Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN(C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)C(=O)CCNC(=O)Nc1ccc(C(C)(C)C)cc1
InChiKey
HPDFTZIOIAPIFQ-FGSUIDRYSA-N
Route Signature
99925927e90bf6f4ebfb2019d514545903f1d41ca65643f366307fbe79265140
Synthesis route with 4 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_23e71b9999a5482c8fcb3048",
"signature": "99925927e90bf6f4ebfb2019d514545903f1d41ca65643f366307fbe79265140",
"contentHash": "345c14942640c3524dca77e8d6a3741ecd154bb51ee16c43851d1b74425133f1",
"length": 4,
"isConvergent": true
},
"target": {
"id": "sa_424a416a72ce1f277efcb9bb",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-02115",
"moleculeId": "sa_ddb492458f0d5026155a35cf",
"smiles": "CCN(C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)C(=O)CCNC(=O)Nc1ccc(C(C)(C)C)cc1",
"routeLength": 4,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_ddb492458f0d5026155a35cf",
"inchikey": "HPDFTZIOIAPIFQ-FGSUIDRYSA-N",
"smiles": "CCN(C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)C(=O)CCNC(=O)Nc1ccc(C(C)(C)C)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "1779",
"routeId": "sa_23e71b9999a5482c8fcb3048",
"moleculeId": "sa_ddb492458f0d5026155a35cf",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_ddb492458f0d5026155a35cf",
"inchikey": "HPDFTZIOIAPIFQ-FGSUIDRYSA-N",
"smiles": "CCN(C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)C(=O)CCNC(=O)Nc1ccc(C(C)(C)C)cc1"
},
"smiles": "CCN(C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)C(=O)CCNC(=O)Nc1ccc(C(C)(C)C)cc1",
"reactionStepId": "sa_0e13ed45d725048a1a0f6967",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160068559A1;1220;1851555\",\"rsmi\":\"CC1(C)[O:19][C@H:18]2[C@H:7]([n:8]3[cH:9][n:10][c:11]4[c:12]([NH2:13])[n:14][cH:15][n:16][c:17]34)[O:6][C@H:5]([CH2:4][N:3]([CH2:2][CH3:1])[C:22](=[O:23])[CH2:24][CH2:25][NH:26][C:27](=[O:28])[NH:29][c:30]3[cH:31][cH:32][c:33]([C:34]([CH3:35])([CH3:36])[CH3:37])[cH:38][cH:39]3)[C@H:20]2[O:21]1>CO.Cl>[CH3:1][CH2:2][N:3]([CH2:4][C@H:5]1[O:6][C@@H:7]([n:8]2[cH:9][n:10][c:11]3[c:12]([NH2:13])[n:14][cH:15][n:16][c:17]23)[C@H:18]([OH:19])[C@@H:20]1[OH:21])[C:22](=[O:23])[CH2:24][CH2:25][NH:26][C:27](=[O:28])[NH:29][c:30]1[cH:31][cH:32][c:33]([C:34]([CH3:35])([CH3:36])[CH3:37])[cH:38][cH:39]1\"},\"mapped_reaction_smiles\":\"CC1(C)[O:19][C@H:18]2[C@H:7]([n:8]3[cH:9][n:10][c:11]4[c:12]([NH2:13])[n:14][cH:15][n:16][c:17]34)[O:6][C@H:5]([CH2:4][N:3]([CH2:2][CH3:1])[C:22](=[O:23])[CH2:24][CH2:25][NH:26][C:27](=[O:28])[NH:29][c:30]3[cH:31][cH:32][c:33]([C:34]([CH3:35])([CH3:36])[CH3:37])[cH:38][cH:39]3)[C@H:20]2[O:21]1>CO.Cl>[CH3:1][CH2:2][N:3]([CH2:4][C@H:5]1[O:6][C@@H:7]([n:8]2[cH:9][n:10][c:11]3[c:12]([NH2:13])[n:14][cH:15][n:16][c:17]23)[C@H:18]([OH:19])[C@@H:20]1[OH:21])[C:22](=[O:23])[CH2:24][CH2:25][NH:26][C:27](=[O:28])[NH:29][c:30]1[cH:31][cH:32][c:33]([C:34]([CH3:35])([CH3:36])[CH3:37])[cH:38][cH:39]1\"}",
"reactionStep": {
"id": "sa_0e13ed45d725048a1a0f6967",
"reactionHash": "f52dacf44db7ea262f86c4dfd4da0bec7e0d920abaf76e408432cb29395f2c85"
},
"children": [
{
"id": "1780",
"routeId": "sa_23e71b9999a5482c8fcb3048",
"moleculeId": "sa_5f3c1471dd1bc17ef6f3fb4f",
"parentId": "1779",
"isLeaf": false,
"molecule": {
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"inchikey": "NYPNIOHTAREQIP-VJUOEERUSA-N",
"smiles": "CCN(C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@@H]2OC(C)(C)O[C@@H]21)C(=O)CCNC(=O)Nc1ccc(C(C)(C)C)cc1"
},
"smiles": "CCN(C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@@H]2OC(C)(C)O[C@@H]21)C(=O)CCNC(=O)Nc1ccc(C(C)(C)C)cc1",
"reactionStepId": "sa_030e6309d8b03c7370e6dc09",
"template": null,
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"reactionStep": {
"id": "sa_030e6309d8b03c7370e6dc09",
"reactionHash": "d2bc8114acb2d392bb1ac1f278ff15dd09b01646e4903deaa5783e4ec309cee3"
},
"children": [
{
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"routeId": "sa_23e71b9999a5482c8fcb3048",
"moleculeId": "sa_58dc6c0e17a51281217b5288",
"parentId": "1780",
"isLeaf": false,
"molecule": {
"id": "sa_58dc6c0e17a51281217b5288",
"inchikey": "GALQQPNQQODFOA-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(NC(=O)NCCC(=O)O)cc1"
},
"smiles": "CC(C)(C)c1ccc(NC(=O)NCCC(=O)O)cc1",
"reactionStepId": "sa_696229e8ea0dbfcfa346d698",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160068559A1;1214;1851552\",\"rsmi\":\"CC[O:17][C:15]([CH2:14][CH2:13][NH:12][C:10]([NH:9][c:8]1[cH:7][cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[cH:19][cH:18]1)=[O:11])=[O:16]>C1CCOC1.Cl.O.[Na+].O>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([NH:9][C:10](=[O:11])[NH:12][CH2:13][CH2:14][C:15](=[O:16])[OH:17])[cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"CC[O:17][C:15]([CH2:14][CH2:13][NH:12][C:10]([NH:9][c:8]1[cH:7][cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[cH:19][cH:18]1)=[O:11])=[O:16]>C1CCOC1.Cl.O.[Na+].O>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([NH:9][C:10](=[O:11])[NH:12][CH2:13][CH2:14][C:15](=[O:16])[OH:17])[cH:18][cH:19]1\"}",
"reactionStep": {
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"reactionHash": "9a1e85bc7419ad389db121c2ab0d8c7c46ab97bf0a87f94237ef614485a4a332"
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"children": [
{
"id": "1782",
"routeId": "sa_23e71b9999a5482c8fcb3048",
"moleculeId": "sa_d86bd778767778f9a9d14c12",
"parentId": "1781",
"isLeaf": false,
"molecule": {
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"inchikey": "PXPIFSHVHMRARX-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCNC(=O)Nc1ccc(C(C)(C)C)cc1"
},
"smiles": "CCOC(=O)CCNC(=O)Nc1ccc(C(C)(C)C)cc1",
"reactionStepId": "sa_44c6d0f9357b49ec1c165fbc",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160068559A1;1212;1851551\",\"rsmi\":\"[C:9](=[O:10])=[N:11][c:12]1[cH:13][cH:14][c:15]([C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH2:8]>ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH:8][C:9](=[O:10])[NH:11][c:12]1[cH:13][cH:14][c:15]([C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"[C:9](=[O:10])=[N:11][c:12]1[cH:13][cH:14][c:15]([C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21]1.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH2:8]>ClCCl>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH:8][C:9](=[O:10])[NH:11][c:12]1[cH:13][cH:14][c:15]([C:16]([CH3:17])([CH3:18])[CH3:19])[cH:20][cH:21]1\"}",
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"children": [
{
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"moleculeId": "sa_93cd859c76b306f8b3cfc428",
"parentId": "1782",
"isLeaf": true,
"molecule": {
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"inchikey": "GSQBIOQCECCMOQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCN"
},
"smiles": "CCOC(=O)CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "1784",
"routeId": "sa_23e71b9999a5482c8fcb3048",
"moleculeId": "sa_6b7ceb1059b9308c0d89d587",
"parentId": "1782",
"isLeaf": true,
"molecule": {
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"inchikey": "WUWBDQJTQTVBSQ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(N=C=O)cc1"
},
"smiles": "CC(C)(C)c1ccc(N=C=O)cc1",
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"template": null,
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{
"id": "1785",
"routeId": "sa_23e71b9999a5482c8fcb3048",
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"isLeaf": false,
"molecule": {
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"inchikey": "HNNPSZPIYPRQNZ-IDTAVKCVSA-N",
"smiles": "CCNC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@@H]2OC(C)(C)O[C@@H]21"
},
"smiles": "CCNC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@@H]2OC(C)(C)O[C@@H]21",
"reactionStepId": "sa_bc421d39017273c3d1198f88",
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"metadata": "{\"annotations\":{\"ID\":\"US20160068559A1;1216;1851553\",\"rsmi\":\"O=[CH:2][CH3:1].[NH2:3][CH2:4][C@H:5]1[O:6][C@@H:7]([n:8]2[cH:9][n:10][c:11]3[c:12]([NH2:13])[n:14][cH:15][n:16][c:17]23)[C@@H:18]2[O:19][C:20]([CH3:21])([CH3:22])[O:23][C@H:24]12>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][NH:3][CH2:4][C@H:5]1[O:6][C@@H:7]([n:8]2[cH:9][n:10][c:11]3[c:12]([NH2:13])[n:14][cH:15][n:16][c:17]23)[C@@H:18]2[O:19][C:20]([CH3:21])([CH3:22])[O:23][C@H:24]12\"},\"mapped_reaction_smiles\":\"O=[CH:2][CH3:1].[NH2:3][CH2:4][C@H:5]1[O:6][C@@H:7]([n:8]2[cH:9][n:10][c:11]3[c:12]([NH2:13])[n:14][cH:15][n:16][c:17]23)[C@@H:18]2[O:19][C:20]([CH3:21])([CH3:22])[O:23][C@H:24]12>CC(=O)OB(OC(C)=O)OC(C)=O.ClCCCl.O=C(O)O.[Na+].[Na+]>[CH3:1][CH2:2][NH:3][CH2:4][C@H:5]1[O:6][C@@H:7]([n:8]2[cH:9][n:10][c:11]3[c:12]([NH2:13])[n:14][cH:15][n:16][c:17]23)[C@@H:18]2[O:19][C:20]([CH3:21])([CH3:22])[O:23][C@H:24]12\"}",
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"molecule": {
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"smiles": "CC=O"
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{
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]
}
}