Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC[C@H](c1ccccc1)N(C)C(=O)c1csc(C2CCN(C(=O)Cc3cc(Cl)ccc3Cl)CC2)n1
InChiKey
HTDKYLXVADYGKZ-XMMPIXPASA-N
Route Signature
4adacca1b941e73ec5eafb134b24f9d55e35e180f1f44ed7f3fa55161ab6a058
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_b8c0088aab5c50c6617ae6fa",
"signature": "4adacca1b941e73ec5eafb134b24f9d55e35e180f1f44ed7f3fa55161ab6a058",
"contentHash": "84d38dc430a2fc524bd0dd94d631f00e87558ea3933229649cc2acabd3b64ac7",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_0bc99d7a779d169260e83b25",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-03246",
"moleculeId": "sa_2a42a3401bc00769cfcf0f64",
"smiles": "CC[C@H](c1ccccc1)N(C)C(=O)c1csc(C2CCN(C(=O)Cc3cc(Cl)ccc3Cl)CC2)n1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_2a42a3401bc00769cfcf0f64",
"inchikey": "HTDKYLXVADYGKZ-XMMPIXPASA-N",
"smiles": "CC[C@H](c1ccccc1)N(C)C(=O)c1csc(C2CCN(C(=O)Cc3cc(Cl)ccc3Cl)CC2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11000",
"routeId": "sa_b8c0088aab5c50c6617ae6fa",
"moleculeId": "sa_2a42a3401bc00769cfcf0f64",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2a42a3401bc00769cfcf0f64",
"inchikey": "HTDKYLXVADYGKZ-XMMPIXPASA-N",
"smiles": "CC[C@H](c1ccccc1)N(C)C(=O)c1csc(C2CCN(C(=O)Cc3cc(Cl)ccc3Cl)CC2)n1"
},
"smiles": "CC[C@H](c1ccccc1)N(C)C(=O)c1csc(C2CCN(C(=O)Cc3cc(Cl)ccc3Cl)CC2)n1",
"reactionStepId": "sa_4731a965743dfcf3582b39f3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08586611B2;0328;1393000\",\"rsmi\":\"O[C:22](=[O:23])[CH2:24][c:25]1[c:26]([Cl:27])[cH:28][cH:29][c:30]([Cl:31])[cH:32]1.[CH3:1][CH2:2][C@H:3]([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[N:10]([CH3:11])[C:12](=[O:13])[c:14]1[cH:15][s:16][c:17]([CH:18]2[CH2:19][CH2:20][NH:21][CH2:33][CH2:34]2)[n:35]1>CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)c1ccncc1.Cl.ClCCl>[CH3:1][CH2:2][C@H:3]([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[N:10]([CH3:11])[C:12](=[O:13])[c:14]1[cH:15][s:16][c:17]([CH:18]2[CH2:19][CH2:20][N:21]([C:22](=[O:23])[CH2:24][c:25]3[c:26]([Cl:27])[cH:28][cH:29][c:30]([Cl:31])[cH:32]3)[CH2:33][CH2:34]2)[n:35]1\"},\"mapped_reaction_smiles\":\"O[C:22](=[O:23])[CH2:24][c:25]1[c:26]([Cl:27])[cH:28][cH:29][c:30]([Cl:31])[cH:32]1.[CH3:1][CH2:2][C@H:3]([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[N:10]([CH3:11])[C:12](=[O:13])[c:14]1[cH:15][s:16][c:17]([CH:18]2[CH2:19][CH2:20][NH:21][CH2:33][CH2:34]2)[n:35]1>CCN(CC)CC.CCN=C=NCCCN(C)C.CN(C)c1ccncc1.Cl.ClCCl>[CH3:1][CH2:2][C@H:3]([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[N:10]([CH3:11])[C:12](=[O:13])[c:14]1[cH:15][s:16][c:17]([CH:18]2[CH2:19][CH2:20][N:21]([C:22](=[O:23])[CH2:24][c:25]3[c:26]([Cl:27])[cH:28][cH:29][c:30]([Cl:31])[cH:32]3)[CH2:33][CH2:34]2)[n:35]1\"}",
"reactionStep": {
"id": "sa_4731a965743dfcf3582b39f3",
"reactionHash": "524b718e082d7fdf4506eb420c643b7769e9cee18f958ed3f35906fa66c1de59"
},
"children": [
{
"id": "11001",
"routeId": "sa_b8c0088aab5c50c6617ae6fa",
"moleculeId": "sa_f7042587ca22fd6ce5d8dc27",
"parentId": "11000",
"isLeaf": false,
"molecule": {
"id": "sa_f7042587ca22fd6ce5d8dc27",
"inchikey": "GVJNYQCKURCIJI-QGZVFWFLSA-N",
"smiles": "CC[C@H](c1ccccc1)N(C)C(=O)c1csc(C2CCNCC2)n1"
},
"smiles": "CC[C@H](c1ccccc1)N(C)C(=O)c1csc(C2CCNCC2)n1",
"reactionStepId": "sa_fc17d191940811d04fbf8b90",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08586611B2;0319;1392995\",\"rsmi\":\"CC(C)(C)OC(=O)[N:21]1[CH2:20][CH2:19][CH:18]([c:17]2[s:16][cH:15][c:14]([C:12]([N:10]([C@H:3]([CH2:2][CH3:1])[c:4]3[cH:5][cH:6][cH:7][cH:8][cH:9]3)[CH3:11])=[O:13])[n:24]2)[CH2:23][CH2:22]1>C1COCCO1.CCOCC.Cl>[CH3:1][CH2:2][C@H:3]([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[N:10]([CH3:11])[C:12](=[O:13])[c:14]1[cH:15][s:16][c:17]([CH:18]2[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]2)[n:24]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[N:21]1[CH2:20][CH2:19][CH:18]([c:17]2[s:16][cH:15][c:14]([C:12]([N:10]([C@H:3]([CH2:2][CH3:1])[c:4]3[cH:5][cH:6][cH:7][cH:8][cH:9]3)[CH3:11])=[O:13])[n:24]2)[CH2:23][CH2:22]1>C1COCCO1.CCOCC.Cl>[CH3:1][CH2:2][C@H:3]([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[N:10]([CH3:11])[C:12](=[O:13])[c:14]1[cH:15][s:16][c:17]([CH:18]2[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]2)[n:24]1\"}",
"reactionStep": {
"id": "sa_fc17d191940811d04fbf8b90",
"reactionHash": "a22b378b4445ec7254e1ae5f2ca9fee6ea80efd128f52ecc1f91c252f1fb8a9b"
},
"children": [
{
"id": "11002",
"routeId": "sa_b8c0088aab5c50c6617ae6fa",
"moleculeId": "sa_3a7eed46f16ecb46537e2da1",
"parentId": "11001",
"isLeaf": true,
"molecule": {
"id": "sa_3a7eed46f16ecb46537e2da1",
"inchikey": "NOJBNRHTWBMOEU-HXUWFJFHSA-N",
"smiles": "CC[C@H](c1ccccc1)N(C)C(=O)c1csc(C2CCN(C(=O)OC(C)(C)C)CC2)n1"
},
"smiles": "CC[C@H](c1ccccc1)N(C)C(=O)c1csc(C2CCN(C(=O)OC(C)(C)C)CC2)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11003",
"routeId": "sa_b8c0088aab5c50c6617ae6fa",
"moleculeId": "sa_2888a483c96a6b681525a9c9",
"parentId": "11000",
"isLeaf": false,
"molecule": {
"id": "sa_2888a483c96a6b681525a9c9",
"inchikey": "GWTUGCOXTFFBMM-UHFFFAOYSA-N",
"smiles": "O=C(O)Cc1cc(Cl)ccc1Cl"
},
"smiles": "O=C(O)Cc1cc(Cl)ccc1Cl",
"reactionStepId": "sa_7c3404271475d0f84c5e0f5d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08586611B2;0326;1392999\",\"rsmi\":\"CC[OH:3].N#[C:2][CH2:4][c:5]1[c:6]([Cl:7])[cH:8][cH:9][c:10]([Cl:11])[cH:12]1.[OH2:1]>Cl.[Na+]>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[c:6]([Cl:7])[cH:8][cH:9][c:10]([Cl:11])[cH:12]1\"},\"mapped_reaction_smiles\":\"CC[OH:3].N#[C:2][CH2:4][c:5]1[c:6]([Cl:7])[cH:8][cH:9][c:10]([Cl:11])[cH:12]1.[OH2:1]>Cl.[Na+]>[O:1]=[C:2]([OH:3])[CH2:4][c:5]1[c:6]([Cl:7])[cH:8][cH:9][c:10]([Cl:11])[cH:12]1\"}",
"reactionStep": {
"id": "sa_7c3404271475d0f84c5e0f5d",
"reactionHash": "ff9d5e8edbc5ee63f886af32803668c2521a5430bb9a10c2dcad334a7ad03ff0"
},
"children": [
{
"id": "11004",
"routeId": "sa_b8c0088aab5c50c6617ae6fa",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "11003",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11005",
"routeId": "sa_b8c0088aab5c50c6617ae6fa",
"moleculeId": "sa_fd2959ff99c7d40694efeab4",
"parentId": "11003",
"isLeaf": false,
"molecule": {
"id": "sa_fd2959ff99c7d40694efeab4",
"inchikey": "RLUBZPCKOYSHNQ-UHFFFAOYSA-N",
"smiles": "N#CCc1cc(Cl)ccc1Cl"
},
"smiles": "N#CCc1cc(Cl)ccc1Cl",
"reactionStepId": "sa_376e7042e7e56c8656b58a2c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08586611B2;0326;1392998\",\"rsmi\":\"Br[CH2:3][c:4]1[c:5]([Cl:6])[cH:7][cH:8][c:9]([Cl:10])[cH:11]1.[N:1]#[CH:2]>CCO.O.[K+]>[N:1]#[C:2][CH2:3][c:4]1[c:5]([Cl:6])[cH:7][cH:8][c:9]([Cl:10])[cH:11]1\"},\"mapped_reaction_smiles\":\"Br[CH2:3][c:4]1[c:5]([Cl:6])[cH:7][cH:8][c:9]([Cl:10])[cH:11]1.[N:1]#[CH:2]>CCO.O.[K+]>[N:1]#[C:2][CH2:3][c:4]1[c:5]([Cl:6])[cH:7][cH:8][c:9]([Cl:10])[cH:11]1\"}",
"reactionStep": {
"id": "sa_376e7042e7e56c8656b58a2c",
"reactionHash": "5493ec42b49d91a3b7bf93bd0ebf1954a1aee90a643e1e6344e56a8cee0baa9f"
},
"children": [
{
"id": "11006",
"routeId": "sa_b8c0088aab5c50c6617ae6fa",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "11005",
"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": "11007",
"routeId": "sa_b8c0088aab5c50c6617ae6fa",
"moleculeId": "sa_e571e1b20926dc61ebd268e6",
"parentId": "11005",
"isLeaf": true,
"molecule": {
"id": "sa_e571e1b20926dc61ebd268e6",
"inchikey": "UUVDOPTUDWJHFK-UHFFFAOYSA-N",
"smiles": "Clc1ccc(Cl)c(CBr)c1"
},
"smiles": "Clc1ccc(Cl)c(CBr)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11008",
"routeId": "sa_b8c0088aab5c50c6617ae6fa",
"moleculeId": "sa_106b35b8a76bbe73829a0a69",
"parentId": "11003",
"isLeaf": true,
"molecule": {
"id": "sa_106b35b8a76bbe73829a0a69",
"inchikey": "XLYOFNOQVPJJNP-UHFFFAOYSA-N",
"smiles": "O"
},
"smiles": "O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}