Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
COC1=C(C#N)C(=O)N(c2ccc(C(C)(C)C)cc2)CC1
InChiKey
MMGCAOITFVZXIE-UHFFFAOYSA-N
Route Signature
f9c3992592c0cb61d824fdda9f8993cf3c3376ac1438af53c7e816653d7db865
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_095a2ca6ef25ec795822f7a3",
"signature": "f9c3992592c0cb61d824fdda9f8993cf3c3376ac1438af53c7e816653d7db865",
"contentHash": "91a36b180a8cb3cf8cf923088a90fa8c9b13e2cae0516f439ed7f6351e873636",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_9cc19deac821f6de12d8ed7f",
"benchmarkSetId": "61e696668b63e77d7c2a29c0821768e1c383de8313852d6e995224859494442e",
"targetId": "n5-03954",
"moleculeId": "sa_f9de30c1e906bceb0fd1d532",
"smiles": "COC1=C(C#N)C(=O)N(c2ccc(C(C)(C)C)cc2)CC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_f9de30c1e906bceb0fd1d532",
"inchikey": "MMGCAOITFVZXIE-UHFFFAOYSA-N",
"smiles": "COC1=C(C#N)C(=O)N(c2ccc(C(C)(C)C)cc2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "15324",
"routeId": "sa_095a2ca6ef25ec795822f7a3",
"moleculeId": "sa_f9de30c1e906bceb0fd1d532",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_f9de30c1e906bceb0fd1d532",
"inchikey": "MMGCAOITFVZXIE-UHFFFAOYSA-N",
"smiles": "COC1=C(C#N)C(=O)N(c2ccc(C(C)(C)C)cc2)CC1"
},
"smiles": "COC1=C(C#N)C(=O)N(c2ccc(C(C)(C)C)cc2)CC1",
"reactionStepId": "sa_e696c7da9e8c196d8a6f564d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100197591A1;0491;920132\",\"rsmi\":\"O[CH3:1].[OH:2][C:3]1=[C:4]([C:5]#[N:6])[C:7](=[O:8])[N:9]([c:10]2[cH:11][cH:12][c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1>CC#N.CC(=O)O.CCOCC.C[Si](C)(C)C=[N+]=[N-]>[CH3:1][O:2][C:3]1=[C:4]([C:5]#[N:6])[C:7](=[O:8])[N:9]([c:10]2[cH:11][cH:12][c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1\"},\"mapped_reaction_smiles\":\"O[CH3:1].[OH:2][C:3]1=[C:4]([C:5]#[N:6])[C:7](=[O:8])[N:9]([c:10]2[cH:11][cH:12][c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1>CC#N.CC(=O)O.CCOCC.C[Si](C)(C)C=[N+]=[N-]>[CH3:1][O:2][C:3]1=[C:4]([C:5]#[N:6])[C:7](=[O:8])[N:9]([c:10]2[cH:11][cH:12][c:13]([C:14]([CH3:15])([CH3:16])[CH3:17])[cH:18][cH:19]2)[CH2:20][CH2:21]1\"}",
"reactionStep": {
"id": "sa_e696c7da9e8c196d8a6f564d",
"reactionHash": "9962e1a461bbe0873559f184e9014bab2779463a883bfbd21e5be41d42977ce7"
},
"children": [
{
"id": "15325",
"routeId": "sa_095a2ca6ef25ec795822f7a3",
"moleculeId": "sa_43685811a28f0533c41644e1",
"parentId": "15324",
"isLeaf": false,
"molecule": {
"id": "sa_43685811a28f0533c41644e1",
"inchikey": "JPPZBHZYAFFZTJ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(N2CCC(O)=C(C#N)C2=O)cc1"
},
"smiles": "CC(C)(C)c1ccc(N2CCC(O)=C(C#N)C2=O)cc1",
"reactionStepId": "sa_9ae8847543426ad5158e1fd7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100197591A1;0488;920131\",\"rsmi\":\"CCO[C:12]([CH2:11][CH2:10][N:9]([c:8]1[cH:7][cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[cH:20][cH:19]1)[C:17]([CH2:14][C:15]#[N:16])=[O:18])=[O:13]>CO>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([N:9]2[CH2:10][CH2:11][C:12]([OH:13])=[C:14]([C:15]#[N:16])[C:17]2=[O:18])[cH:19][cH:20]1\"},\"mapped_reaction_smiles\":\"CCO[C:12]([CH2:11][CH2:10][N:9]([c:8]1[cH:7][cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[cH:20][cH:19]1)[C:17]([CH2:14][C:15]#[N:16])=[O:18])=[O:13]>CO>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([N:9]2[CH2:10][CH2:11][C:12]([OH:13])=[C:14]([C:15]#[N:16])[C:17]2=[O:18])[cH:19][cH:20]1\"}",
"reactionStep": {
"id": "sa_9ae8847543426ad5158e1fd7",
"reactionHash": "303278db884f5882d1fb40b04f63470c0a4934f470cd48c66e8cb7e29c0511ad"
},
"children": [
{
"id": "15326",
"routeId": "sa_095a2ca6ef25ec795822f7a3",
"moleculeId": "sa_d556f2cc97064134a02866e0",
"parentId": "15325",
"isLeaf": false,
"molecule": {
"id": "sa_d556f2cc97064134a02866e0",
"inchikey": "FTOBNDBQVUJWEE-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCN(C(=O)CC#N)c1ccc(C(C)(C)C)cc1"
},
"smiles": "CCOC(=O)CCN(C(=O)CC#N)c1ccc(C(C)(C)C)cc1",
"reactionStepId": "sa_9d476e41606b25ed299d8292",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100197591A1;0485;920130\",\"rsmi\":\"O[C:9](=[O:10])[CH2:11][C:12]#[N:13].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH:8][c:14]1[cH:15][cH:16][c:17]([C:18]([CH3:19])([CH3:20])[CH3:21])[cH:22][cH:23]1>CCCCCCC.CCOC(C)=O.CN(C)C=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][N:8]([C:9](=[O:10])[CH2:11][C:12]#[N:13])[c:14]1[cH:15][cH:16][c:17]([C:18]([CH3:19])([CH3:20])[CH3:21])[cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"O[C:9](=[O:10])[CH2:11][C:12]#[N:13].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH:8][c:14]1[cH:15][cH:16][c:17]([C:18]([CH3:19])([CH3:20])[CH3:21])[cH:22][cH:23]1>CCCCCCC.CCOC(C)=O.CN(C)C=O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][N:8]([C:9](=[O:10])[CH2:11][C:12]#[N:13])[c:14]1[cH:15][cH:16][c:17]([C:18]([CH3:19])([CH3:20])[CH3:21])[cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_9d476e41606b25ed299d8292",
"reactionHash": "387632c68f1a7dfb1e34e43bb1bf6dee7b79555631b989995b1bc4f5b6f1550c"
},
"children": [
{
"id": "15327",
"routeId": "sa_095a2ca6ef25ec795822f7a3",
"moleculeId": "sa_78f40cd33b3b295f66678226",
"parentId": "15326",
"isLeaf": false,
"molecule": {
"id": "sa_78f40cd33b3b295f66678226",
"inchikey": "GUHLIVBVLKNHHB-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCNc1ccc(C(C)(C)C)cc1"
},
"smiles": "CCOC(=O)CCNc1ccc(C(C)(C)C)cc1",
"reactionStepId": "sa_ad101ec78c08e3529afdfcaa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20100197591A1;0483;920129\",\"rsmi\":\"O=S(=O)(O[c:9]1[cH:10][cH:11][c:12]([C:13]([CH3:14])([CH3:15])[CH3:16])[cH:17][cH:18]1)C(F)(F)F.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH2:8]>CC(=O)O.CC(=O)O.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.CCN(C(C)C)C(C)C.Cl.O.O=C(O)O.[Cs+].[Cs+].[Pd+2]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH:8][c:9]1[cH:10][cH:11][c:12]([C:13]([CH3:14])([CH3:15])[CH3:16])[cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"O=S(=O)(O[c:9]1[cH:10][cH:11][c:12]([C:13]([CH3:14])([CH3:15])[CH3:16])[cH:17][cH:18]1)C(F)(F)F.[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH2:8]>CC(=O)O.CC(=O)O.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.CCN(C(C)C)C(C)C.Cl.O.O=C(O)O.[Cs+].[Cs+].[Pd+2]>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][CH2:7][NH:8][c:9]1[cH:10][cH:11][c:12]([C:13]([CH3:14])([CH3:15])[CH3:16])[cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_ad101ec78c08e3529afdfcaa",
"reactionHash": "3ebe2d849ae6c1015818cb56cfe25a4f97f42f918625dec28180aa5685727060"
},
"children": [
{
"id": "15328",
"routeId": "sa_095a2ca6ef25ec795822f7a3",
"moleculeId": "sa_93cd859c76b306f8b3cfc428",
"parentId": "15327",
"isLeaf": true,
"molecule": {
"id": "sa_93cd859c76b306f8b3cfc428",
"inchikey": "GSQBIOQCECCMOQ-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CCN"
},
"smiles": "CCOC(=O)CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "15329",
"routeId": "sa_095a2ca6ef25ec795822f7a3",
"moleculeId": "sa_d583def602d35246790b59a8",
"parentId": "15327",
"isLeaf": true,
"molecule": {
"id": "sa_d583def602d35246790b59a8",
"inchikey": "LNLGXWZOBTUQSC-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(OS(=O)(=O)C(F)(F)F)cc1"
},
"smiles": "CC(C)(C)c1ccc(OS(=O)(=O)C(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "15330",
"routeId": "sa_095a2ca6ef25ec795822f7a3",
"moleculeId": "sa_41706ca11cd75c1c72464df0",
"parentId": "15326",
"isLeaf": true,
"molecule": {
"id": "sa_41706ca11cd75c1c72464df0",
"inchikey": "MLIREBYILWEBDM-UHFFFAOYSA-N",
"smiles": "N#CCC(=O)O"
},
"smiles": "N#CCC(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "15331",
"routeId": "sa_095a2ca6ef25ec795822f7a3",
"moleculeId": "sa_061a3efbe4d30c2cc87d48e7",
"parentId": "15324",
"isLeaf": true,
"molecule": {
"id": "sa_061a3efbe4d30c2cc87d48e7",
"inchikey": "OKKJLVBELUTLKV-UHFFFAOYSA-N",
"smiles": "CO"
},
"smiles": "CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}