Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N=C(N)CC1(c2cccc3ccccc23)CCCC1
InChiKey
QDUFSPJZUNBBLS-UHFFFAOYSA-N
Route Signature
96a37a1582475f2e24c97a10c99bc55f557b54bfe4754f5bec12bb737b6b5267
Synthesis route with 6 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_2c5122cd2c2bcb48543e11ea",
"signature": "96a37a1582475f2e24c97a10c99bc55f557b54bfe4754f5bec12bb737b6b5267",
"contentHash": "82047ab25fcdd38aeddd8be06f19c1825cd231a31ddeb141512b9284aa0b8c62",
"length": 6,
"isConvergent": false
},
"target": {
"id": "sa_0debd149fbf529c14aab46ad",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00492",
"moleculeId": "sa_24a9168a9c6b9057e798305d",
"smiles": "N=C(N)CC1(c2cccc3ccccc23)CCCC1",
"routeLength": 6,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_24a9168a9c6b9057e798305d",
"inchikey": "QDUFSPJZUNBBLS-UHFFFAOYSA-N",
"smiles": "N=C(N)CC1(c2cccc3ccccc23)CCCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "13365",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_24a9168a9c6b9057e798305d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_24a9168a9c6b9057e798305d",
"inchikey": "QDUFSPJZUNBBLS-UHFFFAOYSA-N",
"smiles": "N=C(N)CC1(c2cccc3ccccc23)CCCC1"
},
"smiles": "N=C(N)CC1(c2cccc3ccccc23)CCCC1",
"reactionStepId": "sa_da4a5a52f398e00d80a5375e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09045486B2;1276;1624771\",\"rsmi\":\"[N:1]#[C:2][CH2:4][C:5]1([c:6]2[cH:7][cH:8][cH:9][c:10]3[cH:11][cH:12][cH:13][cH:14][c:15]23)[CH2:16][CH2:17][CH2:18][CH2:19]1.[NH3:3]>CO.C[Al](C)C.Cc1ccccc1.ClCCl.Cl>[NH:1]=[C:2]([NH2:3])[CH2:4][C:5]1([c:6]2[cH:7][cH:8][cH:9][c:10]3[cH:11][cH:12][cH:13][cH:14][c:15]23)[CH2:16][CH2:17][CH2:18][CH2:19]1\"},\"mapped_reaction_smiles\":\"[N:1]#[C:2][CH2:4][C:5]1([c:6]2[cH:7][cH:8][cH:9][c:10]3[cH:11][cH:12][cH:13][cH:14][c:15]23)[CH2:16][CH2:17][CH2:18][CH2:19]1.[NH3:3]>CO.C[Al](C)C.Cc1ccccc1.ClCCl.Cl>[NH:1]=[C:2]([NH2:3])[CH2:4][C:5]1([c:6]2[cH:7][cH:8][cH:9][c:10]3[cH:11][cH:12][cH:13][cH:14][c:15]23)[CH2:16][CH2:17][CH2:18][CH2:19]1\"}",
"reactionStep": {
"id": "sa_da4a5a52f398e00d80a5375e",
"reactionHash": "e3874c29cf0bdc1ebc52cfcd351127d1d5add51f9c6ea9d3981331ba08de1351"
},
"children": [
{
"id": "13366",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "13365",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13367",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_05f21faf9bae951aabbdc954",
"parentId": "13365",
"isLeaf": false,
"molecule": {
"id": "sa_05f21faf9bae951aabbdc954",
"inchikey": "XZMQGNNFWROMKF-UHFFFAOYSA-N",
"smiles": "N#CCC1(c2cccc3ccccc23)CCCC1"
},
"smiles": "N#CCC1(c2cccc3ccccc23)CCCC1",
"reactionStepId": "sa_daaef03c6582d35f23ff6eb1",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09045486B2;1274;1624770\",\"rsmi\":\"CS(=O)(=O)O[CH2:3][C:4]1([c:5]2[cH:6][cH:7][cH:8][c:9]3[cH:10][cH:11][cH:12][cH:13][c:14]23)[CH2:15][CH2:16][CH2:17][CH2:18]1.[N:1]#[CH:2]>CCCCCC.CCOC(C)=O.CS(C)=O.[Na+]>[N:1]#[C:2][CH2:3][C:4]1([c:5]2[cH:6][cH:7][cH:8][c:9]3[cH:10][cH:11][cH:12][cH:13][c:14]23)[CH2:15][CH2:16][CH2:17][CH2:18]1\"},\"mapped_reaction_smiles\":\"CS(=O)(=O)O[CH2:3][C:4]1([c:5]2[cH:6][cH:7][cH:8][c:9]3[cH:10][cH:11][cH:12][cH:13][c:14]23)[CH2:15][CH2:16][CH2:17][CH2:18]1.[N:1]#[CH:2]>CCCCCC.CCOC(C)=O.CS(C)=O.[Na+]>[N:1]#[C:2][CH2:3][C:4]1([c:5]2[cH:6][cH:7][cH:8][c:9]3[cH:10][cH:11][cH:12][cH:13][c:14]23)[CH2:15][CH2:16][CH2:17][CH2:18]1\"}",
"reactionStep": {
"id": "sa_daaef03c6582d35f23ff6eb1",
"reactionHash": "8b1523541ff6e47a9bc455ef8a4c55c6b38bcee1713d340470095bfbdbe07510"
},
"children": [
{
"id": "13368",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_5995aff3aeff665a1f3e984d",
"parentId": "13367",
"isLeaf": true,
"molecule": {
"id": "sa_5995aff3aeff665a1f3e984d",
"inchikey": "LELOWRISYMNNSU-UHFFFAOYSA-N",
"smiles": "C#N"
},
"smiles": "C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13369",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_96b52ebac87b24a4a64bcc72",
"parentId": "13367",
"isLeaf": false,
"molecule": {
"id": "sa_96b52ebac87b24a4a64bcc72",
"inchikey": "RXDASJOMOLVDOL-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)OCC1(c2cccc3ccccc23)CCCC1"
},
"smiles": "CS(=O)(=O)OCC1(c2cccc3ccccc23)CCCC1",
"reactionStepId": "sa_b91ebd09d8d399daf7aea5fd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09045486B2;1272;1624769\",\"rsmi\":\"Cl[S:2]([CH3:1])(=[O:3])=[O:4].[OH:5][CH2:6][C:7]1([c:8]2[cH:9][cH:10][cH:11][c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]23)[CH2:18][CH2:19][CH2:20][CH2:21]1>CCCCCC.CCN(CC)CC.CCOC(C)=O.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][CH2:6][C:7]1([c:8]2[cH:9][cH:10][cH:11][c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]23)[CH2:18][CH2:19][CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"Cl[S:2]([CH3:1])(=[O:3])=[O:4].[OH:5][CH2:6][C:7]1([c:8]2[cH:9][cH:10][cH:11][c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]23)[CH2:18][CH2:19][CH2:20][CH2:21]1>CCCCCC.CCN(CC)CC.CCOC(C)=O.ClCCl>[CH3:1][S:2](=[O:3])(=[O:4])[O:5][CH2:6][C:7]1([c:8]2[cH:9][cH:10][cH:11][c:12]3[cH:13][cH:14][cH:15][cH:16][c:17]23)[CH2:18][CH2:19][CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_b91ebd09d8d399daf7aea5fd",
"reactionHash": "79a0680eec336463e0d306c6db860c445f52778713cbf9851fd28ae750206050"
},
"children": [
{
"id": "13370",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_d7e1263f075366d7abdaf7e5",
"parentId": "13369",
"isLeaf": false,
"molecule": {
"id": "sa_d7e1263f075366d7abdaf7e5",
"inchikey": "NQGXVCNDKRHPEA-UHFFFAOYSA-N",
"smiles": "OCC1(c2cccc3ccccc23)CCCC1"
},
"smiles": "OCC1(c2cccc3ccccc23)CCCC1",
"reactionStepId": "sa_61c632a9850311921c5f9ec6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09045486B2;1270;1624768\",\"rsmi\":\"[O:1]=[CH:2][C:3]1([c:4]2[cH:5][cH:6][cH:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][CH2:16][CH2:17]1>CCCCCC.CCOC(C)=O.CO.B.[Na+]>[OH:1][CH2:2][C:3]1([c:4]2[cH:5][cH:6][cH:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"[O:1]=[CH:2][C:3]1([c:4]2[cH:5][cH:6][cH:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][CH2:16][CH2:17]1>CCCCCC.CCOC(C)=O.CO.B.[Na+]>[OH:1][CH2:2][C:3]1([c:4]2[cH:5][cH:6][cH:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_61c632a9850311921c5f9ec6",
"reactionHash": "9eb7c9b37d4e12575c0d7388dcad00ba9456e63d6e64c4668fc357b451203a34"
},
"children": [
{
"id": "13371",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_a05402a9bc92395f0a49e562",
"parentId": "13370",
"isLeaf": false,
"molecule": {
"id": "sa_a05402a9bc92395f0a49e562",
"inchikey": "IRQDGWSLYRFYLR-UHFFFAOYSA-N",
"smiles": "O=CC1(c2cccc3ccccc23)CCCC1"
},
"smiles": "O=CC1(c2cccc3ccccc23)CCCC1",
"reactionStepId": "sa_b2c0c0a4245e97bd59aa9e3c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09045486B2;1268;1624767\",\"rsmi\":\"CCOC(C)=[O:1].N#[C:2][C:3]1([c:4]2[cH:5][cH:6][cH:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][CH2:16][CH2:17]1>CC(C)C[Al+]CC(C)C.CCCCCC.ClCCl.[HH]>[O:1]=[CH:2][C:3]1([c:4]2[cH:5][cH:6][cH:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"CCOC(C)=[O:1].N#[C:2][C:3]1([c:4]2[cH:5][cH:6][cH:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][CH2:16][CH2:17]1>CC(C)C[Al+]CC(C)C.CCCCCC.ClCCl.[HH]>[O:1]=[CH:2][C:3]1([c:4]2[cH:5][cH:6][cH:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][CH2:16][CH2:17]1\"}",
"reactionStep": {
"id": "sa_b2c0c0a4245e97bd59aa9e3c",
"reactionHash": "7b432a06bc412a7e9a129daa2223f1e9636fd4edb7c635c3ffa8bd5cb40145c5"
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"children": [
{
"id": "13372",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_23ba493a7a474db605fb7877",
"parentId": "13371",
"isLeaf": false,
"molecule": {
"id": "sa_23ba493a7a474db605fb7877",
"inchikey": "PSUNHYLHPCPQLC-UHFFFAOYSA-N",
"smiles": "N#CC1(c2cccc3ccccc23)CCCC1"
},
"smiles": "N#CC1(c2cccc3ccccc23)CCCC1",
"reactionStepId": "sa_19bcf10431adfb76461d233a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US09045486B2;1266;1624766\",\"rsmi\":\"Br[CH2:14][CH2:15][CH2:16][CH2:17]Br.[N:1]#[C:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]12>CCCCCC.CCOC(C)=O.CS(C)=O.[HH].[Na+]>[N:1]#[C:2][C:3]1([c:4]2[cH:5][cH:6][cH:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][CH2:16][CH2:17]1\"},\"mapped_reaction_smiles\":\"Br[CH2:14][CH2:15][CH2:16][CH2:17]Br.[N:1]#[C:2][CH2:3][c:4]1[cH:5][cH:6][cH:7][c:8]2[cH:9][cH:10][cH:11][cH:12][c:13]12>CCCCCC.CCOC(C)=O.CS(C)=O.[HH].[Na+]>[N:1]#[C:2][C:3]1([c:4]2[cH:5][cH:6][cH:7][c:8]3[cH:9][cH:10][cH:11][cH:12][c:13]23)[CH2:14][CH2:15][CH2:16][CH2:17]1\"}",
"reactionStep": {
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"reactionHash": "318bc417349fabdd95766cb47dead2b3364550dd6b5f2a0d0007d23e1b77baa6"
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"children": [
{
"id": "13373",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_5dc995edf01d597e9360453c",
"parentId": "13372",
"isLeaf": true,
"molecule": {
"id": "sa_5dc995edf01d597e9360453c",
"inchikey": "OQRMWUNUKVUHQO-UHFFFAOYSA-N",
"smiles": "N#CCc1cccc2ccccc12"
},
"smiles": "N#CCc1cccc2ccccc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "13374",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_451a4af99561d38a81fdebc1",
"parentId": "13372",
"isLeaf": true,
"molecule": {
"id": "sa_451a4af99561d38a81fdebc1",
"inchikey": "ULTHEAFYOOPTTB-UHFFFAOYSA-N",
"smiles": "BrCCCCBr"
},
"smiles": "BrCCCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "13375",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_6bf30f725089b74d691fc82c",
"parentId": "13371",
"isLeaf": true,
"molecule": {
"id": "sa_6bf30f725089b74d691fc82c",
"inchikey": "XEKOWRVHYACXOJ-UHFFFAOYSA-N",
"smiles": "CCOC(C)=O"
},
"smiles": "CCOC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "13376",
"routeId": "sa_2c5122cd2c2bcb48543e11ea",
"moleculeId": "sa_d2a31ea58046b00856f61ca5",
"parentId": "13369",
"isLeaf": true,
"molecule": {
"id": "sa_d2a31ea58046b00856f61ca5",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"smiles": "CS(=O)(=O)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}