Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOP(=O)(OCC)OCCN1CCN(c2c(C=O)c3ccccc3n2-c2ccccc2)CC1
InChiKey
ASFNDNUIDUXOJY-UHFFFAOYSA-N
Route Signature
014a1141845baae25b04afb9be072de9bbb462e9b27a3fcc4a6599caafede5ae
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_94b0409bcbe4e7bef1a1211e",
"signature": "014a1141845baae25b04afb9be072de9bbb462e9b27a3fcc4a6599caafede5ae",
"contentHash": "8eea69ee88f6abb24f840e2f3bca83e9ac33a8d907acc93db05c1b2d4aa248cb",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_ee8f00d8bbee33f0255530bb",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-09176",
"moleculeId": "sa_ecbd5f25c4bc834721ceaeda",
"smiles": "CCOP(=O)(OCC)OCCN1CCN(c2c(C=O)c3ccccc3n2-c2ccccc2)CC1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_ecbd5f25c4bc834721ceaeda",
"inchikey": "ASFNDNUIDUXOJY-UHFFFAOYSA-N",
"smiles": "CCOP(=O)(OCC)OCCN1CCN(c2c(C=O)c3ccccc3n2-c2ccccc2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8875",
"routeId": "sa_94b0409bcbe4e7bef1a1211e",
"moleculeId": "sa_ecbd5f25c4bc834721ceaeda",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ecbd5f25c4bc834721ceaeda",
"inchikey": "ASFNDNUIDUXOJY-UHFFFAOYSA-N",
"smiles": "CCOP(=O)(OCC)OCCN1CCN(c2c(C=O)c3ccccc3n2-c2ccccc2)CC1"
},
"smiles": "CCOP(=O)(OCC)OCCN1CCN(c2c(C=O)c3ccccc3n2-c2ccccc2)CC1",
"reactionStepId": "sa_c2b9915f337b17663f32966a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080255350A1;0396;620680\",\"rsmi\":\"Cl[P:4]([O:3][CH2:2][CH3:1])(=[O:5])[O:6][CH2:7][CH3:8].[OH:9][CH2:10][CH2:11][N:12]1[CH2:13][CH2:14][N:15]([c:16]2[c:17]([CH:18]=[O:19])[c:20]3[cH:21][cH:22][cH:23][cH:24][c:25]3[n:26]2-[c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[CH2:33][CH2:34]1>>[CH3:1][CH2:2][O:3][P:4](=[O:5])([O:6][CH2:7][CH3:8])[O:9][CH2:10][CH2:11][N:12]1[CH2:13][CH2:14][N:15]([c:16]2[c:17]([CH:18]=[O:19])[c:20]3[cH:21][cH:22][cH:23][cH:24][c:25]3[n:26]2-[c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[CH2:33][CH2:34]1\"},\"mapped_reaction_smiles\":\"Cl[P:4]([O:3][CH2:2][CH3:1])(=[O:5])[O:6][CH2:7][CH3:8].[OH:9][CH2:10][CH2:11][N:12]1[CH2:13][CH2:14][N:15]([c:16]2[c:17]([CH:18]=[O:19])[c:20]3[cH:21][cH:22][cH:23][cH:24][c:25]3[n:26]2-[c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[CH2:33][CH2:34]1>>[CH3:1][CH2:2][O:3][P:4](=[O:5])([O:6][CH2:7][CH3:8])[O:9][CH2:10][CH2:11][N:12]1[CH2:13][CH2:14][N:15]([c:16]2[c:17]([CH:18]=[O:19])[c:20]3[cH:21][cH:22][cH:23][cH:24][c:25]3[n:26]2-[c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[CH2:33][CH2:34]1\"}",
"reactionStep": {
"id": "sa_c2b9915f337b17663f32966a",
"reactionHash": "889ac75bf5b8e881e237805f3a58da5c5a3d1aa2e923fc46c9ed3ff746929b6b"
},
"children": [
{
"id": "8876",
"routeId": "sa_94b0409bcbe4e7bef1a1211e",
"moleculeId": "sa_87fb93fbb47ade39abdfed22",
"parentId": "8875",
"isLeaf": false,
"molecule": {
"id": "sa_87fb93fbb47ade39abdfed22",
"inchikey": "GBSBKSABVLLECH-UHFFFAOYSA-N",
"smiles": "O=Cc1c(N2CCN(CCO)CC2)n(-c2ccccc2)c2ccccc12"
},
"smiles": "O=Cc1c(N2CCN(CCO)CC2)n(-c2ccccc2)c2ccccc12",
"reactionStepId": "sa_ea257627e0bea7ab2d82189a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080255350A1;0287;620631\",\"rsmi\":\"Cl[c:4]1[c:3]([CH:2]=[O:1])[c:26]2[c:21]([n:14]1-[c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[cH:22][cH:23][cH:24][cH:25]2.[NH:5]1[CH2:6][CH2:7][N:8]([CH2:9][CH2:10][OH:11])[CH2:12][CH2:13]1>C1COCCO1.O>[O:1]=[CH:2][c:3]1[c:4]([N:5]2[CH2:6][CH2:7][N:8]([CH2:9][CH2:10][OH:11])[CH2:12][CH2:13]2)[n:14](-[c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[c:21]2[cH:22][cH:23][cH:24][cH:25][c:26]12\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[c:3]([CH:2]=[O:1])[c:26]2[c:21]([n:14]1-[c:15]1[cH:16][cH:17][cH:18][cH:19][cH:20]1)[cH:22][cH:23][cH:24][cH:25]2.[NH:5]1[CH2:6][CH2:7][N:8]([CH2:9][CH2:10][OH:11])[CH2:12][CH2:13]1>C1COCCO1.O>[O:1]=[CH:2][c:3]1[c:4]([N:5]2[CH2:6][CH2:7][N:8]([CH2:9][CH2:10][OH:11])[CH2:12][CH2:13]2)[n:14](-[c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[c:21]2[cH:22][cH:23][cH:24][cH:25][c:26]12\"}",
"reactionStep": {
"id": "sa_ea257627e0bea7ab2d82189a",
"reactionHash": "cbf20400e029838a752a884ae233f9f50f0a7d5f329aca20a999c662ca0ac15c"
},
"children": [
{
"id": "8877",
"routeId": "sa_94b0409bcbe4e7bef1a1211e",
"moleculeId": "sa_b2b84bf7b0bf02d3e89a4ff8",
"parentId": "8876",
"isLeaf": false,
"molecule": {
"id": "sa_b2b84bf7b0bf02d3e89a4ff8",
"inchikey": "IOEMMFHEICHTSW-UHFFFAOYSA-N",
"smiles": "O=Cc1c(Cl)n(-c2ccccc2)c2ccccc12"
},
"smiles": "O=Cc1c(Cl)n(-c2ccccc2)c2ccccc12",
"reactionStepId": "sa_905895d29ccdc50a245c8ded",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080255350A1;0261;620619\",\"rsmi\":\"OB(O)[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1.[O:1]=[CH:2][c:3]1[c:4]([Cl:5])[nH:6][c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]12>CCN(CC)CC.ClCCl.c1ccncc1>[O:1]=[CH:2][c:3]1[c:4]([Cl:5])[n:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]12\"},\"mapped_reaction_smiles\":\"OB(O)[c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1.[O:1]=[CH:2][c:3]1[c:4]([Cl:5])[nH:6][c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]12>CCN(CC)CC.ClCCl.c1ccncc1>[O:1]=[CH:2][c:3]1[c:4]([Cl:5])[n:6](-[c:7]2[cH:8][cH:9][cH:10][cH:11][cH:12]2)[c:13]2[cH:14][cH:15][cH:16][cH:17][c:18]12\"}",
"reactionStep": {
"id": "sa_905895d29ccdc50a245c8ded",
"reactionHash": "73654c78d3fa5154345aa5774c18f3a674e57ed70987c807218ecc581b4530c6"
},
"children": [
{
"id": "8878",
"routeId": "sa_94b0409bcbe4e7bef1a1211e",
"moleculeId": "sa_05364e99571ecb363666a42f",
"parentId": "8877",
"isLeaf": true,
"molecule": {
"id": "sa_05364e99571ecb363666a42f",
"inchikey": "HXITXNWTGFUOAU-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccccc1"
},
"smiles": "OB(O)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8879",
"routeId": "sa_94b0409bcbe4e7bef1a1211e",
"moleculeId": "sa_79340f0973dae096b48b27eb",
"parentId": "8877",
"isLeaf": true,
"molecule": {
"id": "sa_79340f0973dae096b48b27eb",
"inchikey": "XYSSNBNFOBVMAU-UHFFFAOYSA-N",
"smiles": "O=Cc1c(Cl)[nH]c2ccccc12"
},
"smiles": "O=Cc1c(Cl)[nH]c2ccccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8880",
"routeId": "sa_94b0409bcbe4e7bef1a1211e",
"moleculeId": "sa_4ef40a59f2f2a5426fb1546b",
"parentId": "8876",
"isLeaf": true,
"molecule": {
"id": "sa_4ef40a59f2f2a5426fb1546b",
"inchikey": "WFCSWCVEJLETKA-UHFFFAOYSA-N",
"smiles": "OCCN1CCNCC1"
},
"smiles": "OCCN1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8881",
"routeId": "sa_94b0409bcbe4e7bef1a1211e",
"moleculeId": "sa_0c4795d336b8ccaecce6e925",
"parentId": "8875",
"isLeaf": true,
"molecule": {
"id": "sa_0c4795d336b8ccaecce6e925",
"inchikey": "LGTLXDJOAJDFLR-UHFFFAOYSA-N",
"smiles": "CCOP(=O)(Cl)OCC"
},
"smiles": "CCOP(=O)(Cl)OCC",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}