Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCCc2cc3c(c(Cl)c21)CCN(C(=O)OC(C)(C)C)CC3
InChiKey
JVYNAFJDEFIZJC-UHFFFAOYSA-N
Route Signature
9999be2638010e984b550ab67e8f3056d0843d83cdeefcd52ed94a2527a16281
Synthesis route with 8 steps
Route tree structure (JSON format)
{
"route": {
"id": "cmisc042c008f3oddln9bs7qy",
"signature": "9999be2638010e984b550ab67e8f3056d0843d83cdeefcd52ed94a2527a16281",
"length": 8,
"isConvergent": false
},
"target": {
"id": "cmisc042c008e3oddea91bekw",
"benchmarkSetId": "cmisc03z600003oddt8xnrkvq",
"targetId": "n5-00068",
"moleculeId": "gz388botcquwad7xfjs352j5",
"routeLength": 8,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "gz388botcquwad7xfjs352j5",
"inchikey": "JVYNAFJDEFIZJC-UHFFFAOYSA-N",
"smiles": "CN1CCCc2cc3c(c(Cl)c21)CCN(C(=O)OC(C)(C)C)CC3"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc042e008g3odd7bzi0onl",
"routeId": "cmisc042c008f3oddln9bs7qy",
"moleculeId": "gz388botcquwad7xfjs352j5",
"parentId": null,
"reactionStepId": "zxswrnvg0fvhgtg91qxb73th",
"isLeaf": false,
"molecule": {
"id": "gz388botcquwad7xfjs352j5",
"inchikey": "JVYNAFJDEFIZJC-UHFFFAOYSA-N",
"smiles": "CN1CCCc2cc3c(c(Cl)c21)CCN(C(=O)OC(C)(C)C)CC3"
},
"reactionStep": {
"id": "zxswrnvg0fvhgtg91qxb73th",
"reactionHash": "14437d1c0bd68cb1ce8c6a93b078b0ef8733c082fa5c721b6ee357767ae3d9d7",
"template": null,
"metadata": "{\"ID\":\"US20150315208A1;0230;1780159\",\"rsmi\":\"O=[CH2:1].[NH:2]1[CH2:3][CH2:4][CH2:5][c:6]2[cH:7][c:8]3[c:9]([c:22]([Cl:23])[c:24]21)[CH2:10][CH2:11][N:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20][CH2:21]3>CC#N.CC(=O)O.O.BC#N.[Na+]>[CH3:1][N:2]1[CH2:3][CH2:4][CH2:5][c:6]2[cH:7][c:8]3[c:9]([c:22]([Cl:23])[c:24]21)[CH2:10][CH2:11][N:12]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:20][CH2:21]3\"}"
},
"children": [
{
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"moleculeId": "evt7051runbx2br4l0ki9toc",
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"isLeaf": true,
"molecule": {
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"inchikey": "WSFSSNUMVMOOMR-UHFFFAOYSA-N",
"smiles": "C=O"
},
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"children": []
},
{
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"isLeaf": false,
"molecule": {
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"inchikey": "YDUCRJONNUUNEK-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)N1CCc2cc3c(c(Cl)c2CC1)NCCC3"
},
"reactionStep": {
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"template": null,
"metadata": "{\"ID\":\"US20150315208A1;0229;1780158\",\"rsmi\":\"O=[C:19]1[NH:18][c:17]2[c:15]([Cl:16])[c:12]3[c:11]([cH:23][c:22]2[CH2:21][CH2:20]1)[CH2:10][CH2:9][N:8]([C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:14][CH2:13]3>C1CCOC1.CCO.O.[Na+].O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][c:11]2[c:12]([c:15]([Cl:16])[c:17]3[c:22]([cH:23]2)[CH2:21][CH2:20][CH2:19][NH:18]3)[CH2:13][CH2:14]1\"}"
},
"children": [
{
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"molecule": {
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"smiles": "CC(C)(C)OC(=O)N1CCc2cc3c(c(Cl)c2CC1)NC(=O)CC3"
},
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"template": null,
"metadata": "{\"ID\":\"US20150315208A1;0228;1780157\",\"rsmi\":\"CC(C)(C)OC(=O)O[C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7].[NH:8]1[CH2:9][CH2:10][c:11]2[c:12]([c:15]([Cl:16])[c:17]3[c:23]([cH:24]2)[CH2:22][CH2:21][C:19](=[O:20])[NH:18]3)[CH2:13][CH2:14]1>C1COCCO1.CCN(CC)CC>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][c:11]2[c:12]([c:15]([Cl:16])[c:17]3[c:23]([cH:24]2)[CH2:22][CH2:21][C:19](=[O:20])[NH:18]3)[CH2:13][CH2:14]1\"}"
},
"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"
},
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"children": []
},
{
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"routeId": "cmisc042c008f3oddln9bs7qy",
"moleculeId": "zscbf5y4ox17mjzmmuynx3e0",
"parentId": "cmisc042e008j3oddnpntf4os",
"reactionStepId": "uuex5e9tw14ewjs32dscqkw1",
"isLeaf": false,
"molecule": {
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"inchikey": "HBGCXADRSOOBBK-UHFFFAOYSA-N",
"smiles": "O=C1CCc2cc3c(c(Cl)c2N1)CCNCC3"
},
"reactionStep": {
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"reactionHash": "d979d1429699ea2bd3f1daa794f796b5411bfc55ce88f0b6d81addffa589fafd",
"template": null,
"metadata": "{\"ID\":\"US20150315208A1;0292;1780204\",\"rsmi\":\"CCOC(=O)[N:11]1[CH2:10][CH2:9][c:8]2[c:7]([cH:6][c:5]3[c:16]([c:14]2[Cl:15])[NH:17][C:2](=[O:1])[CH2:3][CH2:4]3)[CH2:13][CH2:12]1>Cl.OCCO.[K+].[Na+].O.O>[O:1]=[C:2]1[CH2:3][CH2:4][c:5]2[cH:6][c:7]3[c:8]([c:14]([Cl:15])[c:16]2[NH:17]1)[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]3\"}"
},
"children": [
{
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"molecule": {
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"smiles": "CCOC(=O)N1CCc2cc3c(c(Cl)c2CC1)NC(=O)CC3"
},
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"template": null,
"metadata": "{\"ID\":\"US20150315208A1;0227;1780156\",\"rsmi\":\"CCO[C:17](=[O:18])/[CH:19]=[CH:20]/[c:21]1[c:15]([NH2:16])[c:13]([Cl:14])[c:10]2[c:9]([cH:22]1)[CH2:8][CH2:7][N:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:12][CH2:11]2>CO.ClC(Cl)Cl.O=[Pt]=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][c:9]2[c:10]([c:13]([Cl:14])[c:15]3[c:21]([cH:22]2)[CH2:20][CH2:19][C:17](=[O:18])[NH:16]3)[CH2:11][CH2:12]1\"}"
},
"children": [
{
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"smiles": "CCOC(=O)/C=C/c1cc2c(c(Cl)c1N)CCN(C(=O)OCC)CC2"
},
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"template": null,
"metadata": "{\"ID\":\"US20150315208A1;0226;1780155\",\"rsmi\":\"Br[c:8]1[cH:9][c:10]2[c:11]([c:22]([Cl:23])[c:24]1[NH2:25])[CH2:12][CH2:13][N:14]([C:15](=[O:16])[O:17][CH2:18][CH3:19])[CH2:20][CH2:21]2.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH:6]=[CH2:7]>CC(=O)O.CC(=O)O.CCN(CC)CC.CCOC(C)=O.CN(C)C=O.Cc1ccccc1P(c1ccccc1C)c1ccccc1C.[Pd+2]>[CH3:1][CH2:2][O:3][C:4](=[O:5])/[CH:6]=[CH:7]/[c:8]1[cH:9][c:10]2[c:11]([c:22]([Cl:23])[c:24]1[NH2:25])[CH2:12][CH2:13][N:14]([C:15](=[O:16])[O:17][CH2:18][CH3:19])[CH2:20][CH2:21]2\"}"
},
"children": [
{
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{
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"metadata": "{\"ID\":\"US20150315208A1;0225;1780154\",\"rsmi\":\"O=C1CCC(=O)N1[Br:18].[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][c:9]2[c:10]([c:13]([Cl:14])[c:15]([NH2:16])[cH:17][cH:19]2)[CH2:11][CH2:12]1>ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][c:9]2[c:10]([c:13]([Cl:14])[c:15]([NH2:16])[c:17]([Br:18])[cH:19]2)[CH2:11][CH2:12]1\"}"
},
"children": [
{
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"metadata": "{\"ID\":\"US20150315208A1;0224;1780153\",\"rsmi\":\"O=[N+:16]([O-])[c:15]1[c:13]([Cl:14])[c:10]2[c:9]([cH:18][cH:17]1)[CH2:8][CH2:7][N:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:12][CH2:11]2>CCO.Cl.[Na+].O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[N:6]1[CH2:7][CH2:8][c:9]2[c:10]([c:13]([Cl:14])[c:15]([NH2:16])[cH:17][cH:18]2)[CH2:11][CH2:12]1\"}"
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{
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}
]
}
}