Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCC2(CCN(c3cc(C#N)cc(N)c3Cl)CC2)C1=O
InChiKey
XEVSAOFERKTDKW-UHFFFAOYSA-N
Route Signature
d88b995821abd1473ce44a536e01fa2411fc1b6742d1a38705acb5ae9c27d38c
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisc07xa01g65iddl0xvuwjk",
"signature": "d88b995821abd1473ce44a536e01fa2411fc1b6742d1a38705acb5ae9c27d38c",
"length": 4,
"isConvergent": true
},
"target": {
"id": "cmisc07xa01g55iddblbn84na",
"benchmarkSetId": "cmisc07hg00005iddmvjgxdau",
"targetId": "n5-01175",
"moleculeId": "sxoc3ro6azm8en3xrvckmke8",
"routeLength": 4,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "sxoc3ro6azm8en3xrvckmke8",
"inchikey": "XEVSAOFERKTDKW-UHFFFAOYSA-N",
"smiles": "CN1CCC2(CCN(c3cc(C#N)cc(N)c3Cl)CC2)C1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc07xb01g75iddcgq6zvi5",
"routeId": "cmisc07xa01g65iddl0xvuwjk",
"moleculeId": "sxoc3ro6azm8en3xrvckmke8",
"parentId": null,
"reactionStepId": "od9vyqq7qnompxnql0f5h993",
"isLeaf": false,
"molecule": {
"id": "sxoc3ro6azm8en3xrvckmke8",
"inchikey": "XEVSAOFERKTDKW-UHFFFAOYSA-N",
"smiles": "CN1CCC2(CCN(c3cc(C#N)cc(N)c3Cl)CC2)C1=O"
},
"reactionStep": {
"id": "od9vyqq7qnompxnql0f5h993",
"reactionHash": "a428648b6f06e4136b2ef5596c2b56524cc8261212aabe8880a830c235279509",
"template": null,
"metadata": "{\"ID\":\"US20160108050A1;2713;1868356\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:16][c:15]1[cH:14][c:11]([C:12]#[N:13])[cH:10][c:9]([N:8]2[CH2:7][CH2:6][C:5]3([CH2:4][CH2:3][N:2]([CH3:1])[C:21]3=[O:22])[CH2:20][CH2:19]2)[c:17]1[Cl:18]>ClCCl.O=C(O)C(F)(F)F>[CH3:1][N:2]1[CH2:3][CH2:4][C:5]2([CH2:6][CH2:7][N:8]([c:9]3[cH:10][c:11]([C:12]#[N:13])[cH:14][c:15]([NH2:16])[c:17]3[Cl:18])[CH2:19][CH2:20]2)[C:21]1=[O:22]\"}"
},
"children": [
{
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"moleculeId": "e2svq93ecnkgikojkwwo2jcj",
"parentId": "cmisc07xb01g75iddcgq6zvi5",
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"isLeaf": false,
"molecule": {
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"smiles": "CN1CCC2(CCN(c3cc(C#N)cc(NC(=O)OC(C)(C)C)c3Cl)CC2)C1=O"
},
"reactionStep": {
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"template": null,
"metadata": "{\"ID\":\"US20160108050A1;2711;1868355\",\"rsmi\":\"Br[c:9]1[cH:10][c:11]([C:12]#[N:13])[cH:14][c:15]([NH:16][C:17](=[O:18])[O:19][C:20]([CH3:21])([CH3:22])[CH3:23])[c:24]1[Cl:25].[CH3:1][N:2]1[CH2:3][CH2:4][C:5]2([CH2:6][CH2:7][NH:8][CH2:26][CH2:27]2)[C:28]1=[O:29]>C1COCCO1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[Cs+].[Cs+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[CH3:1][N:2]1[CH2:3][CH2:4][C:5]2([CH2:6][CH2:7][N:8]([c:9]3[cH:10][c:11]([C:12]#[N:13])[cH:14][c:15]([NH:16][C:17](=[O:18])[O:19][C:20]([CH3:21])([CH3:22])[CH3:23])[c:24]3[Cl:25])[CH2:26][CH2:27]2)[C:28]1=[O:29]\"}"
},
"children": [
{
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"parentId": "cmisc07xb01g85iddtxispx4l",
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"isLeaf": false,
"molecule": {
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"inchikey": "LNIYMMILDVTMAL-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)Nc1cc(C#N)cc(Br)c1Cl"
},
"reactionStep": {
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"template": null,
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},
"children": [
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"isLeaf": true,
"molecule": {
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"inchikey": "DYHSDKLCOJIUFX-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)OC(=O)OC(C)(C)C"
},
"reactionStep": null,
"children": []
},
{
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"moleculeId": "oy94msix1qylippr2mzwad5q",
"parentId": "cmisc07xb01g95iddj8u1h30q",
"reactionStepId": "axrq63vmrculrso0gprd261z",
"isLeaf": false,
"molecule": {
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"inchikey": "BUIBDAUKGIHORD-UHFFFAOYSA-N",
"smiles": "N#Cc1cc(N)c(Cl)c(Br)c1"
},
"reactionStep": {
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"reactionHash": "60d181b712bf168ba0717c6ada6383028fb9d63b1c71f9679696a49c1d52152d",
"template": null,
"metadata": "{\"ID\":\"US20160108050A1;0483;1867982\",\"rsmi\":\"O=[N+:6]([O-])[c:5]1[cH:4][c:3]([C:2]#[N:1])[cH:11][c:9]([Br:10])[c:7]1[Cl:8]>C1CCOC1.CO.O.Cl.[Fe].N>[N:1]#[C:2][c:3]1[cH:4][c:5]([NH2:6])[c:7]([Cl:8])[c:9]([Br:10])[cH:11]1\"}"
},
"children": [
{
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"isLeaf": true,
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"smiles": "N#Cc1cc(Br)c(Cl)c([N+](=O)[O-])c1"
},
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}
]
}
]
},
{
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"routeId": "cmisc07xa01g65iddl0xvuwjk",
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"parentId": "cmisc07xb01g85iddtxispx4l",
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"isLeaf": false,
"molecule": {
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"inchikey": "JTWGSQNWXVCXLD-UHFFFAOYSA-N",
"smiles": "CN1CCC2(CCNCC2)C1=O"
},
"reactionStep": {
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"reactionHash": "f0c80d8f801ab3904b9017e7ab4dd7413255cb5fa833c6661d8c737a27d6efa2",
"template": null,
"metadata": "{\"ID\":\"US20160108050A1;2709;1868354\",\"rsmi\":\"CC(C)(C)OC(=O)[N:8]1[CH2:7][CH2:6][C:5]2([CH2:4][CH2:3][N:2]([CH3:1])[C:11]2=[O:12])[CH2:10][CH2:9]1>ClCCl.O=C(O)C(F)(F)F>[CH3:1][N:2]1[CH2:3][CH2:4][C:5]2([CH2:6][CH2:7][NH:8][CH2:9][CH2:10]2)[C:11]1=[O:12]\"}"
},
"children": [
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"smiles": "CN1CCC2(CCN(C(=O)OC(C)(C)C)CC2)C1=O"
},
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"metadata": "{\"ID\":\"US20160108050A1;2707;1868353\",\"rsmi\":\"I[CH3:1].[NH:2]1[CH2:3][CH2:4][C:5]2([CH2:6][CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][CH2:17]2)[C:18]1=[O:19]>C1CCOC1.[HH].[Na+]>[CH3:1][N:2]1[CH2:3][CH2:4][C:5]2([CH2:6][CH2:7][N:8]([C:9](=[O:10])[O:11][C:12]([CH3:13])([CH3:14])[CH3:15])[CH2:16][CH2:17]2)[C:18]1=[O:19]\"}"
},
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}
]
}
]
}
}