Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCCCCCCCCCCCCCSCC(CBr)OC
InChiKey
NLAJPLLIHZMNCH-UHFFFAOYSA-N
Route Signature
f1d69dfcd50c15c3cd76baea681315db367855b4496191e21e9e0e33870430fd
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_e14abcce28a2346a882dba04",
"signature": "f1d69dfcd50c15c3cd76baea681315db367855b4496191e21e9e0e33870430fd",
"contentHash": "706618bac870fec44ddde20eeb6c9c75ac9feff2f696407da1f5817e7eb08d25",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_8708a19eb94b56fd4ca1eed3",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00100",
"moleculeId": "sa_6b5ed373d3fb8bffe4411387",
"smiles": "CCCCCCCCCCCCCCCCSCC(CBr)OC",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_6b5ed373d3fb8bffe4411387",
"inchikey": "NLAJPLLIHZMNCH-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCCCSCC(CBr)OC"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3461",
"routeId": "sa_e14abcce28a2346a882dba04",
"moleculeId": "sa_6b5ed373d3fb8bffe4411387",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_6b5ed373d3fb8bffe4411387",
"inchikey": "NLAJPLLIHZMNCH-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCCCSCC(CBr)OC"
},
"smiles": "CCCCCCCCCCCCCCCCSCC(CBr)OC",
"reactionStepId": "sa_44033775160bfef6390935ed",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05614548;;365025\",\"rsmi\":\"CS(=O)(=O)O[CH2:20][CH:19]([CH2:18][S:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[O:22][CH3:23].[BrH:21]>CC(C)=O.[Li+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][Br:21])[O:22][CH3:23]\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH2:20][CH:19]([CH2:18][S:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[O:22][CH3:23].[BrH:21]>CC(C)=O.[Li+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][Br:21])[O:22][CH3:23]\"}",
"reactionStep": {
"id": "sa_44033775160bfef6390935ed",
"reactionHash": "64e5b0216df829daca44e62a9de3bca2cf50f83433b934fb0f266145a0d710c7"
},
"children": [
{
"id": "3462",
"routeId": "sa_e14abcce28a2346a882dba04",
"moleculeId": "sa_f3b1eeb95c6f8f1fb27f3493",
"parentId": "3461",
"isLeaf": false,
"molecule": {
"id": "sa_f3b1eeb95c6f8f1fb27f3493",
"inchikey": "AJRZFPDPIZAYLR-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCCCSCC(COS(C)(=O)=O)OC"
},
"smiles": "CCCCCCCCCCCCCCCCSCC(COS(C)(=O)=O)OC",
"reactionStepId": "sa_93bc2126d9ba504096931818",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05614548;;365023\",\"rsmi\":\"Cl[S:22]([CH3:23])(=[O:24])=[O:25].[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][OH:21])[O:26][CH3:27]>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][O:21][S:22]([CH3:23])(=[O:24])=[O:25])[O:26][CH3:27]\"},\"mapped_reaction_smiles\":\"Cl[S:22]([CH3:23])(=[O:24])=[O:25].[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][OH:21])[O:26][CH3:27]>CCN(CC)CC.ClCCl>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][O:21][S:22]([CH3:23])(=[O:24])=[O:25])[O:26][CH3:27]\"}",
"reactionStep": {
"id": "sa_93bc2126d9ba504096931818",
"reactionHash": "6406a7e30b66bd96ee697f88ba4929898fd95bd68c85de7d77d10455aa069a5c"
},
"children": [
{
"id": "3463",
"routeId": "sa_e14abcce28a2346a882dba04",
"moleculeId": "sa_d6ef31e9ad298936efff230e",
"parentId": "3462",
"isLeaf": false,
"molecule": {
"id": "sa_d6ef31e9ad298936efff230e",
"inchikey": "MYQGHXAXDPWMQX-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCCCSCC(CO)OC"
},
"smiles": "CCCCCCCCCCCCCCCCSCC(CO)OC",
"reactionStepId": "sa_cc9d09a9e7797cfdda753c90",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05614548;;365021\",\"rsmi\":\"c1ccc(C(c2ccccc2)(c2ccccc2)[O:21][CH2:20][CH:19]([CH2:18][S:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[O:22][CH3:23])cc1>CO.ClC(Cl)Cl.ClC(Cl)Cl.O=C(O)O.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][OH:21])[O:22][CH3:23]\"},\"mapped_reaction_smiles\":\"c1ccc(C(c2ccccc2)(c2ccccc2)[O:21][CH2:20][CH:19]([CH2:18][S:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[O:22][CH3:23])cc1>CO.ClC(Cl)Cl.ClC(Cl)Cl.O=C(O)O.[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][OH:21])[O:22][CH3:23]\"}",
"reactionStep": {
"id": "sa_cc9d09a9e7797cfdda753c90",
"reactionHash": "58dfa5a9771bf0ea49d02b27bb05f22a87ee1a164a889639d67e92766f4315b5"
},
"children": [
{
"id": "3464",
"routeId": "sa_e14abcce28a2346a882dba04",
"moleculeId": "sa_87e56c4cdb4ff0b330671f7f",
"parentId": "3463",
"isLeaf": false,
"molecule": {
"id": "sa_87e56c4cdb4ff0b330671f7f",
"inchikey": "OTPGBBOXQISZLT-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCCCSCC(COC(c1ccccc1)(c1ccccc1)c1ccccc1)OC"
},
"smiles": "CCCCCCCCCCCCCCCCSCC(COC(c1ccccc1)(c1ccccc1)c1ccccc1)OC",
"reactionStepId": "sa_4887064ab9f48e8a3ea03306",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05614548;;365019\",\"rsmi\":\"I[CH3:42].[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][O:21][C:22]([c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1)([c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1)[c:35]1[cH:36][cH:37][cH:38][cH:39][cH:40]1)[OH:41]>C1CCOC1.O.[HH].[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][O:21][C:22]([c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1)([c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1)[c:35]1[cH:36][cH:37][cH:38][cH:39][cH:40]1)[O:41][CH3:42]\"},\"mapped_reaction_smiles\":\"I[CH3:42].[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][O:21][C:22]([c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1)([c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1)[c:35]1[cH:36][cH:37][cH:38][cH:39][cH:40]1)[OH:41]>C1CCOC1.O.[HH].[Na+]>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([CH2:20][O:21][C:22]([c:23]1[cH:24][cH:25][cH:26][cH:27][cH:28]1)([c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1)[c:35]1[cH:36][cH:37][cH:38][cH:39][cH:40]1)[O:41][CH3:42]\"}",
"reactionStep": {
"id": "sa_4887064ab9f48e8a3ea03306",
"reactionHash": "091bc281a82c55c9346b424518329e66c12967e12f4ae7880d70f8bd163fbfdb"
},
"children": [
{
"id": "3465",
"routeId": "sa_e14abcce28a2346a882dba04",
"moleculeId": "sa_427361edd52a000069adabff",
"parentId": "3464",
"isLeaf": false,
"molecule": {
"id": "sa_427361edd52a000069adabff",
"inchikey": "BMVOLHXWDRQZOS-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCCCSCC(O)COC(c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "CCCCCCCCCCCCCCCCSCC(O)COC(c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": "sa_1e5d1246ea841271fa951e2b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05614548;;365018\",\"rsmi\":\"Cl[C:23]([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)([c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1)[c:36]1[cH:37][cH:38][cH:39][cH:40][cH:41]1.[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([OH:20])[CH2:21][OH:22]>c1ccncc1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([OH:20])[CH2:21][O:22][C:23]([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)([c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1)[c:36]1[cH:37][cH:38][cH:39][cH:40][cH:41]1\"},\"mapped_reaction_smiles\":\"Cl[C:23]([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)([c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1)[c:36]1[cH:37][cH:38][cH:39][cH:40][cH:41]1.[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([OH:20])[CH2:21][OH:22]>c1ccncc1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([OH:20])[CH2:21][O:22][C:23]([c:24]1[cH:25][cH:26][cH:27][cH:28][cH:29]1)([c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1)[c:36]1[cH:37][cH:38][cH:39][cH:40][cH:41]1\"}",
"reactionStep": {
"id": "sa_1e5d1246ea841271fa951e2b",
"reactionHash": "c184b516fe0a7afb8a53e61b3d569190c98d31b3e3ca8383b6112b13ebd1d664"
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"children": [
{
"id": "3466",
"routeId": "sa_e14abcce28a2346a882dba04",
"moleculeId": "sa_966de284747392e3a06c0765",
"parentId": "3465",
"isLeaf": true,
"molecule": {
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"inchikey": "JBWKIWSBJXDJDT-UHFFFAOYSA-N",
"smiles": "ClC(c1ccccc1)(c1ccccc1)c1ccccc1"
},
"smiles": "ClC(c1ccccc1)(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3467",
"routeId": "sa_e14abcce28a2346a882dba04",
"moleculeId": "sa_5be0985a1b59b358c16e0d54",
"parentId": "3465",
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"molecule": {
"id": "sa_5be0985a1b59b358c16e0d54",
"inchikey": "MKCDFJBJFWUKLN-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCCCSCC(O)CO"
},
"smiles": "CCCCCCCCCCCCCCCCSCC(O)CO",
"reactionStepId": "sa_01d9d14a6ef2505c38f3511b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05614548;;365017\",\"rsmi\":\"Br[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1].[SH:17][CH2:18][CH:19]([OH:20])[CH2:21][OH:22]>CCO.[K+].O>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([OH:20])[CH2:21][OH:22]\"},\"mapped_reaction_smiles\":\"Br[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1].[SH:17][CH2:18][CH:19]([OH:20])[CH2:21][OH:22]>CCO.[K+].O>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][S:17][CH2:18][CH:19]([OH:20])[CH2:21][OH:22]\"}",
"reactionStep": {
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"reactionHash": "a99e6588823d26bcb445180b633d928315e521473d3bf9f8bd116daabfd6cf6a"
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"children": [
{
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"moleculeId": "sa_14e11396e9d0e0e98f20495a",
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"molecule": {
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"inchikey": "HNTGIJLWHDPAFN-UHFFFAOYSA-N",
"smiles": "CCCCCCCCCCCCCCCCBr"
},
"smiles": "CCCCCCCCCCCCCCCCBr",
"reactionStepId": null,
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"metadata": null,
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{
"id": "3469",
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"molecule": {
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"inchikey": "PJUIMOJAAPLTRJ-UHFFFAOYSA-N",
"smiles": "OCC(O)CS"
},
"smiles": "OCC(O)CS",
"reactionStepId": null,
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}
]
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]
},
{
"id": "3470",
"routeId": "sa_e14abcce28a2346a882dba04",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "3464",
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"molecule": {
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"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
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"smiles": "CI",
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]
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]
},
{
"id": "3471",
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"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "3462",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
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"children": []
}
]
},
{
"id": "3472",
"routeId": "sa_e14abcce28a2346a882dba04",
"moleculeId": "sa_70f4de2e51ba34b93e025a04",
"parentId": "3461",
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"molecule": {
"id": "sa_70f4de2e51ba34b93e025a04",
"inchikey": "CPELXLSAUQHCOX-UHFFFAOYSA-N",
"smiles": "Br"
},
"smiles": "Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}