Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CS(=O)(=O)Nc1ccccc1C(=O)N1CCCC(C(=O)Cl)C1
InChiKey
AKCVYQNTNGFWKF-UHFFFAOYSA-N
Route Signature
c33ab2cd2aa2e5cfde1dfc2c1858dc23a4206f2ee409493f2bebcf1964347d08
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ccf1fb3d9f56fd7d8ebf11db",
"signature": "c33ab2cd2aa2e5cfde1dfc2c1858dc23a4206f2ee409493f2bebcf1964347d08",
"contentHash": "7fbaddc901190e997e7164e7268adfd2287cd4e3a4a1633f5790f2f05850c030",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_4a03bb465cb7460093ab4455",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02120",
"moleculeId": "sa_003823309355b6a2c3923254",
"smiles": "CS(=O)(=O)Nc1ccccc1C(=O)N1CCCC(C(=O)Cl)C1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_003823309355b6a2c3923254",
"inchikey": "AKCVYQNTNGFWKF-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1ccccc1C(=O)N1CCCC(C(=O)Cl)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 2
},
"rootNode": {
"id": "6163",
"routeId": "sa_ccf1fb3d9f56fd7d8ebf11db",
"moleculeId": "sa_003823309355b6a2c3923254",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_003823309355b6a2c3923254",
"inchikey": "AKCVYQNTNGFWKF-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1ccccc1C(=O)N1CCCC(C(=O)Cl)C1"
},
"smiles": "CS(=O)(=O)Nc1ccccc1C(=O)N1CCCC(C(=O)Cl)C1",
"reactionStepId": "sa_37ffa75d3b977f5612ab9cee",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090137549A1;0527;711201\",\"rsmi\":\"O=S(Cl)[Cl:17].O[C:15]([CH:14]1[CH2:13][CH2:12][CH2:11][N:10]([C:8]([c:7]2[c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:22][cH:21][cH:20][cH:19]2)=[O:9])[CH2:18]1)=[O:16]>CCN(CC)CC.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[c:7]([C:8](=[O:9])[N:10]2[CH2:11][CH2:12][CH2:13][CH:14]([C:15](=[O:16])[Cl:17])[CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:17].O[C:15]([CH:14]1[CH2:13][CH2:12][CH2:11][N:10]([C:8]([c:7]2[c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:22][cH:21][cH:20][cH:19]2)=[O:9])[CH2:18]1)=[O:16]>CCN(CC)CC.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[c:7]([C:8](=[O:9])[N:10]2[CH2:11][CH2:12][CH2:13][CH:14]([C:15](=[O:16])[Cl:17])[CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_37ffa75d3b977f5612ab9cee",
"reactionHash": "38e1ea008b4d5dd23913d36a2db933a7cce56d75156d0115f4520f7365c67d06"
},
"children": [
{
"id": "6164",
"routeId": "sa_ccf1fb3d9f56fd7d8ebf11db",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "6163",
"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": "6165",
"routeId": "sa_ccf1fb3d9f56fd7d8ebf11db",
"moleculeId": "sa_8ef5ebb1438ba97baaa74a2f",
"parentId": "6163",
"isLeaf": false,
"molecule": {
"id": "sa_8ef5ebb1438ba97baaa74a2f",
"inchikey": "XWGSDSISBCYPPR-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1ccccc1C(=O)N1CCCC(C(=O)O)C1"
},
"smiles": "CS(=O)(=O)Nc1ccccc1C(=O)N1CCCC(C(=O)O)C1",
"reactionStepId": "sa_d23948633a786ecb4ee8c4c8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090137549A1;0526;711200\",\"rsmi\":\"CC[O:17][C:15]([CH:14]1[CH2:13][CH2:12][CH2:11][N:10]([C:8]([c:7]2[c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:22][cH:21][cH:20][cH:19]2)=[O:9])[CH2:18]1)=[O:16]>C1CCOC1.[Li+].O>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[c:7]([C:8](=[O:9])[N:10]2[CH2:11][CH2:12][CH2:13][CH:14]([C:15](=[O:16])[OH:17])[CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1\"},\"mapped_reaction_smiles\":\"CC[O:17][C:15]([CH:14]1[CH2:13][CH2:12][CH2:11][N:10]([C:8]([c:7]2[c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:22][cH:21][cH:20][cH:19]2)=[O:9])[CH2:18]1)=[O:16]>C1CCOC1.[Li+].O>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[c:7]([C:8](=[O:9])[N:10]2[CH2:11][CH2:12][CH2:13][CH:14]([C:15](=[O:16])[OH:17])[CH2:18]2)[cH:19][cH:20][cH:21][cH:22]1\"}",
"reactionStep": {
"id": "sa_d23948633a786ecb4ee8c4c8",
"reactionHash": "aab67bcfb0c963d13ac2dbf85c4e3cfea7b439c6ed3ceb4cb2722974cb0c2c12"
},
"children": [
{
"id": "6166",
"routeId": "sa_ccf1fb3d9f56fd7d8ebf11db",
"moleculeId": "sa_8dd5b4a5242e7ccbb9bf047b",
"parentId": "6165",
"isLeaf": false,
"molecule": {
"id": "sa_8dd5b4a5242e7ccbb9bf047b",
"inchikey": "CJRAPNFSLKERDX-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1CCCN(C(=O)c2ccccc2NS(C)(=O)=O)C1"
},
"smiles": "CCOC(=O)C1CCCN(C(=O)c2ccccc2NS(C)(=O)=O)C1",
"reactionStepId": "sa_1b7740ffbfed4e8d03a511c5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090137549A1;0525;711199\",\"rsmi\":\"O[C:11](=[O:12])[c:13]1[c:14]([NH:15][S:16]([CH3:17])(=[O:18])=[O:19])[cH:20][cH:21][cH:22][cH:23]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]1[CH2:7][CH2:8][CH2:9][NH:10][CH2:24]1>ClCCl.O=C(n1ccnc1)n1ccnc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]1[CH2:7][CH2:8][CH2:9][N:10]([C:11](=[O:12])[c:13]2[c:14]([NH:15][S:16]([CH3:17])(=[O:18])=[O:19])[cH:20][cH:21][cH:22][cH:23]2)[CH2:24]1\"},\"mapped_reaction_smiles\":\"O[C:11](=[O:12])[c:13]1[c:14]([NH:15][S:16]([CH3:17])(=[O:18])=[O:19])[cH:20][cH:21][cH:22][cH:23]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]1[CH2:7][CH2:8][CH2:9][NH:10][CH2:24]1>ClCCl.O=C(n1ccnc1)n1ccnc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]1[CH2:7][CH2:8][CH2:9][N:10]([C:11](=[O:12])[c:13]2[c:14]([NH:15][S:16]([CH3:17])(=[O:18])=[O:19])[cH:20][cH:21][cH:22][cH:23]2)[CH2:24]1\"}",
"reactionStep": {
"id": "sa_1b7740ffbfed4e8d03a511c5",
"reactionHash": "76268f5075ebccaa4d2bbab47bfd2daa94d88ed39d41ea17c6f79a91aa737f79"
},
"children": [
{
"id": "6167",
"routeId": "sa_ccf1fb3d9f56fd7d8ebf11db",
"moleculeId": "sa_16b6a76f0bee904e9e82c759",
"parentId": "6166",
"isLeaf": false,
"molecule": {
"id": "sa_16b6a76f0bee904e9e82c759",
"inchikey": "VESLFCBOKMWCRG-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Nc1ccccc1C(=O)O"
},
"smiles": "CS(=O)(=O)Nc1ccccc1C(=O)O",
"reactionStepId": "sa_d2f8211147d173832c185c85",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090137549A1;0524;711198\",\"rsmi\":\"CC[O:10][C:8]([c:7]1[c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:14][cH:13][cH:12][cH:11]1)=[O:9]>C1CCOC1.[Li+].O>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[c:7]([C:8](=[O:9])[OH:10])[cH:11][cH:12][cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"CC[O:10][C:8]([c:7]1[c:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])[cH:14][cH:13][cH:12][cH:11]1)=[O:9]>C1CCOC1.[Li+].O>[CH3:1][S:2](=[O:3])(=[O:4])[NH:5][c:6]1[c:7]([C:8](=[O:9])[OH:10])[cH:11][cH:12][cH:13][cH:14]1\"}",
"reactionStep": {
"id": "sa_d2f8211147d173832c185c85",
"reactionHash": "a356c640f8f907b33cf1631d67b502bba86d4cc9cf0f207de6f82517be7aad9a"
},
"children": [
{
"id": "6168",
"routeId": "sa_ccf1fb3d9f56fd7d8ebf11db",
"moleculeId": "sa_8a968c4b49110f9c08c4c4d9",
"parentId": "6167",
"isLeaf": false,
"molecule": {
"id": "sa_8a968c4b49110f9c08c4c4d9",
"inchikey": "ILQPXAAMGKTIPN-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccccc1NS(C)(=O)=O"
},
"smiles": "CCOC(=O)c1ccccc1NS(C)(=O)=O",
"reactionStepId": "sa_bc316fd08787a156aec9d84c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090137549A1;0523;711197\",\"rsmi\":\"Cl[S:9]([CH3:10])(=[O:11])=[O:12].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH2:8])[cH:13][cH:14][cH:15][cH:16]1>ClCCl.c1ccncc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][S:9]([CH3:10])(=[O:11])=[O:12])[cH:13][cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"Cl[S:9]([CH3:10])(=[O:11])=[O:12].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH2:8])[cH:13][cH:14][cH:15][cH:16]1>ClCCl.c1ccncc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([NH:8][S:9]([CH3:10])(=[O:11])=[O:12])[cH:13][cH:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_bc316fd08787a156aec9d84c",
"reactionHash": "da3fe3931d1da18ee0f38890d818b15a4bf993ae2cb3ee4f22587461b4f80cb8"
},
"children": [
{
"id": "6169",
"routeId": "sa_ccf1fb3d9f56fd7d8ebf11db",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "6168",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6170",
"routeId": "sa_ccf1fb3d9f56fd7d8ebf11db",
"moleculeId": "sa_315dc3051d254f572de02b41",
"parentId": "6168",
"isLeaf": true,
"molecule": {
"id": "sa_315dc3051d254f572de02b41",
"inchikey": "TWLLPUMZVVGILS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1ccccc1N"
},
"smiles": "CCOC(=O)c1ccccc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "6171",
"routeId": "sa_ccf1fb3d9f56fd7d8ebf11db",
"moleculeId": "sa_3170f17d1d05c640a6d6c814",
"parentId": "6166",
"isLeaf": true,
"molecule": {
"id": "sa_3170f17d1d05c640a6d6c814",
"inchikey": "XIWBSOUNZWSFKU-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1CCCNC1"
},
"smiles": "CCOC(=O)C1CCCNC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}