Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)N1CCN(c2nc3ccc(Br)c(F)c3c3ncnn23)CC1
InChiKey
WWIHSTQWDHEPIC-UHFFFAOYSA-N
Route Signature
ae7ea158db7f3e971cd2d2c5b13de1479a65c37bb8492f28cbfa656646a885ea
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_6dbf4898fdc636703e8a7d9f",
"signature": "ae7ea158db7f3e971cd2d2c5b13de1479a65c37bb8492f28cbfa656646a885ea",
"contentHash": "f04c190b749ff4d112f393f60e9d44a10deae5c5c3a2f9b94bba204896619825",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_eb2635db03103a8a3915b9ef",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00915",
"moleculeId": "sa_2f2e005cc4113f16aed40283",
"smiles": "CC(C)(C)OC(=O)N1CCN(c2nc3ccc(Br)c(F)c3c3ncnn23)CC1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_2f2e005cc4113f16aed40283",
"inchikey": "WWIHSTQWDHEPIC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(c2nc3ccc(Br)c(F)c3c3ncnn23)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13905",
"routeId": "sa_6dbf4898fdc636703e8a7d9f",
"moleculeId": "sa_2f2e005cc4113f16aed40283",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2f2e005cc4113f16aed40283",
"inchikey": "WWIHSTQWDHEPIC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(c2nc3ccc(Br)c(F)c3c3ncnn23)CC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCN(c2nc3ccc(Br)c(F)c3c3ncnn23)CC1",
"reactionStepId": "sa_d6cbd5ad3faa48fe0876002e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110257137A1;1411;1116079\",\"rsmi\":\"Cl[c:12]1[n:13][c:14]2[c:15]([c:16]3[n:17][cH:18][n:19][n:20]13)[c:21]([F:22])[c:23]([Br:24])[cH:25][cH:26]2.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][NH:11][CH2:27][CH2:28]1>CCO>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[n:13][c:14]3[c:15]([c:16]4[n:17][cH:18][n:19][n:20]24)[c:21]([F:22])[c:23]([Br:24])[cH:25][cH:26]3)[CH2:27][CH2:28]1\"},\"mapped_reaction_smiles\":\"Cl[c:12]1[n:13][c:14]2[c:15]([c:16]3[n:17][cH:18][n:19][n:20]13)[c:21]([F:22])[c:23]([Br:24])[cH:25][cH:26]2.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][NH:11][CH2:27][CH2:28]1>CCO>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[n:13][c:14]3[c:15]([c:16]4[n:17][cH:18][n:19][n:20]24)[c:21]([F:22])[c:23]([Br:24])[cH:25][cH:26]3)[CH2:27][CH2:28]1\"}",
"reactionStep": {
"id": "sa_d6cbd5ad3faa48fe0876002e",
"reactionHash": "b9f7b34129399da4fb67f9f1eea11a2a9c2df92714529daaf192e8857f3ac6ad"
},
"children": [
{
"id": "13906",
"routeId": "sa_6dbf4898fdc636703e8a7d9f",
"moleculeId": "sa_04c50a88932aa2c9d9b979b4",
"parentId": "13905",
"isLeaf": true,
"molecule": {
"id": "sa_04c50a88932aa2c9d9b979b4",
"inchikey": "CWXPZXBSDSIRCS-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCNCC1"
},
"smiles": "CC(C)(C)OC(=O)N1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13907",
"routeId": "sa_6dbf4898fdc636703e8a7d9f",
"moleculeId": "sa_4e8b83c6b029d62fe53083bf",
"parentId": "13905",
"isLeaf": false,
"molecule": {
"id": "sa_4e8b83c6b029d62fe53083bf",
"inchikey": "FFRYOMLAKMIOBA-UHFFFAOYSA-N",
"smiles": "Fc1c(Br)ccc2nc(Cl)n3ncnc3c12"
},
"smiles": "Fc1c(Br)ccc2nc(Cl)n3ncnc3c12",
"reactionStepId": "sa_96233378e36e225341683b5d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110257137A1;1409;1116078\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:15].O=[c:14]1[n:13]2[c:9]([c:8]3[c:2]([F:1])[c:3]([Br:4])[cH:5][cH:6][c:7]3[nH:16]1)[n:10][cH:11][n:12]2>CCN(C(C)C)C(C)C>[F:1][c:2]1[c:3]([Br:4])[cH:5][cH:6][c:7]2[c:8]1[c:9]1[n:10][cH:11][n:12][n:13]1[c:14]([Cl:15])[n:16]2\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:15].O=[c:14]1[n:13]2[c:9]([c:8]3[c:2]([F:1])[c:3]([Br:4])[cH:5][cH:6][c:7]3[nH:16]1)[n:10][cH:11][n:12]2>CCN(C(C)C)C(C)C>[F:1][c:2]1[c:3]([Br:4])[cH:5][cH:6][c:7]2[c:8]1[c:9]1[n:10][cH:11][n:12][n:13]1[c:14]([Cl:15])[n:16]2\"}",
"reactionStep": {
"id": "sa_96233378e36e225341683b5d",
"reactionHash": "f120f2d7260715323d5473fd5bdfa16c5435e0ee81006953db5c53c694fdd651"
},
"children": [
{
"id": "13908",
"routeId": "sa_6dbf4898fdc636703e8a7d9f",
"moleculeId": "sa_3b9605ef970473208288b67f",
"parentId": "13907",
"isLeaf": false,
"molecule": {
"id": "sa_3b9605ef970473208288b67f",
"inchikey": "GBTIWWQYIXTPLB-UHFFFAOYSA-N",
"smiles": "O=c1[nH]c2ccc(Br)c(F)c2c2ncnn12"
},
"smiles": "O=c1[nH]c2ccc(Br)c(F)c2c2ncnn12",
"reactionStepId": "sa_c96ebb391b12e5b2516af58c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110257137A1;1407;1116077\",\"rsmi\":\"CCO[C:2](=[O:1])[NH:3][c:4]1[c:5]([C:6]#[N:7])[c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]1.O=[CH:8][NH:9][NH2:10]>CN1CCCC1=O>[O:1]=[c:2]1[nH:3][c:4]2[c:5]([c:6]3[n:7][cH:8][n:9][n:10]13)[c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]2\"},\"mapped_reaction_smiles\":\"CCO[C:2](=[O:1])[NH:3][c:4]1[c:5]([C:6]#[N:7])[c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]1.O=[CH:8][NH:9][NH2:10]>CN1CCCC1=O>[O:1]=[c:2]1[nH:3][c:4]2[c:5]([c:6]3[n:7][cH:8][n:9][n:10]13)[c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]2\"}",
"reactionStep": {
"id": "sa_c96ebb391b12e5b2516af58c",
"reactionHash": "aae4223b3fdd8a843b9e38be59d792198b680faeb090ffddab2d578d34cbb613"
},
"children": [
{
"id": "13909",
"routeId": "sa_6dbf4898fdc636703e8a7d9f",
"moleculeId": "sa_4eb5341f73b15fd7301265b9",
"parentId": "13908",
"isLeaf": false,
"molecule": {
"id": "sa_4eb5341f73b15fd7301265b9",
"inchikey": "ROLUDJIFCMIOPR-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Nc1ccc(Br)c(F)c1C#N"
},
"smiles": "CCOC(=O)Nc1ccc(Br)c(F)c1C#N",
"reactionStepId": "sa_bf209c85e504caa7c6f60803",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110257137A1;1405;1116076\",\"rsmi\":\"Cl[C:4]([O:3][CH2:2][CH3:1])=[O:5].[NH2:6][c:7]1[c:8]([C:9]#[N:10])[c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]1>O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[NH:6][c:7]1[c:8]([C:9]#[N:10])[c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"Cl[C:4]([O:3][CH2:2][CH3:1])=[O:5].[NH2:6][c:7]1[c:8]([C:9]#[N:10])[c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]1>O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[NH:6][c:7]1[c:8]([C:9]#[N:10])[c:11]([F:12])[c:13]([Br:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_bf209c85e504caa7c6f60803",
"reactionHash": "6ed1132b00dff4cd04d94155c62cccb966e90f0f36973c464073651a85bb9796"
},
"children": [
{
"id": "13910",
"routeId": "sa_6dbf4898fdc636703e8a7d9f",
"moleculeId": "sa_813402a87f111a5b2908f59a",
"parentId": "13909",
"isLeaf": false,
"molecule": {
"id": "sa_813402a87f111a5b2908f59a",
"inchikey": "GGJQZVKWAKHTLK-UHFFFAOYSA-N",
"smiles": "N#Cc1c(N)ccc(Br)c1F"
},
"smiles": "N#Cc1c(N)ccc(Br)c1F",
"reactionStepId": "sa_3c74f48437b8b332635bd6e9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20110257137A1;1403;1116075\",\"rsmi\":\"O=C1CCC(=O)N1[Br:7].[N:1]#[C:2][c:3]1[c:4]([F:5])[cH:6][cH:8][cH:9][c:10]1[NH2:11]>CN(C)C=O>[N:1]#[C:2][c:3]1[c:4]([F:5])[c:6]([Br:7])[cH:8][cH:9][c:10]1[NH2:11]\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:7].[N:1]#[C:2][c:3]1[c:4]([F:5])[cH:6][cH:8][cH:9][c:10]1[NH2:11]>CN(C)C=O>[N:1]#[C:2][c:3]1[c:4]([F:5])[c:6]([Br:7])[cH:8][cH:9][c:10]1[NH2:11]\"}",
"reactionStep": {
"id": "sa_3c74f48437b8b332635bd6e9",
"reactionHash": "bed6d7f4a76c2f3271d4ebcd223d4a61b63c0af0079df1f5bf5f5c7f110585a5"
},
"children": [
{
"id": "13911",
"routeId": "sa_6dbf4898fdc636703e8a7d9f",
"moleculeId": "sa_063df25abd84d3313ffdc989",
"parentId": "13910",
"isLeaf": true,
"molecule": {
"id": "sa_063df25abd84d3313ffdc989",
"inchikey": "IQUNZGOZUJITBJ-UHFFFAOYSA-N",
"smiles": "N#Cc1c(N)cccc1F"
},
"smiles": "N#Cc1c(N)cccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13912",
"routeId": "sa_6dbf4898fdc636703e8a7d9f",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "13910",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "13913",
"routeId": "sa_6dbf4898fdc636703e8a7d9f",
"moleculeId": "sa_05207b07b0a235a53d2fe1a1",
"parentId": "13909",
"isLeaf": true,
"molecule": {
"id": "sa_05207b07b0a235a53d2fe1a1",
"inchikey": "RIFGWPKJUGCATF-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cl"
},
"smiles": "CCOC(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "13914",
"routeId": "sa_6dbf4898fdc636703e8a7d9f",
"moleculeId": "sa_3cef77f4b26ae365a3d4b454",
"parentId": "13908",
"isLeaf": true,
"molecule": {
"id": "sa_3cef77f4b26ae365a3d4b454",
"inchikey": "XZBIXDPGRMLSTC-UHFFFAOYSA-N",
"smiles": "NNC=O"
},
"smiles": "NNC=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "13915",
"routeId": "sa_6dbf4898fdc636703e8a7d9f",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "13907",
"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": []
}
]
}
]
}
}