Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C=CC(=O)N1CCN(c2ncnc3cc(Cl)c(C#N)cc23)CC1C#N
InChiKey
QOFYCVARXOINFK-UHFFFAOYSA-N
Route Content Hash
04bb1c62c2835368544fe417af7425c01f3b01c4b9481d375dcac412bee58e1a
Route Signature
5d20645b64c7637d5b7df7a7b95b31646c27bae71b27144e43af2e7bd0c087ba
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": "cmisc042l009b3oddlipyn0vg",
"signature": "5d20645b64c7637d5b7df7a7b95b31646c27bae71b27144e43af2e7bd0c087ba",
"contentHash": "04bb1c62c2835368544fe417af7425c01f3b01c4b9481d375dcac412bee58e1a",
"length": 8,
"isConvergent": false
},
"target": {
"id": "cmisc042k009a3oddsoggrzwx",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00085",
"moleculeId": "xtl3r39aj9ru3j2to7fpqch3",
"routeLength": 8,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "xtl3r39aj9ru3j2to7fpqch3",
"inchikey": "QOFYCVARXOINFK-UHFFFAOYSA-N",
"smiles": "C=CC(=O)N1CCN(c2ncnc3cc(Cl)c(C#N)cc23)CC1C#N"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc042m009c3oddliugqcad",
"routeId": "cmisc042l009b3oddlipyn0vg",
"moleculeId": "xtl3r39aj9ru3j2to7fpqch3",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150239900A1;0576;1744296\",\"rsmi\":\"O=[C:24]([CH:23]1[N:5]([C:3]([CH:2]=[CH2:1])=[O:4])[CH2:6][CH2:7][N:8]([c:9]2[n:10][cH:11][n:12][c:13]3[cH:14][c:15]([Cl:16])[c:17]([C:18]#[N:19])[cH:20][c:21]23)[CH2:22]1)[NH2:25]>CCN(CC)CC.ClCCl.O.O=C(OC(=O)C(F)(F)F)C(F)(F)F>[CH2:1]=[CH:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][N:8]([c:9]2[n:10][cH:11][n:12][c:13]3[cH:14][c:15]([Cl:16])[c:17]([C:18]#[N:19])[cH:20][c:21]23)[CH2:22][CH:23]1[C:24]#[N:25]\"}",
"molecule": {
"id": "xtl3r39aj9ru3j2to7fpqch3",
"inchikey": "QOFYCVARXOINFK-UHFFFAOYSA-N",
"smiles": "C=CC(=O)N1CCN(c2ncnc3cc(Cl)c(C#N)cc23)CC1C#N"
},
"children": [
{
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"moleculeId": "z2sx6owgdl0m1j9u8j80343e",
"parentId": "cmisc042m009c3oddliugqcad",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150239900A1;0575;1744295\",\"rsmi\":\"Cl[C:3]([CH:2]=[CH2:1])=[O:4].[NH:5]1[CH2:6][CH2:7][N:8]([c:9]2[n:10][cH:11][n:12][c:13]3[cH:14][c:15]([Cl:16])[c:17]([C:18]#[N:19])[cH:20][c:21]23)[CH2:22][CH:23]1[C:24]([NH2:25])=[O:26]>CCN(CC)CC.ClCCl.O>[CH2:1]=[CH:2][C:3](=[O:4])[N:5]1[CH2:6][CH2:7][N:8]([c:9]2[n:10][cH:11][n:12][c:13]3[cH:14][c:15]([Cl:16])[c:17]([C:18]#[N:19])[cH:20][c:21]23)[CH2:22][CH:23]1[C:24]([NH2:25])=[O:26]\"}",
"molecule": {
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"inchikey": "ONKLKGAVUJVGAC-UHFFFAOYSA-N",
"smiles": "C=CC(=O)N1CCN(c2ncnc3cc(Cl)c(C#N)cc23)CC1C(N)=O"
},
"children": [
{
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"moleculeId": "m5i043j6fil6uh0nngx6sq7h",
"parentId": "cmisc042m009d3odd5t2nfk45",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
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"inchikey": "HFBMWMNUJJDEQZ-UHFFFAOYSA-N",
"smiles": "C=CC(=O)Cl"
},
"children": []
},
{
"id": "cmisc042m009f3oddwur8vm16",
"routeId": "cmisc042l009b3oddlipyn0vg",
"moleculeId": "sux6b8cc5ygg7t9b0964c137",
"parentId": "cmisc042m009d3odd5t2nfk45",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150239900A1;0574;1744294\",\"rsmi\":\"CC(C)(C)OC(=O)[N:15]1[CH2:14][CH2:13][N:12]([c:11]2[n:10][cH:9][n:8][c:7]3[cH:6][c:4]([Cl:5])[c:3]([C:2]#[N:1])[cH:22][c:21]32)[CH2:20][CH:16]1[C:17]([NH2:18])=[O:19]>ClCCl.O=C(O)C(F)(F)F>[N:1]#[C:2][c:3]1[c:4]([Cl:5])[cH:6][c:7]2[n:8][cH:9][n:10][c:11]([N:12]3[CH2:13][CH2:14][NH:15][CH:16]([C:17]([NH2:18])=[O:19])[CH2:20]3)[c:21]2[cH:22]1\"}",
"molecule": {
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"inchikey": "RKCWRPNCFCRARL-UHFFFAOYSA-N",
"smiles": "N#Cc1cc2c(N3CCNC(C(N)=O)C3)ncnc2cc1Cl"
},
"children": [
{
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"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US20150239900A1;0573;1744293\",\"rsmi\":\"Br[c:20]1[c:18]([Cl:19])[cH:17][c:16]2[n:15][cH:14][n:13][c:12]([N:11]3[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH:26]([C:27]([NH2:28])=[O:29])[CH2:25]3)[c:24]2[cH:23]1.C[N:22](C)[CH:21]=O>Cl[Pd]Cl.C#N.C#N.[Fe+2].[Zn+2]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[n:13][cH:14][n:15][c:16]3[cH:17][c:18]([Cl:19])[c:20]([C:21]#[N:22])[cH:23][c:24]23)[CH2:25][CH:26]1[C:27]([NH2:28])=[O:29]\"}",
"molecule": {
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"inchikey": "LOWKEHJWNVOESW-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(c2ncnc3cc(Cl)c(C#N)cc23)CC1C(N)=O"
},
"children": [
{
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"metadata": "{\"ID\":\"US20150239900A1;0572;1744292\",\"rsmi\":\"O=[C:26]([CH:25]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][CH2:10][N:11]([c:12]2[n:13][cH:14][n:15][c:16]3[cH:17][c:18]([Cl:19])[c:20]([Br:21])[cH:22][c:23]23)[CH2:24]1)[OH:28].[NH3:27]>C1CCOC1.CCN(CC)CC.CCOC(=O)Cl.CN(C)C=O.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[n:13][cH:14][n:15][c:16]3[cH:17][c:18]([Cl:19])[c:20]([Br:21])[cH:22][c:23]23)[CH2:24][CH:25]1[C:26]([NH2:27])=[O:28]\"}",
"molecule": {
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"inchikey": "HZCLXHDSCUXHMC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCN(c2ncnc3cc(Cl)c(Br)cc23)CC1C(N)=O"
},
"children": [
{
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"metadata": "{\"ID\":\"US20150239900A1;0571;1744291\",\"rsmi\":\"C[O:28][C:26]([CH:25]1[N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:9][CH2:10][N:11]([c:12]2[n:13][cH:14][n:15][c:16]3[cH:17][c:18]([Cl:19])[c:20]([Br:21])[cH:22][c:23]23)[CH2:24]1)=[O:27]>C1CCOC1.CO.O.O.[Li]O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:12]2[n:13][cH:14][n:15][c:16]3[cH:17][c:18]([Cl:19])[c:20]([Br:21])[cH:22][c:23]23)[CH2:24][CH:25]1[C:26](=[O:27])[OH:28]\"}",
"molecule": {
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},
"children": [
{
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"metadata": "{\"ID\":\"US20150239900A1;0570;1744290\",\"rsmi\":\"Cl[c:8]1[n:9][cH:10][n:11][c:12]2[cH:13][c:14]([Cl:15])[c:16]([Br:17])[cH:18][c:19]12.[CH3:1][O:2][C:3](=[O:4])[CH:5]1[CH2:6][NH:7][CH2:20][CH2:21][N:22]1[C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29]>C1COCCO1.CCN(C(C)C)C(C)C>[CH3:1][O:2][C:3](=[O:4])[CH:5]1[CH2:6][N:7]([c:8]2[n:9][cH:10][n:11][c:12]3[cH:13][c:14]([Cl:15])[c:16]([Br:17])[cH:18][c:19]23)[CH2:20][CH2:21][N:22]1[C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29]\"}",
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{
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"metadata": "{\"ID\":\"US20150239900A1;0467;1744236\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:1].O[c:2]1[n:3][cH:4][n:5][c:6]2[cH:7][c:8]([Cl:9])[c:10]([Br:11])[cH:12][c:13]12>ClP(Cl)(Cl)(Cl)Cl>[Cl:1][c:2]1[n:3][cH:4][n:5][c:6]2[cH:7][c:8]([Cl:9])[c:10]([Br:11])[cH:12][c:13]12\"}",
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{
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{
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{
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}
}