Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COCc1cccnc1N1CCN(CC2COc3ccccc3O2)CC1
InChiKey
VGIYMYGMVXPMKV-UHFFFAOYSA-N
Route Signature
cd63f2b8f8e41d0aeb8479e21165d198377a0293b3d7a4eefa1420d4ce1a4fe8
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_05829e4b6fdc65a9e0903ea1",
"signature": "cd63f2b8f8e41d0aeb8479e21165d198377a0293b3d7a4eefa1420d4ce1a4fe8",
"contentHash": "1ccac66c12213d9dec1c8bf54f894fa6a6f379406e31f925a840f3bba3890333",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_526c3703518d5f543060adb8",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01323",
"moleculeId": "sa_b2cdb4d2443538b681f78f41",
"smiles": "COCc1cccnc1N1CCN(CC2COc3ccccc3O2)CC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_b2cdb4d2443538b681f78f41",
"inchikey": "VGIYMYGMVXPMKV-UHFFFAOYSA-N",
"smiles": "COCc1cccnc1N1CCN(CC2COc3ccccc3O2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5480",
"routeId": "sa_05829e4b6fdc65a9e0903ea1",
"moleculeId": "sa_b2cdb4d2443538b681f78f41",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_b2cdb4d2443538b681f78f41",
"inchikey": "VGIYMYGMVXPMKV-UHFFFAOYSA-N",
"smiles": "COCc1cccnc1N1CCN(CC2COc3ccccc3O2)CC1"
},
"smiles": "COCc1cccnc1N1CCN(CC2COc3ccccc3O2)CC1",
"reactionStepId": "sa_33c15c1a589a0fe314dcee52",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110262352A1;0118;1118438\",\"rsmi\":\"Br[CH2:14][CH:15]1[CH2:16][O:17][c:18]2[c:19]([cH:20][cH:21][cH:22][cH:23]2)[O:24]1.[CH3:1][O:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[N:10]1[CH2:11][CH2:12][NH:13][CH2:25][CH2:26]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[N:10]1[CH2:11][CH2:12][N:13]([CH2:14][CH:15]2[CH2:16][O:17][c:18]3[c:19]([cH:20][cH:21][cH:22][cH:23]3)[O:24]2)[CH2:25][CH2:26]1\"},\"mapped_reaction_smiles\":\"Br[CH2:14][CH:15]1[CH2:16][O:17][c:18]2[c:19]([cH:20][cH:21][cH:22][cH:23]2)[O:24]1.[CH3:1][O:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[N:10]1[CH2:11][CH2:12][NH:13][CH2:25][CH2:26]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][O:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[N:10]1[CH2:11][CH2:12][N:13]([CH2:14][CH:15]2[CH2:16][O:17][c:18]3[c:19]([cH:20][cH:21][cH:22][cH:23]3)[O:24]2)[CH2:25][CH2:26]1\"}",
"reactionStep": {
"id": "sa_33c15c1a589a0fe314dcee52",
"reactionHash": "79944ec05fe70f6381008fc751c878fd99c2cec554fa3f52f5348433fc384c04"
},
"children": [
{
"id": "5481",
"routeId": "sa_05829e4b6fdc65a9e0903ea1",
"moleculeId": "sa_1a5d014f63d3349267daa3b3",
"parentId": "5480",
"isLeaf": false,
"molecule": {
"id": "sa_1a5d014f63d3349267daa3b3",
"inchikey": "GKZGWCBOSZGXEA-UHFFFAOYSA-N",
"smiles": "COCc1cccnc1N1CCNCC1"
},
"smiles": "COCc1cccnc1N1CCNCC1",
"reactionStepId": "sa_d4ba17abe6a706a4fe2366fb",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110262352A1;0084;1118425\",\"rsmi\":\"c1ccc(C[N:13]2[CH2:12][CH2:11][N:10]([c:9]3[c:4]([CH2:3][O:2][CH3:1])[cH:5][cH:6][cH:7][n:8]3)[CH2:15][CH2:14]2)cc1>C=O.CO.O=CO.N.[Pd]>[CH3:1][O:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[N:10]1[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[N:13]2[CH2:12][CH2:11][N:10]([c:9]3[c:4]([CH2:3][O:2][CH3:1])[cH:5][cH:6][cH:7][n:8]3)[CH2:15][CH2:14]2)cc1>C=O.CO.O=CO.N.[Pd]>[CH3:1][O:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[N:10]1[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]1\"}",
"reactionStep": {
"id": "sa_d4ba17abe6a706a4fe2366fb",
"reactionHash": "5cd90b4386473b123863e55f39dd064223ece92427a6a723ee96b4a4586622e5"
},
"children": [
{
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"routeId": "sa_05829e4b6fdc65a9e0903ea1",
"moleculeId": "sa_5eefea15cbbd83c56c9e1dc5",
"parentId": "5481",
"isLeaf": false,
"molecule": {
"id": "sa_5eefea15cbbd83c56c9e1dc5",
"inchikey": "ASNKGDUJEAVOLF-UHFFFAOYSA-N",
"smiles": "COCc1cccnc1N1CCN(Cc2ccccc2)CC1"
},
"smiles": "COCc1cccnc1N1CCN(Cc2ccccc2)CC1",
"reactionStepId": "sa_81e89ba6c5431f15b6060b3b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110262352A1;0082;1118424\",\"rsmi\":\"I[CH3:1].[OH:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[N:10]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1>C1CCOC1.O.[HH].[Na+]>[CH3:1][O:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[N:10]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"I[CH3:1].[OH:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[N:10]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1>C1CCOC1.O.[HH].[Na+]>[CH3:1][O:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][n:8][c:9]1[N:10]1[CH2:11][CH2:12][N:13]([CH2:14][c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[CH2:21][CH2:22]1\"}",
"reactionStep": {
"id": "sa_81e89ba6c5431f15b6060b3b",
"reactionHash": "1c2a7495766fa82d16e5a5c8628fb708d5f7b808ee4d2defea947c4666be664a"
},
"children": [
{
"id": "5483",
"routeId": "sa_05829e4b6fdc65a9e0903ea1",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "5482",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5484",
"routeId": "sa_05829e4b6fdc65a9e0903ea1",
"moleculeId": "sa_d36f9f0bd4a075a902efbb17",
"parentId": "5482",
"isLeaf": false,
"molecule": {
"id": "sa_d36f9f0bd4a075a902efbb17",
"inchikey": "YJIMLJIEBYQRLC-UHFFFAOYSA-N",
"smiles": "OCc1cccnc1N1CCN(Cc2ccccc2)CC1"
},
"smiles": "OCc1cccnc1N1CCN(Cc2ccccc2)CC1",
"reactionStepId": "sa_d8a129894e5ccf286c9b3ad5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110262352A1;0080;1118423\",\"rsmi\":\"CCO[C:2](=[O:1])[c:3]1[cH:4][cH:5][cH:6][n:7][c:8]1[N:9]1[CH2:10][CH2:11][N:12]([CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[CH2:20][CH2:21]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[K+].[Li+].O>[OH:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][n:7][c:8]1[N:9]1[CH2:10][CH2:11][N:12]([CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"CCO[C:2](=[O:1])[c:3]1[cH:4][cH:5][cH:6][n:7][c:8]1[N:9]1[CH2:10][CH2:11][N:12]([CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[CH2:20][CH2:21]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[K+].[Li+].O>[OH:1][CH2:2][c:3]1[cH:4][cH:5][cH:6][n:7][c:8]1[N:9]1[CH2:10][CH2:11][N:12]([CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][cH:19]2)[CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_d8a129894e5ccf286c9b3ad5",
"reactionHash": "aba763a098d5bafcd30390f70ad1b2a72cf426500ef0153e1a05e585cc1c3a34"
},
"children": [
{
"id": "5485",
"routeId": "sa_05829e4b6fdc65a9e0903ea1",
"moleculeId": "sa_02f98fe7930334c64041fba7",
"parentId": "5484",
"isLeaf": false,
"molecule": {
"id": "sa_02f98fe7930334c64041fba7",
"inchikey": "OHUWUAKDBIWOMS-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cccnc1N1CCN(Cc2ccccc2)CC1"
},
"smiles": "CCOC(=O)c1cccnc1N1CCN(Cc2ccccc2)CC1",
"reactionStepId": "sa_4bbd163a00961f456e18f918",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110262352A1;0078;1118422\",\"rsmi\":\"Cl[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:24][cH:23][cH:22][n:21]1.[NH:8]1[CH2:9][CH2:10][N:11]([CH2:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[CH2:19][CH2:20]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([N:8]2[CH2:9][CH2:10][N:11]([CH2:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[CH2:19][CH2:20]2)[n:21][cH:22][cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:24][cH:23][cH:22][n:21]1.[NH:8]1[CH2:9][CH2:10][N:11]([CH2:12][c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[CH2:19][CH2:20]1>CN(C)C=O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([N:8]2[CH2:9][CH2:10][N:11]([CH2:12][c:13]3[cH:14][cH:15][cH:16][cH:17][cH:18]3)[CH2:19][CH2:20]2)[n:21][cH:22][cH:23][cH:24]1\"}",
"reactionStep": {
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"reactionHash": "4e31a49af286ae1dfcb8535c2a8c10195b648966a289b9b82effc5bb18e22a80"
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"children": [
{
"id": "5486",
"routeId": "sa_05829e4b6fdc65a9e0903ea1",
"moleculeId": "sa_09e36465fb6a137e9dd00b2f",
"parentId": "5485",
"isLeaf": true,
"molecule": {
"id": "sa_09e36465fb6a137e9dd00b2f",
"inchikey": "IQXXEPZFOOTTBA-UHFFFAOYSA-N",
"smiles": "c1ccc(CN2CCNCC2)cc1"
},
"smiles": "c1ccc(CN2CCNCC2)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5487",
"routeId": "sa_05829e4b6fdc65a9e0903ea1",
"moleculeId": "sa_fd7789a24fa80853f530261f",
"parentId": "5485",
"isLeaf": true,
"molecule": {
"id": "sa_fd7789a24fa80853f530261f",
"inchikey": "PMIMPBYTPPRBGD-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cccnc1Cl"
},
"smiles": "CCOC(=O)c1cccnc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
},
{
"id": "5488",
"routeId": "sa_05829e4b6fdc65a9e0903ea1",
"moleculeId": "sa_a627566c3de5e370e16ee8e8",
"parentId": "5480",
"isLeaf": true,
"molecule": {
"id": "sa_a627566c3de5e370e16ee8e8",
"inchikey": "QYLFKNVZIFTCIY-UHFFFAOYSA-N",
"smiles": "BrCC1COc2ccccc2O1"
},
"smiles": "BrCC1COc2ccccc2O1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}