Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CNCCC(=O)N1CCOc2ccc(S(=O)(=O)c3ccccc3)cc21
InChiKey
CLHDMQDYHSRMDI-UHFFFAOYSA-N
Route Signature
eaf483498b75ece477c2c11991407401f67922edca9540c3474484c10bba860f
Synthesis route with 7 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_97d9f5b1e6711a3866546cdb",
"signature": "eaf483498b75ece477c2c11991407401f67922edca9540c3474484c10bba860f",
"contentHash": "a06bc37e4cb961ac7a6c4329bd0ee9f79ff097b67689d8b415fbf95a1b627da6",
"length": 7,
"isConvergent": false
},
"target": {
"id": "sa_55375e52d519964e0fa731df",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-00198",
"moleculeId": "sa_aec8a886aadf5f78ac4e8c22",
"smiles": "CNCCC(=O)N1CCOc2ccc(S(=O)(=O)c3ccccc3)cc21",
"routeLength": 7,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_aec8a886aadf5f78ac4e8c22",
"inchikey": "CLHDMQDYHSRMDI-UHFFFAOYSA-N",
"smiles": "CNCCC(=O)N1CCOc2ccc(S(=O)(=O)c3ccccc3)cc21"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "12742",
"routeId": "sa_97d9f5b1e6711a3866546cdb",
"moleculeId": "sa_aec8a886aadf5f78ac4e8c22",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_aec8a886aadf5f78ac4e8c22",
"inchikey": "CLHDMQDYHSRMDI-UHFFFAOYSA-N",
"smiles": "CNCCC(=O)N1CCOc2ccc(S(=O)(=O)c3ccccc3)cc21"
},
"smiles": "CNCCC(=O)N1CCOc2ccc(S(=O)(=O)c3ccccc3)cc21",
"reactionStepId": "sa_34b654f875f09c765e525cfa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060106012A1;0236;349337\",\"rsmi\":\"Cl[CH2:3][CH2:4][C:5](=[O:6])[N:7]1[CH2:8][CH2:9][O:10][c:11]2[c:12]1[cH:13][c:14]([S:15](=[O:16])(=[O:17])[c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1)[cH:24][cH:25]2.[CH3:1][NH2:2]>>[CH3:1][NH:2][CH2:3][CH2:4][C:5](=[O:6])[N:7]1[CH2:8][CH2:9][O:10][c:11]2[c:12]1[cH:13][c:14]([S:15](=[O:16])(=[O:17])[c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1)[cH:24][cH:25]2\"},\"mapped_reaction_smiles\":\"Cl[CH2:3][CH2:4][C:5](=[O:6])[N:7]1[CH2:8][CH2:9][O:10][c:11]2[c:12]1[cH:13][c:14]([S:15](=[O:16])(=[O:17])[c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1)[cH:24][cH:25]2.[CH3:1][NH2:2]>>[CH3:1][NH:2][CH2:3][CH2:4][C:5](=[O:6])[N:7]1[CH2:8][CH2:9][O:10][c:11]2[c:12]1[cH:13][c:14]([S:15](=[O:16])(=[O:17])[c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1)[cH:24][cH:25]2\"}",
"reactionStep": {
"id": "sa_34b654f875f09c765e525cfa",
"reactionHash": "76c2b48f7df2bcf29611ac4b6b0ee5fc9a4289c76bd1d20f5d9f940edb92cb79"
},
"children": [
{
"id": "12743",
"routeId": "sa_97d9f5b1e6711a3866546cdb",
"moleculeId": "sa_e00cdbb7fb9d3ecf114a19d3",
"parentId": "12742",
"isLeaf": true,
"molecule": {
"id": "sa_e00cdbb7fb9d3ecf114a19d3",
"inchikey": "BAVYZALUXZFZLV-UHFFFAOYSA-N",
"smiles": "CN"
},
"smiles": "CN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12744",
"routeId": "sa_97d9f5b1e6711a3866546cdb",
"moleculeId": "sa_d52fe635f9cf679be9cbc5b6",
"parentId": "12742",
"isLeaf": false,
"molecule": {
"id": "sa_d52fe635f9cf679be9cbc5b6",
"inchikey": "SNUXWHDMLNECEL-UHFFFAOYSA-N",
"smiles": "O=C(CCCl)N1CCOc2ccc(S(=O)(=O)c3ccccc3)cc21"
},
"smiles": "O=C(CCCl)N1CCOc2ccc(S(=O)(=O)c3ccccc3)cc21",
"reactionStepId": "sa_88ae3f3b9a5c96ba84205043",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060106012A1;0234;349336\",\"rsmi\":\"Cl[C:2](=[O:1])[CH2:3][CH2:4][Cl:5].[NH:6]1[CH2:7][CH2:8][O:9][c:10]2[c:11]1[cH:12][c:13]([S:14](=[O:15])(=[O:16])[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[cH:23][cH:24]2>CCOC(C)=O.O=C(O)O.[Na+]>[O:1]=[C:2]([CH2:3][CH2:4][Cl:5])[N:6]1[CH2:7][CH2:8][O:9][c:10]2[c:11]1[cH:12][c:13]([S:14](=[O:15])(=[O:16])[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[cH:23][cH:24]2\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[CH2:3][CH2:4][Cl:5].[NH:6]1[CH2:7][CH2:8][O:9][c:10]2[c:11]1[cH:12][c:13]([S:14](=[O:15])(=[O:16])[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[cH:23][cH:24]2>CCOC(C)=O.O=C(O)O.[Na+]>[O:1]=[C:2]([CH2:3][CH2:4][Cl:5])[N:6]1[CH2:7][CH2:8][O:9][c:10]2[c:11]1[cH:12][c:13]([S:14](=[O:15])(=[O:16])[c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1)[cH:23][cH:24]2\"}",
"reactionStep": {
"id": "sa_88ae3f3b9a5c96ba84205043",
"reactionHash": "ba5dc82363177b492d064663d8492bb8277c84a2c009a6197d03ef93d8ec36e5"
},
"children": [
{
"id": "12745",
"routeId": "sa_97d9f5b1e6711a3866546cdb",
"moleculeId": "sa_4346d8dfa1e3ce4d5ccbd312",
"parentId": "12744",
"isLeaf": true,
"molecule": {
"id": "sa_4346d8dfa1e3ce4d5ccbd312",
"inchikey": "INUNLMUAPJVRME-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCCl"
},
"smiles": "O=C(Cl)CCCl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "12746",
"routeId": "sa_97d9f5b1e6711a3866546cdb",
"moleculeId": "sa_51638cd866c0cb503b5f4d3d",
"parentId": "12744",
"isLeaf": false,
"molecule": {
"id": "sa_51638cd866c0cb503b5f4d3d",
"inchikey": "YFVISRDZPUNDGD-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1ccccc1)c1ccc2c(c1)NCCO2"
},
"smiles": "O=S(=O)(c1ccccc1)c1ccc2c(c1)NCCO2",
"reactionStepId": "sa_e1ccb10e9e43082dfd589456",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060106012A1;0191;349326\",\"rsmi\":\"O=[C:18]1[CH2:17][O:16][c:13]2[c:12]([cH:11][c:10]([S:2](=[O:1])(=[O:3])[c:4]3[cH:5][cH:6][cH:7][cH:8][cH:9]3)[cH:15][cH:14]2)[NH:19]1>B.C1CCOC1.CSC.Cl.O.O=C(O)O.[K+].[K+]>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[c:10]1[cH:11][c:12]2[c:13]([cH:14][cH:15]1)[O:16][CH2:17][CH2:18][NH:19]2\"},\"mapped_reaction_smiles\":\"O=[C:18]1[CH2:17][O:16][c:13]2[c:12]([cH:11][c:10]([S:2](=[O:1])(=[O:3])[c:4]3[cH:5][cH:6][cH:7][cH:8][cH:9]3)[cH:15][cH:14]2)[NH:19]1>B.C1CCOC1.CSC.Cl.O.O=C(O)O.[K+].[K+]>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[c:10]1[cH:11][c:12]2[c:13]([cH:14][cH:15]1)[O:16][CH2:17][CH2:18][NH:19]2\"}",
"reactionStep": {
"id": "sa_e1ccb10e9e43082dfd589456",
"reactionHash": "9853fc8e3ef13cb1775b48e2c88d1087aa2f5d8445bb2d5717a103b2fbd4c019"
},
"children": [
{
"id": "12747",
"routeId": "sa_97d9f5b1e6711a3866546cdb",
"moleculeId": "sa_2853e162a10961ad84d4d720",
"parentId": "12746",
"isLeaf": false,
"molecule": {
"id": "sa_2853e162a10961ad84d4d720",
"inchikey": "VRYCJJUXCBHRAF-UHFFFAOYSA-N",
"smiles": "O=C1COc2ccc(S(=O)(=O)c3ccccc3)cc2N1"
},
"smiles": "O=C1COc2ccc(S(=O)(=O)c3ccccc3)cc2N1",
"reactionStepId": "sa_e98e0495c319128d94eecb9e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060106012A1;0189;349325\",\"rsmi\":\"Cl[C:2](=[O:1])[CH2:3]Cl.[OH:4][c:5]1[c:6]([NH2:20])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1>CCC(C)=O.CCOC(C)=O.O=C(O)O.O=C(O)O.[K+].[K+].[Na+]>[O:1]=[C:2]1[CH2:3][O:4][c:5]2[c:6]([cH:7][c:8]([S:9](=[O:10])(=[O:11])[c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19]2)[NH:20]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[CH2:3]Cl.[OH:4][c:5]1[c:6]([NH2:20])[cH:7][c:8]([S:9](=[O:10])(=[O:11])[c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:18][cH:19]1>CCC(C)=O.CCOC(C)=O.O=C(O)O.O=C(O)O.[K+].[K+].[Na+]>[O:1]=[C:2]1[CH2:3][O:4][c:5]2[c:6]([cH:7][c:8]([S:9](=[O:10])(=[O:11])[c:12]3[cH:13][cH:14][cH:15][cH:16][cH:17]3)[cH:18][cH:19]2)[NH:20]1\"}",
"reactionStep": {
"id": "sa_e98e0495c319128d94eecb9e",
"reactionHash": "a11657289ec3877975030bb02fb9a012fa943768bd476e818a062f212541d5f5"
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"children": [
{
"id": "12748",
"routeId": "sa_97d9f5b1e6711a3866546cdb",
"moleculeId": "sa_ec366274e677a93540908fd0",
"parentId": "12747",
"isLeaf": false,
"molecule": {
"id": "sa_ec366274e677a93540908fd0",
"inchikey": "LGFBEIIYUCYUKO-UHFFFAOYSA-N",
"smiles": "Nc1cc(S(=O)(=O)c2ccccc2)ccc1O"
},
"smiles": "Nc1cc(S(=O)(=O)c2ccccc2)ccc1O",
"reactionStepId": "sa_36686531f62c669dfb663c1f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060106012A1;0187;349324\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[c:3]([OH:4])[cH:5][cH:6][c:7]([S:8](=[O:9])(=[O:10])[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17]1>CCO.O.[Pd]>[NH2:1][c:2]1[c:3]([OH:4])[cH:5][cH:6][c:7]([S:8](=[O:9])(=[O:10])[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[c:3]([OH:4])[cH:5][cH:6][c:7]([S:8](=[O:9])(=[O:10])[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17]1>CCO.O.[Pd]>[NH2:1][c:2]1[c:3]([OH:4])[cH:5][cH:6][c:7]([S:8](=[O:9])(=[O:10])[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:17]1\"}",
"reactionStep": {
"id": "sa_36686531f62c669dfb663c1f",
"reactionHash": "f71b5bc443004b2f0f3b9cc872001fc45afaa78943917495e83db5e4ae468628"
},
"children": [
{
"id": "12749",
"routeId": "sa_97d9f5b1e6711a3866546cdb",
"moleculeId": "sa_f1d39b7db64cbd03b2f55de2",
"parentId": "12748",
"isLeaf": false,
"molecule": {
"id": "sa_f1d39b7db64cbd03b2f55de2",
"inchikey": "KATRASQPUDIQOV-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(S(=O)(=O)c2ccccc2)ccc1O"
},
"smiles": "O=[N+]([O-])c1cc(S(=O)(=O)c2ccccc2)ccc1O",
"reactionStepId": "sa_29866c05e03c55c5c22ea8a9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060106012A1;0185;349323\",\"rsmi\":\"O[N+:2](=[O:1])[O-:3].[cH:4]1[c:5]([OH:6])[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[cH:19]1>O=S(=O)(O)O>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([OH:6])[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[cH:19]1\"},\"mapped_reaction_smiles\":\"O[N+:2](=[O:1])[O-:3].[cH:4]1[c:5]([OH:6])[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[cH:19]1>O=S(=O)(O)O>[O:1]=[N+:2]([O-:3])[c:4]1[c:5]([OH:6])[cH:7][cH:8][c:9]([S:10](=[O:11])(=[O:12])[c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[cH:19]1\"}",
"reactionStep": {
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"children": [
{
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"routeId": "sa_97d9f5b1e6711a3866546cdb",
"moleculeId": "sa_edac0a7fd043198784a28dd9",
"parentId": "12749",
"isLeaf": true,
"molecule": {
"id": "sa_edac0a7fd043198784a28dd9",
"inchikey": "GRYLNZFGIOXLOG-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])O"
},
"smiles": "O=[N+]([O-])O",
"reactionStepId": null,
"template": null,
"metadata": null,
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},
{
"id": "12751",
"routeId": "sa_97d9f5b1e6711a3866546cdb",
"moleculeId": "sa_8369500d3316df148258707c",
"parentId": "12749",
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"molecule": {
"id": "sa_8369500d3316df148258707c",
"inchikey": "JSUKRBMPOXGCPR-UHFFFAOYSA-N",
"smiles": "O=S(=O)(c1ccccc1)c1ccc(O)cc1"
},
"smiles": "O=S(=O)(c1ccccc1)c1ccc(O)cc1",
"reactionStepId": "sa_9713d4f025e7cf74d37cce95",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060106012A1;0183;349322\",\"rsmi\":\"C[O:14][c:13]1[cH:12][cH:11][c:10]([S:2](=[O:1])(=[O:3])[c:4]2[cH:5][cH:6][cH:7][cH:8][cH:9]2)[cH:16][cH:15]1>BrB(Br)Br.ClCCl.O>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[c:10]1[cH:11][cH:12][c:13]([OH:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"C[O:14][c:13]1[cH:12][cH:11][c:10]([S:2](=[O:1])(=[O:3])[c:4]2[cH:5][cH:6][cH:7][cH:8][cH:9]2)[cH:16][cH:15]1>BrB(Br)Br.ClCCl.O>[O:1]=[S:2](=[O:3])([c:4]1[cH:5][cH:6][cH:7][cH:8][cH:9]1)[c:10]1[cH:11][cH:12][c:13]([OH:14])[cH:15][cH:16]1\"}",
"reactionStep": {
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"children": [
{
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"moleculeId": "sa_4c9f55951ffc0d0094f1cfd9",
"parentId": "12751",
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"molecule": {
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"inchikey": "KXUNNMWAIMNUPH-UHFFFAOYSA-N",
"smiles": "COc1ccc(S(=O)(=O)c2ccccc2)cc1"
},
"smiles": "COc1ccc(S(=O)(=O)c2ccccc2)cc1",
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"template": null,
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}
]
}
]
}
]
},
{
"id": "12753",
"routeId": "sa_97d9f5b1e6711a3866546cdb",
"moleculeId": "sa_9bcb79a40efded362b9313ac",
"parentId": "12747",
"isLeaf": true,
"molecule": {
"id": "sa_9bcb79a40efded362b9313ac",
"inchikey": "VGCXGMAHQTYDJK-UHFFFAOYSA-N",
"smiles": "O=C(Cl)CCl"
},
"smiles": "O=C(Cl)CCl",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
}
}