Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(/C=C2\CC[C@H]3CC[C@@H](c4ccc(F)c(F)c4)N3C2=O)ccc1-n1cnc(C)n1
InChiKey
ONOOMLYSCRGXOF-VOXOQKHHSA-N
Route Signature
90e9e0e3a4fc60e185ce70a6062e7d42718903a822c629f1bdbeeea6a288d1ed
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_8e1134dd057138b487ed0b3a",
"signature": "90e9e0e3a4fc60e185ce70a6062e7d42718903a822c629f1bdbeeea6a288d1ed",
"contentHash": "56681b0e67189b5ad6bf1da1bfcb90859fa7c11196eca1cd5ada057a6b19fede",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_77fb5b85443e9685b623839b",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-09972",
"moleculeId": "sa_0908b0b5d606b0d647e5f889",
"smiles": "COc1cc(/C=C2\\CC[C@H]3CC[C@@H](c4ccc(F)c(F)c4)N3C2=O)ccc1-n1cnc(C)n1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_0908b0b5d606b0d647e5f889",
"inchikey": "ONOOMLYSCRGXOF-VOXOQKHHSA-N",
"smiles": "COc1cc(/C=C2\\CC[C@H]3CC[C@@H](c4ccc(F)c(F)c4)N3C2=O)ccc1-n1cnc(C)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12103",
"routeId": "sa_8e1134dd057138b487ed0b3a",
"moleculeId": "sa_0908b0b5d606b0d647e5f889",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_0908b0b5d606b0d647e5f889",
"inchikey": "ONOOMLYSCRGXOF-VOXOQKHHSA-N",
"smiles": "COc1cc(/C=C2\\CC[C@H]3CC[C@@H](c4ccc(F)c(F)c4)N3C2=O)ccc1-n1cnc(C)n1"
},
"smiles": "COc1cc(/C=C2\\CC[C@H]3CC[C@@H](c4ccc(F)c(F)c4)N3C2=O)ccc1-n1cnc(C)n1",
"reactionStepId": "sa_cd729e66c894e3f4bbfe64ae",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090203697A1;0600;748828\",\"rsmi\":\"CCOP(=O)(OCC)[CH:15]1[CH2:16][CH2:17][C@H:18]2[CH2:19][CH2:20][C@@H:21]([c:22]3[cH:23][c:24]([F:25])[c:26]([F:27])[cH:28][cH:29]3)[N:30]2[C:31]1=[O:32].O=[CH:14][c:13]1[cH:12][cH:11][c:4](-[n:5]2[cH:6][n:7][c:8]([CH3:9])[n:10]2)[c:3]([O:2][CH3:1])[cH:33]1>C1CCOC1.CCO.O.O.[Li+].O>[CH3:1][O:2][c:3]1[c:4](-[n:5]2[cH:6][n:7][c:8]([CH3:9])[n:10]2)[cH:11][cH:12][c:13](/[CH:14]=[C:15]2\\\\[CH2:16][CH2:17][C@H:18]3[CH2:19][CH2:20][C@@H:21]([c:22]4[cH:23][c:24]([F:25])[c:26]([F:27])[cH:28][cH:29]4)[N:30]3[C:31]2=[O:32])[cH:33]1\"},\"mapped_reaction_smiles\":\"CCOP(=O)(OCC)[CH:15]1[CH2:16][CH2:17][C@H:18]2[CH2:19][CH2:20][C@@H:21]([c:22]3[cH:23][c:24]([F:25])[c:26]([F:27])[cH:28][cH:29]3)[N:30]2[C:31]1=[O:32].O=[CH:14][c:13]1[cH:12][cH:11][c:4](-[n:5]2[cH:6][n:7][c:8]([CH3:9])[n:10]2)[c:3]([O:2][CH3:1])[cH:33]1>C1CCOC1.CCO.O.O.[Li+].O>[CH3:1][O:2][c:3]1[c:4](-[n:5]2[cH:6][n:7][c:8]([CH3:9])[n:10]2)[cH:11][cH:12][c:13](/[CH:14]=[C:15]2\\\\[CH2:16][CH2:17][C@H:18]3[CH2:19][CH2:20][C@@H:21]([c:22]4[cH:23][c:24]([F:25])[c:26]([F:27])[cH:28][cH:29]4)[N:30]3[C:31]2=[O:32])[cH:33]1\"}",
"reactionStep": {
"id": "sa_cd729e66c894e3f4bbfe64ae",
"reactionHash": "21e34a3ff150b04e92c655ac2d260e5fb02f87141747ed87ecd150f5e48f3b85"
},
"children": [
{
"id": "12104",
"routeId": "sa_8e1134dd057138b487ed0b3a",
"moleculeId": "sa_98f7ccfc5ffc0c935aaaee84",
"parentId": "12103",
"isLeaf": false,
"molecule": {
"id": "sa_98f7ccfc5ffc0c935aaaee84",
"inchikey": "HPLDMMPJCZGWKZ-WBTZKQGOSA-N",
"smiles": "CCOP(=O)(OCC)C1CC[C@H]2CC[C@@H](c3ccc(F)c(F)c3)N2C1=O"
},
"smiles": "CCOP(=O)(OCC)C1CC[C@H]2CC[C@@H](c3ccc(F)c(F)c3)N2C1=O",
"reactionStepId": "sa_6c40d9c3d9ef747758656dcc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090203697A1;0598;748827\",\"rsmi\":\"CC[O:5][P:4]([O:3][CH2:2][CH3:1])[O:6][CH2:7][CH3:8].I[CH:9]1[CH2:10][CH2:11][C@H:12]2[CH2:13][CH2:14][C@@H:15]([c:16]3[cH:17][c:18]([F:19])[c:20]([F:21])[cH:22][cH:23]3)[N:24]2[C:25]1=[O:26]>>[CH3:1][CH2:2][O:3][P:4](=[O:5])([O:6][CH2:7][CH3:8])[CH:9]1[CH2:10][CH2:11][C@H:12]2[CH2:13][CH2:14][C@@H:15]([c:16]3[cH:17][c:18]([F:19])[c:20]([F:21])[cH:22][cH:23]3)[N:24]2[C:25]1=[O:26]\"},\"mapped_reaction_smiles\":\"CC[O:5][P:4]([O:3][CH2:2][CH3:1])[O:6][CH2:7][CH3:8].I[CH:9]1[CH2:10][CH2:11][C@H:12]2[CH2:13][CH2:14][C@@H:15]([c:16]3[cH:17][c:18]([F:19])[c:20]([F:21])[cH:22][cH:23]3)[N:24]2[C:25]1=[O:26]>>[CH3:1][CH2:2][O:3][P:4](=[O:5])([O:6][CH2:7][CH3:8])[CH:9]1[CH2:10][CH2:11][C@H:12]2[CH2:13][CH2:14][C@@H:15]([c:16]3[cH:17][c:18]([F:19])[c:20]([F:21])[cH:22][cH:23]3)[N:24]2[C:25]1=[O:26]\"}",
"reactionStep": {
"id": "sa_6c40d9c3d9ef747758656dcc",
"reactionHash": "f8e4b33587afc3424314a290e0eae08539d68845ac0da7a3670d6f6c89d2f2a0"
},
"children": [
{
"id": "12105",
"routeId": "sa_8e1134dd057138b487ed0b3a",
"moleculeId": "sa_89f1484a9c859438eeae3e6a",
"parentId": "12104",
"isLeaf": true,
"molecule": {
"id": "sa_89f1484a9c859438eeae3e6a",
"inchikey": "BDZBKCUKTQZUTL-UHFFFAOYSA-N",
"smiles": "CCOP(OCC)OCC"
},
"smiles": "CCOP(OCC)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12106",
"routeId": "sa_8e1134dd057138b487ed0b3a",
"moleculeId": "sa_e9ab92e8c3e3f15d6ca30463",
"parentId": "12104",
"isLeaf": true,
"molecule": {
"id": "sa_e9ab92e8c3e3f15d6ca30463",
"inchikey": "YPJBONUJNQOIKZ-SKGBEAKQSA-N",
"smiles": "O=C1C(I)CC[C@H]2CC[C@@H](c3ccc(F)c(F)c3)N12"
},
"smiles": "O=C1C(I)CC[C@H]2CC[C@@H](c3ccc(F)c(F)c3)N12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "12107",
"routeId": "sa_8e1134dd057138b487ed0b3a",
"moleculeId": "sa_b91514dc1085b25b282a3961",
"parentId": "12103",
"isLeaf": false,
"molecule": {
"id": "sa_b91514dc1085b25b282a3961",
"inchikey": "RHLAALZXVCZFFX-UHFFFAOYSA-N",
"smiles": "COc1cc(C=O)ccc1-n1cnc(C)n1"
},
"smiles": "COc1cc(C=O)ccc1-n1cnc(C)n1",
"reactionStepId": "sa_b85e9a47c8ab8532e3ecad37",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090203697A1;0414;748789\",\"rsmi\":\"F[c:4]1[c:3]([O:2][CH3:1])[cH:16][c:13]([CH:14]=[O:15])[cH:12][cH:11]1.[nH:5]1[cH:6][n:7][c:8]([CH3:9])[n:10]1>CCOC(C)=O.CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[c:4](-[n:5]2[cH:6][n:7][c:8]([CH3:9])[n:10]2)[cH:11][cH:12][c:13]([CH:14]=[O:15])[cH:16]1\"},\"mapped_reaction_smiles\":\"F[c:4]1[c:3]([O:2][CH3:1])[cH:16][c:13]([CH:14]=[O:15])[cH:12][cH:11]1.[nH:5]1[cH:6][n:7][c:8]([CH3:9])[n:10]1>CCOC(C)=O.CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[c:4](-[n:5]2[cH:6][n:7][c:8]([CH3:9])[n:10]2)[cH:11][cH:12][c:13]([CH:14]=[O:15])[cH:16]1\"}",
"reactionStep": {
"id": "sa_b85e9a47c8ab8532e3ecad37",
"reactionHash": "60450931d3ed26040cfb50b7b7314174334bd90a7adf4c4a6470089c72e08a2a"
},
"children": [
{
"id": "12108",
"routeId": "sa_8e1134dd057138b487ed0b3a",
"moleculeId": "sa_9c8c5cb4f7375c206ec4412c",
"parentId": "12107",
"isLeaf": true,
"molecule": {
"id": "sa_9c8c5cb4f7375c206ec4412c",
"inchikey": "NALVGTOMKSKFFV-UHFFFAOYSA-N",
"smiles": "COc1cc(C=O)ccc1F"
},
"smiles": "COc1cc(C=O)ccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12109",
"routeId": "sa_8e1134dd057138b487ed0b3a",
"moleculeId": "sa_3dea0599b5dc26c3e40f3c00",
"parentId": "12107",
"isLeaf": true,
"molecule": {
"id": "sa_3dea0599b5dc26c3e40f3c00",
"inchikey": "PZKFSRWSQOQYNR-UHFFFAOYSA-N",
"smiles": "Cc1ncn[nH]1"
},
"smiles": "Cc1nc[nH]n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}