Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(Nc1ccccc1)[C@H]1CC[C@H](NC(=O)c2cc(C(F)(F)F)ccc2Cl)CC1
InChiKey
XKXGPCJOUDRYIM-UOUXQUKFSA-N
Route Signature
7d181db4e662bb7775c3c4ddb37f9221ae31e1a5fd48f3b3b82407d8a0584a80
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc00qm048y19ddfzk85puk",
"signature": "7d181db4e662bb7775c3c4ddb37f9221ae31e1a5fd48f3b3b82407d8a0584a80",
"length": 6,
"isConvergent": false
},
"target": {
"id": "cmisc0ddc02xva8ddotylx8ab",
"benchmarkSetId": "cmisc0cnd0000a8dd4g4pdf0s",
"targetId": "n5-01529",
"moleculeId": "a2lydcsnxkm30bnb20k1lre1",
"routeLength": 6,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "a2lydcsnxkm30bnb20k1lre1",
"inchikey": "XKXGPCJOUDRYIM-UOUXQUKFSA-N",
"smiles": "CC(Nc1ccccc1)[C@H]1CC[C@H](NC(=O)c2cc(C(F)(F)F)ccc2Cl)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc00qn048z19dd8purcmuw",
"routeId": "cmisc00qm048y19ddfzk85puk",
"moleculeId": "a2lydcsnxkm30bnb20k1lre1",
"parentId": null,
"reactionStepId": "g3zp6tydvv5dfokysrim74od",
"isLeaf": false,
"molecule": {
"id": "a2lydcsnxkm30bnb20k1lre1",
"inchikey": "XKXGPCJOUDRYIM-UOUXQUKFSA-N",
"smiles": "CC(Nc1ccccc1)[C@H]1CC[C@H](NC(=O)c2cc(C(F)(F)F)ccc2Cl)CC1"
},
"reactionStep": {
"id": "g3zp6tydvv5dfokysrim74od",
"reactionHash": "e2ff5b95db72887b010b8d29f7832a00add7afc085499959d4f77b3143543bef",
"template": null,
"metadata": "{\"ID\":\"US20140088105A1;0605;1506408\",\"rsmi\":\"O=[C:2]([CH3:1])[C@H:10]1[CH2:11][CH2:12][C@H:13]([NH:14][C:15](=[O:16])[c:17]2[c:18]([Cl:19])[cH:20][cH:21][c:22]([C:23]([F:24])([F:25])[F:26])[cH:27]2)[CH2:28][CH2:29]1.[NH2:3][c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1>CN(C)C=O.ClCCl.Cl[SiH](Cl)Cl>[CH3:1][CH:2]([NH:3][c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[C@H:10]1[CH2:11][CH2:12][C@H:13]([NH:14][C:15](=[O:16])[c:17]2[c:18]([Cl:19])[cH:20][cH:21][c:22]([C:23]([F:24])([F:25])[F:26])[cH:27]2)[CH2:28][CH2:29]1\"}"
},
"children": [
{
"id": "cmisc00qn049019ddvsk76p4r",
"routeId": "cmisc00qm048y19ddfzk85puk",
"moleculeId": "wwzvhg7fdti90k1upsf3eg3a",
"parentId": "cmisc00qn048z19dd8purcmuw",
"reactionStepId": "hwjy4ggccyxgxmzg298purfx",
"isLeaf": false,
"molecule": {
"id": "wwzvhg7fdti90k1upsf3eg3a",
"inchikey": "RDUNIUSBRKNNAB-UMSPYCQHSA-N",
"smiles": "CC(=O)[C@H]1CC[C@H](NC(=O)c2cc(C(F)(F)F)ccc2Cl)CC1"
},
"reactionStep": {
"id": "hwjy4ggccyxgxmzg298purfx",
"reactionHash": "a0ad1799e89c1305b02f1557e5214a6bdd0b5430f878207689ae6709a6350657",
"template": null,
"metadata": "{\"ID\":\"US20140088105A1;0604;1506407\",\"rsmi\":\"[CH3:1][C@H:2]([OH:3])[C@H:4]1[CH2:5][CH2:6][C@H:7]([NH:8][C:9](=[O:10])[c:11]2[c:12]([Cl:13])[cH:14][cH:15][c:16]([C:17]([F:18])([F:19])[F:20])[cH:21]2)[CH2:22][CH2:23]1>CCN(C(C)C)C(C)C.CS(C)=O.ClCCl>[CH3:1][C:2](=[O:3])[C@H:4]1[CH2:5][CH2:6][C@H:7]([NH:8][C:9](=[O:10])[c:11]2[c:12]([Cl:13])[cH:14][cH:15][c:16]([C:17]([F:18])([F:19])[F:20])[cH:21]2)[CH2:22][CH2:23]1\"}"
},
"children": [
{
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"routeId": "cmisc00qm048y19ddfzk85puk",
"moleculeId": "a6hzvf8hq1qf1b9qnzegy5z3",
"parentId": "cmisc00qn049019ddvsk76p4r",
"reactionStepId": "h9ypxv06lyjreddxfe98whby",
"isLeaf": false,
"molecule": {
"id": "a6hzvf8hq1qf1b9qnzegy5z3",
"inchikey": "JUOYLWDMMWOEAJ-NHCYSSNCSA-N",
"smiles": "C[C@H](O)[C@H]1CC[C@H](NC(=O)c2cc(C(F)(F)F)ccc2Cl)CC1"
},
"reactionStep": {
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"reactionHash": "1e5c376e2f1911546700701a42b1f88c221b43299cce0102f5f48274b1ab31ff",
"template": null,
"metadata": "{\"ID\":\"US20140088105A1;0603;1506406\",\"rsmi\":\"Br[Mg][CH3:1].[CH:2](=[O:3])[C@H:4]1[CH2:5][CH2:6][C@H:7]([NH:8][C:9](=[O:10])[c:11]2[c:12]([Cl:13])[cH:14][cH:15][c:16]([C:17]([F:18])([F:19])[F:20])[cH:21]2)[CH2:22][CH2:23]1>C1CCOC1>[CH3:1][C@H:2]([OH:3])[C@H:4]1[CH2:5][CH2:6][C@H:7]([NH:8][C:9](=[O:10])[c:11]2[c:12]([Cl:13])[cH:14][cH:15][c:16]([C:17]([F:18])([F:19])[F:20])[cH:21]2)[CH2:22][CH2:23]1\"}"
},
"children": [
{
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"moleculeId": "ep4xwpmjbo3ixvsazte14b2p",
"parentId": "cmisc00qn049219dd68x662ay",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
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"inchikey": "AVFUHBJCUUTGCD-UHFFFAOYSA-M",
"smiles": "[CH3][Mg][Br]"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisc00qn049419ddf60hoj0m",
"routeId": "cmisc00qm048y19ddfzk85puk",
"moleculeId": "tk9bfl5681ewm3v1lskgumf4",
"parentId": "cmisc00qn049219dd68x662ay",
"reactionStepId": "pmc546bxn1rjgp6cuxx33x9s",
"isLeaf": false,
"molecule": {
"id": "tk9bfl5681ewm3v1lskgumf4",
"inchikey": "WDHVUDWNQPMNEO-HOMQSWHASA-N",
"smiles": "O=C[C@H]1CC[C@H](NC(=O)c2cc(C(F)(F)F)ccc2Cl)CC1"
},
"reactionStep": {
"id": "pmc546bxn1rjgp6cuxx33x9s",
"reactionHash": "dfaeb8733a4ea79444f0212b79ae3fac2f7b2f74b943591f168a5792d914a291",
"template": null,
"metadata": "{\"ID\":\"US20140088105A1;0530;1506382\",\"rsmi\":\"[OH:1][CH2:2][C@H:3]1[CH2:4][CH2:5][C@H:6]([NH:7][C:8](=[O:9])[c:10]2[c:11]([Cl:12])[cH:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[CH2:21][CH2:22]1>CCN(CC)CC.CCOCC.CS(C)=O.ClCCl>[O:1]=[CH:2][C@H:3]1[CH2:4][CH2:5][C@H:6]([NH:7][C:8](=[O:9])[c:10]2[c:11]([Cl:12])[cH:13][cH:14][c:15]([C:16]([F:17])([F:18])[F:19])[cH:20]2)[CH2:21][CH2:22]1\"}"
},
"children": [
{
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"routeId": "cmisc00qm048y19ddfzk85puk",
"moleculeId": "t5dcyhq3sbnkwk7gpuxjqvfc",
"parentId": "cmisc00qn049419ddf60hoj0m",
"reactionStepId": "wnb2pujmhk632t37nlcjqahp",
"isLeaf": false,
"molecule": {
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"inchikey": "ULKJCQSIYQEEMI-HOMQSWHASA-N",
"smiles": "O=C(N[C@H]1CC[C@H](CO)CC1)c1cc(C(F)(F)F)ccc1Cl"
},
"reactionStep": {
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"reactionHash": "af9e849c0a270351ad6c543d933d605eeb1afd51c40a7de47358258e0ed9b3ca",
"template": null,
"metadata": "{\"ID\":\"US20140088105A1;0528;1506381\",\"rsmi\":\"C[O:9][C:8](=O)[C@H:7]1[CH2:6][CH2:5][C@H:4]([NH:3][C:2](=[O:1])[c:12]2[c:13]([Cl:14])[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22]2)[CH2:11][CH2:10]1>C1CCOC1.CCOCC.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[O:1]=[C:2]([NH:3][C@H:4]1[CH2:5][CH2:6][C@H:7]([CH2:8][OH:9])[CH2:10][CH2:11]1)[c:12]1[c:13]([Cl:14])[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22]1\"}"
},
"children": [
{
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"molecule": {
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"smiles": "COC(=O)[C@H]1CC[C@H](NC(=O)c2cc(C(F)(F)F)ccc2Cl)CC1"
},
"reactionStep": {
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"metadata": "{\"ID\":\"US20140088105A1;0526;1506380\",\"rsmi\":\"Cl[C:10](=[O:11])[c:12]1[c:13]([Cl:14])[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22]1.[CH3:1][O:2][C:3](=[O:4])[C@H:5]1[CH2:6][CH2:7][C@H:8]([NH2:9])[CH2:23][CH2:24]1>C1CCOC1.CCN(CC)CC.CCOC(C)=O.Cl.O>[CH3:1][O:2][C:3](=[O:4])[C@H:5]1[CH2:6][CH2:7][C@H:8]([NH:9][C:10](=[O:11])[c:12]2[c:13]([Cl:14])[cH:15][cH:16][c:17]([C:18]([F:19])([F:20])[F:21])[cH:22]2)[CH2:23][CH2:24]1\"}"
},
"children": [
{
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{
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}
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}
]
},
{
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"molecule": {
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"inchikey": "PAYRUJLWNCNPSJ-UHFFFAOYSA-N",
"smiles": "Nc1ccccc1"
},
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"children": []
}
]
}
}