Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1c(NC2CCOCC2)cccc1C(=O)NCC(O)CN1CCc2ccccc2C1
InChiKey
ROLLATFNHJSZMI-UHFFFAOYSA-N
Route Signature
1cc4a2deea54b4e2bb6e75f50ffe533d446b59018b486ead851b6f4766003d85
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_a05170edda9e3f737dee9896",
"signature": "1cc4a2deea54b4e2bb6e75f50ffe533d446b59018b486ead851b6f4766003d85",
"contentHash": "f8c78943a131053fc5bfdcd8cd0941a21f848aa9e181685edf21036eb9155765",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_c330300f0c677defceb31524",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-02683",
"moleculeId": "sa_12b8122e425462abe90af669",
"smiles": "Cc1c(NC2CCOCC2)cccc1C(=O)NCC(O)CN1CCc2ccccc2C1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_12b8122e425462abe90af669",
"inchikey": "ROLLATFNHJSZMI-UHFFFAOYSA-N",
"smiles": "Cc1c(NC2CCOCC2)cccc1C(=O)NCC(O)CN1CCc2ccccc2C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "6467",
"routeId": "sa_a05170edda9e3f737dee9896",
"moleculeId": "sa_12b8122e425462abe90af669",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_12b8122e425462abe90af669",
"inchikey": "ROLLATFNHJSZMI-UHFFFAOYSA-N",
"smiles": "Cc1c(NC2CCOCC2)cccc1C(=O)NCC(O)CN1CCc2ccccc2C1"
},
"smiles": "Cc1c(NC2CCOCC2)cccc1C(=O)NCC(O)CN1CCc2ccccc2C1",
"reactionStepId": "sa_ad9d2da8d60fc4b0c22d8b3c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329794A1;0363;1607333\",\"rsmi\":\"O=[C:26]1[CH2:27][CH2:28][O:29][CH2:30][CH2:31]1.[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]2[CH2:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[CH2:20]2)[cH:21][cH:22][cH:23][c:24]1[NH2:25]>CC(=O)O.CO.BC#N.[Na+]>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]2[CH2:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[CH2:20]2)[cH:21][cH:22][cH:23][c:24]1[NH:25][CH:26]1[CH2:27][CH2:28][O:29][CH2:30][CH2:31]1\"},\"mapped_reaction_smiles\":\"O=[C:26]1[CH2:27][CH2:28][O:29][CH2:30][CH2:31]1.[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]2[CH2:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[CH2:20]2)[cH:21][cH:22][cH:23][c:24]1[NH2:25]>CC(=O)O.CO.BC#N.[Na+]>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]2[CH2:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[CH2:20]2)[cH:21][cH:22][cH:23][c:24]1[NH:25][CH:26]1[CH2:27][CH2:28][O:29][CH2:30][CH2:31]1\"}",
"reactionStep": {
"id": "sa_ad9d2da8d60fc4b0c22d8b3c",
"reactionHash": "810aca8046e9c71baa4048009c2a39e07616e31bf7cb59b41ef2eb739be265e9"
},
"children": [
{
"id": "6468",
"routeId": "sa_a05170edda9e3f737dee9896",
"moleculeId": "sa_ef34373f082e31a160a285b5",
"parentId": "6467",
"isLeaf": true,
"molecule": {
"id": "sa_ef34373f082e31a160a285b5",
"inchikey": "JMJRYTGVHCAYCT-UHFFFAOYSA-N",
"smiles": "O=C1CCOCC1"
},
"smiles": "O=C1CCOCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6469",
"routeId": "sa_a05170edda9e3f737dee9896",
"moleculeId": "sa_3994b45acb70127e18720b15",
"parentId": "6467",
"isLeaf": false,
"molecule": {
"id": "sa_3994b45acb70127e18720b15",
"inchikey": "SECBNRNLENXNOR-UHFFFAOYSA-N",
"smiles": "Cc1c(N)cccc1C(=O)NCC(O)CN1CCc2ccccc2C1"
},
"smiles": "Cc1c(N)cccc1C(=O)NCC(O)CN1CCc2ccccc2C1",
"reactionStepId": "sa_980e00c2ad15679d282ca0e9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329794A1;0361;1607332\",\"rsmi\":\"O=[N+:25]([O-])[c:24]1[c:2]([CH3:1])[c:3]([C:4](=[O:5])[NH:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]2[CH2:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[CH2:20]2)[cH:21][cH:22][cH:23]1>CCO.O.Cl.[Fe].N>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]2[CH2:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[CH2:20]2)[cH:21][cH:22][cH:23][c:24]1[NH2:25]\"},\"mapped_reaction_smiles\":\"O=[N+:25]([O-])[c:24]1[c:2]([CH3:1])[c:3]([C:4](=[O:5])[NH:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]2[CH2:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[CH2:20]2)[cH:21][cH:22][cH:23]1>CCO.O.Cl.[Fe].N>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]2[CH2:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[CH2:20]2)[cH:21][cH:22][cH:23][c:24]1[NH2:25]\"}",
"reactionStep": {
"id": "sa_980e00c2ad15679d282ca0e9",
"reactionHash": "9961a0541b95f116673e034f601193131c303f3b827975d20fff8d75b34c7f63"
},
"children": [
{
"id": "6470",
"routeId": "sa_a05170edda9e3f737dee9896",
"moleculeId": "sa_cc142ebdcf308e27bf1bedaf",
"parentId": "6469",
"isLeaf": false,
"molecule": {
"id": "sa_cc142ebdcf308e27bf1bedaf",
"inchikey": "TXFAUFWFWYKEKN-UHFFFAOYSA-N",
"smiles": "Cc1c(C(=O)NCC(O)CN2CCc3ccccc3C2)cccc1[N+](=O)[O-]"
},
"smiles": "Cc1c(C(=O)NCC(O)CN2CCc3ccccc3C2)cccc1[N+](=O)[O-]",
"reactionStepId": "sa_3a31190f26d68e330c888842",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329794A1;0359;1607331\",\"rsmi\":\"O[C:4]([c:3]1[c:2]([CH3:1])[c:24]([N+:25](=[O:26])[O-:27])[cH:23][cH:22][cH:21]1)=[O:5].[NH2:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]1[CH2:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]2[CH2:20]1>CCN(CC)CC.CCN=C=NCCCN(C)C.ClCCl.On1nnc2ccccc21>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]2[CH2:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[CH2:20]2)[cH:21][cH:22][cH:23][c:24]1[N+:25](=[O:26])[O-:27]\"},\"mapped_reaction_smiles\":\"O[C:4]([c:3]1[c:2]([CH3:1])[c:24]([N+:25](=[O:26])[O-:27])[cH:23][cH:22][cH:21]1)=[O:5].[NH2:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]1[CH2:12][CH2:13][c:14]2[cH:15][cH:16][cH:17][cH:18][c:19]2[CH2:20]1>CCN(CC)CC.CCN=C=NCCCN(C)C.ClCCl.On1nnc2ccccc21>[CH3:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][CH2:7][CH:8]([OH:9])[CH2:10][N:11]2[CH2:12][CH2:13][c:14]3[cH:15][cH:16][cH:17][cH:18][c:19]3[CH2:20]2)[cH:21][cH:22][cH:23][c:24]1[N+:25](=[O:26])[O-:27]\"}",
"reactionStep": {
"id": "sa_3a31190f26d68e330c888842",
"reactionHash": "c005bcaab72642ba6d008b3b63a22d010fba11569daffa6bc91cf800c2c83246"
},
"children": [
{
"id": "6471",
"routeId": "sa_a05170edda9e3f737dee9896",
"moleculeId": "sa_9ba14974a9a662b284a2613d",
"parentId": "6470",
"isLeaf": false,
"molecule": {
"id": "sa_9ba14974a9a662b284a2613d",
"inchikey": "BYWDGTKESWRSML-UHFFFAOYSA-N",
"smiles": "NCC(O)CN1CCc2ccccc2C1"
},
"smiles": "NCC(O)CN1CCc2ccccc2C1",
"reactionStepId": "sa_bc51c4e61278cc54b5bdc2b9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140329794A1;0387;1607342\",\"rsmi\":\"[CH2:2]1[CH:3]([CH2:5][N:6]2[CH2:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][c:14]3[CH2:15]2)[O:4]1.[NH3:1]>CCO>[NH2:1][CH2:2][CH:3]([OH:4])[CH2:5][N:6]1[CH2:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[CH2:15]1\"},\"mapped_reaction_smiles\":\"[CH2:2]1[CH:3]([CH2:5][N:6]2[CH2:7][CH2:8][c:9]3[cH:10][cH:11][cH:12][cH:13][c:14]3[CH2:15]2)[O:4]1.[NH3:1]>CCO>[NH2:1][CH2:2][CH:3]([OH:4])[CH2:5][N:6]1[CH2:7][CH2:8][c:9]2[cH:10][cH:11][cH:12][cH:13][c:14]2[CH2:15]1\"}",
"reactionStep": {
"id": "sa_bc51c4e61278cc54b5bdc2b9",
"reactionHash": "4d5d76842856a005936db531ed5f6c6ea628f5fa3ebed7fde0c150a722507f4b"
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"children": [
{
"id": "6472",
"routeId": "sa_a05170edda9e3f737dee9896",
"moleculeId": "sa_10168cfbb03a1050daed4302",
"parentId": "6471",
"isLeaf": true,
"molecule": {
"id": "sa_10168cfbb03a1050daed4302",
"inchikey": "OBDIDGKANKNXDV-UHFFFAOYSA-N",
"smiles": "c1ccc2c(c1)CCN(CC1CO1)C2"
},
"smiles": "c1ccc2c(c1)CCN(CC1CO1)C2",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "6473",
"routeId": "sa_a05170edda9e3f737dee9896",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "6471",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "6474",
"routeId": "sa_a05170edda9e3f737dee9896",
"moleculeId": "sa_a089bbd83624aadb8ef90bc5",
"parentId": "6470",
"isLeaf": true,
"molecule": {
"id": "sa_a089bbd83624aadb8ef90bc5",
"inchikey": "YPQAFWHSMWWPLX-UHFFFAOYSA-N",
"smiles": "Cc1c(C(=O)O)cccc1[N+](=O)[O-]"
},
"smiles": "Cc1c(C(=O)O)cccc1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}