Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1ccc(Oc2ccc(Nc3ncnc4cc(-c5ccco5)[nH]c34)cc2C)cn1
InChiKey
AQKJRVPEFSUIDZ-UHFFFAOYSA-N
Route Signature
b94003940e8d2f25bd28dda6c1a26224af4edf2decd4a8eef70ade8daebb10e9
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_1253ac287b8398f0ac8dbbb0",
"signature": "b94003940e8d2f25bd28dda6c1a26224af4edf2decd4a8eef70ade8daebb10e9",
"contentHash": "4feed44d905d966496e50d417ff210d7bf875a803f6d2ebf6a9d0aca1839bad1",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_00e9e16e7e6a249570e4bbb6",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-06673",
"moleculeId": "sa_4af33edd48ac202805eca896",
"smiles": "Cc1ccc(Oc2ccc(Nc3ncnc4cc(-c5ccco5)[nH]c34)cc2C)cn1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_4af33edd48ac202805eca896",
"inchikey": "AQKJRVPEFSUIDZ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Oc2ccc(Nc3ncnc4cc(-c5ccco5)[nH]c34)cc2C)cn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 3
},
"rootNode": {
"id": "8063",
"routeId": "sa_1253ac287b8398f0ac8dbbb0",
"moleculeId": "sa_4af33edd48ac202805eca896",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4af33edd48ac202805eca896",
"inchikey": "AQKJRVPEFSUIDZ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Oc2ccc(Nc3ncnc4cc(-c5ccco5)[nH]c34)cc2C)cn1"
},
"smiles": "Cc1ccc(Oc2ccc(Nc3ncnc4cc(-c5ccco5)[nH]c34)cc2C)cn1",
"reactionStepId": "sa_784dce2eb9170e47223a220a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090203717A1;0656;749759\",\"rsmi\":\"Cl[c:13]1[n:14][cH:15][n:16][c:17]2[c:18]1[nH:19][c:20](-[c:21]1[cH:22][cH:23][cH:24][o:25]1)[cH:26]2.[CH3:1][c:2]1[cH:3][cH:4][c:5]([O:6][c:7]2[c:8]([CH3:9])[cH:10][c:11]([NH2:12])[cH:27][cH:28]2)[cH:29][n:30]1>CN1CCCC1=O.O.O=C(O)O.[Na+]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([O:6][c:7]2[c:8]([CH3:9])[cH:10][c:11]([NH:12][c:13]3[n:14][cH:15][n:16][c:17]4[c:18]3[nH:19][c:20](-[c:21]3[cH:22][cH:23][cH:24][o:25]3)[cH:26]4)[cH:27][cH:28]2)[cH:29][n:30]1\"},\"mapped_reaction_smiles\":\"Cl[c:13]1[n:14][cH:15][n:16][c:17]2[c:18]1[nH:19][c:20](-[c:21]1[cH:22][cH:23][cH:24][o:25]1)[cH:26]2.[CH3:1][c:2]1[cH:3][cH:4][c:5]([O:6][c:7]2[c:8]([CH3:9])[cH:10][c:11]([NH2:12])[cH:27][cH:28]2)[cH:29][n:30]1>CN1CCCC1=O.O.O=C(O)O.[Na+]>[CH3:1][c:2]1[cH:3][cH:4][c:5]([O:6][c:7]2[c:8]([CH3:9])[cH:10][c:11]([NH:12][c:13]3[n:14][cH:15][n:16][c:17]4[c:18]3[nH:19][c:20](-[c:21]3[cH:22][cH:23][cH:24][o:25]3)[cH:26]4)[cH:27][cH:28]2)[cH:29][n:30]1\"}",
"reactionStep": {
"id": "sa_784dce2eb9170e47223a220a",
"reactionHash": "eb5dcd1ebf742333d9dc9334576756c750fdd2e1a507bd97da6953dea5eca5cf"
},
"children": [
{
"id": "8064",
"routeId": "sa_1253ac287b8398f0ac8dbbb0",
"moleculeId": "sa_1de9664233e5341ac5f4676b",
"parentId": "8063",
"isLeaf": true,
"molecule": {
"id": "sa_1de9664233e5341ac5f4676b",
"inchikey": "GBMQBBQKWXOOJZ-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Oc2ccc(N)cc2C)cn1"
},
"smiles": "Cc1ccc(Oc2ccc(N)cc2C)cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8065",
"routeId": "sa_1253ac287b8398f0ac8dbbb0",
"moleculeId": "sa_4d20f84f38a19b7db9377c7d",
"parentId": "8063",
"isLeaf": false,
"molecule": {
"id": "sa_4d20f84f38a19b7db9377c7d",
"inchikey": "REFMGPMDTWMXGV-UHFFFAOYSA-N",
"smiles": "Clc1ncnc2cc(-c3ccco3)[nH]c12"
},
"smiles": "Clc1ncnc2cc(-c3ccco3)[nH]c12",
"reactionStepId": "sa_17f84db02ecbe0291b6365fc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090203717A1;0654;749758\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:1].O=[c:2]1[nH:3][cH:4][n:5][c:6]2[c:7]1[nH:8][c:9](-[c:10]1[cH:11][cH:12][cH:13][o:14]1)[cH:15]2>C1COCCO1>[Cl:1][c:2]1[n:3][cH:4][n:5][c:6]2[c:7]1[nH:8][c:9](-[c:10]1[cH:11][cH:12][cH:13][o:14]1)[cH:15]2\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:1].O=[c:2]1[nH:3][cH:4][n:5][c:6]2[c:7]1[nH:8][c:9](-[c:10]1[cH:11][cH:12][cH:13][o:14]1)[cH:15]2>C1COCCO1>[Cl:1][c:2]1[n:3][cH:4][n:5][c:6]2[c:7]1[nH:8][c:9](-[c:10]1[cH:11][cH:12][cH:13][o:14]1)[cH:15]2\"}",
"reactionStep": {
"id": "sa_17f84db02ecbe0291b6365fc",
"reactionHash": "e5c9c65487ac6f64d7140853426063f4e69dd6f450372394fdabd0e402cb67a0"
},
"children": [
{
"id": "8066",
"routeId": "sa_1253ac287b8398f0ac8dbbb0",
"moleculeId": "sa_37dd8b260ebf13e097e6c11c",
"parentId": "8065",
"isLeaf": false,
"molecule": {
"id": "sa_37dd8b260ebf13e097e6c11c",
"inchikey": "PBBCBWBNKGAKGA-UHFFFAOYSA-N",
"smiles": "Oc1ncnc2cc(-c3ccco3)[nH]c12"
},
"smiles": "O=c1[nH]cnc2cc(-c3ccco3)[nH]c12",
"reactionStepId": "sa_de5c729b41bab6c37fba444d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090203717A1;0652;749757\",\"rsmi\":\"CCO[C:2](=[O:1])[c:7]1[c:6]([NH2:5])[cH:15][c:9](-[c:10]2[cH:11][cH:12][cH:13][o:14]2)[nH:8]1.N[CH:4]=[NH:3]>CC(=O)O.CCO>[O:1]=[c:2]1[nH:3][cH:4][n:5][c:6]2[c:7]1[nH:8][c:9](-[c:10]1[cH:11][cH:12][cH:13][o:14]1)[cH:15]2\"},\"mapped_reaction_smiles\":\"CCO[C:2](=[O:1])[c:7]1[c:6]([NH2:5])[cH:15][c:9](-[c:10]2[cH:11][cH:12][cH:13][o:14]2)[nH:8]1.N[CH:4]=[NH:3]>CC(=O)O.CCO>[O:1]=[c:2]1[nH:3][cH:4][n:5][c:6]2[c:7]1[nH:8][c:9](-[c:10]1[cH:11][cH:12][cH:13][o:14]1)[cH:15]2\"}",
"reactionStep": {
"id": "sa_de5c729b41bab6c37fba444d",
"reactionHash": "27df81a11dc6eabf6ab2fabda468f2f71cf71765485d8489de2edd904074d77a"
},
"children": [
{
"id": "8067",
"routeId": "sa_1253ac287b8398f0ac8dbbb0",
"moleculeId": "sa_61c343e9129505600c2305b8",
"parentId": "8066",
"isLeaf": true,
"molecule": {
"id": "sa_61c343e9129505600c2305b8",
"inchikey": "GIXHNQHBLPIRAL-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1[nH]c(-c2ccco2)cc1N"
},
"smiles": "CCOC(=O)c1[nH]c(-c2ccco2)cc1N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8068",
"routeId": "sa_1253ac287b8398f0ac8dbbb0",
"moleculeId": "sa_84a44f0259b737f3e626adf4",
"parentId": "8066",
"isLeaf": true,
"molecule": {
"id": "sa_84a44f0259b737f3e626adf4",
"inchikey": "PNKUSGQVOMIXLU-UHFFFAOYSA-N",
"smiles": "N=CN"
},
"smiles": "N=CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8069",
"routeId": "sa_1253ac287b8398f0ac8dbbb0",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "8065",
"isLeaf": true,
"molecule": {
"id": "sa_312a7cd3d48a055e9bc98180",
"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"smiles": "O=P(Cl)(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}