Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)CCCOc1cccc(CCCCCCOc2cc(Br)cc(S(C)(=O)=O)c2)c1CCC(=O)OCC
InChiKey
FVPKZHQHLKSYFH-UHFFFAOYSA-N
Route Signature
22f0b5c67b8b8f0f20f212adb30399db9ea40fba9ca80def1e7256d82507b92a
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_06f43db1db0a2c05098822f8",
"signature": "22f0b5c67b8b8f0f20f212adb30399db9ea40fba9ca80def1e7256d82507b92a",
"contentHash": "bf56f1e987ed31ba41b1a7ac1d20d70b6bfe52b3c17bae2545ee610435506c29",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_ac639c2c94cb710a3e7605eb",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09483",
"moleculeId": "sa_809dd671245972c4710fd6ab",
"smiles": "CCOC(=O)CCCOc1cccc(CCCCCCOc2cc(Br)cc(S(C)(=O)=O)c2)c1CCC(=O)OCC",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_809dd671245972c4710fd6ab",
"inchikey": "FVPKZHQHLKSYFH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCCOc1cccc(CCCCCCOc2cc(Br)cc(S(C)(=O)=O)c2)c1CCC(=O)OCC"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12026",
"routeId": "sa_06f43db1db0a2c05098822f8",
"moleculeId": "sa_809dd671245972c4710fd6ab",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_809dd671245972c4710fd6ab",
"inchikey": "FVPKZHQHLKSYFH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCCOc1cccc(CCCCCCOc2cc(Br)cc(S(C)(=O)=O)c2)c1CCC(=O)OCC"
},
"smiles": "CCOC(=O)CCCOc1cccc(CCCCCCOc2cc(Br)cc(S(C)(=O)=O)c2)c1CCC(=O)OCC",
"reactionStepId": "sa_6bdfba73fbf3b406e26f6f90",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090227603A1;0332;761224\",\"rsmi\":\"Br[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][c:19]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:10]([O:9][CH2:8][CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:40][cH:39][cH:38]1.[OH:26][c:27]1[cH:28][c:29]([Br:30])[cH:31][c:32]([S:33]([CH3:34])(=[O:35])=[O:36])[cH:37]1>CC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][CH2:8][O:9][c:10]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:19]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][O:26][c:27]2[cH:28][c:29]([Br:30])[cH:31][c:32]([S:33]([CH3:34])(=[O:35])=[O:36])[cH:37]2)[cH:38][cH:39][cH:40]1\"},\"mapped_reaction_smiles\":\"Br[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][c:19]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:10]([O:9][CH2:8][CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:40][cH:39][cH:38]1.[OH:26][c:27]1[cH:28][c:29]([Br:30])[cH:31][c:32]([S:33]([CH3:34])(=[O:35])=[O:36])[cH:37]1>CC(C)=O.CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][CH2:8][O:9][c:10]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:19]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][O:26][c:27]2[cH:28][c:29]([Br:30])[cH:31][c:32]([S:33]([CH3:34])(=[O:35])=[O:36])[cH:37]2)[cH:38][cH:39][cH:40]1\"}",
"reactionStep": {
"id": "sa_6bdfba73fbf3b406e26f6f90",
"reactionHash": "966bba0abec7b286bb8ce3e44b2f3cd8f56fadc732fa32fb759664ed08b8047f"
},
"children": [
{
"id": "12027",
"routeId": "sa_06f43db1db0a2c05098822f8",
"moleculeId": "sa_91d29d8ba01ffb9ebd9d636f",
"parentId": "12026",
"isLeaf": false,
"molecule": {
"id": "sa_91d29d8ba01ffb9ebd9d636f",
"inchikey": "HARUPCNPEZCBBM-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)c1cc(O)cc(Br)c1"
},
"smiles": "CS(=O)(=O)c1cc(O)cc(Br)c1",
"reactionStepId": "sa_a29bc2317242c624c46debc6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090227603A1;0329;761223\",\"rsmi\":\"COc1ccc(C[O:8][c:7]2[cH:6][c:5]([S:2]([CH3:1])(=[O:3])=[O:4])[cH:12][c:10]([Br:11])[cH:9]2)cc1>CC(=O)O>[CH3:1][S:2](=[O:3])(=[O:4])[c:5]1[cH:6][c:7]([OH:8])[cH:9][c:10]([Br:11])[cH:12]1\"},\"mapped_reaction_smiles\":\"COc1ccc(C[O:8][c:7]2[cH:6][c:5]([S:2]([CH3:1])(=[O:3])=[O:4])[cH:12][c:10]([Br:11])[cH:9]2)cc1>CC(=O)O>[CH3:1][S:2](=[O:3])(=[O:4])[c:5]1[cH:6][c:7]([OH:8])[cH:9][c:10]([Br:11])[cH:12]1\"}",
"reactionStep": {
"id": "sa_a29bc2317242c624c46debc6",
"reactionHash": "7bcb79a4198fe0faba811208f85156a29396354e09e53c1d21dabb64d62abbc4"
},
"children": [
{
"id": "12028",
"routeId": "sa_06f43db1db0a2c05098822f8",
"moleculeId": "sa_9820d8f2e9b2f8c7f0b72b7c",
"parentId": "12027",
"isLeaf": true,
"molecule": {
"id": "sa_9820d8f2e9b2f8c7f0b72b7c",
"inchikey": "ZOJRCSGMEOZJBP-UHFFFAOYSA-N",
"smiles": "COc1ccc(COc2cc(Br)cc(S(C)(=O)=O)c2)cc1"
},
"smiles": "COc1ccc(COc2cc(Br)cc(S(C)(=O)=O)c2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "12029",
"routeId": "sa_06f43db1db0a2c05098822f8",
"moleculeId": "sa_74fa2bcd32e963a3784d6f9d",
"parentId": "12026",
"isLeaf": false,
"molecule": {
"id": "sa_74fa2bcd32e963a3784d6f9d",
"inchikey": "IKVGLKUYBHVKJS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCCOc1cccc(CCCCCCBr)c1CCC(=O)OCC"
},
"smiles": "CCOC(=O)CCCOc1cccc(CCCCCCBr)c1CCC(=O)OCC",
"reactionStepId": "sa_23fd9cf1bb0d6053f1f5970e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090227603A1;0113;761191\",\"rsmi\":\"BrC(Br)(Br)[Br:26].O[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][c:19]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:10]([O:9][CH2:8][CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:29][cH:28][cH:27]1>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][CH2:8][O:9][c:10]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:19]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][Br:26])[cH:27][cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"BrC(Br)(Br)[Br:26].O[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][c:19]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:10]([O:9][CH2:8][CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:29][cH:28][cH:27]1>ClCCl.c1ccc(P(c2ccccc2)c2ccccc2)cc1>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][CH2:8][O:9][c:10]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:19]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][Br:26])[cH:27][cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_23fd9cf1bb0d6053f1f5970e",
"reactionHash": "66a35d6d869e62ede36da52f5773b78558afcf8ddbb79f7abd5450c4d1f4417c"
},
"children": [
{
"id": "12030",
"routeId": "sa_06f43db1db0a2c05098822f8",
"moleculeId": "sa_d501d4f8f72e8d66ad5e01cb",
"parentId": "12029",
"isLeaf": true,
"molecule": {
"id": "sa_d501d4f8f72e8d66ad5e01cb",
"inchikey": "HJUGFYREWKUQJT-UHFFFAOYSA-N",
"smiles": "BrC(Br)(Br)Br"
},
"smiles": "BrC(Br)(Br)Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12031",
"routeId": "sa_06f43db1db0a2c05098822f8",
"moleculeId": "sa_cee8681ecc5198eab6116cf9",
"parentId": "12029",
"isLeaf": false,
"molecule": {
"id": "sa_cee8681ecc5198eab6116cf9",
"inchikey": "KUHZAZDCRDDLHA-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCCOc1cccc(CCCCCCO)c1CCC(=O)OCC"
},
"smiles": "CCOC(=O)CCCOc1cccc(CCCCCCO)c1CCC(=O)OCC",
"reactionStepId": "sa_28868419fbb0582c1dbc5386",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090227603A1;0111;761190\",\"rsmi\":\"CC(C)(C)[Si](C)(C)[O:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][c:19]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:10]([O:9][CH2:8][CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:29][cH:28][cH:27]1>C1CCOC1.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][CH2:8][O:9][c:10]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:19]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][OH:26])[cH:27][cH:28][cH:29]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[Si](C)(C)[O:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][c:19]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:10]([O:9][CH2:8][CH2:7][CH2:6][C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:29][cH:28][cH:27]1>C1CCOC1.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][CH2:8][O:9][c:10]1[c:11]([CH2:12][CH2:13][C:14](=[O:15])[O:16][CH2:17][CH3:18])[c:19]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][OH:26])[cH:27][cH:28][cH:29]1\"}",
"reactionStep": {
"id": "sa_28868419fbb0582c1dbc5386",
"reactionHash": "6ec1b689d678422d2d7dfbf263ea30851a9e600b0fd13bec2e1ba22d4e22e38c"
},
"children": [
{
"id": "12032",
"routeId": "sa_06f43db1db0a2c05098822f8",
"moleculeId": "sa_8cc297e96735ece1a1043737",
"parentId": "12031",
"isLeaf": true,
"molecule": {
"id": "sa_8cc297e96735ece1a1043737",
"inchikey": "ZWYOQLIZZINPTI-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCCOc1cccc(CCCCCCO[Si](C)(C)C(C)(C)C)c1CCC(=O)OCC"
},
"smiles": "CCOC(=O)CCCOc1cccc(CCCCCCO[Si](C)(C)C(C)(C)C)c1CCC(=O)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}