Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(/C=C2\C(=O)Nc3cccc(-c4cccc(F)c4F)c32)[nH]c2c1C(=O)N(C[C@H](O)CN1CCOCC1)CC2
InChiKey
FRYBKHUIKIJRHQ-MKYLKIGJSA-N
Route Signature
4f2359d5efce80498406db5841f2fc6b735755a90f2652f2091941ecc1bba136
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_6eebb936b03b1527a2259de8",
"signature": "4f2359d5efce80498406db5841f2fc6b735755a90f2652f2091941ecc1bba136",
"contentHash": "18920978701e222831c2419fde224be06170a0a5514d2b23a6ee0c822591b84e",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_b34786021816cbd6891840a5",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08398",
"moleculeId": "sa_2790c2d8cc1c217d125247f3",
"smiles": "Cc1c(/C=C2\\C(=O)Nc3cccc(-c4cccc(F)c4F)c32)[nH]c2c1C(=O)N(C[C@H](O)CN1CCOCC1)CC2",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_2790c2d8cc1c217d125247f3",
"inchikey": "FRYBKHUIKIJRHQ-MKYLKIGJSA-N",
"smiles": "Cc1c(/C=C2\\C(=O)Nc3cccc(-c4cccc(F)c4F)c32)[nH]c2c1C(=O)N(C[C@H](O)CN1CCOCC1)CC2"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11915",
"routeId": "sa_6eebb936b03b1527a2259de8",
"moleculeId": "sa_2790c2d8cc1c217d125247f3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2790c2d8cc1c217d125247f3",
"inchikey": "FRYBKHUIKIJRHQ-MKYLKIGJSA-N",
"smiles": "Cc1c(/C=C2\\C(=O)Nc3cccc(-c4cccc(F)c4F)c32)[nH]c2c1C(=O)N(C[C@H](O)CN1CCOCC1)CC2"
},
"smiles": "Cc1c(/C=C2\\C(=O)Nc3cccc(-c4cccc(F)c4F)c32)[nH]c2c1C(=O)N(C[C@H](O)CN1CCOCC1)CC2",
"reactionStepId": "sa_0960c1f7043d06c6bcccf366",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100160317A1;0078;901389\",\"rsmi\":\"O=[CH:4][c:3]1[c:2]([CH3:1])[c:25]2[c:24]([nH:23]1)[CH2:40][CH2:39][N:28]([CH2:29][C@H:30]([OH:31])[CH2:32][N:33]1[CH2:34][CH2:35][O:36][CH2:37][CH2:38]1)[C:26]2=[O:27].[CH2:5]1[C:6](=[O:7])[NH:8][c:9]2[cH:10][cH:11][cH:12][c:13](-[c:14]3[c:15]([F:16])[c:17]([F:18])[cH:19][cH:20][cH:21]3)[c:22]21>C1CCNCC1.CCO>[CH3:1][c:2]1[c:3](/[CH:4]=[C:5]2\\\\[C:6](=[O:7])[NH:8][c:9]3[cH:10][cH:11][cH:12][c:13](-[c:14]4[c:15]([F:16])[c:17]([F:18])[cH:19][cH:20][cH:21]4)[c:22]32)[nH:23][c:24]2[c:25]1[C:26](=[O:27])[N:28]([CH2:29][C@H:30]([OH:31])[CH2:32][N:33]1[CH2:34][CH2:35][O:36][CH2:37][CH2:38]1)[CH2:39][CH2:40]2\"},\"mapped_reaction_smiles\":\"O=[CH:4][c:3]1[c:2]([CH3:1])[c:25]2[c:24]([nH:23]1)[CH2:40][CH2:39][N:28]([CH2:29][C@H:30]([OH:31])[CH2:32][N:33]1[CH2:34][CH2:35][O:36][CH2:37][CH2:38]1)[C:26]2=[O:27].[CH2:5]1[C:6](=[O:7])[NH:8][c:9]2[cH:10][cH:11][cH:12][c:13](-[c:14]3[c:15]([F:16])[c:17]([F:18])[cH:19][cH:20][cH:21]3)[c:22]21>C1CCNCC1.CCO>[CH3:1][c:2]1[c:3](/[CH:4]=[C:5]2\\\\[C:6](=[O:7])[NH:8][c:9]3[cH:10][cH:11][cH:12][c:13](-[c:14]4[c:15]([F:16])[c:17]([F:18])[cH:19][cH:20][cH:21]4)[c:22]32)[nH:23][c:24]2[c:25]1[C:26](=[O:27])[N:28]([CH2:29][C@H:30]([OH:31])[CH2:32][N:33]1[CH2:34][CH2:35][O:36][CH2:37][CH2:38]1)[CH2:39][CH2:40]2\"}",
"reactionStep": {
"id": "sa_0960c1f7043d06c6bcccf366",
"reactionHash": "54b9ec34a69fd05eec4a47d5f20b9b41097ebbaf6590bbd9867bd96968ebb818"
},
"children": [
{
"id": "11916",
"routeId": "sa_6eebb936b03b1527a2259de8",
"moleculeId": "sa_d2c06af232c7dc6f1b21901e",
"parentId": "11915",
"isLeaf": false,
"molecule": {
"id": "sa_d2c06af232c7dc6f1b21901e",
"inchikey": "RAYXBASCQXCKMY-GFCCVEGCSA-N",
"smiles": "Cc1c(C=O)[nH]c2c1C(=O)N(C[C@H](O)CN1CCOCC1)CC2"
},
"smiles": "Cc1c(C=O)[nH]c2c1C(=O)N(C[C@H](O)CN1CCOCC1)CC2",
"reactionStepId": "sa_f74950688a36155485681aff",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100160317A1;0061;901384\",\"rsmi\":\"CN(C)[CH:4]=[O:5].[CH3:1][c:2]1[cH:3][nH:6][c:7]2[c:8]1[C:9](=[O:10])[N:11]([CH2:12][C@H:13]([OH:14])[CH2:15][N:16]1[CH2:17][CH2:18][O:19][CH2:20][CH2:21]1)[CH2:22][CH2:23]2>ClCCl.O=P(Cl)(Cl)Cl>[CH3:1][c:2]1[c:3]([CH:4]=[O:5])[nH:6][c:7]2[c:8]1[C:9](=[O:10])[N:11]([CH2:12][C@H:13]([OH:14])[CH2:15][N:16]1[CH2:17][CH2:18][O:19][CH2:20][CH2:21]1)[CH2:22][CH2:23]2\"},\"mapped_reaction_smiles\":\"CN(C)[CH:4]=[O:5].[CH3:1][c:2]1[cH:3][nH:6][c:7]2[c:8]1[C:9](=[O:10])[N:11]([CH2:12][C@H:13]([OH:14])[CH2:15][N:16]1[CH2:17][CH2:18][O:19][CH2:20][CH2:21]1)[CH2:22][CH2:23]2>ClCCl.O=P(Cl)(Cl)Cl>[CH3:1][c:2]1[c:3]([CH:4]=[O:5])[nH:6][c:7]2[c:8]1[C:9](=[O:10])[N:11]([CH2:12][C@H:13]([OH:14])[CH2:15][N:16]1[CH2:17][CH2:18][O:19][CH2:20][CH2:21]1)[CH2:22][CH2:23]2\"}",
"reactionStep": {
"id": "sa_f74950688a36155485681aff",
"reactionHash": "6c2d685e8fa7a62c7e64f273b2212451ff620e8b2f5d1c87b63c45f3a499797b"
},
"children": [
{
"id": "11917",
"routeId": "sa_6eebb936b03b1527a2259de8",
"moleculeId": "sa_0d0eb8c585d899b518445a52",
"parentId": "11916",
"isLeaf": true,
"molecule": {
"id": "sa_0d0eb8c585d899b518445a52",
"inchikey": "YZAKHLSGTNUGGH-GFCCVEGCSA-N",
"smiles": "Cc1c[nH]c2c1C(=O)N(C[C@H](O)CN1CCOCC1)CC2"
},
"smiles": "Cc1c[nH]c2c1C(=O)N(C[C@H](O)CN1CCOCC1)CC2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11918",
"routeId": "sa_6eebb936b03b1527a2259de8",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "11916",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11919",
"routeId": "sa_6eebb936b03b1527a2259de8",
"moleculeId": "sa_75fbdac6ca157fb7ad850c01",
"parentId": "11915",
"isLeaf": false,
"molecule": {
"id": "sa_75fbdac6ca157fb7ad850c01",
"inchikey": "YAZNOHYDAGXWLC-UHFFFAOYSA-N",
"smiles": "O=C1Cc2c(cccc2-c2cccc(F)c2F)N1"
},
"smiles": "O=C1Cc2c(cccc2-c2cccc(F)c2F)N1",
"reactionStepId": "sa_9445be4ea4c5982c8565ee55",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100160317A1;0076;901388\",\"rsmi\":\"CC[OH:1].[cH:2]1[cH:3][c:4]2[c:5](-[c:6]3[c:7]([F:8])[c:9]([F:10])[cH:11][cH:12][cH:13]3)[cH:14][cH:15][cH:16][c:17]2[nH:18]1>CC(=O)O.CC(C)(C)O.Br.Br.Br.[Zn].c1ccncc1.c1ccncc1.c1ccncc1>[O:1]=[C:2]1[CH2:3][c:4]2[c:5](-[c:6]3[c:7]([F:8])[c:9]([F:10])[cH:11][cH:12][cH:13]3)[cH:14][cH:15][cH:16][c:17]2[NH:18]1\"},\"mapped_reaction_smiles\":\"CC[OH:1].[cH:2]1[cH:3][c:4]2[c:5](-[c:6]3[c:7]([F:8])[c:9]([F:10])[cH:11][cH:12][cH:13]3)[cH:14][cH:15][cH:16][c:17]2[nH:18]1>CC(=O)O.CC(C)(C)O.Br.Br.Br.[Zn].c1ccncc1.c1ccncc1.c1ccncc1>[O:1]=[C:2]1[CH2:3][c:4]2[c:5](-[c:6]3[c:7]([F:8])[c:9]([F:10])[cH:11][cH:12][cH:13]3)[cH:14][cH:15][cH:16][c:17]2[NH:18]1\"}",
"reactionStep": {
"id": "sa_9445be4ea4c5982c8565ee55",
"reactionHash": "2b2bd8522c7771d8fabfa4f4510688e93aea4e2cd70c735dae39e93777f5b8ee"
},
"children": [
{
"id": "11920",
"routeId": "sa_6eebb936b03b1527a2259de8",
"moleculeId": "sa_afaca116b303dc7d01346819",
"parentId": "11919",
"isLeaf": true,
"molecule": {
"id": "sa_afaca116b303dc7d01346819",
"inchikey": "LFQSCWFLJHTTHZ-UHFFFAOYSA-N",
"smiles": "CCO"
},
"smiles": "CCO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11921",
"routeId": "sa_6eebb936b03b1527a2259de8",
"moleculeId": "sa_f72a501a4a99c4324b625fad",
"parentId": "11919",
"isLeaf": true,
"molecule": {
"id": "sa_f72a501a4a99c4324b625fad",
"inchikey": "MYKUHYFGZWLKCQ-UHFFFAOYSA-N",
"smiles": "Fc1cccc(-c2cccc3[nH]ccc23)c1F"
},
"smiles": "Fc1cccc(-c2cccc3[nH]ccc23)c1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}