Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCCCCCOc1ccc(C(=O)Nc2ccccc2Oc2cccc(OC(C)c3nnn[nH]3)c2)cc1
InChiKey
BARBUBZITMACNI-UHFFFAOYSA-N
Route Signature
db430170ab430726e49356299da49da10b7beda38e0eea6c1eca675a00ae5d31
Synthesis route with 9 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_d418a8e03042914f28ac71db",
"signature": "db430170ab430726e49356299da49da10b7beda38e0eea6c1eca675a00ae5d31",
"contentHash": "f8587f537b5f1803f386579d32a4223f617cdc6490f008ce53eb8be768403e80",
"length": 9,
"isConvergent": true
},
"target": {
"id": "sa_4561074831c13a18084225ac",
"benchmarkSetId": "a82783729b577c36f2e09a2b6fdd55ae9542aed5546571d67ef9cb74dc21f70a",
"targetId": "n1-00003",
"moleculeId": "sa_df6ffe4b6e660b88ec95f86d",
"smiles": "CCCCCCOc1ccc(C(=O)Nc2ccccc2Oc2cccc(OC(C)c3nnn[nH]3)c2)cc1",
"routeLength": 9,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_df6ffe4b6e660b88ec95f86d",
"inchikey": "BARBUBZITMACNI-UHFFFAOYSA-N",
"smiles": "CCCCCCOc1ccc(C(=O)Nc2ccccc2Oc2cccc(OC(C)c3nnn[nH]3)c2)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "16802",
"routeId": "sa_d418a8e03042914f28ac71db",
"moleculeId": "sa_df6ffe4b6e660b88ec95f86d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_df6ffe4b6e660b88ec95f86d",
"inchikey": "BARBUBZITMACNI-UHFFFAOYSA-N",
"smiles": "CCCCCCOc1ccc(C(=O)Nc2ccccc2Oc2cccc(OC(C)c3nnn[nH]3)c2)cc1"
},
"smiles": "CCCCCCOc1ccc(C(=O)Nc2ccccc2Oc2cccc(OC(C)c3nnn[nH]3)c2)cc1",
"reactionStepId": "sa_db764ef9c646a693206a4b6d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05399703;;311574\",\"rsmi\":\"Cl[C:12]([c:11]1[cH:10][cH:9][c:8]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:37][cH:36]1)=[O:13].[NH2:14][c:15]1[c:16]([O:17][c:18]2[cH:19][c:20]([O:21][CH:22]([CH3:23])[c:24]3[n:25][n:26][n:27][nH:28]3)[cH:29][cH:30][cH:31]2)[cH:32][cH:33][cH:34][cH:35]1>CCN(CC)CC.Cl.ClCCl.c1ccccc1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][cH:10][c:11]([C:12](=[O:13])[NH:14][c:15]2[c:16]([O:17][c:18]3[cH:19][c:20]([O:21][CH:22]([CH3:23])[c:24]4[n:25][n:26][n:27][nH:28]4)[cH:29][cH:30][cH:31]3)[cH:32][cH:33][cH:34][cH:35]2)[cH:36][cH:37]1\"},\"mapped_reaction_smiles\":\"Cl[C:12]([c:11]1[cH:10][cH:9][c:8]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:37][cH:36]1)=[O:13].[NH2:14][c:15]1[c:16]([O:17][c:18]2[cH:19][c:20]([O:21][CH:22]([CH3:23])[c:24]3[n:25][n:26][n:27][nH:28]3)[cH:29][cH:30][cH:31]2)[cH:32][cH:33][cH:34][cH:35]1>CCN(CC)CC.Cl.ClCCl.c1ccccc1>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][cH:10][c:11]([C:12](=[O:13])[NH:14][c:15]2[c:16]([O:17][c:18]3[cH:19][c:20]([O:21][CH:22]([CH3:23])[c:24]4[n:25][n:26][n:27][nH:28]4)[cH:29][cH:30][cH:31]3)[cH:32][cH:33][cH:34][cH:35]2)[cH:36][cH:37]1\"}",
"reactionStep": {
"id": "sa_db764ef9c646a693206a4b6d",
"reactionHash": "e3438b76701bbf732a631f5a19e82dc1b798087d3e842e41363f4a204448dec3"
},
"children": [
{
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"routeId": "sa_d418a8e03042914f28ac71db",
"moleculeId": "sa_31d19408cbb45fc1de677df5",
"parentId": "16802",
"isLeaf": false,
"molecule": {
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"inchikey": "DQQOONVCLQZWOY-UHFFFAOYSA-N",
"smiles": "CCCCCCOc1ccc(C(=O)Cl)cc1"
},
"smiles": "CCCCCCOc1ccc(C(=O)Cl)cc1",
"reactionStepId": "sa_443a7e204c0f5fafeae50c60",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05399703;;311562\",\"rsmi\":\"O=S(Cl)[Cl:14].O[C:12]([c:11]1[cH:10][cH:9][c:8]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:16][cH:15]1)=[O:13]>>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][cH:10][c:11]([C:12](=[O:13])[Cl:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:14].O[C:12]([c:11]1[cH:10][cH:9][c:8]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])[cH:16][cH:15]1)=[O:13]>>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][c:8]1[cH:9][cH:10][c:11]([C:12](=[O:13])[Cl:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_443a7e204c0f5fafeae50c60",
"reactionHash": "9d80c6f4a8426adcb2ffef8cee0c1896c5b9aa7f021583848563ff2a62af8f01"
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"children": [
{
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"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "16803",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "16805",
"routeId": "sa_d418a8e03042914f28ac71db",
"moleculeId": "sa_f33bc861183c233d7a360a45",
"parentId": "16803",
"isLeaf": true,
"molecule": {
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"inchikey": "HBQUXMZZODHFMJ-UHFFFAOYSA-N",
"smiles": "CCCCCCOc1ccc(C(=O)O)cc1"
},
"smiles": "CCCCCCOc1ccc(C(=O)O)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
},
{
"id": "16806",
"routeId": "sa_d418a8e03042914f28ac71db",
"moleculeId": "sa_413d01b92e72b5713b164ed6",
"parentId": "16802",
"isLeaf": false,
"molecule": {
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"inchikey": "LZKVJIOUABMXMN-UHFFFAOYSA-N",
"smiles": "CC(Oc1cccc(Oc2ccccc2N)c1)c1nnn[nH]1"
},
"smiles": "CC(Oc1cccc(Oc2ccccc2N)c1)c1nnn[nH]1",
"reactionStepId": "sa_1bf8292b6f2cf0f35446373b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05399703;;311549\",\"rsmi\":\"O=[N+:12]([O-])[c:11]1[c:10]([O:9][c:8]2[cH:7][cH:6][cH:5][c:4]([O:3][CH:2]([CH3:1])[c:18]3[n:19][n:20][n:21][nH:22]3)[cH:17]2)[cH:16][cH:15][cH:14][cH:13]1>C.CCO.[Pd]>[CH3:1][CH:2]([O:3][c:4]1[cH:5][cH:6][cH:7][c:8]([O:9][c:10]2[c:11]([NH2:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17]1)[c:18]1[n:19][n:20][n:21][nH:22]1\"},\"mapped_reaction_smiles\":\"O=[N+:12]([O-])[c:11]1[c:10]([O:9][c:8]2[cH:7][cH:6][cH:5][c:4]([O:3][CH:2]([CH3:1])[c:18]3[n:19][n:20][n:21][nH:22]3)[cH:17]2)[cH:16][cH:15][cH:14][cH:13]1>C.CCO.[Pd]>[CH3:1][CH:2]([O:3][c:4]1[cH:5][cH:6][cH:7][c:8]([O:9][c:10]2[c:11]([NH2:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17]1)[c:18]1[n:19][n:20][n:21][nH:22]1\"}",
"reactionStep": {
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"reactionHash": "2936189c5092209ee33637c85de47d943ef6fb8e6ccf5681d1e64ea1ea334fba"
},
"children": [
{
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"moleculeId": "sa_549eca80f45f9adae7ac40df",
"parentId": "16806",
"isLeaf": false,
"molecule": {
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"inchikey": "SIUAZXCYGZQTSX-UHFFFAOYSA-N",
"smiles": "CC(Oc1cccc(Oc2ccccc2[N+](=O)[O-])c1)c1nnn[nH]1"
},
"smiles": "CC(Oc1cccc(Oc2ccccc2[N+](=O)[O-])c1)c1nnn[nH]1",
"reactionStepId": "sa_6b91f2f6abc8719023197efe",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US05399703;;311548\",\"rsmi\":\"[CH3:1][CH:2]([O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)[C:20]#[N:21].[N+:22](=[N-:23])=[N-:24]>CN(C)C=O.Cl.Cl.N.[Na+]>[CH3:1][CH:2]([O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)[c:20]1[n:21][n:22][n:23][nH:24]1\"},\"mapped_reaction_smiles\":\"[CH3:1][CH:2]([O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)[C:20]#[N:21].[N+:22](=[N-:23])=[N-:24]>CN(C)C=O.Cl.Cl.N.[Na+]>[CH3:1][CH:2]([O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)[c:20]1[n:21][n:22][n:23][nH:24]1\"}",
"reactionStep": {
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"moleculeId": "sa_c29aa76c02475a605b37c0f4",
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"molecule": {
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"inchikey": "BZXISEFSQLQCIG-UHFFFAOYSA-N",
"smiles": "CC(C#N)Oc1cccc(Oc2ccccc2[N+](=O)[O-])c1"
},
"smiles": "CC(C#N)Oc1cccc(Oc2ccccc2[N+](=O)[O-])c1",
"reactionStepId": "sa_e1a48573ffcb0a2a48c5c61f",
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"metadata": "{\"annotations\":{\"ID\":\"US05399703;;311547\",\"rsmi\":\"O=[C:3]([CH:2]([CH3:1])[O:5][c:6]1[cH:7][c:8]([O:9][c:10]2[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20][cH:21]1)[NH2:4]>C1COCCO1.O=C(OC(=O)C(F)(F)F)C(F)(F)F.c1ccncc1>[CH3:1][CH:2]([C:3]#[N:4])[O:5][c:6]1[cH:7][c:8]([O:9][c:10]2[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20][cH:21]1\"},\"mapped_reaction_smiles\":\"O=[C:3]([CH:2]([CH3:1])[O:5][c:6]1[cH:7][c:8]([O:9][c:10]2[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20][cH:21]1)[NH2:4]>C1COCCO1.O=C(OC(=O)C(F)(F)F)C(F)(F)F.c1ccncc1>[CH3:1][CH:2]([C:3]#[N:4])[O:5][c:6]1[cH:7][c:8]([O:9][c:10]2[c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16][cH:17][cH:18]2)[cH:19][cH:20][cH:21]1\"}",
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"smiles": "CC(Oc1cccc(Oc2ccccc2[N+](=O)[O-])c1)C(N)=O",
"reactionStepId": "sa_455717bb5339d66909c4f421",
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"metadata": "{\"annotations\":{\"ID\":\"US05399703;;311546\",\"rsmi\":\"O[C:20]([CH:2]([CH3:1])[O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)=[O:22].[NH3:21]>CCN(CC)CC.CCOC(=O)Cl.ClCCl>[CH3:1][CH:2]([O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)[C:20]([NH2:21])=[O:22]\"},\"mapped_reaction_smiles\":\"O[C:20]([CH:2]([CH3:1])[O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)=[O:22].[NH3:21]>CCN(CC)CC.CCOC(=O)Cl.ClCCl>[CH3:1][CH:2]([O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)[C:20]([NH2:21])=[O:22]\"}",
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"metadata": "{\"annotations\":{\"ID\":\"US05399703;;311545\",\"rsmi\":\"CC[O:22][C:20]([CH:2]([CH3:1])[O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)=[O:21]>CCO.O.[Na+].O>[CH3:1][CH:2]([O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)[C:20](=[O:21])[OH:22]\"},\"mapped_reaction_smiles\":\"CC[O:22][C:20]([CH:2]([CH3:1])[O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)=[O:21]>CCO.O.[Na+].O>[CH3:1][CH:2]([O:3][c:4]1[cH:5][c:6]([O:7][c:8]2[c:9]([N+:10](=[O:11])[O-:12])[cH:13][cH:14][cH:15][cH:16]2)[cH:17][cH:18][cH:19]1)[C:20](=[O:21])[OH:22]\"}",
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"smiles": "CCOC(=O)C(C)Oc1cccc(Oc2ccccc2[N+](=O)[O-])c1"
},
"smiles": "CCOC(=O)C(C)Oc1cccc(Oc2ccccc2[N+](=O)[O-])c1",
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