Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCOC(=O)c1cc(C#N)c(N2CCC(S(=O)(=O)NC(=O)Cc3ccc(OC)c(C)c3)CC2)nc1C
InChiKey
IVYPBAKROSECGK-UHFFFAOYSA-N
Route Signature
e709785efb43f400c4d937c89d4a86bd9ff1f08d47b692d4ca3b9201c8a77767
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "cmisbzwvd00qhzfddejv0lt95",
"signature": "e709785efb43f400c4d937c89d4a86bd9ff1f08d47b692d4ca3b9201c8a77767",
"length": 4,
"isConvergent": true
},
"target": {
"id": "cmisbzwvd00qgzfddra4i8jkn",
"benchmarkSetId": "cmisbzwn80000zfdd10l1xe0k",
"targetId": "n5-00491",
"moleculeId": "nkxztsw8775bmz0dxldz9l66",
"routeLength": 4,
"isConvergent": true,
"metadata": "{}",
"molecule": {
"id": "nkxztsw8775bmz0dxldz9l66",
"inchikey": "IVYPBAKROSECGK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(S(=O)(=O)NC(=O)Cc3ccc(OC)c(C)c3)CC2)nc1C"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisbzwve00qizfdd56xi1hak",
"routeId": "cmisbzwvd00qhzfddejv0lt95",
"moleculeId": "nkxztsw8775bmz0dxldz9l66",
"parentId": null,
"reactionStepId": "t87wur6dk54fn3jeq9vp4erw",
"isLeaf": false,
"molecule": {
"id": "nkxztsw8775bmz0dxldz9l66",
"inchikey": "IVYPBAKROSECGK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(S(=O)(=O)NC(=O)Cc3ccc(OC)c(C)c3)CC2)nc1C"
},
"reactionStep": {
"id": "t87wur6dk54fn3jeq9vp4erw",
"reactionHash": "d61ad5fef2abdb1f590c0ce9a0294df556172e53bef310c84194ac807f1d1a5f",
"template": null,
"metadata": "{\"ID\":\"US20090312368A1;0273;807650\",\"rsmi\":\"O[C:19](=[O:20])[CH2:21][c:22]1[cH:23][c:24]([CH3:25])[c:26]([O:27][CH3:28])[cH:29][cH:30]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([S:15](=[O:16])(=[O:17])[NH2:18])[CH2:31][CH2:32]2)[c:33]([C:34]#[N:35])[cH:36]1>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)c1ccncc1.ClCCl.F[B-](F)(F)F.O=C(O)O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([S:15](=[O:16])(=[O:17])[NH:18][C:19](=[O:20])[CH2:21][c:22]3[cH:23][c:24]([CH3:25])[c:26]([O:27][CH3:28])[cH:29][cH:30]3)[CH2:31][CH2:32]2)[c:33]([C:34]#[N:35])[cH:36]1\"}"
},
"children": [
{
"id": "cmisbzwve00qjzfddvk9rha4h",
"routeId": "cmisbzwvd00qhzfddejv0lt95",
"moleculeId": "dx0kov9p28caten6wfzjw1e4",
"parentId": "cmisbzwve00qizfdd56xi1hak",
"reactionStepId": "pmefxd6ezzr5hb2xzrd6neg7",
"isLeaf": false,
"molecule": {
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"inchikey": "MJBVTBBCYANZGV-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(N2CCC(S(N)(=O)=O)CC2)nc1C"
},
"reactionStep": {
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"reactionHash": "2d3dc3f6a4c084d9165641e9c3f124ad71b6ba92ae93b03ca0e0884d99dce3c0",
"template": null,
"metadata": "{\"ID\":\"US20090312368A1;0255;807642\",\"rsmi\":\"Cl[c:10]1[n:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:24][c:21]1[C:22]#[N:23].[NH:11]1[CH2:12][CH2:13][CH:14]([S:15]([NH2:16])(=[O:17])=[O:18])[CH2:19][CH2:20]1>CCN(C(C)C)C(C)C.CCO.O.O=C(O)O.[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([N:11]2[CH2:12][CH2:13][CH:14]([S:15]([NH2:16])(=[O:17])=[O:18])[CH2:19][CH2:20]2)[c:21]([C:22]#[N:23])[cH:24]1\"}"
},
"children": [
{
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"routeId": "cmisbzwvd00qhzfddejv0lt95",
"moleculeId": "c0zzlu9v7fh19ea4o52su55u",
"parentId": "cmisbzwve00qjzfddvk9rha4h",
"reactionStepId": "d8r2m3hxn7eqlc8v2362qng6",
"isLeaf": false,
"molecule": {
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"inchikey": "QXZBVLFURRXJLB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(Cl)nc1C"
},
"reactionStep": {
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"reactionHash": "046cf5995932734c67de0b1f5cd0bee7ea9fbd56d1f6f82ffda738567dbc6bf0",
"template": null,
"metadata": "{\"ID\":\"US20090312368A1;0249;807639\",\"rsmi\":\"O=P(Cl)(Cl)[Cl:11].O=[c:10]1[nH:9][c:7]([CH3:8])[c:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[cH:15][c:12]1[C:13]#[N:14]>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[n:9][c:10]([Cl:11])[c:12]([C:13]#[N:14])[cH:15]1\"}"
},
"children": [
{
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"routeId": "cmisbzwvd00qhzfddejv0lt95",
"moleculeId": "jtq9ml7t6bsym99xju0ge7wu",
"parentId": "cmisbzwve00qlzfddehvvsf01",
"reactionStepId": "aus3k99b3i7e0bq4dr1f11dk",
"isLeaf": false,
"molecule": {
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"inchikey": "FCPREFULXHVXGA-UHFFFAOYSA-N",
"smiles": "CCOC(=O)c1cc(C#N)c(O)nc1C"
},
"reactionStep": {
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"reactionHash": "4d1e084ed60f8d3dedd7ffb026c7f157f37ac474e28940ebe2717713b0bab328",
"template": null,
"metadata": "{\"ID\":\"US20090312368A1;0247;807638\",\"rsmi\":\"CN(C)[CH:15]=[C:6]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[C:7](=O)[CH3:8].[NH2:9][C:10](=[O:11])[CH2:12][C:13]#[N:14]>C1CCOC1.CC(=O)O.Cl.[HH].[Na+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[c:6]1[c:7]([CH3:8])[nH:9][c:10](=[O:11])[c:12]([C:13]#[N:14])[cH:15]1\"}"
},
"children": [
{
"id": "cmisbzwvf00qqzfddetvzce40",
"routeId": "cmisbzwvd00qhzfddejv0lt95",
"moleculeId": "bv32ikust6vcggf6g0zujrb8",
"parentId": "cmisbzwve00qnzfddbzx6q0gj",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
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"inchikey": "LQSOVGAUOHMPLK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=CN(C)C)C(C)=O"
},
"reactionStep": null,
"children": []
},
{
"id": "cmisbzwvf00qrzfddt3nsy0s9",
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"isLeaf": true,
"molecule": {
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"smiles": "N#CCC(=N)O"
},
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}
]
},
{
"id": "cmisbzwve00qozfdddn49au36",
"routeId": "cmisbzwvd00qhzfddejv0lt95",
"moleculeId": "q8nnro3bc3o13al7hln0cdqd",
"parentId": "cmisbzwve00qlzfddehvvsf01",
"reactionStepId": null,
"isLeaf": true,
"molecule": {
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"inchikey": "XHXFXVLFKHQFAL-UHFFFAOYSA-N",
"smiles": "O=P(Cl)(Cl)Cl"
},
"reactionStep": null,
"children": []
}
]
},
{
"id": "cmisbzwve00qmzfdd07xyfgj7",
"routeId": "cmisbzwvd00qhzfddejv0lt95",
"moleculeId": "lnwyb559u2l6lrwlwi363p0l",
"parentId": "cmisbzwve00qjzfddvk9rha4h",
"reactionStepId": "zwldodm83gba88hwqqo7hww9",
"isLeaf": false,
"molecule": {
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"inchikey": "SMXMELMJCICPJG-UHFFFAOYSA-N",
"smiles": "NS(=O)(=O)C1CCNCC1"
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"reactionStep": {
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"reactionHash": "baf9319ca5c2fa594149b32184813832e5cd0db37461ce5c5c6419cec0e2dff7",
"template": null,
"metadata": "{\"ID\":\"US20090312368A1;0253;807641\",\"rsmi\":\"O=C(OCc1ccccc1)[N:8]1[CH2:7][CH2:6][CH:5]([S:2]([NH2:1])(=[O:3])=[O:4])[CH2:10][CH2:9]1>CO.O.O.[Pd+2]>[NH2:1][S:2](=[O:3])(=[O:4])[CH:5]1[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1\"}"
},
"children": [
{
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{
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{
"id": "cmisbzwve00qkzfddtgmn48bi",
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"molecule": {
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"inchikey": "GYBWDAKGSPTODN-UHFFFAOYSA-N",
"smiles": "COc1ccc(CC(=O)O)cc1C"
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"children": []
}
]
}
}