Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC(=O)Cc1cc2ccc(Cl)cc2c(-c2ccc(Sc3ccccc3Cl)cc2)c1C
InChiKey
IVPYEGXOSRRZGW-UHFFFAOYSA-N
Route Signature
fa2728d1b8c115de200e41d9cee7a0553440f50dfc3254ab97e3cbae04df172e
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_ea6d76137ba8403313f4064f",
"signature": "fa2728d1b8c115de200e41d9cee7a0553440f50dfc3254ab97e3cbae04df172e",
"contentHash": "f0e85ee0f5a54d69c138fac4ce004386e3bf2ce3cfd7ea67a373b2ce93eaa167",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_0a822694be45642d2422e177",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-07209",
"moleculeId": "sa_5fd9e14ef16b55a84b5886f5",
"smiles": "COC(=O)Cc1cc2ccc(Cl)cc2c(-c2ccc(Sc3ccccc3Cl)cc2)c1C",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_5fd9e14ef16b55a84b5886f5",
"inchikey": "IVPYEGXOSRRZGW-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1cc2ccc(Cl)cc2c(-c2ccc(Sc3ccccc3Cl)cc2)c1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11714",
"routeId": "sa_ea6d76137ba8403313f4064f",
"moleculeId": "sa_5fd9e14ef16b55a84b5886f5",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5fd9e14ef16b55a84b5886f5",
"inchikey": "IVPYEGXOSRRZGW-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1cc2ccc(Cl)cc2c(-c2ccc(Sc3ccccc3Cl)cc2)c1C"
},
"smiles": "COC(=O)Cc1cc2ccc(Cl)cc2c(-c2ccc(Sc3ccccc3Cl)cc2)c1C",
"reactionStepId": "sa_c09bbb96ecdea67e8a51a8b4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130225588A1;0298;1416299\",\"rsmi\":\"Br[c:16]1[cH:17][cH:18][c:19]([S:20][c:21]2[c:22]([Cl:23])[cH:24][cH:25][cH:26][cH:27]2)[cH:28][cH:29]1.CC1(C)OB([c:15]2[c:14]3[c:8]([cH:7][c:6]([CH2:5][C:3]([O:2][CH3:1])=[O:4])[c:30]2[CH3:31])[cH:9][cH:10][c:11]([Cl:12])[cH:13]3)OC1(C)C>COCCOC.O.O=C(O)O.[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]2[cH:9][cH:10][c:11]([Cl:12])[cH:13][c:14]2[c:15](-[c:16]2[cH:17][cH:18][c:19]([S:20][c:21]3[c:22]([Cl:23])[cH:24][cH:25][cH:26][cH:27]3)[cH:28][cH:29]2)[c:30]1[CH3:31]\"},\"mapped_reaction_smiles\":\"Br[c:16]1[cH:17][cH:18][c:19]([S:20][c:21]2[c:22]([Cl:23])[cH:24][cH:25][cH:26][cH:27]2)[cH:28][cH:29]1.CC1(C)OB([c:15]2[c:14]3[c:8]([cH:7][c:6]([CH2:5][C:3]([O:2][CH3:1])=[O:4])[c:30]2[CH3:31])[cH:9][cH:10][c:11]([Cl:12])[cH:13]3)OC1(C)C>COCCOC.O.O=C(O)O.[Na+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]2[cH:9][cH:10][c:11]([Cl:12])[cH:13][c:14]2[c:15](-[c:16]2[cH:17][cH:18][c:19]([S:20][c:21]3[c:22]([Cl:23])[cH:24][cH:25][cH:26][cH:27]3)[cH:28][cH:29]2)[c:30]1[CH3:31]\"}",
"reactionStep": {
"id": "sa_c09bbb96ecdea67e8a51a8b4",
"reactionHash": "c3f33e2e64ff9f4136667e79683d1212b5b19361059eb10faa4ed7cdb38a03fd"
},
"children": [
{
"id": "11715",
"routeId": "sa_ea6d76137ba8403313f4064f",
"moleculeId": "sa_8e074e9df3ca8012502599a5",
"parentId": "11714",
"isLeaf": false,
"molecule": {
"id": "sa_8e074e9df3ca8012502599a5",
"inchikey": "AGHOWPFDWAHQAU-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1cc2ccc(Cl)cc2c(B2OC(C)(C)C(C)(C)O2)c1C"
},
"smiles": "COC(=O)Cc1cc2ccc(Cl)cc2c(B2OC(C)(C)C(C)(C)O2)c1C",
"reactionStepId": "sa_f3cfe3c94c48b7bdd6c8a2cb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130225588A1;0220;1416251\",\"rsmi\":\"CC1(C)OB([B:16]2[O:17][C:18]([CH3:19])([CH3:20])[C:21]([CH3:22])([CH3:23])[O:24]2)OC1(C)C.O=S(=O)(O[c:15]1[c:14]2[c:8]([cH:7][c:6]([CH2:5][C:3]([O:2][CH3:1])=[O:4])[c:25]1[CH3:26])[cH:9][cH:10][c:11]([Cl:12])[cH:13]2)C(F)(F)F>CC(=O)O.CCCCCC.CCOC(C)=O.CN(C)C=O.[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]2[cH:9][cH:10][c:11]([Cl:12])[cH:13][c:14]2[c:15]([B:16]2[O:17][C:18]([CH3:19])([CH3:20])[C:21]([CH3:22])([CH3:23])[O:24]2)[c:25]1[CH3:26]\"},\"mapped_reaction_smiles\":\"CC1(C)OB([B:16]2[O:17][C:18]([CH3:19])([CH3:20])[C:21]([CH3:22])([CH3:23])[O:24]2)OC1(C)C.O=S(=O)(O[c:15]1[c:14]2[c:8]([cH:7][c:6]([CH2:5][C:3]([O:2][CH3:1])=[O:4])[c:25]1[CH3:26])[cH:9][cH:10][c:11]([Cl:12])[cH:13]2)C(F)(F)F>CC(=O)O.CCCCCC.CCOC(C)=O.CN(C)C=O.[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][C:3](=[O:4])[CH2:5][c:6]1[cH:7][c:8]2[cH:9][cH:10][c:11]([Cl:12])[cH:13][c:14]2[c:15]([B:16]2[O:17][C:18]([CH3:19])([CH3:20])[C:21]([CH3:22])([CH3:23])[O:24]2)[c:25]1[CH3:26]\"}",
"reactionStep": {
"id": "sa_f3cfe3c94c48b7bdd6c8a2cb",
"reactionHash": "9eb41d222916d3e3060352f7b4b7e232bf66b7021b3d751a33548614a3ee74a7"
},
"children": [
{
"id": "11716",
"routeId": "sa_ea6d76137ba8403313f4064f",
"moleculeId": "sa_e6c301388ac142801d4af5a2",
"parentId": "11715",
"isLeaf": true,
"molecule": {
"id": "sa_e6c301388ac142801d4af5a2",
"inchikey": "IPWKHHSGDUIRAH-UHFFFAOYSA-N",
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C"
},
"smiles": "CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11717",
"routeId": "sa_ea6d76137ba8403313f4064f",
"moleculeId": "sa_28824981d2b7a80ff7a81063",
"parentId": "11715",
"isLeaf": true,
"molecule": {
"id": "sa_28824981d2b7a80ff7a81063",
"inchikey": "IQUKXFZTFNYNAH-UHFFFAOYSA-N",
"smiles": "COC(=O)Cc1cc2ccc(Cl)cc2c(OS(=O)(=O)C(F)(F)F)c1C"
},
"smiles": "COC(=O)Cc1cc2ccc(Cl)cc2c(OS(=O)(=O)C(F)(F)F)c1C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11718",
"routeId": "sa_ea6d76137ba8403313f4064f",
"moleculeId": "sa_5a37c1cd1b7113fa8bf5c353",
"parentId": "11714",
"isLeaf": false,
"molecule": {
"id": "sa_5a37c1cd1b7113fa8bf5c353",
"inchikey": "DZLGWRSEKJMJGO-UHFFFAOYSA-N",
"smiles": "Clc1ccccc1Sc1ccc(Br)cc1"
},
"smiles": "Clc1ccccc1Sc1ccc(Br)cc1",
"reactionStepId": "sa_e0bb31f23a6103c873b5510a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130225588A1;0222;1416252\",\"rsmi\":\"I[c:3]1[c:2]([Cl:1])[cH:15][cH:14][cH:13][cH:12]1.[SH:4][c:5]1[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]1>CCCC(C)C(=O)C(=O)C(C)(C)C.CCOC(C)=O.CN1CCCC1=O.Cl[Cu].O=C(O)O.[Cs+].[Cs+]>[Cl:1][c:2]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]2)[cH:12][cH:13][cH:14][cH:15]1\"},\"mapped_reaction_smiles\":\"I[c:3]1[c:2]([Cl:1])[cH:15][cH:14][cH:13][cH:12]1.[SH:4][c:5]1[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]1>CCCC(C)C(=O)C(=O)C(C)(C)C.CCOC(C)=O.CN1CCCC1=O.Cl[Cu].O=C(O)O.[Cs+].[Cs+]>[Cl:1][c:2]1[c:3]([S:4][c:5]2[cH:6][cH:7][c:8]([Br:9])[cH:10][cH:11]2)[cH:12][cH:13][cH:14][cH:15]1\"}",
"reactionStep": {
"id": "sa_e0bb31f23a6103c873b5510a",
"reactionHash": "9a543317113745f1136bc90cab6f638f18f077364022594056819083be2f301b"
},
"children": [
{
"id": "11719",
"routeId": "sa_ea6d76137ba8403313f4064f",
"moleculeId": "sa_a6538ca21172c908dba0c498",
"parentId": "11718",
"isLeaf": true,
"molecule": {
"id": "sa_a6538ca21172c908dba0c498",
"inchikey": "FTBCOQFMQSTCQQ-UHFFFAOYSA-N",
"smiles": "Sc1ccc(Br)cc1"
},
"smiles": "Sc1ccc(Br)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11720",
"routeId": "sa_ea6d76137ba8403313f4064f",
"moleculeId": "sa_6cedae5eb525420e580d8fe1",
"parentId": "11718",
"isLeaf": true,
"molecule": {
"id": "sa_6cedae5eb525420e580d8fe1",
"inchikey": "MPEOPBCQHNWNFB-UHFFFAOYSA-N",
"smiles": "Clc1ccccc1I"
},
"smiles": "Clc1ccccc1I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}