Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN1CCN(CCCCCCOc2c(OC)ccc3c(Nc4c(Cl)cncc4Cl)cc(=O)[nH]c23)CC1
InChiKey
UVWVIVCSYLBEIQ-UHFFFAOYSA-N
Route Signature
c3c6b1d91b47136aed33fa599c10f530c9c0e7cd9d0bb90a261ec713e3721051
Synthesis route with 9 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_47746ed41a6b2cc2793ad0c6",
"signature": "c3c6b1d91b47136aed33fa599c10f530c9c0e7cd9d0bb90a261ec713e3721051",
"contentHash": "9ae9480f5570a62160b62678ba511fea48a4fb4a9415503111005aa31b8b59db",
"length": 9,
"isConvergent": true
},
"target": {
"id": "sa_0c1f5bcdc4a19542b61a53af",
"benchmarkSetId": "019173c85ab67300a20aafbd44174d6551ca67a41e948a511372ae5dca775a80",
"targetId": "USPTO-033/190",
"moleculeId": "sa_12e39f9577822b3da6fd93b4",
"smiles": "CCN1CCN(CCCCCCOc2c(OC)ccc3c(Nc4c(Cl)cncc4Cl)cc(=O)[nH]c23)CC1",
"routeLength": 9,
"isConvergent": true,
"metadata": "{\"source\":\"retro-pickle\"}",
"molecule": {
"id": "sa_12e39f9577822b3da6fd93b4",
"inchikey": "UVWVIVCSYLBEIQ-UHFFFAOYSA-N",
"smiles": "CCN1CCN(CCCCCCOc2c(OC)ccc3c(Nc4c(Cl)cncc4Cl)cc(=O)[nH]c23)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "18443",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_12e39f9577822b3da6fd93b4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_12e39f9577822b3da6fd93b4",
"inchikey": "UVWVIVCSYLBEIQ-UHFFFAOYSA-N",
"smiles": "CCN1CCN(CCCCCCOc2c(OC)ccc3c(Nc4c(Cl)cncc4Cl)cc(=O)[nH]c23)CC1"
},
"smiles": "CCN1CCN(CCCCCCOc2c(OC)ccc3c(Nc4c(Cl)cncc4Cl)cc(=O)[nH]c23)CC1",
"reactionStepId": "sa_b05d03f867b2aa4013e55a01",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_b05d03f867b2aa4013e55a01",
"reactionHash": "4350eb8aaf70ced3576225be98c1777a5436c6141c1bda77e43383086e49741f"
},
"children": [
{
"id": "18444",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_55aa0c5a490597fb0d84d55f",
"parentId": "18443",
"isLeaf": false,
"molecule": {
"id": "sa_55aa0c5a490597fb0d84d55f",
"inchikey": "BEPIGNUIPKFPLJ-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCCl"
},
"smiles": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCCCCCCCl",
"reactionStepId": "sa_8c3cc426b79a8b63ceb111cf",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_8c3cc426b79a8b63ceb111cf",
"reactionHash": "c852608917cb2ac1fbc490c83b58ad34307ec74aeb12389fe55642a15af223d3"
},
"children": [
{
"id": "18445",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_950fcefdf1630fd652b39428",
"parentId": "18444",
"isLeaf": true,
"molecule": {
"id": "sa_950fcefdf1630fd652b39428",
"inchikey": "JTYUIAOHIYZBPB-UHFFFAOYSA-N",
"smiles": "ClCCCCCCBr"
},
"smiles": "ClCCCCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18446",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_519e4d79c2296d6608ca783c",
"parentId": "18444",
"isLeaf": false,
"molecule": {
"id": "sa_519e4d79c2296d6608ca783c",
"inchikey": "USSFBRQTHOAPNE-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1O"
},
"smiles": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1O",
"reactionStepId": "sa_d0f7d297ca8563037ecfea46",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_d0f7d297ca8563037ecfea46",
"reactionHash": "397bd3d20428c58d9e73a0b462a00bd9b8a3c061f9e542073f0768cf5231e7ce"
},
"children": [
{
"id": "18447",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_08e6a344e81ef8d8aa6662d2",
"parentId": "18446",
"isLeaf": false,
"molecule": {
"id": "sa_08e6a344e81ef8d8aa6662d2",
"inchikey": "SDJACJGMKGMWMS-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCC1CC1"
},
"smiles": "COc1ccc2c(Nc3c(Cl)cncc3Cl)cc(=O)[nH]c2c1OCC1CC1",
"reactionStepId": "sa_92c474d2fb05db1cf05f2ea5",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_92c474d2fb05db1cf05f2ea5",
"reactionHash": "61ad151740273e0aeadda0cde43f5b9d27c46dca8d1489c02174f9e733d9251f"
},
"children": [
{
"id": "18448",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_cfddf10fd740f16f10889925",
"parentId": "18447",
"isLeaf": true,
"molecule": {
"id": "sa_cfddf10fd740f16f10889925",
"inchikey": "KKWRVUBDCJQHBZ-UHFFFAOYSA-N",
"smiles": "Clc1cncc(Cl)c1Cl"
},
"smiles": "Clc1cncc(Cl)c1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18449",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_d8ebc274dd1e76062a312523",
"parentId": "18447",
"isLeaf": false,
"molecule": {
"id": "sa_d8ebc274dd1e76062a312523",
"inchikey": "OJODTBGXGCWFGD-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(N)cc(=O)[nH]c2c1OCC1CC1"
},
"smiles": "COc1ccc2c(N)cc(=O)[nH]c2c1OCC1CC1",
"reactionStepId": "sa_045f1c1fad44ef20051d476d",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_045f1c1fad44ef20051d476d",
"reactionHash": "14bc4a54ad0fdf1dfe580bef65e25012fad79c86dbb7448443294a895699c103"
},
"children": [
{
"id": "18450",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_04399093f22d8f6ea42a3390",
"parentId": "18449",
"isLeaf": false,
"molecule": {
"id": "sa_04399093f22d8f6ea42a3390",
"inchikey": "NTONLSDYSKFLKO-UHFFFAOYSA-N",
"smiles": "COc1ccc2c(O)cc(=O)[nH]c2c1OCC1CC1"
},
"smiles": "COc1ccc2c(O)cc(=O)[nH]c2c1OCC1CC1",
"reactionStepId": "sa_b395919f9b082f980a204f3b",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_b395919f9b082f980a204f3b",
"reactionHash": "d79106a4746d0631946bbb959b0a43ccbf6045e053d11db388bce393396682fe"
},
"children": [
{
"id": "18451",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_455540fb515ba44f2675ccfc",
"parentId": "18450",
"isLeaf": false,
"molecule": {
"id": "sa_455540fb515ba44f2675ccfc",
"inchikey": "CWKHZIRBUSMCMT-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(OC)c(OCC2CC2)c1NC(C)=O"
},
"smiles": "COC(=O)c1ccc(OC)c(OCC2CC2)c1NC(C)=O",
"reactionStepId": "sa_a65253deed59eca7f1ffe044",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_a65253deed59eca7f1ffe044",
"reactionHash": "86479a5bffde24cbd73b009d1c2339c24b160e5619167e42ec462e2e32188fe1"
},
"children": [
{
"id": "18452",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_4e5202acd4846184d66e99cf",
"parentId": "18451",
"isLeaf": false,
"molecule": {
"id": "sa_4e5202acd4846184d66e99cf",
"inchikey": "QYIOLJZIYAGRRU-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(OC)c(OCC2CC2)c1N"
},
"smiles": "COC(=O)c1ccc(OC)c(OCC2CC2)c1N",
"reactionStepId": "sa_a3b72e6159d21887b4eae05c",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_a3b72e6159d21887b4eae05c",
"reactionHash": "4ca09d85f279d0c01094c1f8338c6c9855300dc24675618cbd4123383ef9459f"
},
"children": [
{
"id": "18453",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_cc139f629a9d15b58b7a81f0",
"parentId": "18452",
"isLeaf": false,
"molecule": {
"id": "sa_cc139f629a9d15b58b7a81f0",
"inchikey": "JSBLIWSQNWRLGZ-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(OC)c(OCC2CC2)c1[N+](=O)[O-]"
},
"smiles": "COC(=O)c1ccc(OC)c(OCC2CC2)c1[N+](=O)[O-]",
"reactionStepId": "sa_e2cfad1dba34741d65063198",
"template": null,
"metadata": null,
"reactionStep": {
"id": "sa_e2cfad1dba34741d65063198",
"reactionHash": "4cadb6ff699260c4ebf0732a5f6dc65f3d9070354b620edbc340f4ee69b79c97"
},
"children": [
{
"id": "18454",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_5a1d33ad6f42796c898036f4",
"parentId": "18453",
"isLeaf": true,
"molecule": {
"id": "sa_5a1d33ad6f42796c898036f4",
"inchikey": "AEILLAXRDHDKDY-UHFFFAOYSA-N",
"smiles": "BrCC1CC1"
},
"smiles": "BrCC1CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "18455",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_7a41b0d9b956cc493331c294",
"parentId": "18453",
"isLeaf": true,
"molecule": {
"id": "sa_7a41b0d9b956cc493331c294",
"inchikey": "DASSLOKKAXNYHY-UHFFFAOYSA-N",
"smiles": "COC(=O)c1ccc(OC)c(O)c1[N+](=O)[O-]"
},
"smiles": "COC(=O)c1ccc(OC)c(O)c1[N+](=O)[O-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "18456",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "18451",
"isLeaf": false,
"molecule": {
"id": "sa_a7893fcf81826693d9b4bed4",
"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"smiles": "CC(=O)OC(C)=O",
"reactionStepId": "sa_78e09fc76b7094a01cb237e9",
"template": null,
"metadata": null,
"reactionStep": {
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"reactionHash": "953ec97e47c3aef8c1394ce00bc21ffdb57c1f3ab6a19381ab01e40eafe751a6"
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"children": [
{
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"isLeaf": true,
"molecule": {
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"inchikey": "UERPUZBSSSAZJE-UHFFFAOYSA-N",
"smiles": "O=C1OC(=O)c2c(Cl)cccc21"
},
"smiles": "O=C1OC(=O)c2c(Cl)cccc21",
"reactionStepId": null,
"template": null,
"metadata": null,
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}
]
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]
}
]
},
{
"id": "18458",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_48a04fe075a134dea09b0838",
"parentId": "18449",
"isLeaf": true,
"molecule": {
"id": "sa_48a04fe075a134dea09b0838",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-O",
"smiles": "[NH4+]"
},
"smiles": "[NH4+]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
},
{
"id": "18459",
"routeId": "sa_47746ed41a6b2cc2793ad0c6",
"moleculeId": "sa_bff60d800c0d93860b18bb26",
"parentId": "18443",
"isLeaf": true,
"molecule": {
"id": "sa_bff60d800c0d93860b18bb26",
"inchikey": "WGCYRFWNGRMRJA-UHFFFAOYSA-N",
"smiles": "CCN1CCNCC1"
},
"smiles": "CCN1CCNCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}