7]3[c:8]([cH:9][cH:10]2)[O:11][CH2:12][O:13]3)[CH2:14][CH2:15]1>CN(C)C=O.ClCCl>[O:1]=[C:2]([Cl:3])[C:4]1([c:5]2[cH:6][c:7]3[c:8]([cH:9][cH:10]2)[O:11][CH2:12][O:13]3)[CH2:14][CH2:15]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:3].O[C:2](=[O:1])[C:4]1([c:5]2[cH:6][c:7]3[c:8]([cH:9][cH:10]2)[O:11][CH2:12][O:13]3)[CH2:14][CH2:15]1>CN(C)C=O.ClCCl>[O:1]=[C:2]([Cl:3])[C:4]1([c:5]2[cH:6][c:7]3[c:8]([cH:9][cH:10]2)[O:11][CH2:12][O:13]3)[CH2:14][CH2:15]1\"}",
"reactionStep": {
"id": "sa_45305ed9dc8e4fd14367623f",
"reactionHash": "60f446de3f18fdb85417d46cf82e3087eab8b1578acea52cbbb2dc0cf0c8fca7"
},
"children": [
{
"id": "10376",
"routeId": "sa_0e516e2df508bf7786020766",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "10375",
"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": "10377",
"routeId": "sa_0e516e2df508bf7786020766",
"moleculeId": "sa_584673c17002891903f1de70",
"parentId": "10375",
"isLeaf": true,
"molecule": {
"id": "sa_584673c17002891903f1de70",
"inchikey": "NZZVDTIYQUASAT-UHFFFAOYSA-N",
"smiles": "O=C(O)C1(c2ccc3c(c2)OCO3)CC1"
},
"smiles": "O=C(O)C1(c2ccc3c(c2)OCO3)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10378",
"routeId": "sa_0e516e2df508bf7786020766",
"moleculeId": "sa_ce9dbf0baf08c83084644182",
"parentId": "10374",
"isLeaf": false,
"molecule": {
"id": "sa_ce9dbf0baf08c83084644182",
"inchikey": "SKQNPXWYMPXNHB-UHFFFAOYSA-N",
"smiles": "CNS(=O)(=O)c1ccc(-c2cccc(N)c2)cc1"
},
"smiles": "CNS(=O)(=O)c1ccc(-c2cccc(N)c2)cc1",
"reactionStepId": "sa_6fcbe8cae6c3e5144d037b1c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150065497A1;0383;1659955\",\"rsmi\":\"Br[c:9]1[cH:8][cH:7][c:6]([S:3]([NH:2][CH3:1])(=[O:4])=[O:5])[cH:18][cH:17]1.OB(O)[c:10]1[cH:11][c:12]([NH2:13])[cH:14][cH:15][cH:16]1>CN(C)C=O.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][NH:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][c:12]([NH2:13])[cH:14][cH:15][cH:16]2)[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Br[c:9]1[cH:8][cH:7][c:6]([S:3]([NH:2][CH3:1])(=[O:4])=[O:5])[cH:18][cH:17]1.OB(O)[c:10]1[cH:11][c:12]([NH2:13])[cH:14][cH:15][cH:16]1>CN(C)C=O.O.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][NH:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9](-[c:10]2[cH:11][c:12]([NH2:13])[cH:14][cH:15][cH:16]2)[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_6fcbe8cae6c3e5144d037b1c",
"reactionHash": "41e3a5b421e856b90e1618dcb17a61ec5ee021c0dbd834752cf0aa43a8a15f33"
},
"children": [
{
"id": "10379",
"routeId": "sa_0e516e2df508bf7786020766",
"moleculeId": "sa_eb22af2c4298b8fa6523e577",
"parentId": "10378",
"isLeaf": true,
"molecule": {
"id": "sa_eb22af2c4298b8fa6523e577",
"inchikey": "JMZFEHDNIAQMNB-UHFFFAOYSA-N",
"smiles": "Nc1cccc(B(O)O)c1"
},
"smiles": "Nc1cccc(B(O)O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10380",
"routeId": "sa_0e516e2df508bf7786020766",
"moleculeId": "sa_97a20b6484fe3b3d5883df9c",
"parentId": "10378",
"isLeaf": false,
"molecule": {
"id": "sa_97a20b6484fe3b3d5883df9c",
"inchikey": "ZAHMEHGOFNLRQN-UHFFFAOYSA-N",
"smiles": "CNS(=O)(=O)c1ccc(Br)cc1"
},
"smiles": "CNS(=O)(=O)c1ccc(Br)cc1",
"reactionStepId": "sa_e4b8e2d24d3db1d7d8acd82a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150065497A1;0382;1659954\",\"rsmi\":\"Cl[S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9]([Br:10])[cH:11][cH:12]1.[CH3:1][NH2:2]>ClCCl.O=C(O)O.[Na+]>[CH3:1][NH:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9]([Br:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"Cl[S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9]([Br:10])[cH:11][cH:12]1.[CH3:1][NH2:2]>ClCCl.O=C(O)O.[Na+]>[CH3:1][NH:2][S:3](=[O:4])(=[O:5])[c:6]1[cH:7][cH:8][c:9]([Br:10])[cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_e4b8e2d24d3db1d7d8acd82a",
"reactionHash": "d875ad2f3df4032cf886f087b7683ccbf5c0d190d5b0ca2e1844a65f5356d959"
},
"children": [
{
"id": "10381",
"routeId": "sa_0e516e2df508bf7786020766",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "10380",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10382",
"routeId": "sa_0e516e2df508bf7786020766",
"moleculeId": "sa_0fd40eeeca1bb443696261fb",
"parentId": "10380",
"isLeaf": true,
"molecule": {
"id": "sa_0fd40eeeca1bb443696261fb",
"inchikey": "KMMHZIBWCXYAAH-UHFFFAOYSA-N",
"smiles": "O=S(=O)(Cl)c1ccc(Br)cc1"
},
"smiles": "O=S(=O)(Cl)c1ccc(Br)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}