Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1cc(F)cc2c(OC3CCN(Cc4ccccc4C#N)CC3)cc(C)nc12
InChiKey
CJHSMEXXWOIEIG-UHFFFAOYSA-N
Route Signature
828ac9a3132efda5928f95c90ec50ea1981e8f7453614610d2967f5d537b5d7a
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_3f2d4fbb9c6bbcb22fe8f353",
"signature": "828ac9a3132efda5928f95c90ec50ea1981e8f7453614610d2967f5d537b5d7a",
"contentHash": "4b7e619f5191038a0ea3688a62348565203b86a81aece282bdbf637509767515",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_6a3f7bb7fb1a46c7f4dfda92",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-06651",
"moleculeId": "sa_45378b059f2118f8ce31b60e",
"smiles": "COc1cc(F)cc2c(OC3CCN(Cc4ccccc4C#N)CC3)cc(C)nc12",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_45378b059f2118f8ce31b60e",
"inchikey": "CJHSMEXXWOIEIG-UHFFFAOYSA-N",
"smiles": "COc1cc(F)cc2c(OC3CCN(Cc4ccccc4C#N)CC3)cc(C)nc12"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11647",
"routeId": "sa_3f2d4fbb9c6bbcb22fe8f353",
"moleculeId": "sa_45378b059f2118f8ce31b60e",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_45378b059f2118f8ce31b60e",
"inchikey": "CJHSMEXXWOIEIG-UHFFFAOYSA-N",
"smiles": "COc1cc(F)cc2c(OC3CCN(Cc4ccccc4C#N)CC3)cc(C)nc12"
},
"smiles": "COc1cc(F)cc2c(OC3CCN(Cc4ccccc4C#N)CC3)cc(C)nc12",
"reactionStepId": "sa_504edf8d3d663f219d720d1c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090023773A1;0360;657559\",\"rsmi\":\"Cl[c:9]1[cH:8][c:6]([CH3:7])[n:5][c:4]2[c:3]([O:2][CH3:1])[cH:30][c:28]([F:29])[cH:27][c:26]21.[OH:10][CH:11]1[CH2:12][CH2:13][N:14]([CH2:15][c:16]2[c:17]([C:18]#[N:19])[cH:20][cH:21][cH:22][cH:23]2)[CH2:24][CH2:25]1>CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][c:3]1[c:4]2[n:5][c:6]([CH3:7])[cH:8][c:9]([O:10][CH:11]3[CH2:12][CH2:13][N:14]([CH2:15][c:16]4[c:17]([C:18]#[N:19])[cH:20][cH:21][cH:22][cH:23]4)[CH2:24][CH2:25]3)[c:26]2[cH:27][c:28]([F:29])[cH:30]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[cH:8][c:6]([CH3:7])[n:5][c:4]2[c:3]([O:2][CH3:1])[cH:30][c:28]([F:29])[cH:27][c:26]21.[OH:10][CH:11]1[CH2:12][CH2:13][N:14]([CH2:15][c:16]2[c:17]([C:18]#[N:19])[cH:20][cH:21][cH:22][cH:23]2)[CH2:24][CH2:25]1>CN(C)C=O.[HH].[Na+]>[CH3:1][O:2][c:3]1[c:4]2[n:5][c:6]([CH3:7])[cH:8][c:9]([O:10][CH:11]3[CH2:12][CH2:13][N:14]([CH2:15][c:16]4[c:17]([C:18]#[N:19])[cH:20][cH:21][cH:22][cH:23]4)[CH2:24][CH2:25]3)[c:26]2[cH:27][c:28]([F:29])[cH:30]1\"}",
"reactionStep": {
"id": "sa_504edf8d3d663f219d720d1c",
"reactionHash": "afe66200f4cd37ff78681394d56a0bed10711a0ab2fa5185e700d239a0746712"
},
"children": [
{
"id": "11648",
"routeId": "sa_3f2d4fbb9c6bbcb22fe8f353",
"moleculeId": "sa_136d8b03f31353a4105f60ac",
"parentId": "11647",
"isLeaf": false,
"molecule": {
"id": "sa_136d8b03f31353a4105f60ac",
"inchikey": "COPODFLYJNEAKS-UHFFFAOYSA-N",
"smiles": "N#Cc1ccccc1CN1CCC(O)CC1"
},
"smiles": "N#Cc1ccccc1CN1CCC(O)CC1",
"reactionStepId": "sa_4c55198155ed582242093c71",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090023773A1;0367;657560\",\"rsmi\":\"Br[CH2:5][c:4]1[c:3]([C:2]#[N:1])[cH:16][cH:15][cH:14][cH:13]1.[NH:6]1[CH2:7][CH2:8][CH:9]([OH:10])[CH2:11][CH2:12]1>CCN(C(C)C)C(C)C.ClCCl>[N:1]#[C:2][c:3]1[c:4]([CH2:5][N:6]2[CH2:7][CH2:8][CH:9]([OH:10])[CH2:11][CH2:12]2)[cH:13][cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"Br[CH2:5][c:4]1[c:3]([C:2]#[N:1])[cH:16][cH:15][cH:14][cH:13]1.[NH:6]1[CH2:7][CH2:8][CH:9]([OH:10])[CH2:11][CH2:12]1>CCN(C(C)C)C(C)C.ClCCl>[N:1]#[C:2][c:3]1[c:4]([CH2:5][N:6]2[CH2:7][CH2:8][CH:9]([OH:10])[CH2:11][CH2:12]2)[cH:13][cH:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_4c55198155ed582242093c71",
"reactionHash": "94eb64c01d3bb98746aeb0e773c8a339e2963a9267b2e22e1ae074d57f6237d2"
},
"children": [
{
"id": "11649",
"routeId": "sa_3f2d4fbb9c6bbcb22fe8f353",
"moleculeId": "sa_49013ccb2f74ad800601ccf1",
"parentId": "11648",
"isLeaf": true,
"molecule": {
"id": "sa_49013ccb2f74ad800601ccf1",
"inchikey": "HDOWRFHMPULYOA-UHFFFAOYSA-N",
"smiles": "OC1CCNCC1"
},
"smiles": "OC1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11650",
"routeId": "sa_3f2d4fbb9c6bbcb22fe8f353",
"moleculeId": "sa_b20cb2197a2c99897e10abaa",
"parentId": "11648",
"isLeaf": true,
"molecule": {
"id": "sa_b20cb2197a2c99897e10abaa",
"inchikey": "QGXNHCXKWFNKCG-UHFFFAOYSA-N",
"smiles": "N#Cc1ccccc1CBr"
},
"smiles": "N#Cc1ccccc1CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11651",
"routeId": "sa_3f2d4fbb9c6bbcb22fe8f353",
"moleculeId": "sa_452dfef72fb535ac1ed332d9",
"parentId": "11647",
"isLeaf": false,
"molecule": {
"id": "sa_452dfef72fb535ac1ed332d9",
"inchikey": "GTSVEPPSVNXWCG-UHFFFAOYSA-N",
"smiles": "COc1cc(F)cc2c(Cl)cc(C)nc12"
},
"smiles": "COc1cc(F)cc2c(Cl)cc(C)nc12",
"reactionStepId": "sa_97acc25d6fe925917096bd5d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20090023773A1;0354;657556\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:10].O[c:9]1[cH:8][c:6]([CH3:7])[n:5][c:4]2[c:3]([O:2][CH3:1])[cH:15][c:13]([F:14])[cH:12][c:11]21>>[CH3:1][O:2][c:3]1[c:4]2[n:5][c:6]([CH3:7])[cH:8][c:9]([Cl:10])[c:11]2[cH:12][c:13]([F:14])[cH:15]1\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:10].O[c:9]1[cH:8][c:6]([CH3:7])[n:5][c:4]2[c:3]([O:2][CH3:1])[cH:15][c:13]([F:14])[cH:12][c:11]21>>[CH3:1][O:2][c:3]1[c:4]2[n:5][c:6]([CH3:7])[cH:8][c:9]([Cl:10])[c:11]2[cH:12][c:13]([F:14])[cH:15]1\"}",
"reactionStep": {
"id": "sa_97acc25d6fe925917096bd5d",
"reactionHash": "ab8b468b1a75089ef9cbc803a77210f2b83735025c6dcc75feb44355edd45ec2"
},
"children": [
{
"id": "11652",
"routeId": "sa_3f2d4fbb9c6bbcb22fe8f353",
"moleculeId": "sa_67ce3ef6a83706116c62ee27",
"parentId": "11651",
"isLeaf": true,
"molecule": {
"id": "sa_67ce3ef6a83706116c62ee27",
"inchikey": "PFOYHUSWTFVUOU-UHFFFAOYSA-N",
"smiles": "COc1cc(F)cc2c(O)cc(C)nc12"
},
"smiles": "COc1cc(F)cc2c(O)cc(C)nc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11653",
"routeId": "sa_3f2d4fbb9c6bbcb22fe8f353",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "11651",
"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": []
}
]
}
]
}
}