Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COc1ccc(COc2ccc(-c3cc(OC)ccc3F)c(C(=O)C(C)C)c2)cc1
InChiKey
VDBBEOBEWYMUFA-UHFFFAOYSA-N
Route Content Hash
4e210c451b25b7dd195df153755609d39759d5905abb1261efc148535359a365
Route Signature
e8763f62bbe37a946a678c1c31da5e2a7dae56e38a8b59b544800b1cd7c290c6
Synthesis route with 8 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc044r00gr3oddkjruku8i",
"signature": "e8763f62bbe37a946a678c1c31da5e2a7dae56e38a8b59b544800b1cd7c290c6",
"contentHash": "4e210c451b25b7dd195df153755609d39759d5905abb1261efc148535359a365",
"length": 8,
"isConvergent": false
},
"target": {
"id": "cmisc044r00gq3oddkj1djaef",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00346",
"moleculeId": "bf6kivbteem70fc0nf4vo8ub",
"routeLength": 8,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "bf6kivbteem70fc0nf4vo8ub",
"inchikey": "VDBBEOBEWYMUFA-UHFFFAOYSA-N",
"smiles": "COc1ccc(COc2ccc(-c3cc(OC)ccc3F)c(C(=O)C(C)C)c2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc044s00gs3odd8qnz13za",
"routeId": "cmisc044r00gr3oddkjruku8i",
"moleculeId": "bf6kivbteem70fc0nf4vo8ub",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150018422A1;1129;1640390\",\"rsmi\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][O:8][c:9]2[cH:10][c:11]([CH:12]([OH:13])[CH:14]([CH3:15])[CH3:16])[c:17](-[c:18]3[c:19]([F:20])[cH:21][cH:22][c:23]([O:24][CH3:25])[cH:26]3)[cH:27][cH:28]2)[cH:29][cH:30]1>CCN(CC)CC.CS(C)=O.Cl>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][O:8][c:9]2[cH:10][c:11]([C:12](=[O:13])[CH:14]([CH3:15])[CH3:16])[c:17](-[c:18]3[c:19]([F:20])[cH:21][cH:22][c:23]([O:24][CH3:25])[cH:26]3)[cH:27][cH:28]2)[cH:29][cH:30]1\"}",
"molecule": {
"id": "bf6kivbteem70fc0nf4vo8ub",
"inchikey": "VDBBEOBEWYMUFA-UHFFFAOYSA-N",
"smiles": "COc1ccc(COc2ccc(-c3cc(OC)ccc3F)c(C(=O)C(C)C)c2)cc1"
},
"children": [
{
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"parentId": "cmisc044s00gs3odd8qnz13za",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150018422A1;1127;1640389\",\"rsmi\":\"Br[Mg][CH:14]([CH3:15])[CH3:16].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][O:8][c:9]2[cH:10][c:11]([CH:12]=[O:13])[c:17](-[c:18]3[c:19]([F:20])[cH:21][cH:22][c:23]([O:24][CH3:25])[cH:26]3)[cH:27][cH:28]2)[cH:29][cH:30]1>C1CCOC1.C[Si](C)(C)C[Mg]Cl.Cl.Cl.Cl.[Li+].[Zn+2]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][O:8][c:9]2[cH:10][c:11]([CH:12]([OH:13])[CH:14]([CH3:15])[CH3:16])[c:17](-[c:18]3[c:19]([F:20])[cH:21][cH:22][c:23]([O:24][CH3:25])[cH:26]3)[cH:27][cH:28]2)[cH:29][cH:30]1\"}",
"molecule": {
"id": "z0nurrfyv9q8krislz6ys2sa",
"inchikey": "UKLVWZQAWDNQFH-UHFFFAOYSA-N",
"smiles": "COc1ccc(COc2ccc(-c3cc(OC)ccc3F)c(C(O)C(C)C)c2)cc1"
},
"children": [
{
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"moleculeId": "hqlha1o0hwtad6gd09h7elbf",
"parentId": "cmisc044s00gt3oddapuwfeo4",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "hqlha1o0hwtad6gd09h7elbf",
"inchikey": "UCJIVFREPMUZDC-UHFFFAOYSA-M",
"smiles": "C[CH](C)[Mg][Br]"
},
"children": []
},
{
"id": "cmisc044s00gv3odd6om17ntq",
"routeId": "cmisc044r00gr3oddkjruku8i",
"moleculeId": "vq0nj3hjfagtgwuaf98b26ry",
"parentId": "cmisc044s00gt3oddapuwfeo4",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150018422A1;1018;1640368\",\"rsmi\":\"[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][O:8][c:9]2[cH:10][cH:11][c:12](-[c:13]3[c:14]([F:15])[cH:16][cH:17][c:18]([O:19][CH3:20])[cH:21]3)[c:22]([CH2:23][OH:24])[cH:25]2)[cH:26][cH:27]1>CCN(CC)CC.CS(C)=O.Cl.N>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][O:8][c:9]2[cH:10][cH:11][c:12](-[c:13]3[c:14]([F:15])[cH:16][cH:17][c:18]([O:19][CH3:20])[cH:21]3)[c:22]([CH:23]=[O:24])[cH:25]2)[cH:26][cH:27]1\"}",
"molecule": {
"id": "vq0nj3hjfagtgwuaf98b26ry",
"inchikey": "PDEMAKVFYPEEFC-UHFFFAOYSA-N",
"smiles": "COc1ccc(COc2ccc(-c3cc(OC)ccc3F)c(C=O)c2)cc1"
},
"children": [
{
"id": "cmisc044s00gw3odds61aocz7",
"routeId": "cmisc044r00gr3oddkjruku8i",
"moleculeId": "rmmcitzxvrho96lsoecvdoke",
"parentId": "cmisc044s00gv3odd6om17ntq",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150018422A1;1016;1640367\",\"rsmi\":\"CCO[C:12]([c:11]1[cH:10][c:9]([O:8][CH2:7][c:6]2[cH:5][cH:4][c:3]([O:2][CH3:1])[cH:27][cH:26]2)[cH:25][cH:24][c:14]1-[c:15]1[c:16]([F:17])[cH:18][cH:19][c:20]([O:21][CH3:22])[cH:23]1)=[O:13]>C1CCOC1.O.O.O.O.O.O.O.O.O.O.O=S(=O)(O)O.[Al+3].[HH].[HH].[HH].[HH].[Li+].[Na+].[Na+]>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][O:8][c:9]2[cH:10][c:11]([CH2:12][OH:13])[c:14](-[c:15]3[c:16]([F:17])[cH:18][cH:19][c:20]([O:21][CH3:22])[cH:23]3)[cH:24][cH:25]2)[cH:26][cH:27]1\"}",
"molecule": {
"id": "rmmcitzxvrho96lsoecvdoke",
"inchikey": "CIBSLICPODAZSD-UHFFFAOYSA-N",
"smiles": "COc1ccc(COc2ccc(-c3cc(OC)ccc3F)c(CO)c2)cc1"
},
"children": [
{
"id": "cmisc044t00gx3oddiq7icaeh",
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"moleculeId": "t2uiwwqxxxshgtmapvnk4qvr",
"parentId": "cmisc044s00gw3odds61aocz7",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150018422A1;0870;1640338\",\"rsmi\":\"Cl[CH2:10][c:11]1[cH:12][cH:13][c:14]([O:15][CH3:16])[cH:17][cH:18]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]([OH:9])[cH:19][cH:20][c:21]1-[c:22]1[c:23]([F:24])[cH:25][cH:26][c:27]([O:28][CH3:29])[cH:30]1>CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]([O:9][CH2:10][c:11]2[cH:12][cH:13][c:14]([O:15][CH3:16])[cH:17][cH:18]2)[cH:19][cH:20][c:21]1-[c:22]1[c:23]([F:24])[cH:25][cH:26][c:27]([O:28][CH3:29])[cH:30]1\"}",
"molecule": {
"id": "t2uiwwqxxxshgtmapvnk4qvr",
"inchikey": "OTOVUPQSGNUWQC-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(OCc2ccc(OC)cc2)ccc1-c1cc(OC)ccc1F"
},
"children": [
{
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"routeId": "cmisc044r00gr3oddkjruku8i",
"moleculeId": "f6kmvroldym842dy3owrjdxt",
"parentId": "cmisc044t00gx3oddiq7icaeh",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150018422A1;0689;1640284\",\"rsmi\":\"Br[c:12]1[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:7][c:8]([OH:9])[cH:10][cH:11]1.OB(O)[c:13]1[c:14]([F:15])[cH:16][cH:17][c:18]([O:19][CH3:20])[cH:21]1>COc1cccc(OC)c1-c1ccccc1P(C1CCCCC1)C1CCCCC1.Cc1ccccc1.Cl.O.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.[Na+].[Na+].[Pd].[Pd]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]([OH:9])[cH:10][cH:11][c:12]1-[c:13]1[c:14]([F:15])[cH:16][cH:17][c:18]([O:19][CH3:20])[cH:21]1\"}",
"molecule": {
"id": "f6kmvroldym842dy3owrjdxt",
"inchikey": "PYACODLXCYUNSA-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(O)ccc1-c1cc(OC)ccc1F"
},
"children": [
{
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"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150018422A1;0687;1640283\",\"rsmi\":\"C[O:12][c:11]1[cH:10][cH:9][c:7]([Br:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:13]1>CCCCCCCCCCCCS.Cc1ccccc1.O.[Al+3].Cl.Cl.Cl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([Br:8])[cH:9][cH:10][c:11]([OH:12])[cH:13]1\"}",
"molecule": {
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"smiles": "CCOC(=O)c1cc(O)ccc1Br"
},
"children": [
{
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"metadata": "{\"ID\":\"US20150018422A1;0685;1640282\",\"rsmi\":\"O[C:4](=[O:5])[c:6]1[c:7]([Br:8])[cH:9][cH:10][c:11]([O:12][CH3:13])[cH:14]1.[CH3:1][CH2:2][OH:3]>O=S(=O)(O)O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([Br:8])[cH:9][cH:10][c:11]([O:12][CH3:13])[cH:14]1\"}",
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{
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"molecule": {
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"smiles": "CCO"
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},
{
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"molecule": {
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"smiles": "COc1ccc(Br)c(C(=O)O)c1"
},
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}
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]
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{
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}
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{
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}
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}
]
}
]
}
]
}
]
}
}