Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C=CC(=O)Nc1cc(Nc2nccc(-c3cnn4c3CCCC4)n2)c(OC)cc1N1CC2(CCCN2C)C1
InChiKey
GSMDMDKOGLGSPR-UHFFFAOYSA-N
Route Content Hash
61b9b2cda6be6e242d20cf4a6f03201b446c0b0261ff802252e532f1b4354a24
Route Signature
c9b450d4fa900d99ee526584e3010663360238fdf581dbd40e28cd802c435c18
Synthesis route with 5 steps (convergent)
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc088q02nt5idd72s3h3zq",
"signature": "c9b450d4fa900d99ee526584e3010663360238fdf581dbd40e28cd802c435c18",
"contentHash": "61b9b2cda6be6e242d20cf4a6f03201b446c0b0261ff802252e532f1b4354a24",
"length": 5,
"isConvergent": true
},
"target": {
"id": "cmisc088q02ns5idd50ybk799",
"benchmarkSetId": "cmisc07hg00005iddmvjgxdau",
"targetId": "n5-02100",
"moleculeId": "c1hvp5dburelob2r5gtfm01g",
"routeLength": 5,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "c1hvp5dburelob2r5gtfm01g",
"inchikey": "GSMDMDKOGLGSPR-UHFFFAOYSA-N",
"smiles": "C=CC(=O)Nc1cc(Nc2nccc(-c3cnn4c3CCCC4)n2)c(OC)cc1N1CC2(CCCN2C)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc088r02nu5idd1wmoaz6u",
"routeId": "cmisc088q02nt5idd72s3h3zq",
"moleculeId": "c1hvp5dburelob2r5gtfm01g",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150119379A1;0520;1682359\",\"rsmi\":\"Cl[C:3]([CH:2]=[CH2:1])=[O:4].[NH2:5][c:6]1[c:7]([N:8]2[CH2:9][C:10]3([CH2:11][CH2:12][CH2:13][N:14]3[CH3:15])[CH2:16]2)[cH:17][c:18]([O:19][CH3:20])[c:21]([NH:22][c:23]2[n:24][cH:25][cH:26][c:27](-[c:28]3[c:29]4[n:34]([n:35][cH:36]3)[CH2:33][CH2:32][CH2:31][CH2:30]4)[n:37]2)[cH:38]1>CCN(C(C)C)C(C)C.ClCCl>[CH2:1]=[CH:2][C:3](=[O:4])[NH:5][c:6]1[c:7]([N:8]2[CH2:9][C:10]3([CH2:11][CH2:12][CH2:13][N:14]3[CH3:15])[CH2:16]2)[cH:17][c:18]([O:19][CH3:20])[c:21]([NH:22][c:23]2[n:24][cH:25][cH:26][c:27](-[c:28]3[c:29]4[n:34]([n:35][cH:36]3)[CH2:33][CH2:32][CH2:31][CH2:30]4)[n:37]2)[cH:38]1\"}",
"molecule": {
"id": "c1hvp5dburelob2r5gtfm01g",
"inchikey": "GSMDMDKOGLGSPR-UHFFFAOYSA-N",
"smiles": "C=CC(=O)Nc1cc(Nc2nccc(-c3cnn4c3CCCC4)n2)c(OC)cc1N1CC2(CCCN2C)C1"
},
"children": [
{
"id": "cmisc088r02nv5idd6ltd1o9i",
"routeId": "cmisc088q02nt5idd72s3h3zq",
"moleculeId": "m5i043j6fil6uh0nngx6sq7h",
"parentId": "cmisc088r02nu5idd1wmoaz6u",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "m5i043j6fil6uh0nngx6sq7h",
"inchikey": "HFBMWMNUJJDEQZ-UHFFFAOYSA-N",
"smiles": "C=CC(=O)Cl"
},
"children": []
},
{
"id": "cmisc088r02nw5iddscs83yu6",
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"parentId": "cmisc088r02nu5idd1wmoaz6u",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150119379A1;0690;1682499\",\"rsmi\":\"O=[N+:23]([O-])[c:22]1[cH:21][c:4]([NH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[c:12]4[n:17]([n:18][cH:19]3)[CH2:16][CH2:15][CH2:14][CH2:13]4)[n:20]2)[c:3]([O:2][CH3:1])[cH:34][c:24]1[N:25]1[CH2:26][C:27]2([CH2:28][CH2:29][CH2:30][N:31]2[CH3:32])[CH2:33]1>CCO.O.Cl.[Fe].N>[CH3:1][O:2][c:3]1[c:4]([NH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[c:12]4[n:17]([n:18][cH:19]3)[CH2:16][CH2:15][CH2:14][CH2:13]4)[n:20]2)[cH:21][c:22]([NH2:23])[c:24]([N:25]2[CH2:26][C:27]3([CH2:28][CH2:29][CH2:30][N:31]3[CH3:32])[CH2:33]2)[cH:34]1\"}",
"molecule": {
"id": "f0nzo3zsa5n7t0sqd4utg6o8",
"inchikey": "HWRXHFBUXUAFMF-UHFFFAOYSA-N",
"smiles": "COc1cc(N2CC3(CCCN3C)C2)c(N)cc1Nc1nccc(-c2cnn3c2CCCC3)n1"
},
"children": [
{
"id": "cmisc088r02nx5iddjxhewk82",
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"parentId": "cmisc088r02nw5iddscs83yu6",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150119379A1;0691;1682500\",\"rsmi\":\"F[c:26]1[c:22]([N+:23](=[O:24])[O-:25])[cH:21][c:4]([NH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[c:12]4[n:17]([n:18][cH:19]3)[CH2:16][CH2:15][CH2:14][CH2:13]4)[n:20]2)[c:3]([O:2][CH3:1])[cH:36]1.[NH:27]1[CH2:28][C:29]2([CH2:30][CH2:31][CH2:32][N:33]2[CH3:34])[CH2:35]1>CC(=O)N(C)C.CCN(C(C)C)C(C)C.Cl.Cl>[CH3:1][O:2][c:3]1[c:4]([NH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[c:12]4[n:17]([n:18][cH:19]3)[CH2:16][CH2:15][CH2:14][CH2:13]4)[n:20]2)[cH:21][c:22]([N+:23](=[O:24])[O-:25])[c:26]([N:27]2[CH2:28][C:29]3([CH2:30][CH2:31][CH2:32][N:33]3[CH3:34])[CH2:35]2)[cH:36]1\"}",
"molecule": {
"id": "xttmxe83dli0cpcp006i7v30",
"inchikey": "AJCVHRIVQAAELE-UHFFFAOYSA-N",
"smiles": "COc1cc(N2CC3(CCCN3C)C2)c([N+](=O)[O-])cc1Nc1nccc(-c2cnn3c2CCCC3)n1"
},
"children": [
{
"id": "cmisc088r02ny5iddu1yoy0ro",
"routeId": "cmisc088q02nt5idd72s3h3zq",
"moleculeId": "qexs0wwh7o6r6uk8w8i3kvgv",
"parentId": "cmisc088r02nx5iddjxhewk82",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "qexs0wwh7o6r6uk8w8i3kvgv",
"inchikey": "GMRSNDRXDYVEAG-UHFFFAOYSA-N",
"smiles": "CN1CCCC12CNC2"
},
"children": []
},
{
"id": "cmisc088s02nz5iddlw6sokm8",
"routeId": "cmisc088q02nt5idd72s3h3zq",
"moleculeId": "br5nqrjb0nuif55ghqhy9xao",
"parentId": "cmisc088r02nx5iddjxhewk82",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150119379A1;0673;1682485\",\"rsmi\":\"Cl[c:6]1[n:7][cH:8][cH:9][c:10](-[c:11]2[c:12]3[n:17]([n:18][cH:19]2)[CH2:16][CH2:15][CH2:14][CH2:13]3)[n:20]1.[CH3:1][O:2][c:3]1[c:4]([NH2:5])[cH:21][c:22]([N+:23](=[O:24])[O-:25])[c:26]([F:27])[cH:28]1>CCCC(C)O.Cc1ccc(S(=O)(=O)O)cc1.O>[CH3:1][O:2][c:3]1[c:4]([NH:5][c:6]2[n:7][cH:8][cH:9][c:10](-[c:11]3[c:12]4[n:17]([n:18][cH:19]3)[CH2:16][CH2:15][CH2:14][CH2:13]4)[n:20]2)[cH:21][c:22]([N+:23](=[O:24])[O-:25])[c:26]([F:27])[cH:28]1\"}",
"molecule": {
"id": "br5nqrjb0nuif55ghqhy9xao",
"inchikey": "YNVZVWCQSLXRJU-UHFFFAOYSA-N",
"smiles": "COc1cc(F)c([N+](=O)[O-])cc1Nc1nccc(-c2cnn3c2CCCC3)n1"
},
"children": [
{
"id": "cmisc088s02o05idd9cyjzuuo",
"routeId": "cmisc088q02nt5idd72s3h3zq",
"moleculeId": "euyjlojgkxdx4bazlbrldsgl",
"parentId": "cmisc088s02nz5iddlw6sokm8",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150119379A1;0558;1682394\",\"rsmi\":\"[CH3:1][O:2][c:3]1[c:4]([NH2:5])[cH:6][cH:7][c:11]([F:12])[cH:13]1.O[N+:8](=[O:9])[O-:10]>O=S(=O)(O)O.[K+].N.O>[CH3:1][O:2][c:3]1[c:4]([NH2:5])[cH:6][c:7]([N+:8](=[O:9])[O-:10])[c:11]([F:12])[cH:13]1\"}",
"molecule": {
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"inchikey": "FYSIGSQCZXQTIH-UHFFFAOYSA-N",
"smiles": "COc1cc(F)c([N+](=O)[O-])cc1N"
},
"children": [
{
"id": "cmisc088s02o25iddvhnrk3j8",
"routeId": "cmisc088q02nt5idd72s3h3zq",
"moleculeId": "umqwkieyvuy5rk5ib1a3r8tc",
"parentId": "cmisc088s02o05idd9cyjzuuo",
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"reactionHash": null,
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"molecule": {
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"inchikey": "BNRRMRUVYDETQC-UHFFFAOYSA-N",
"smiles": "COc1cc(F)ccc1N"
},
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},
{
"id": "cmisc088s02o35iddcut157xc",
"routeId": "cmisc088q02nt5idd72s3h3zq",
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"metadata": null,
"molecule": {
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"smiles": "O=[N+]([O-])O"
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}
]
},
{
"id": "cmisc088s02o15idd1dscj8ry",
"routeId": "cmisc088q02nt5idd72s3h3zq",
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"parentId": "cmisc088s02nz5iddlw6sokm8",
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"reactionHash": null,
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"metadata": "{\"ID\":\"US20150119379A1;0674;1682486\",\"rsmi\":\"CC1(C)OB([c:7]2[c:8]3[n:13]([n:14][cH:15]2)[CH2:12][CH2:11][CH2:10][CH2:9]3)OC1(C)C.Cl[c:6]1[cH:5][cH:4][n:3][c:2]([Cl:1])[n:16]1>CN(C)c1ccc(P(C(C)(C)C)C(C)(C)C)cc1.CN(C)c1ccc(P(C(C)(C)C)C(C)(C)C)cc1.COCCOC.Cl[Pd]Cl.O=C(O)O.[Na+].[Na+]>[Cl:1][c:2]1[n:3][cH:4][cH:5][c:6](-[c:7]2[c:8]3[n:13]([n:14][cH:15]2)[CH2:12][CH2:11][CH2:10][CH2:9]3)[n:16]1\"}",
"molecule": {
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"smiles": "Clc1nccc(-c2cnn3c2CCCC3)n1"
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"children": [
{
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"molecule": {
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"smiles": "CC1(C)OB(c2cnn3c2CCCC3)OC1(C)C"
},
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},
{
"id": "cmisc088s02o55iddry34crsz",
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"reactionHash": null,
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"metadata": null,
"molecule": {
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"smiles": "Clc1ccnc(Cl)n1"
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}
]
}
]
}
]
}
]
}
]
}
}