Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#Cc1ccc2nccc(SC3(C(=O)O)CCC3)c2c1
InChiKey
SWOIHRFEOQQIIB-UHFFFAOYSA-N
Route Signature
c8979549fb19b75025f0c0001a973527e6a1d1ef587e897b621e1ae33357e0bf
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_120fc83e1cd19227de09d73e",
"signature": "c8979549fb19b75025f0c0001a973527e6a1d1ef587e897b621e1ae33357e0bf",
"contentHash": "11d70f94d85518a4ed65d5b927ec782ec3d4115b1c0ad26100ccc294040c044d",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_723b84ea3d053022c079b532",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-04352",
"moleculeId": "sa_8a3dba0f3edab3c3048fe26b",
"smiles": "N#Cc1ccc2nccc(SC3(C(=O)O)CCC3)c2c1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_8a3dba0f3edab3c3048fe26b",
"inchikey": "SWOIHRFEOQQIIB-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc2nccc(SC3(C(=O)O)CCC3)c2c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15460",
"routeId": "sa_120fc83e1cd19227de09d73e",
"moleculeId": "sa_8a3dba0f3edab3c3048fe26b",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_8a3dba0f3edab3c3048fe26b",
"inchikey": "SWOIHRFEOQQIIB-UHFFFAOYSA-N",
"smiles": "N#Cc1ccc2nccc(SC3(C(=O)O)CCC3)c2c1"
},
"smiles": "N#Cc1ccc2nccc(SC3(C(=O)O)CCC3)c2c1",
"reactionStepId": "sa_254bb89f9d0155772b55ce0c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160108035A1;0247;1865633\",\"rsmi\":\"CC[O:15][C:13]([C:12]1([S:11][c:10]2[cH:9][cH:8][n:7][c:6]3[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:20][c:19]32)[CH2:16][CH2:17][CH2:18]1)=[O:14]>C1CCOC1.Cl.ClCCl.O.O.[Li+].O>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10]([S:11][C:12]3([C:13](=[O:14])[OH:15])[CH2:16][CH2:17][CH2:18]3)[c:19]2[cH:20]1\"},\"mapped_reaction_smiles\":\"CC[O:15][C:13]([C:12]1([S:11][c:10]2[cH:9][cH:8][n:7][c:6]3[cH:5][cH:4][c:3]([C:2]#[N:1])[cH:20][c:19]32)[CH2:16][CH2:17][CH2:18]1)=[O:14]>C1CCOC1.Cl.ClCCl.O.O.[Li+].O>[N:1]#[C:2][c:3]1[cH:4][cH:5][c:6]2[n:7][cH:8][cH:9][c:10]([S:11][C:12]3([C:13](=[O:14])[OH:15])[CH2:16][CH2:17][CH2:18]3)[c:19]2[cH:20]1\"}",
"reactionStep": {
"id": "sa_254bb89f9d0155772b55ce0c",
"reactionHash": "08b177e2a6f2854d057b13896cea89f6df7a0a825aba991b6e30fd21627f08ce"
},
"children": [
{
"id": "15461",
"routeId": "sa_120fc83e1cd19227de09d73e",
"moleculeId": "sa_96ec5e438572a543f9881728",
"parentId": "15460",
"isLeaf": false,
"molecule": {
"id": "sa_96ec5e438572a543f9881728",
"inchikey": "NRLXQYFBARQJFK-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(Sc2ccnc3ccc(C#N)cc23)CCC1"
},
"smiles": "CCOC(=O)C1(Sc2ccnc3ccc(C#N)cc23)CCC1",
"reactionStepId": "sa_6cea65bdae195a5f4123b733",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160108035A1;0245;1865632\",\"rsmi\":\"Br[c:15]1[cH:14][cH:13][c:12]2[n:11][cH:10][cH:9][c:8]([S:7][C:6]3([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:20][CH2:21][CH2:22]3)[c:19]2[cH:18]1.C[N:17](C)[CH:16]=O>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([S:7][c:8]2[cH:9][cH:10][n:11][c:12]3[cH:13][cH:14][c:15]([C:16]#[N:17])[cH:18][c:19]23)[CH2:20][CH2:21][CH2:22]1\"},\"mapped_reaction_smiles\":\"Br[c:15]1[cH:14][cH:13][c:12]2[n:11][cH:10][cH:9][c:8]([S:7][C:6]3([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:20][CH2:21][CH2:22]3)[c:19]2[cH:18]1.C[N:17](C)[CH:16]=O>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([S:7][c:8]2[cH:9][cH:10][n:11][c:12]3[cH:13][cH:14][c:15]([C:16]#[N:17])[cH:18][c:19]23)[CH2:20][CH2:21][CH2:22]1\"}",
"reactionStep": {
"id": "sa_6cea65bdae195a5f4123b733",
"reactionHash": "31027a969d412990def2ce33047bf389605e430d1579a5dae6f58d8cddd68af1"
},
"children": [
{
"id": "15462",
"routeId": "sa_120fc83e1cd19227de09d73e",
"moleculeId": "sa_80c21a2a82b65f7eabd77cc3",
"parentId": "15461",
"isLeaf": false,
"molecule": {
"id": "sa_80c21a2a82b65f7eabd77cc3",
"inchikey": "JYBRTIIFKUNEHZ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(Sc2ccnc3ccc(Br)cc23)CCC1"
},
"smiles": "CCOC(=O)C1(Sc2ccnc3ccc(Br)cc23)CCC1",
"reactionStepId": "sa_cd62d9084a7b689bb1f7c553",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160108035A1;0148;1865596\",\"rsmi\":\"Br[C:6]1([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:19][CH2:20][CH2:21]1.[SH:7][c:8]1[cH:9][cH:10][n:11][c:12]2[cH:13][cH:14][c:15]([Br:16])[cH:17][c:18]12>O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([S:7][c:8]2[cH:9][cH:10][n:11][c:12]3[cH:13][cH:14][c:15]([Br:16])[cH:17][c:18]23)[CH2:19][CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"Br[C:6]1([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:19][CH2:20][CH2:21]1.[SH:7][c:8]1[cH:9][cH:10][n:11][c:12]2[cH:13][cH:14][c:15]([Br:16])[cH:17][c:18]12>O=C(O)O.[Cs+].[Cs+]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6]1([S:7][c:8]2[cH:9][cH:10][n:11][c:12]3[cH:13][cH:14][c:15]([Br:16])[cH:17][c:18]23)[CH2:19][CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_cd62d9084a7b689bb1f7c553",
"reactionHash": "ac8dd5f530dbb19be9f006b2c8658055b247fdd96a2cebed663ff28f9fdaaca8"
},
"children": [
{
"id": "15463",
"routeId": "sa_120fc83e1cd19227de09d73e",
"moleculeId": "sa_913383fe6b1e048b9308a44b",
"parentId": "15462",
"isLeaf": true,
"molecule": {
"id": "sa_913383fe6b1e048b9308a44b",
"inchikey": "UTVNSHXHFRIXMM-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C1(Br)CCC1"
},
"smiles": "CCOC(=O)C1(Br)CCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15464",
"routeId": "sa_120fc83e1cd19227de09d73e",
"moleculeId": "sa_4be19a8dd6ffbdeae8cc545c",
"parentId": "15462",
"isLeaf": false,
"molecule": {
"id": "sa_4be19a8dd6ffbdeae8cc545c",
"inchikey": "WAUSSFOFROBFHB-UHFFFAOYSA-N",
"smiles": "Sc1ccnc2ccc(Br)cc12"
},
"smiles": "Sc1ccnc2ccc(Br)cc12",
"reactionStepId": "sa_fed629e9edd73b60a0ed570f",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20160108035A1;0147;1865595\",\"rsmi\":\"Cl[c:2]1[cH:3][cH:4][n:5][c:6]2[cH:7][cH:8][c:9]([Br:10])[cH:11][c:12]12.[S-2:1]>CN(C)C=O.Cl.O.[Na+].[Na+]>[SH:1][c:2]1[cH:3][cH:4][n:5][c:6]2[cH:7][cH:8][c:9]([Br:10])[cH:11][c:12]12\"},\"mapped_reaction_smiles\":\"Cl[c:2]1[cH:3][cH:4][n:5][c:6]2[cH:7][cH:8][c:9]([Br:10])[cH:11][c:12]12.[S-2:1]>CN(C)C=O.Cl.O.[Na+].[Na+]>[SH:1][c:2]1[cH:3][cH:4][n:5][c:6]2[cH:7][cH:8][c:9]([Br:10])[cH:11][c:12]12\"}",
"reactionStep": {
"id": "sa_fed629e9edd73b60a0ed570f",
"reactionHash": "2113eab7d96751e9c399fb440b98ddd927282257eb6c2aaf9488361105f2507b"
},
"children": [
{
"id": "15465",
"routeId": "sa_120fc83e1cd19227de09d73e",
"moleculeId": "sa_fa21f8db32283c9839484f29",
"parentId": "15464",
"isLeaf": true,
"molecule": {
"id": "sa_fa21f8db32283c9839484f29",
"inchikey": "KJILYZMXTLCPDQ-UHFFFAOYSA-N",
"smiles": "Clc1ccnc2ccc(Br)cc12"
},
"smiles": "Clc1ccnc2ccc(Br)cc12",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15466",
"routeId": "sa_120fc83e1cd19227de09d73e",
"moleculeId": "sa_e1cd4c0c6ce5957f4d107714",
"parentId": "15464",
"isLeaf": true,
"molecule": {
"id": "sa_e1cd4c0c6ce5957f4d107714",
"inchikey": "UCKMPCXJQFINFW-UHFFFAOYSA-N",
"smiles": "[S-2]"
},
"smiles": "[S-2]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15467",
"routeId": "sa_120fc83e1cd19227de09d73e",
"moleculeId": "sa_e0b5e93d36242e79e81ef68c",
"parentId": "15461",
"isLeaf": true,
"molecule": {
"id": "sa_e0b5e93d36242e79e81ef68c",
"inchikey": "ZMXDDKWLCZADIW-UHFFFAOYSA-N",
"smiles": "CN(C)C=O"
},
"smiles": "CN(C)C=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}