Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
O=c1c(O)cccn1Cc1ccc(-c2ccncc2)cc1
InChiKey
NDIYNXWRBHAEPS-UHFFFAOYSA-N
Route Signature
f870f0314c3381814d5b18adb3110dc4f016b51d816b908ce57c9ada1f3ed2f5
Synthesis route with 3 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_cf7ee9bc7a52fc923de8b42f",
"signature": "f870f0314c3381814d5b18adb3110dc4f016b51d816b908ce57c9ada1f3ed2f5",
"contentHash": "837a578b1417d0f8d136c63f3bebe8f899d2f81fcfc4a3a33a607b0f6dfddea5",
"length": 3,
"isConvergent": false
},
"target": {
"id": "sa_f715cafc2cb1e5e9645c2c40",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-08989",
"moleculeId": "sa_2ea1b8e8a990579d6257bcab",
"smiles": "O=c1c(O)cccn1Cc1ccc(-c2ccncc2)cc1",
"routeLength": 3,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_2ea1b8e8a990579d6257bcab",
"inchikey": "NDIYNXWRBHAEPS-UHFFFAOYSA-N",
"smiles": "O=c1c(O)cccn1Cc1ccc(-c2ccncc2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8788",
"routeId": "sa_cf7ee9bc7a52fc923de8b42f",
"moleculeId": "sa_2ea1b8e8a990579d6257bcab",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2ea1b8e8a990579d6257bcab",
"inchikey": "NDIYNXWRBHAEPS-UHFFFAOYSA-N",
"smiles": "O=c1c(O)cccn1Cc1ccc(-c2ccncc2)cc1"
},
"smiles": "O=c1c(O)cccn1Cc1ccc(-c2ccncc2)cc1",
"reactionStepId": "sa_6cb762e6964e6af8521da991",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120329741A1;0318;1314356\",\"rsmi\":\"C[O:4][c:3]1[c:2](=[O:1])[n:8]([CH2:9][c:10]2[cH:11][cH:12][c:13](-[c:14]3[cH:15][cH:16][n:17][cH:18][cH:19]3)[cH:20][cH:21]2)[cH:7][cH:6][cH:5]1>BrB(Br)Br.ClCCl>[O:1]=[c:2]1[c:3]([OH:4])[cH:5][cH:6][cH:7][n:8]1[CH2:9][c:10]1[cH:11][cH:12][c:13](-[c:14]2[cH:15][cH:16][n:17][cH:18][cH:19]2)[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"C[O:4][c:3]1[c:2](=[O:1])[n:8]([CH2:9][c:10]2[cH:11][cH:12][c:13](-[c:14]3[cH:15][cH:16][n:17][cH:18][cH:19]3)[cH:20][cH:21]2)[cH:7][cH:6][cH:5]1>BrB(Br)Br.ClCCl>[O:1]=[c:2]1[c:3]([OH:4])[cH:5][cH:6][cH:7][n:8]1[CH2:9][c:10]1[cH:11][cH:12][c:13](-[c:14]2[cH:15][cH:16][n:17][cH:18][cH:19]2)[cH:20][cH:21]1\"}",
"reactionStep": {
"id": "sa_6cb762e6964e6af8521da991",
"reactionHash": "fcd657c52231f6733bef84ef319fcba08173cf528ef3aa7b06cf1de32b3a3daf"
},
"children": [
{
"id": "8789",
"routeId": "sa_cf7ee9bc7a52fc923de8b42f",
"moleculeId": "sa_a6a8cec5c34ec4b8e44def34",
"parentId": "8788",
"isLeaf": false,
"molecule": {
"id": "sa_a6a8cec5c34ec4b8e44def34",
"inchikey": "ICUMETHWKBNUIC-UHFFFAOYSA-N",
"smiles": "COc1cccn(Cc2ccc(-c3ccncc3)cc2)c1=O"
},
"smiles": "COc1cccn(Cc2ccc(-c3ccncc3)cc2)c1=O",
"reactionStepId": "sa_f38a8b54e7b5068d69e283bc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120329741A1;0300;1314354\",\"rsmi\":\"Br[c:12]1[cH:11][cH:10][c:9]([CH2:8][n:7]2[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[c:21]2=[O:22])[cH:20][cH:19]1.OB(O)[c:13]1[cH:14][cH:15][n:16][cH:17][cH:18]1>O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][n:7]([CH2:8][c:9]2[cH:10][cH:11][c:12](-[c:13]3[cH:14][cH:15][n:16][cH:17][cH:18]3)[cH:19][cH:20]2)[c:21]1=[O:22]\"},\"mapped_reaction_smiles\":\"Br[c:12]1[cH:11][cH:10][c:9]([CH2:8][n:7]2[cH:6][cH:5][cH:4][c:3]([O:2][CH3:1])[c:21]2=[O:22])[cH:20][cH:19]1.OB(O)[c:13]1[cH:14][cH:15][n:16][cH:17][cH:18]1>O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][n:7]([CH2:8][c:9]2[cH:10][cH:11][c:12](-[c:13]3[cH:14][cH:15][n:16][cH:17][cH:18]3)[cH:19][cH:20]2)[c:21]1=[O:22]\"}",
"reactionStep": {
"id": "sa_f38a8b54e7b5068d69e283bc",
"reactionHash": "867881fb12c756f67e2a0a87caa99f1ae4a6e7b9be7567e8040d4ee6c54f63b7"
},
"children": [
{
"id": "8790",
"routeId": "sa_cf7ee9bc7a52fc923de8b42f",
"moleculeId": "sa_00f24b1cad7d68c713587831",
"parentId": "8789",
"isLeaf": false,
"molecule": {
"id": "sa_00f24b1cad7d68c713587831",
"inchikey": "FPDPDSHNXDRCRG-UHFFFAOYSA-N",
"smiles": "COc1cccn(Cc2ccc(Br)cc2)c1=O"
},
"smiles": "COc1cccn(Cc2ccc(Br)cc2)c1=O",
"reactionStepId": "sa_882bb2ae1cc5ed4e5577cd63",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120329741A1;0290;1314353\",\"rsmi\":\"Br[CH2:8][c:9]1[cH:10][cH:11][c:12]([Br:13])[cH:14][cH:15]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][nH:7][c:16]1=[O:17]>C1CCOC1.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][n:7]([CH2:8][c:9]2[cH:10][cH:11][c:12]([Br:13])[cH:14][cH:15]2)[c:16]1=[O:17]\"},\"mapped_reaction_smiles\":\"Br[CH2:8][c:9]1[cH:10][cH:11][c:12]([Br:13])[cH:14][cH:15]1.[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][nH:7][c:16]1=[O:17]>C1CCOC1.O=C(O)O.[K+].[K+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][cH:6][n:7]([CH2:8][c:9]2[cH:10][cH:11][c:12]([Br:13])[cH:14][cH:15]2)[c:16]1=[O:17]\"}",
"reactionStep": {
"id": "sa_882bb2ae1cc5ed4e5577cd63",
"reactionHash": "e227c0fb2dc69105a8724f1db9e0941b82efdb5d6a326aa36337d08bec948ad3"
},
"children": [
{
"id": "8791",
"routeId": "sa_cf7ee9bc7a52fc923de8b42f",
"moleculeId": "sa_0f5d4280267f9015c09dcc97",
"parentId": "8790",
"isLeaf": true,
"molecule": {
"id": "sa_0f5d4280267f9015c09dcc97",
"inchikey": "LKIMDXQLHFCXQF-UHFFFAOYSA-N",
"smiles": "COc1cccnc1O"
},
"smiles": "COc1ccc[nH]c1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8792",
"routeId": "sa_cf7ee9bc7a52fc923de8b42f",
"moleculeId": "sa_0d8425b4218b2b357684f6ee",
"parentId": "8790",
"isLeaf": true,
"molecule": {
"id": "sa_0d8425b4218b2b357684f6ee",
"inchikey": "YLRBJYMANQKEAW-UHFFFAOYSA-N",
"smiles": "BrCc1ccc(Br)cc1"
},
"smiles": "BrCc1ccc(Br)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8793",
"routeId": "sa_cf7ee9bc7a52fc923de8b42f",
"moleculeId": "sa_75e0971662d4e2ea0b140223",
"parentId": "8789",
"isLeaf": true,
"molecule": {
"id": "sa_75e0971662d4e2ea0b140223",
"inchikey": "QLULGIRFKAWHOJ-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccncc1"
},
"smiles": "OB(O)c1ccncc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}