Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCC(C)C(=O)C=CC1CCC(=O)C1CCCCCCCO
InChiKey
DAYHSNDHNYUGAP-UHFFFAOYSA-N
Route Signature
1ccff6f6b8a113a62600dcda2c57d361f40f4bc31b72248a351ce784c710a7da
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_ae4f3168931004182fefba4f",
"signature": "1ccff6f6b8a113a62600dcda2c57d361f40f4bc31b72248a351ce784c710a7da",
"contentHash": "b5a84d1d541de951861efe8a3a9f5263543a0126ccb305017de60fa13b1c471c",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_9681a99265aa5569582c1046",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-06274",
"moleculeId": "sa_e16a3e72cd9473b63b8f66f4",
"smiles": "CCCCC(C)C(=O)C=CC1CCC(=O)C1CCCCCCCO",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_e16a3e72cd9473b63b8f66f4",
"inchikey": "DAYHSNDHNYUGAP-UHFFFAOYSA-N",
"smiles": "CCCCC(C)C(=O)C=CC1CCC(=O)C1CCCCCCCO"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15884",
"routeId": "sa_ae4f3168931004182fefba4f",
"moleculeId": "sa_e16a3e72cd9473b63b8f66f4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_e16a3e72cd9473b63b8f66f4",
"inchikey": "DAYHSNDHNYUGAP-UHFFFAOYSA-N",
"smiles": "CCCCC(C)C(=O)C=CC1CCC(=O)C1CCCCCCCO"
},
"smiles": "CCCCC(C)C(=O)C=CC1CCC(=O)C1CCCCCCCO",
"reactionStepId": "sa_bc8615bcb80d02481708c908",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04325967;;94738\",\"rsmi\":\"C1C[O:15][C:14]2(O1)[CH2:13][CH2:12][CH:11]([CH:10]=[CH:9][C:7]([CH:5]([CH2:4][CH2:3][CH2:2][CH3:1])[CH3:6])=[O:8])[CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24]>Cl>[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([CH3:6])[C:7](=[O:8])[CH:9]=[CH:10][CH:11]1[CH2:12][CH2:13][C:14](=[O:15])[CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24]\"},\"mapped_reaction_smiles\":\"C1C[O:15][C:14]2(O1)[CH2:13][CH2:12][CH:11]([CH:10]=[CH:9][C:7]([CH:5]([CH2:4][CH2:3][CH2:2][CH3:1])[CH3:6])=[O:8])[CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24]>Cl>[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([CH3:6])[C:7](=[O:8])[CH:9]=[CH:10][CH:11]1[CH2:12][CH2:13][C:14](=[O:15])[CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24]\"}",
"reactionStep": {
"id": "sa_bc8615bcb80d02481708c908",
"reactionHash": "b7be2f29937651fa834dcbe28a886c087cf8e9132c576d8b78274f408c10925a"
},
"children": [
{
"id": "15885",
"routeId": "sa_ae4f3168931004182fefba4f",
"moleculeId": "sa_5f5c8d8ca7aafe7821eecfd4",
"parentId": "15884",
"isLeaf": false,
"molecule": {
"id": "sa_5f5c8d8ca7aafe7821eecfd4",
"inchikey": "FEHTUSKEAPVNQM-UHFFFAOYSA-N",
"smiles": "CCCCC(C)C(=O)C=CC1CCC2(OCCO2)C1CCCCCCCO"
},
"smiles": "CCCCC(C)C(=O)C=CC1CCC2(OCCO2)C1CCCCCCCO",
"reactionStepId": "sa_0b4e1952f204f97d35bb7d9c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04325967;;94735\",\"rsmi\":\"O=[CH:10][CH:11]1[CH2:12][CH2:13][C:14]2([O:15][CH2:16][CH2:17][O:18]2)[CH:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][OH:27].c1ccc(P(c2ccccc2)(c2ccccc2)=[CH:9][C:7]([CH:5]([CH2:4][CH2:3][CH2:2][CH3:1])[CH3:6])=[O:8])cc1>C1CCOC1>[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([CH3:6])[C:7](=[O:8])[CH:9]=[CH:10][CH:11]1[CH2:12][CH2:13][C:14]2([O:15][CH2:16][CH2:17][O:18]2)[CH:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][OH:27]\"},\"mapped_reaction_smiles\":\"O=[CH:10][CH:11]1[CH2:12][CH2:13][C:14]2([O:15][CH2:16][CH2:17][O:18]2)[CH:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][OH:27].c1ccc(P(c2ccccc2)(c2ccccc2)=[CH:9][C:7]([CH:5]([CH2:4][CH2:3][CH2:2][CH3:1])[CH3:6])=[O:8])cc1>C1CCOC1>[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]([CH3:6])[C:7](=[O:8])[CH:9]=[CH:10][CH:11]1[CH2:12][CH2:13][C:14]2([O:15][CH2:16][CH2:17][O:18]2)[CH:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][OH:27]\"}",
"reactionStep": {
"id": "sa_0b4e1952f204f97d35bb7d9c",
"reactionHash": "b84b830a200ed1d5dbd89b0cdbd9554a256a574faa762949399eeb9b283a6604"
},
"children": [
{
"id": "15886",
"routeId": "sa_ae4f3168931004182fefba4f",
"moleculeId": "sa_472c0b8292313eab9c46bced",
"parentId": "15885",
"isLeaf": true,
"molecule": {
"id": "sa_472c0b8292313eab9c46bced",
"inchikey": "QHYDWSOMKUOITK-UHFFFAOYSA-N",
"smiles": "CCCCC(C)C(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "CCCCC(C)C(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15887",
"routeId": "sa_ae4f3168931004182fefba4f",
"moleculeId": "sa_14fb3a36c657e7db1c064e97",
"parentId": "15885",
"isLeaf": false,
"molecule": {
"id": "sa_14fb3a36c657e7db1c064e97",
"inchikey": "XCYJWKOGHKXWJZ-UHFFFAOYSA-N",
"smiles": "O=CC1CCC2(OCCO2)C1CCCCCCCO"
},
"smiles": "O=CC1CCC2(OCCO2)C1CCCCCCCO",
"reactionStepId": "sa_096b51c4b83b372d1fde0ef3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04325967;;94734\",\"rsmi\":\"CC(O)=[O:1].N#[C:2][CH:3]1[CH2:4][CH2:5][C:6]2([O:7][CH2:8][CH2:9][O:10]2)[CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19]>CC(C)C[Al+]CC(C)C.CCOCC.[HH].c1ccccc1>[O:1]=[CH:2][CH:3]1[CH2:4][CH2:5][C:6]2([O:7][CH2:8][CH2:9][O:10]2)[CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19]\"},\"mapped_reaction_smiles\":\"CC(O)=[O:1].N#[C:2][CH:3]1[CH2:4][CH2:5][C:6]2([O:7][CH2:8][CH2:9][O:10]2)[CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19]>CC(C)C[Al+]CC(C)C.CCOCC.[HH].c1ccccc1>[O:1]=[CH:2][CH:3]1[CH2:4][CH2:5][C:6]2([O:7][CH2:8][CH2:9][O:10]2)[CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19]\"}",
"reactionStep": {
"id": "sa_096b51c4b83b372d1fde0ef3",
"reactionHash": "fc658ede4b2a6514067597d4852b7e642485683bd9b166ad439a406841a3b019"
},
"children": [
{
"id": "15888",
"routeId": "sa_ae4f3168931004182fefba4f",
"moleculeId": "sa_c011757b927b6d3d73ac9cd9",
"parentId": "15887",
"isLeaf": false,
"molecule": {
"id": "sa_c011757b927b6d3d73ac9cd9",
"inchikey": "NMIZDQIYXLCYSI-UHFFFAOYSA-N",
"smiles": "N#CC1CCC2(OCCO2)C1CCCCCCCO"
},
"smiles": "N#CC1CCC2(OCCO2)C1CCCCCCCO",
"reactionStepId": "sa_90888f5683a52fd41fc820d5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US04325967;;94733\",\"rsmi\":\"O[CH2:8][CH2:9][OH:10].[N:1]#[C:2][CH:3]1[CH2:4][CH2:5][C:6](=[O:7])[CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19]>Cc1ccc(S(=O)(=O)O)cc1.c1ccccc1>[N:1]#[C:2][CH:3]1[CH2:4][CH2:5][C:6]2([O:7][CH2:8][CH2:9][O:10]2)[CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19]\"},\"mapped_reaction_smiles\":\"O[CH2:8][CH2:9][OH:10].[N:1]#[C:2][CH:3]1[CH2:4][CH2:5][C:6](=[O:7])[CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19]>Cc1ccc(S(=O)(=O)O)cc1.c1ccccc1>[N:1]#[C:2][CH:3]1[CH2:4][CH2:5][C:6]2([O:7][CH2:8][CH2:9][O:10]2)[CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19]\"}",
"reactionStep": {
"id": "sa_90888f5683a52fd41fc820d5",
"reactionHash": "3448cb186f3f8e09f58efbe453815e18f611bd3d5c0568c84bf4d9b3909c58b7"
},
"children": [
{
"id": "15889",
"routeId": "sa_ae4f3168931004182fefba4f",
"moleculeId": "sa_60de4eb128b9cf14eac44801",
"parentId": "15888",
"isLeaf": true,
"molecule": {
"id": "sa_60de4eb128b9cf14eac44801",
"inchikey": "FCBDNJCPZBFBPE-UHFFFAOYSA-N",
"smiles": "N#CC1CCC(=O)C1CCCCCCCO"
},
"smiles": "N#CC1CCC(=O)C1CCCCCCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15890",
"routeId": "sa_ae4f3168931004182fefba4f",
"moleculeId": "sa_daa2686ce35f5333036b911a",
"parentId": "15888",
"isLeaf": true,
"molecule": {
"id": "sa_daa2686ce35f5333036b911a",
"inchikey": "LYCAIKOWRPUZTN-UHFFFAOYSA-N",
"smiles": "OCCO"
},
"smiles": "OCCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15891",
"routeId": "sa_ae4f3168931004182fefba4f",
"moleculeId": "sa_f1a25cbb2070f020dbe1fb4a",
"parentId": "15887",
"isLeaf": true,
"molecule": {
"id": "sa_f1a25cbb2070f020dbe1fb4a",
"inchikey": "QTBSBXVTEAMEQO-UHFFFAOYSA-N",
"smiles": "CC(=O)O"
},
"smiles": "CC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}