Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=C(CCCN1CCC2(CC1)C(=O)N(c1ccccc1C(=O)O)CN2c1ccccc1)c1ccccc1
InChiKey
FZITUKFOWDHDBH-UHFFFAOYSA-N
Route Signature
0e284f4a7767a19377347f30b387b8e8b8e0035539e99ce688817d2f6af8237d
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_49daa98e0111fae7e462ecfd",
"signature": "0e284f4a7767a19377347f30b387b8e8b8e0035539e99ce688817d2f6af8237d",
"contentHash": "030499d462f963ed6d90fd475c7169304058cbc1515235e697efb6776e0f1a64",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_62621593895f5559b3e043f8",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05245",
"moleculeId": "sa_bee87b72ccb80c4c3a452b68",
"smiles": "O=C(CCCN1CCC2(CC1)C(=O)N(c1ccccc1C(=O)O)CN2c1ccccc1)c1ccccc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_bee87b72ccb80c4c3a452b68",
"inchikey": "FZITUKFOWDHDBH-UHFFFAOYSA-N",
"smiles": "O=C(CCCN1CCC2(CC1)C(=O)N(c1ccccc1C(=O)O)CN2c1ccccc1)c1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11384",
"routeId": "sa_49daa98e0111fae7e462ecfd",
"moleculeId": "sa_bee87b72ccb80c4c3a452b68",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_bee87b72ccb80c4c3a452b68",
"inchikey": "FZITUKFOWDHDBH-UHFFFAOYSA-N",
"smiles": "O=C(CCCN1CCC2(CC1)C(=O)N(c1ccccc1C(=O)O)CN2c1ccccc1)c1ccccc1"
},
"smiles": "O=C(CCCN1CCC2(CC1)C(=O)N(c1ccccc1C(=O)O)CN2c1ccccc1)c1ccccc1",
"reactionStepId": "sa_72678766f899f4dd26185b4f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140350005A1;0642;1618931\",\"rsmi\":\"CC(C)(C)[O:3][C:2](=[O:1])[c:4]1[c:5]([N:6]2[CH2:7][N:8]([c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[C:15]3([CH2:16][CH2:17][N:18]([CH2:19][CH2:20][CH2:21][C:22](=[O:23])[c:24]4[cH:25][cH:26][cH:27][cH:28][cH:29]4)[CH2:30][CH2:31]3)[C:32]2=[O:33])[cH:34][cH:35][cH:36][cH:37]1>C1COCCO1.Cl>[O:1]=[C:2]([OH:3])[c:4]1[c:5]([N:6]2[CH2:7][N:8]([c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[C:15]3([CH2:16][CH2:17][N:18]([CH2:19][CH2:20][CH2:21][C:22](=[O:23])[c:24]4[cH:25][cH:26][cH:27][cH:28][cH:29]4)[CH2:30][CH2:31]3)[C:32]2=[O:33])[cH:34][cH:35][cH:36][cH:37]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[O:3][C:2](=[O:1])[c:4]1[c:5]([N:6]2[CH2:7][N:8]([c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[C:15]3([CH2:16][CH2:17][N:18]([CH2:19][CH2:20][CH2:21][C:22](=[O:23])[c:24]4[cH:25][cH:26][cH:27][cH:28][cH:29]4)[CH2:30][CH2:31]3)[C:32]2=[O:33])[cH:34][cH:35][cH:36][cH:37]1>C1COCCO1.Cl>[O:1]=[C:2]([OH:3])[c:4]1[c:5]([N:6]2[CH2:7][N:8]([c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[C:15]3([CH2:16][CH2:17][N:18]([CH2:19][CH2:20][CH2:21][C:22](=[O:23])[c:24]4[cH:25][cH:26][cH:27][cH:28][cH:29]4)[CH2:30][CH2:31]3)[C:32]2=[O:33])[cH:34][cH:35][cH:36][cH:37]1\"}",
"reactionStep": {
"id": "sa_72678766f899f4dd26185b4f",
"reactionHash": "1a4e3cbfc7d0c707c73e14dae07780505ccdcf1346899c1b8a6dea83e649a3f7"
},
"children": [
{
"id": "11385",
"routeId": "sa_49daa98e0111fae7e462ecfd",
"moleculeId": "sa_aa71c542f15dec3ac7b27cfc",
"parentId": "11384",
"isLeaf": false,
"molecule": {
"id": "sa_aa71c542f15dec3ac7b27cfc",
"inchikey": "VOOAEMKYIJYZJU-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1ccccc1N1CN(c2ccccc2)C2(CCN(CCCC(=O)c3ccccc3)CC2)C1=O"
},
"smiles": "CC(C)(C)OC(=O)c1ccccc1N1CN(c2ccccc2)C2(CCN(CCCC(=O)c3ccccc3)CC2)C1=O",
"reactionStepId": "sa_b342487bf016f96e36e851f0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140350005A1;0644;1618932\",\"rsmi\":\"I[CH2:23][CH2:24][CH2:25][C:26](=[O:27])[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([N:10]2[CH2:11][N:12]([c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[C:19]3([CH2:20][CH2:21][NH:22][CH2:34][CH2:35]3)[C:36]2=[O:37])[cH:38][cH:39][cH:40][cH:41]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([N:10]2[CH2:11][N:12]([c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[C:19]3([CH2:20][CH2:21][N:22]([CH2:23][CH2:24][CH2:25][C:26](=[O:27])[c:28]4[cH:29][cH:30][cH:31][cH:32][cH:33]4)[CH2:34][CH2:35]3)[C:36]2=[O:37])[cH:38][cH:39][cH:40][cH:41]1\"},\"mapped_reaction_smiles\":\"I[CH2:23][CH2:24][CH2:25][C:26](=[O:27])[c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([N:10]2[CH2:11][N:12]([c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[C:19]3([CH2:20][CH2:21][NH:22][CH2:34][CH2:35]3)[C:36]2=[O:37])[cH:38][cH:39][cH:40][cH:41]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([N:10]2[CH2:11][N:12]([c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[C:19]3([CH2:20][CH2:21][N:22]([CH2:23][CH2:24][CH2:25][C:26](=[O:27])[c:28]4[cH:29][cH:30][cH:31][cH:32][cH:33]4)[CH2:34][CH2:35]3)[C:36]2=[O:37])[cH:38][cH:39][cH:40][cH:41]1\"}",
"reactionStep": {
"id": "sa_b342487bf016f96e36e851f0",
"reactionHash": "06cd6afdb33949abb3a937b26af52a505c403bbb6b5bde44b5899a5d469f1c28"
},
"children": [
{
"id": "11386",
"routeId": "sa_49daa98e0111fae7e462ecfd",
"moleculeId": "sa_2a6ef224e49326cd3e36be0b",
"parentId": "11385",
"isLeaf": false,
"molecule": {
"id": "sa_2a6ef224e49326cd3e36be0b",
"inchikey": "PJRXWNVVGCWTJP-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1ccccc1N1CN(c2ccccc2)C2(CCNCC2)C1=O"
},
"smiles": "CC(C)(C)OC(=O)c1ccccc1N1CN(c2ccccc2)C2(CCNCC2)C1=O",
"reactionStepId": "sa_3050732bad84b21cf8a14e2e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140350005A1;0646;1618933\",\"rsmi\":\"O=C(OCc1ccccc1)[N:22]1[CH2:21][CH2:20][C:19]2([N:12]([c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[CH2:11][N:10]([c:9]3[c:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:30][cH:29][cH:28][cH:27]3)[C:25]2=[O:26])[CH2:24][CH2:23]1>CCO.CCOC(C)=O.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([N:10]2[CH2:11][N:12]([c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[C:19]3([CH2:20][CH2:21][NH:22][CH2:23][CH2:24]3)[C:25]2=[O:26])[cH:27][cH:28][cH:29][cH:30]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[N:22]1[CH2:21][CH2:20][C:19]2([N:12]([c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[CH2:11][N:10]([c:9]3[c:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[cH:30][cH:29][cH:28][cH:27]3)[C:25]2=[O:26])[CH2:24][CH2:23]1>CCO.CCOC(C)=O.[Pd]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[c:8]1[c:9]([N:10]2[CH2:11][N:12]([c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[C:19]3([CH2:20][CH2:21][NH:22][CH2:23][CH2:24]3)[C:25]2=[O:26])[cH:27][cH:28][cH:29][cH:30]1\"}",
"reactionStep": {
"id": "sa_3050732bad84b21cf8a14e2e",
"reactionHash": "317fb664cfbb70517775cdc10a34283c0875fb2c05dd7c86ba3016261a9f9144"
},
"children": [
{
"id": "11387",
"routeId": "sa_49daa98e0111fae7e462ecfd",
"moleculeId": "sa_8110f541f99f70e36dcd41fb",
"parentId": "11386",
"isLeaf": true,
"molecule": {
"id": "sa_8110f541f99f70e36dcd41fb",
"inchikey": "WYDLASGFTGIHPB-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)c1ccccc1N1CN(c2ccccc2)C2(CCN(C(=O)OCc3ccccc3)CC2)C1=O"
},
"smiles": "CC(C)(C)OC(=O)c1ccccc1N1CN(c2ccccc2)C2(CCN(C(=O)OCc3ccccc3)CC2)C1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11388",
"routeId": "sa_49daa98e0111fae7e462ecfd",
"moleculeId": "sa_c6ca7c3d1b383d2f0df18922",
"parentId": "11385",
"isLeaf": false,
"molecule": {
"id": "sa_c6ca7c3d1b383d2f0df18922",
"inchikey": "QCNSLBGKXIACGC-UHFFFAOYSA-N",
"smiles": "O=C(CCCI)c1ccccc1"
},
"smiles": "O=C(CCCI)c1ccccc1",
"reactionStepId": "sa_ec40e2010fb386f2037ffe60",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140350005A1;0540;1618888\",\"rsmi\":\"Cl[CH2:5][CH2:4][CH2:3][C:2](=[O:1])[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1.[IH:6]>CC(C)=O.[Na+]>[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][I:6])[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:5][CH2:4][CH2:3][C:2](=[O:1])[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1.[IH:6]>CC(C)=O.[Na+]>[O:1]=[C:2]([CH2:3][CH2:4][CH2:5][I:6])[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1\"}",
"reactionStep": {
"id": "sa_ec40e2010fb386f2037ffe60",
"reactionHash": "fde9318d476e79b0d28fed967723002ebbad018d98ca4603d9b464fdf9d91625"
},
"children": [
{
"id": "11389",
"routeId": "sa_49daa98e0111fae7e462ecfd",
"moleculeId": "sa_a46443edcf88d6fa36e5f9e1",
"parentId": "11388",
"isLeaf": true,
"molecule": {
"id": "sa_a46443edcf88d6fa36e5f9e1",
"inchikey": "GHEFQKHLHFXSBR-UHFFFAOYSA-N",
"smiles": "O=C(CCCCl)c1ccccc1"
},
"smiles": "O=C(CCCCl)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11390",
"routeId": "sa_49daa98e0111fae7e462ecfd",
"moleculeId": "sa_bc906e425e53d363266dfe60",
"parentId": "11388",
"isLeaf": true,
"molecule": {
"id": "sa_bc906e425e53d363266dfe60",
"inchikey": "XMBWDFGMSWQBCA-UHFFFAOYSA-N",
"smiles": "I"
},
"smiles": "I",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}