Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCC[C@H]1CC[C@H](c2ccc(CC(=O)O)cc2)CC1
InChiKey
DHROMRFXWBYCFF-CTYIDZIISA-N
Route Signature
6e681bb6e2cc13c86de76e4bab9d807c304e7ee2b082c9a1106e3cdf271bc801
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2b5203a95d3b167c07ede252",
"signature": "6e681bb6e2cc13c86de76e4bab9d807c304e7ee2b082c9a1106e3cdf271bc801",
"contentHash": "8630fca5324f7f0f5b229145308790b3d691a459c6abd082aed6b5fe97e84328",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_304d6da82d8ac41428e3373f",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00726",
"moleculeId": "sa_07f9ea3df06d599d58a49f31",
"smiles": "CCC[C@H]1CC[C@H](c2ccc(CC(=O)O)cc2)CC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_07f9ea3df06d599d58a49f31",
"inchikey": "DHROMRFXWBYCFF-CTYIDZIISA-N",
"smiles": "CCC[C@H]1CC[C@H](c2ccc(CC(=O)O)cc2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4760",
"routeId": "sa_2b5203a95d3b167c07ede252",
"moleculeId": "sa_07f9ea3df06d599d58a49f31",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_07f9ea3df06d599d58a49f31",
"inchikey": "DHROMRFXWBYCFF-CTYIDZIISA-N",
"smiles": "CCC[C@H]1CC[C@H](c2ccc(CC(=O)O)cc2)CC1"
},
"smiles": "CCC[C@H]1CC[C@H](c2ccc(CC(=O)O)cc2)CC1",
"reactionStepId": "sa_c60edaaf9a2f644a9d116b96",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05200110;;269026\",\"rsmi\":\"C[OH:15].N#[C:13][CH2:12][c:11]1[cH:10][cH:9][c:8]([C@H:7]2[CH2:6][CH2:5][C@H:4]([CH2:3][CH2:2][CH3:1])[CH2:19][CH2:18]2)[cH:17][cH:16]1.[OH2:14]>O.[K+]>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([c:8]2[cH:9][cH:10][c:11]([CH2:12][C:13](=[O:14])[OH:15])[cH:16][cH:17]2)[CH2:18][CH2:19]1\"},\"mapped_reaction_smiles\":\"C[OH:15].N#[C:13][CH2:12][c:11]1[cH:10][cH:9][c:8]([C@H:7]2[CH2:6][CH2:5][C@H:4]([CH2:3][CH2:2][CH3:1])[CH2:19][CH2:18]2)[cH:17][cH:16]1.[OH2:14]>O.[K+]>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([c:8]2[cH:9][cH:10][c:11]([CH2:12][C:13](=[O:14])[OH:15])[cH:16][cH:17]2)[CH2:18][CH2:19]1\"}",
"reactionStep": {
"id": "sa_c60edaaf9a2f644a9d116b96",
"reactionHash": "c672b6e4a9f58eba026f353c22bc7378c68174a166a319ee0e238d6f96d77657"
},
"children": [
{
"id": "4761",
"routeId": "sa_2b5203a95d3b167c07ede252",
"moleculeId": "sa_fe3b5b412bd7728e22942284",
"parentId": "4760",
"isLeaf": false,
"molecule": {
"id": "sa_fe3b5b412bd7728e22942284",
"inchikey": "NIJAAKODRUQBOT-KOMQPUFPSA-N",
"smiles": "CCC[C@H]1CC[C@H](c2ccc(CC#N)cc2)CC1"
},
"smiles": "CCC[C@H]1CC[C@H](c2ccc(CC#N)cc2)CC1",
"reactionStepId": "sa_d681893055e3ea93b7aa4aaa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05200110;;269025\",\"rsmi\":\"Cl[CH2:12][c:11]1[cH:10][cH:9][c:8]([C@H:7]2[CH2:6][CH2:5][C@H:4]([CH2:3][CH2:2][CH3:1])[CH2:18][CH2:17]2)[cH:16][cH:15]1.[CH:13]#[N:14]>CS(C)=O.O.[Na+]>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([c:8]2[cH:9][cH:10][c:11]([CH2:12][C:13]#[N:14])[cH:15][cH:16]2)[CH2:17][CH2:18]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:12][c:11]1[cH:10][cH:9][c:8]([C@H:7]2[CH2:6][CH2:5][C@H:4]([CH2:3][CH2:2][CH3:1])[CH2:18][CH2:17]2)[cH:16][cH:15]1.[CH:13]#[N:14]>CS(C)=O.O.[Na+]>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([c:8]2[cH:9][cH:10][c:11]([CH2:12][C:13]#[N:14])[cH:15][cH:16]2)[CH2:17][CH2:18]1\"}",
"reactionStep": {
"id": "sa_d681893055e3ea93b7aa4aaa",
"reactionHash": "f7e107b9badf62c3c4a783c2cc9133f22c0ea921d8907930a2b47e479cff60e2"
},
"children": [
{
"id": "4762",
"routeId": "sa_2b5203a95d3b167c07ede252",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "4761",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4763",
"routeId": "sa_2b5203a95d3b167c07ede252",
"moleculeId": "sa_e892087e7e7ad5acfd984bde",
"parentId": "4761",
"isLeaf": false,
"molecule": {
"id": "sa_e892087e7e7ad5acfd984bde",
"inchikey": "URVRNMKFCPQSSN-CTYIDZIISA-N",
"smiles": "CCC[C@H]1CC[C@H](c2ccc(CCl)cc2)CC1"
},
"smiles": "CCC[C@H]1CC[C@H](c2ccc(CCl)cc2)CC1",
"reactionStepId": "sa_801b7aba2ce59d94f30e29e9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05200110;;269024\",\"rsmi\":\"O=S(Cl)[Cl:13].O[CH2:12][c:11]1[cH:10][cH:9][c:8]([C@H:7]2[CH2:6][CH2:5][C@H:4]([CH2:3][CH2:2][CH3:1])[CH2:17][CH2:16]2)[cH:15][cH:14]1>>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([c:8]2[cH:9][cH:10][c:11]([CH2:12][Cl:13])[cH:14][cH:15]2)[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:13].O[CH2:12][c:11]1[cH:10][cH:9][c:8]([C@H:7]2[CH2:6][CH2:5][C@H:4]([CH2:3][CH2:2][CH3:1])[CH2:17][CH2:16]2)[cH:15][cH:14]1>>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([c:8]2[cH:9][cH:10][c:11]([CH2:12][Cl:13])[cH:14][cH:15]2)[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_801b7aba2ce59d94f30e29e9",
"reactionHash": "0390fa0781b04616ce839d7137a60ee046a81db1a27e26acf320de23a789b3fd"
},
"children": [
{
"id": "4764",
"routeId": "sa_2b5203a95d3b167c07ede252",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "4763",
"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": "4765",
"routeId": "sa_2b5203a95d3b167c07ede252",
"moleculeId": "sa_7b726efb6f2f7e17a2c8fe12",
"parentId": "4763",
"isLeaf": false,
"molecule": {
"id": "sa_7b726efb6f2f7e17a2c8fe12",
"inchikey": "ZCSFOVAZLIDVCW-CTYIDZIISA-N",
"smiles": "CCC[C@H]1CC[C@H](c2ccc(CO)cc2)CC1"
},
"smiles": "CCC[C@H]1CC[C@H](c2ccc(CO)cc2)CC1",
"reactionStepId": "sa_efe346b743eec5dff8486445",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05200110;;269023\",\"rsmi\":\"Cl[C:12]([c:11]1[cH:10][cH:9][c:8]([C@H:7]2[CH2:6][CH2:5][C@H:4]([CH2:3][CH2:2][CH3:1])[CH2:17][CH2:16]2)[cH:15][cH:14]1)=[O:13]>Cc1ccccc1.Cl>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([c:8]2[cH:9][cH:10][c:11]([CH2:12][OH:13])[cH:14][cH:15]2)[CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"Cl[C:12]([c:11]1[cH:10][cH:9][c:8]([C@H:7]2[CH2:6][CH2:5][C@H:4]([CH2:3][CH2:2][CH3:1])[CH2:17][CH2:16]2)[cH:15][cH:14]1)=[O:13]>Cc1ccccc1.Cl>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([c:8]2[cH:9][cH:10][c:11]([CH2:12][OH:13])[cH:14][cH:15]2)[CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_efe346b743eec5dff8486445",
"reactionHash": "ba113739223bbdecd7b88e85b8223df1a3902698de86ef39cf354c3ff94ce5a7"
},
"children": [
{
"id": "4766",
"routeId": "sa_2b5203a95d3b167c07ede252",
"moleculeId": "sa_1d4b56d17bb4c55432fb4adc",
"parentId": "4765",
"isLeaf": false,
"molecule": {
"id": "sa_1d4b56d17bb4c55432fb4adc",
"inchikey": "OEABBNGVFWXEJP-JOCQHMNTSA-N",
"smiles": "CCC[C@H]1CC[C@H](c2ccc(C(=O)Cl)cc2)CC1"
},
"smiles": "CCC[C@H]1CC[C@H](c2ccc(C(=O)Cl)cc2)CC1",
"reactionStepId": "sa_54684fd9e0a7f765f43a0ee3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05200110;;269022\",\"rsmi\":\"O=S(Cl)[Cl:14].O[C:12]([c:11]1[cH:10][cH:9][c:8]([C@H:7]2[CH2:6][CH2:5][C@H:4]([CH2:3][CH2:2][CH3:1])[CH2:18][CH2:17]2)[cH:16][cH:15]1)=[O:13]>>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([c:8]2[cH:9][cH:10][c:11]([C:12](=[O:13])[Cl:14])[cH:15][cH:16]2)[CH2:17][CH2:18]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:14].O[C:12]([c:11]1[cH:10][cH:9][c:8]([C@H:7]2[CH2:6][CH2:5][C@H:4]([CH2:3][CH2:2][CH3:1])[CH2:18][CH2:17]2)[cH:16][cH:15]1)=[O:13]>>[CH3:1][CH2:2][CH2:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([c:8]2[cH:9][cH:10][c:11]([C:12](=[O:13])[Cl:14])[cH:15][cH:16]2)[CH2:17][CH2:18]1\"}",
"reactionStep": {
"id": "sa_54684fd9e0a7f765f43a0ee3",
"reactionHash": "ef6ae58d9597081f69676fa48faea11320adb96293c552ec182a08a7efc155f9"
},
"children": [
{
"id": "4767",
"routeId": "sa_2b5203a95d3b167c07ede252",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "4766",
"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": "4768",
"routeId": "sa_2b5203a95d3b167c07ede252",
"moleculeId": "sa_2cab8861742778cfda58b285",
"parentId": "4766",
"isLeaf": true,
"molecule": {
"id": "sa_2cab8861742778cfda58b285",
"inchikey": "VACLULPMEXHBMD-JOCQHMNTSA-N",
"smiles": "CCC[C@H]1CC[C@H](c2ccc(C(=O)O)cc2)CC1"
},
"smiles": "CCC[C@H]1CC[C@H](c2ccc(C(=O)O)cc2)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "4769",
"routeId": "sa_2b5203a95d3b167c07ede252",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "4760",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4770",
"routeId": "sa_2b5203a95d3b167c07ede252",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "4760",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}