Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)n1c(N2CCN(C)CC2)nc2cc(Cl)c(N)cc21
InChiKey
QEANRFDFBNUCJR-UHFFFAOYSA-N
Route Signature
a255d97b78f51712b9afcba61f739b9e76f59795f77071fd397077cf49d0d152
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_90d87ab45d3d1873a1c978df",
"signature": "a255d97b78f51712b9afcba61f739b9e76f59795f77071fd397077cf49d0d152",
"contentHash": "83b8aa6e211115bd5393e5f2ce467d413a30a9f163a53698b72b9b72ccd88c74",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_00955cc9f486dfc84639f780",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00218",
"moleculeId": "sa_fcb064b2c8d9067d9bbd81ca",
"smiles": "CC(C)n1c(N2CCN(C)CC2)nc2cc(Cl)c(N)cc21",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_fcb064b2c8d9067d9bbd81ca",
"inchikey": "QEANRFDFBNUCJR-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(N2CCN(C)CC2)nc2cc(Cl)c(N)cc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12850",
"routeId": "sa_90d87ab45d3d1873a1c978df",
"moleculeId": "sa_fcb064b2c8d9067d9bbd81ca",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_fcb064b2c8d9067d9bbd81ca",
"inchikey": "QEANRFDFBNUCJR-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(N2CCN(C)CC2)nc2cc(Cl)c(N)cc21"
},
"smiles": "CC(C)n1c(N2CCN(C)CC2)nc2cc(Cl)c(N)cc21",
"reactionStepId": "sa_e4d72916f2715945b3c4ee41",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05407936;;312986\",\"rsmi\":\"O=[N+:18]([O-])[c:17]1[cH:16][c:15]2[n:4]([CH:2]([CH3:1])[CH3:3])[c:5]([N:6]3[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]3)[n:13][c:14]2[cH:21][c:19]1[Cl:20]>Cl.N.[Zn]>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]2)[n:13][c:14]2[c:15]1[cH:16][c:17]([NH2:18])[c:19]([Cl:20])[cH:21]2\"},\"mapped_reaction_smiles\":\"O=[N+:18]([O-])[c:17]1[cH:16][c:15]2[n:4]([CH:2]([CH3:1])[CH3:3])[c:5]([N:6]3[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]3)[n:13][c:14]2[cH:21][c:19]1[Cl:20]>Cl.N.[Zn]>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]2)[n:13][c:14]2[c:15]1[cH:16][c:17]([NH2:18])[c:19]([Cl:20])[cH:21]2\"}",
"reactionStep": {
"id": "sa_e4d72916f2715945b3c4ee41",
"reactionHash": "21a436a900e2a1f120399255c47d14c65c33339ba127194d07087f5fb5d743a6"
},
"children": [
{
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"routeId": "sa_90d87ab45d3d1873a1c978df",
"moleculeId": "sa_ff87b3eadd536b2ba7b14c33",
"parentId": "12850",
"isLeaf": false,
"molecule": {
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"inchikey": "GLYYFPYIBMGDOM-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(N2CCN(C)CC2)nc2cc(Cl)c([N+](=O)[O-])cc21"
},
"smiles": "CC(C)n1c(N2CCN(C)CC2)nc2cc(Cl)c([N+](=O)[O-])cc21",
"reactionStepId": "sa_a58f0f9a7e34f27468aeeb6b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05407936;;312983\",\"rsmi\":\"O=[N+:18]([OH:19])[O-:20].[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]2)[n:13][c:14]2[c:15]1[cH:16][cH:17][c:21]([Cl:22])[cH:23]2>CC(=O)O.O.[Na+].O>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]2)[n:13][c:14]2[c:15]1[cH:16][c:17]([N+:18](=[O:19])[O-:20])[c:21]([Cl:22])[cH:23]2\"},\"mapped_reaction_smiles\":\"O=[N+:18]([OH:19])[O-:20].[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]2)[n:13][c:14]2[c:15]1[cH:16][cH:17][c:21]([Cl:22])[cH:23]2>CC(=O)O.O.[Na+].O>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]2)[n:13][c:14]2[c:15]1[cH:16][c:17]([N+:18](=[O:19])[O-:20])[c:21]([Cl:22])[cH:23]2\"}",
"reactionStep": {
"id": "sa_a58f0f9a7e34f27468aeeb6b",
"reactionHash": "d63640342db49673bed0d9cd1214e7c592e0d5d125a439a01003cdfb31c46518"
},
"children": [
{
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"routeId": "sa_90d87ab45d3d1873a1c978df",
"moleculeId": "sa_d6cdcb039e34a58242d3f66e",
"parentId": "12851",
"isLeaf": false,
"molecule": {
"id": "sa_d6cdcb039e34a58242d3f66e",
"inchikey": "CLUYZHVQQIJINN-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(N2CCN(C)CC2)nc2cc(Cl)ccc21"
},
"smiles": "CC(C)n1c(N2CCN(C)CC2)nc2cc(Cl)ccc21",
"reactionStepId": "sa_ac540a5363642e5ff0b10882",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05407936;;312980\",\"rsmi\":\"Cl[c:5]1[n:4]([CH:2]([CH3:1])[CH3:3])[c:15]2[c:14]([n:13]1)[cH:20][c:18]([Cl:19])[cH:17][cH:16]2.[NH:6]1[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]1>Cl>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]2)[n:13][c:14]2[c:15]1[cH:16][cH:17][c:18]([Cl:19])[cH:20]2\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[n:4]([CH:2]([CH3:1])[CH3:3])[c:15]2[c:14]([n:13]1)[cH:20][c:18]([Cl:19])[cH:17][cH:16]2.[NH:6]1[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]1>Cl>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([N:6]2[CH2:7][CH2:8][N:9]([CH3:10])[CH2:11][CH2:12]2)[n:13][c:14]2[c:15]1[cH:16][cH:17][c:18]([Cl:19])[cH:20]2\"}",
"reactionStep": {
"id": "sa_ac540a5363642e5ff0b10882",
"reactionHash": "c690cd8a44f98d306f1d1c9f0f860c4694fc0bfbbecf0d2adb1a606545e99a39"
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"children": [
{
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"routeId": "sa_90d87ab45d3d1873a1c978df",
"moleculeId": "sa_50e190e4ecc5a0601235e8c7",
"parentId": "12852",
"isLeaf": false,
"molecule": {
"id": "sa_50e190e4ecc5a0601235e8c7",
"inchikey": "DPRXLZPJCYCGKU-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(Cl)nc2cc(Cl)ccc21"
},
"smiles": "CC(C)n1c(Cl)nc2cc(Cl)ccc21",
"reactionStepId": "sa_af2f0162d4f9626a48d717e9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05407936;;312979\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:6].O=[c:5]1[n:4]([CH:2]([CH3:1])[CH3:3])[c:9]2[c:8]([nH:7]1)[cH:14][c:12]([Cl:13])[cH:11][cH:10]2>>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([Cl:6])[n:7][c:8]2[c:9]1[cH:10][cH:11][c:12]([Cl:13])[cH:14]2\"},\"mapped_reaction_smiles\":\"O=P(Cl)(Cl)[Cl:6].O=[c:5]1[n:4]([CH:2]([CH3:1])[CH3:3])[c:9]2[c:8]([nH:7]1)[cH:14][c:12]([Cl:13])[cH:11][cH:10]2>>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5]([Cl:6])[n:7][c:8]2[c:9]1[cH:10][cH:11][c:12]([Cl:13])[cH:14]2\"}",
"reactionStep": {
"id": "sa_af2f0162d4f9626a48d717e9",
"reactionHash": "5ddb5b740101d1d2af5259968ee4ff883c88cf62370d64104721bc6cf50b3850"
},
"children": [
{
"id": "12854",
"routeId": "sa_90d87ab45d3d1873a1c978df",
"moleculeId": "sa_ff89fd0d5b0e58262133f327",
"parentId": "12853",
"isLeaf": false,
"molecule": {
"id": "sa_ff89fd0d5b0e58262133f327",
"inchikey": "CHPSDNSPOGWYMN-UHFFFAOYSA-N",
"smiles": "CC(C)n1c(=O)[nH]c2cc(Cl)ccc21"
},
"smiles": "CC(C)n1c(=O)[nH]c2cc(Cl)ccc21",
"reactionStepId": "sa_c9fb99ba1151898411b773c3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05407936;;312978\",\"rsmi\":\"N[C:5](=[O:6])[NH2:7].N[c:8]1[c:9]([NH:4][CH:2]([CH3:1])[CH3:3])[cH:10][cH:11][c:12]([Cl:13])[cH:14]1>O>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5](=[O:6])[nH:7][c:8]2[c:9]1[cH:10][cH:11][c:12]([Cl:13])[cH:14]2\"},\"mapped_reaction_smiles\":\"N[C:5](=[O:6])[NH2:7].N[c:8]1[c:9]([NH:4][CH:2]([CH3:1])[CH3:3])[cH:10][cH:11][c:12]([Cl:13])[cH:14]1>O>[CH3:1][CH:2]([CH3:3])[n:4]1[c:5](=[O:6])[nH:7][c:8]2[c:9]1[cH:10][cH:11][c:12]([Cl:13])[cH:14]2\"}",
"reactionStep": {
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"reactionHash": "a27711268b268254dd98b3891e1b3dee995f15361f8cae10227a4df31bbf00b4"
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"children": [
{
"id": "12855",
"routeId": "sa_90d87ab45d3d1873a1c978df",
"moleculeId": "sa_52ca4a598569b396ceb77d34",
"parentId": "12854",
"isLeaf": false,
"molecule": {
"id": "sa_52ca4a598569b396ceb77d34",
"inchikey": "JZZYUYHBBMUCEY-UHFFFAOYSA-N",
"smiles": "CC(C)Nc1ccc(Cl)cc1N"
},
"smiles": "CC(C)Nc1ccc(Cl)cc1N",
"reactionStepId": "sa_f47c21fb48384bd08c513314",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05407936;;312977\",\"rsmi\":\"O=[N+:7]([O-])[c:6]1[c:5]([NH:4][CH:2]([CH3:1])[CH3:3])[cH:12][cH:11][c:9]([Cl:10])[cH:8]1>CCO.Cl.N.[Zn]>[CH3:1][CH:2]([CH3:3])[NH:4][c:5]1[c:6]([NH2:7])[cH:8][c:9]([Cl:10])[cH:11][cH:12]1\"},\"mapped_reaction_smiles\":\"O=[N+:7]([O-])[c:6]1[c:5]([NH:4][CH:2]([CH3:1])[CH3:3])[cH:12][cH:11][c:9]([Cl:10])[cH:8]1>CCO.Cl.N.[Zn]>[CH3:1][CH:2]([CH3:3])[NH:4][c:5]1[c:6]([NH2:7])[cH:8][c:9]([Cl:10])[cH:11][cH:12]1\"}",
"reactionStep": {
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"reactionHash": "adb24e9499f653cdc2a1f5734574736914a3ded7efa3e99d23ae332eaa036d63"
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"children": [
{
"id": "12856",
"routeId": "sa_90d87ab45d3d1873a1c978df",
"moleculeId": "sa_c0f5ecc38a804f051596b3ca",
"parentId": "12855",
"isLeaf": false,
"molecule": {
"id": "sa_c0f5ecc38a804f051596b3ca",
"inchikey": "FVLRQKBPFQZCCT-UHFFFAOYSA-N",
"smiles": "CC(C)Nc1ccc(Cl)cc1[N+](=O)[O-]"
},
"smiles": "CC(C)Nc1ccc(Cl)cc1[N+](=O)[O-]",
"reactionStepId": "sa_31b9e203d47ff1ea126eeda3",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05407936;;312976\",\"rsmi\":\"Cl[c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([Cl:12])[cH:13][cH:14]1.[CH3:1][CH:2]([CH3:3])[NH2:4]>O>[CH3:1][CH:2]([CH3:3])[NH:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([Cl:12])[cH:13][cH:14]1\"},\"mapped_reaction_smiles\":\"Cl[c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([Cl:12])[cH:13][cH:14]1.[CH3:1][CH:2]([CH3:3])[NH2:4]>O>[CH3:1][CH:2]([CH3:3])[NH:4][c:5]1[c:6]([N+:7](=[O:8])[O-:9])[cH:10][c:11]([Cl:12])[cH:13][cH:14]1\"}",
"reactionStep": {
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"children": [
{
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"routeId": "sa_90d87ab45d3d1873a1c978df",
"moleculeId": "sa_2e72c1c53065e4af6ee24789",
"parentId": "12856",
"isLeaf": true,
"molecule": {
"id": "sa_2e72c1c53065e4af6ee24789",
"inchikey": "JJWLVOIRVHMVIS-UHFFFAOYSA-N",
"smiles": "CC(C)N"
},
"smiles": "CC(C)N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12858",
"routeId": "sa_90d87ab45d3d1873a1c978df",
"moleculeId": "sa_eecbb2fc79eef3634f8cb0aa",
"parentId": "12856",
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"molecule": {
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"inchikey": "RZKKOBGFCAHLCZ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(Cl)ccc1Cl"
},
"smiles": "O=[N+]([O-])c1cc(Cl)ccc1Cl",
"reactionStepId": null,
"template": null,
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}
]
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]
},
{
"id": "12859",
"routeId": "sa_90d87ab45d3d1873a1c978df",
"moleculeId": "sa_ff9c192eabf68896f2512671",
"parentId": "12854",
"isLeaf": true,
"molecule": {
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"inchikey": "XSQUKJJJFZCRTK-UHFFFAOYSA-N",
"smiles": "NC(N)=O"
},
"smiles": "NC(N)=O",
"reactionStepId": null,
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}
]
},
{
"id": "12860",
"routeId": "sa_90d87ab45d3d1873a1c978df",
"moleculeId": "sa_312a7cd3d48a055e9bc98180",
"parentId": "12853",
"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,
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}
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},
{
"id": "12861",
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"moleculeId": "sa_513cbf1b8d13aff0b62eb838",
"parentId": "12852",
"isLeaf": true,
"molecule": {
"id": "sa_513cbf1b8d13aff0b62eb838",
"inchikey": "PVOAHINGSUIXLS-UHFFFAOYSA-N",
"smiles": "CN1CCNCC1"
},
"smiles": "CN1CCNCC1",
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}
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},
{
"id": "12862",
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"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "12851",
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"molecule": {
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"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
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}
]
}
]
}
}