Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cn1cc(Br)cc(Nc2ccc(N3CCN(CCF)CC3)cn2)c1=O
InChiKey
SWCUMKUOIWJHAX-UHFFFAOYSA-N
Route Signature
6652f6d8092e20c6767581db5e3b945b98d45c5c14b02ae01b839755e0f1a35b
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_60e411267db31e57ade73560",
"signature": "6652f6d8092e20c6767581db5e3b945b98d45c5c14b02ae01b839755e0f1a35b",
"contentHash": "2b79740bc7ae3334c33190e17f4ccebb4a7e9f85fd38dbee9ed28814257964ef",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_e8d1c4491d7bec0400dbe818",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04047",
"moleculeId": "sa_967c06c768475527b3d5b301",
"smiles": "Cn1cc(Br)cc(Nc2ccc(N3CCN(CCF)CC3)cn2)c1=O",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_967c06c768475527b3d5b301",
"inchikey": "SWCUMKUOIWJHAX-UHFFFAOYSA-N",
"smiles": "Cn1cc(Br)cc(Nc2ccc(N3CCN(CCF)CC3)cn2)c1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15350",
"routeId": "sa_60e411267db31e57ade73560",
"moleculeId": "sa_967c06c768475527b3d5b301",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_967c06c768475527b3d5b301",
"inchikey": "SWCUMKUOIWJHAX-UHFFFAOYSA-N",
"smiles": "Cn1cc(Br)cc(Nc2ccc(N3CCN(CCF)CC3)cn2)c1=O"
},
"smiles": "Cn1cc(Br)cc(Nc2ccc(N3CCN(CCF)CC3)cn2)c1=O",
"reactionStepId": "sa_3e89838683165c7508781622",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010191A1;0928;1166140\",\"rsmi\":\"Br[c:7]1[cH:6][c:4]([Br:5])[cH:3][n:2]([CH3:1])[c:24]1=[O:25].[NH2:8][c:9]1[n:10][cH:11][c:12]([N:13]2[CH2:14][CH2:15][N:16]([CH2:17][CH2:18][F:19])[CH2:20][CH2:21]2)[cH:22][cH:23]1>C1COCCO1.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.CO.ClCCl.O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][n:2]1[cH:3][c:4]([Br:5])[cH:6][c:7]([NH:8][c:9]2[n:10][cH:11][c:12]([N:13]3[CH2:14][CH2:15][N:16]([CH2:17][CH2:18][F:19])[CH2:20][CH2:21]3)[cH:22][cH:23]2)[c:24]1=[O:25]\"},\"mapped_reaction_smiles\":\"Br[c:7]1[cH:6][c:4]([Br:5])[cH:3][n:2]([CH3:1])[c:24]1=[O:25].[NH2:8][c:9]1[n:10][cH:11][c:12]([N:13]2[CH2:14][CH2:15][N:16]([CH2:17][CH2:18][F:19])[CH2:20][CH2:21]2)[cH:22][cH:23]1>C1COCCO1.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.CO.ClCCl.O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd]>[CH3:1][n:2]1[cH:3][c:4]([Br:5])[cH:6][c:7]([NH:8][c:9]2[n:10][cH:11][c:12]([N:13]3[CH2:14][CH2:15][N:16]([CH2:17][CH2:18][F:19])[CH2:20][CH2:21]3)[cH:22][cH:23]2)[c:24]1=[O:25]\"}",
"reactionStep": {
"id": "sa_3e89838683165c7508781622",
"reactionHash": "a8e5359963a3ae42281444f11726de1b40e174759605ee08ba2094ac0de4b153"
},
"children": [
{
"id": "15351",
"routeId": "sa_60e411267db31e57ade73560",
"moleculeId": "sa_0da4787b25c92654c400a908",
"parentId": "15350",
"isLeaf": true,
"molecule": {
"id": "sa_0da4787b25c92654c400a908",
"inchikey": "AOJAJTJZSBVNPU-UHFFFAOYSA-N",
"smiles": "Cn1cc(Br)cc(Br)c1=O"
},
"smiles": "Cn1cc(Br)cc(Br)c1=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15352",
"routeId": "sa_60e411267db31e57ade73560",
"moleculeId": "sa_4823b966fc72754353f4088d",
"parentId": "15350",
"isLeaf": false,
"molecule": {
"id": "sa_4823b966fc72754353f4088d",
"inchikey": "ILBMDXSETMZACM-UHFFFAOYSA-N",
"smiles": "Nc1ccc(N2CCN(CCF)CC2)cn1"
},
"smiles": "Nc1ccc(N2CCN(CCF)CC2)cn1",
"reactionStepId": "sa_03a3dcc7cd988d4e434d4b31",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010191A1;0926;1166139\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[n:3][cH:4][c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH2:10][CH2:11][F:12])[CH2:13][CH2:14]2)[cH:15][cH:16]1>CCO>[NH2:1][c:2]1[n:3][cH:4][c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH2:10][CH2:11][F:12])[CH2:13][CH2:14]2)[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[n:3][cH:4][c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH2:10][CH2:11][F:12])[CH2:13][CH2:14]2)[cH:15][cH:16]1>CCO>[NH2:1][c:2]1[n:3][cH:4][c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH2:10][CH2:11][F:12])[CH2:13][CH2:14]2)[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_03a3dcc7cd988d4e434d4b31",
"reactionHash": "2845ed23bc0d00c725f351a874f8a3dbf06b97f4f5cbf22e9bd12a851a37a5d3"
},
"children": [
{
"id": "15353",
"routeId": "sa_60e411267db31e57ade73560",
"moleculeId": "sa_98342d503a78c606c164b828",
"parentId": "15352",
"isLeaf": false,
"molecule": {
"id": "sa_98342d503a78c606c164b828",
"inchikey": "PTNMDMGETHJHJB-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(N2CCN(CCF)CC2)cn1"
},
"smiles": "O=[N+]([O-])c1ccc(N2CCN(CCF)CC2)cn1",
"reactionStepId": "sa_bf3c05c65f215c9ed4cabbf6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010191A1;0924;1166138\",\"rsmi\":\"Br[CH2:12][CH2:13][F:14].[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([N:8]2[CH2:9][CH2:10][NH:11][CH2:15][CH2:16]2)[cH:17][n:18]1>C1CCOC1.CN(C)C=O.CO.ClCCl.O.O=C(O)O.[K+].[K+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([N:8]2[CH2:9][CH2:10][N:11]([CH2:12][CH2:13][F:14])[CH2:15][CH2:16]2)[cH:17][n:18]1\"},\"mapped_reaction_smiles\":\"Br[CH2:12][CH2:13][F:14].[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([N:8]2[CH2:9][CH2:10][NH:11][CH2:15][CH2:16]2)[cH:17][n:18]1>C1CCOC1.CN(C)C=O.CO.ClCCl.O.O=C(O)O.[K+].[K+]>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([N:8]2[CH2:9][CH2:10][N:11]([CH2:12][CH2:13][F:14])[CH2:15][CH2:16]2)[cH:17][n:18]1\"}",
"reactionStep": {
"id": "sa_bf3c05c65f215c9ed4cabbf6",
"reactionHash": "0f5f67a5dd90ece3a683291028314cc79a91fa221e118168be43e4d39b13a790"
},
"children": [
{
"id": "15354",
"routeId": "sa_60e411267db31e57ade73560",
"moleculeId": "sa_6a2398128417c00bba130fe0",
"parentId": "15353",
"isLeaf": true,
"molecule": {
"id": "sa_6a2398128417c00bba130fe0",
"inchikey": "JTLAIKFGRHDNQM-UHFFFAOYSA-N",
"smiles": "FCCBr"
},
"smiles": "FCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15355",
"routeId": "sa_60e411267db31e57ade73560",
"moleculeId": "sa_b56a5b94283d8f035013e601",
"parentId": "15353",
"isLeaf": false,
"molecule": {
"id": "sa_b56a5b94283d8f035013e601",
"inchikey": "UBCDLQPOKISIDX-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(N2CCNCC2)cn1"
},
"smiles": "O=[N+]([O-])c1ccc(N2CCNCC2)cn1",
"reactionStepId": "sa_2ac6cdde3827564142520bf1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120010191A1;0922;1166137\",\"rsmi\":\"Br[c:7]1[cH:6][cH:5][c:4]([N+:2](=[O:1])[O-:3])[n:15][cH:14]1.[NH:8]1[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1>CC#N>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([N:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)[cH:14][n:15]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[cH:6][cH:5][c:4]([N+:2](=[O:1])[O-:3])[n:15][cH:14]1.[NH:8]1[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1>CC#N>[O:1]=[N+:2]([O-:3])[c:4]1[cH:5][cH:6][c:7]([N:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)[cH:14][n:15]1\"}",
"reactionStep": {
"id": "sa_2ac6cdde3827564142520bf1",
"reactionHash": "efb1f65ae152a92b923785906fa142a8a2ed8c40b965a4dfd6a2c883ec2262ab"
},
"children": [
{
"id": "15356",
"routeId": "sa_60e411267db31e57ade73560",
"moleculeId": "sa_34d3d65ad37c90ce30aa5a69",
"parentId": "15355",
"isLeaf": true,
"molecule": {
"id": "sa_34d3d65ad37c90ce30aa5a69",
"inchikey": "ATXXLNCPVSUCNK-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(Br)cn1"
},
"smiles": "O=[N+]([O-])c1ccc(Br)cn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15357",
"routeId": "sa_60e411267db31e57ade73560",
"moleculeId": "sa_330bd414c5d4211e41bcaa1a",
"parentId": "15355",
"isLeaf": true,
"molecule": {
"id": "sa_330bd414c5d4211e41bcaa1a",
"inchikey": "GLUUGHFHXGJENI-UHFFFAOYSA-N",
"smiles": "C1CNCCN1"
},
"smiles": "C1CNCCN1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}