Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCNC(=O)c1cc2cc(Cn3cc(C(O)(CC)C(F)(F)F)nn3)ccn2c1-c1ccc(F)cc1
InChiKey
XEXBUBDCYFNUMO-UHFFFAOYSA-N
Route Signature
3a136f36724a823523e0402300a99a753fd7456b4aca799067b63c4a7a4982ba
Synthesis route with 5 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisc08bh02yp5iddk8yuh0e7",
"signature": "3a136f36724a823523e0402300a99a753fd7456b4aca799067b63c4a7a4982ba",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc08bg02yo5iddvtv76lxx",
"benchmarkSetId": "cmisc07hg00005iddmvjgxdau",
"targetId": "n5-00430",
"moleculeId": "qyzvxdqkozygfv3cdcjw0uii",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "qyzvxdqkozygfv3cdcjw0uii",
"inchikey": "XEXBUBDCYFNUMO-UHFFFAOYSA-N",
"smiles": "CCNC(=O)c1cc2cc(Cn3cc(C(O)(CC)C(F)(F)F)nn3)ccn2c1-c1ccc(F)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc08bh02yq5iddd1wabc64",
"routeId": "cmisc08bh02yp5iddk8yuh0e7",
"moleculeId": "qyzvxdqkozygfv3cdcjw0uii",
"parentId": null,
"reactionStepId": "t3rvn35od4r0yt7rh0600hr4",
"isLeaf": false,
"molecule": {
"id": "qyzvxdqkozygfv3cdcjw0uii",
"inchikey": "XEXBUBDCYFNUMO-UHFFFAOYSA-N",
"smiles": "CCNC(=O)c1cc2cc(Cn3cc(C(O)(CC)C(F)(F)F)nn3)ccn2c1-c1ccc(F)cc1"
},
"reactionStep": {
"id": "t3rvn35od4r0yt7rh0600hr4",
"reactionHash": "f3f7699e01be9aa03793eb63f4ff06df1eb7e165e08d35fcf19c4032d73f9ae9",
"template": null,
"metadata": "{\"ID\":\"US20130005721A1;0600;1317279\",\"rsmi\":\"O[C:4](=[O:5])[c:6]1[c:7](-[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[n:15]2[cH:16][cH:17][c:18]([CH2:19][n:20]3[cH:21][c:22]([C:23]([OH:24])([CH2:25][CH3:26])[C:27]([F:28])([F:29])[F:30])[n:31][n:32]3)[cH:33][c:34]2[cH:35]1.[CH3:1][CH2:2][NH2:3]>>[CH3:1][CH2:2][NH:3][C:4](=[O:5])[c:6]1[c:7](-[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[n:15]2[cH:16][cH:17][c:18]([CH2:19][n:20]3[cH:21][c:22]([C:23]([OH:24])([CH2:25][CH3:26])[C:27]([F:28])([F:29])[F:30])[n:31][n:32]3)[cH:33][c:34]2[cH:35]1\"}"
},
"children": [
{
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"routeId": "cmisc08bh02yp5iddk8yuh0e7",
"moleculeId": "poobgwzljumgox87fkjwoopt",
"parentId": "cmisc08bh02yq5iddd1wabc64",
"reactionStepId": "c8kqjrtt9rwdf7qvloffauyb",
"isLeaf": false,
"molecule": {
"id": "poobgwzljumgox87fkjwoopt",
"inchikey": "NXQNUYBJLANZPK-UHFFFAOYSA-N",
"smiles": "CCC(O)(c1cn(Cc2ccn3c(-c4ccc(F)cc4)c(C(=O)O)cc3c2)nn1)C(F)(F)F"
},
"reactionStep": {
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"reactionHash": "aa7f2b4a64ac6aaa17b7dbff7dbb6e7af7d9fd9a8f5968f6786560c76db5d4bf",
"template": null,
"metadata": "{\"ID\":\"US20130005721A1;0427;1317219\",\"rsmi\":\"CC[O:16][C:14]([c:13]1[cH:12][c:11]2[cH:10][c:9]([CH2:8][n:7]3[cH:6][c:5]([C:3]([CH2:2][CH3:1])([OH:4])[C:30]([F:31])([F:32])[F:33])[n:29][n:28]3)[cH:27][cH:26][n:25]2[c:17]1-[c:18]1[cH:19][cH:20][c:21]([F:22])[cH:23][cH:24]1)=[O:15]>CO.[Li+].O>[CH3:1][CH2:2][C:3]([OH:4])([c:5]1[cH:6][n:7]([CH2:8][c:9]2[cH:10][c:11]3[cH:12][c:13]([C:14](=[O:15])[OH:16])[c:17](-[c:18]4[cH:19][cH:20][c:21]([F:22])[cH:23][cH:24]4)[n:25]3[cH:26][cH:27]2)[n:28][n:29]1)[C:30]([F:31])([F:32])[F:33]\"}"
},
"children": [
{
"id": "cmisc08bi02yt5iddf26vi7vh",
"routeId": "cmisc08bh02yp5iddk8yuh0e7",
"moleculeId": "t54p7rskygkpdivifjqrcven",
"parentId": "cmisc08bi02yr5iddq1ory72c",
"reactionStepId": "qtlsux08yo80sr4l0femr8mu",
"isLeaf": false,
"molecule": {
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"inchikey": "NNVNUBTXLCFNKH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2cc(Cn3cc(C(O)(CC)C(F)(F)F)nn3)ccn2c1-c1ccc(F)cc1"
},
"reactionStep": {
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"reactionHash": "88057647391b05f7b20297b492e65349ddd14304f17818eba11322bef30c32b2",
"template": null,
"metadata": "{\"ID\":\"US20130005721A1;0414;1317212\",\"rsmi\":\"[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7](-[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[n:15]2[cH:16][cH:17][c:18]([CH2:19][N:20]=[N+:32]=[N-:31])[cH:33][c:34]2[cH:35]1.[CH:21]#[C:22][C:23]([OH:24])([CH2:25][CH3:26])[C:27]([F:28])([F:29])[F:30]>C1CCOC1.CCN(C(C)C)C(C)C.CCOC(C)=O.I[Cu]I>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7](-[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[n:15]2[cH:16][cH:17][c:18]([CH2:19][n:20]3[cH:21][c:22]([C:23]([OH:24])([CH2:25][CH3:26])[C:27]([F:28])([F:29])[F:30])[n:31][n:32]3)[cH:33][c:34]2[cH:35]1\"}"
},
"children": [
{
"id": "cmisc08bi02yu5idd4qwp1h4x",
"routeId": "cmisc08bh02yp5iddk8yuh0e7",
"moleculeId": "kra9upnam8jukxc35tb2w069",
"parentId": "cmisc08bi02yt5iddf26vi7vh",
"reactionStepId": "dzldctgzku9my5sohp7f48cr",
"isLeaf": false,
"molecule": {
"id": "kra9upnam8jukxc35tb2w069",
"inchikey": "GRDZDJKDTAVDCQ-UHFFFAOYSA-N",
"smiles": "C#CC(O)(CC)C(F)(F)F"
},
"reactionStep": {
"id": "dzldctgzku9my5sohp7f48cr",
"reactionHash": "9f001beb2820505125be75c752ec9b1a753c8b599ae94bff8295d3f94ceff55d",
"template": null,
"metadata": "{\"ID\":\"US20130005721A1;0413;1317211\",\"rsmi\":\"C[Si](C)(C)[C:1]#[C:2][C:3]([OH:4])([CH2:5][CH3:6])[C:7]([F:8])([F:9])[F:10]>CC#N.CCOCC.[Cs+].F>[CH:1]#[C:2][C:3]([OH:4])([CH2:5][CH3:6])[C:7]([F:8])([F:9])[F:10]\"}"
},
"children": [
{
"id": "cmisc08bi02yw5iddnrprdsxs",
"routeId": "cmisc08bh02yp5iddk8yuh0e7",
"moleculeId": "yzkb9e10qx2n2aknleco4qyp",
"parentId": "cmisc08bi02yu5idd4qwp1h4x",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
"id": "yzkb9e10qx2n2aknleco4qyp",
"inchikey": "BHSIFDRRYFYCQG-UHFFFAOYSA-N",
"smiles": "CCC(O)(C#C[Si](C)(C)C)C(F)(F)F"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisc08bi02yv5idd5k19i4xw",
"routeId": "cmisc08bh02yp5iddk8yuh0e7",
"moleculeId": "hxvmh560v7nn68t1wdge9o2w",
"parentId": "cmisc08bi02yt5iddf26vi7vh",
"reactionStepId": "nphocq4m7wrtg4otaqm7gsra",
"isLeaf": false,
"molecule": {
"id": "hxvmh560v7nn68t1wdge9o2w",
"inchikey": "WAKARWGHVBXMOG-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc2cc(CN=[N+]=[N-])ccn2c1-c1ccc(F)cc1"
},
"reactionStep": {
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"reactionHash": "141ed161535fcf9a6a3c08202843d78f11e32325f9ff3b5746f331f04a643c7d",
"template": null,
"metadata": "{\"ID\":\"US20130005721A1;0411;1317209\",\"rsmi\":\"CS(=O)(=O)O[CH2:19][c:18]1[cH:17][cH:16][n:15]2[c:7](-[c:8]3[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]3)[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:25][c:24]2[cH:23]1.[N-:20]=[N+:21]=[N-:22]>CCOC(C)=O.CN(C)C=O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7](-[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[n:15]2[cH:16][cH:17][c:18]([CH2:19][N:20]=[N+:21]=[N-:22])[cH:23][c:24]2[cH:25]1\"}"
},
"children": [
{
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"molecule": {
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"smiles": "CCOC(=O)c1cc2cc(COS(C)(=O)=O)ccn2c1-c1ccc(F)cc1"
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"reactionStep": {
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"template": null,
"metadata": "{\"ID\":\"US20130005721A1;0410;1317208\",\"rsmi\":\"Cl[S:21]([CH3:22])(=[O:23])=[O:24].[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7](-[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[n:15]2[cH:16][cH:17][c:18]([CH2:19][OH:20])[cH:25][c:26]2[cH:27]1>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7](-[c:8]2[cH:9][cH:10][c:11]([F:12])[cH:13][cH:14]2)[n:15]2[cH:16][cH:17][c:18]([CH2:19][O:20][S:21]([CH3:22])(=[O:23])=[O:24])[cH:25][c:26]2[cH:27]1\"}"
},
"children": [
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{
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}
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{
"id": "cmisc08bi02yy5idderi1i0xv",
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"molecule": {
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"smiles": "[N]N=[N-]"
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}
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},
{
"id": "cmisc08bi02ys5iddqhkdkzop",
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"moleculeId": "xcvdofvkqv7k5e22exglishr",
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"molecule": {
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"smiles": "CCN"
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"children": []
}
]
}
}