Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC1(C)CC(Oc2cccc(NC(=O)c3ccc(F)cc3Cl)n2)CCN1Cc1ccccc1
InChiKey
GBUWIWBRTZCTLB-UHFFFAOYSA-N
Route Signature
a050b841a9050486a62773437de759405667021126073e2ef760b175a45ff52d
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_6508a1d6d693a0b2769a184f",
"signature": "a050b841a9050486a62773437de759405667021126073e2ef760b175a45ff52d",
"contentHash": "e0c5865ecfe44fddc6c2ce24fe15bc485ba0573eb914b7cbaa66a187f881c3ee",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_7382e671c4a48b3a98be3402",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-04091",
"moleculeId": "sa_22e9c0880029c8126b017fe3",
"smiles": "CC1(C)CC(Oc2cccc(NC(=O)c3ccc(F)cc3Cl)n2)CCN1Cc1ccccc1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_22e9c0880029c8126b017fe3",
"inchikey": "GBUWIWBRTZCTLB-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(Oc2cccc(NC(=O)c3ccc(F)cc3Cl)n2)CCN1Cc1ccccc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7159",
"routeId": "sa_6508a1d6d693a0b2769a184f",
"moleculeId": "sa_22e9c0880029c8126b017fe3",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_22e9c0880029c8126b017fe3",
"inchikey": "GBUWIWBRTZCTLB-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(Oc2cccc(NC(=O)c3ccc(F)cc3Cl)n2)CCN1Cc1ccccc1"
},
"smiles": "CC1(C)CC(Oc2cccc(NC(=O)c3ccc(F)cc3Cl)n2)CCN1Cc1ccccc1",
"reactionStepId": "sa_feee4b700fdd76582bd051a0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07608629B2;0580;933957\",\"rsmi\":\"Cl[C:13](=[O:14])[c:15]1[c:16]([Cl:17])[cH:18][c:19]([F:20])[cH:21][cH:22]1.[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([O:6][c:7]2[cH:8][cH:9][cH:10][c:11]([NH2:12])[n:23]2)[CH2:24][CH2:25][N:26]1[CH2:27][c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1>C1COCCO1>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([O:6][c:7]2[cH:8][cH:9][cH:10][c:11]([NH:12][C:13](=[O:14])[c:15]3[c:16]([Cl:17])[cH:18][c:19]([F:20])[cH:21][cH:22]3)[n:23]2)[CH2:24][CH2:25][N:26]1[CH2:27][c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1\"},\"mapped_reaction_smiles\":\"Cl[C:13](=[O:14])[c:15]1[c:16]([Cl:17])[cH:18][c:19]([F:20])[cH:21][cH:22]1.[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([O:6][c:7]2[cH:8][cH:9][cH:10][c:11]([NH2:12])[n:23]2)[CH2:24][CH2:25][N:26]1[CH2:27][c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1>C1COCCO1>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([O:6][c:7]2[cH:8][cH:9][cH:10][c:11]([NH:12][C:13](=[O:14])[c:15]3[c:16]([Cl:17])[cH:18][c:19]([F:20])[cH:21][cH:22]3)[n:23]2)[CH2:24][CH2:25][N:26]1[CH2:27][c:28]1[cH:29][cH:30][cH:31][cH:32][cH:33]1\"}",
"reactionStep": {
"id": "sa_feee4b700fdd76582bd051a0",
"reactionHash": "8f60f9bc0480077b1edefc3ed5745a417f6483b4d9dba7573aca3aad27a6b237"
},
"children": [
{
"id": "7160",
"routeId": "sa_6508a1d6d693a0b2769a184f",
"moleculeId": "sa_1ec3f6069270780a5538547a",
"parentId": "7159",
"isLeaf": false,
"molecule": {
"id": "sa_1ec3f6069270780a5538547a",
"inchikey": "CLFGHQRGGFEKPD-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(Oc2cccc(N)n2)CCN1Cc1ccccc1"
},
"smiles": "CC1(C)CC(Oc2cccc(N)n2)CCN1Cc1ccccc1",
"reactionStepId": "sa_24745d808da943ad6322bcc4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07608629B2;0380;933927\",\"rsmi\":\"Cl[c:11]1[cH:10][cH:9][cH:8][c:7]([O:6][CH:5]2[CH2:4][C:2]([CH3:1])([CH3:3])[N:16]([CH2:17][c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[CH2:15][CH2:14]2)[n:13]1.c1ccc(C(c2ccccc2)=[NH:12])cc1>CC(C)(C)O.Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([O:6][c:7]2[cH:8][cH:9][cH:10][c:11]([NH2:12])[n:13]2)[CH2:14][CH2:15][N:16]1[CH2:17][c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[c:11]1[cH:10][cH:9][cH:8][c:7]([O:6][CH:5]2[CH2:4][C:2]([CH3:1])([CH3:3])[N:16]([CH2:17][c:18]3[cH:19][cH:20][cH:21][cH:22][cH:23]3)[CH2:15][CH2:14]2)[n:13]1.c1ccc(C(c2ccccc2)=[NH:12])cc1>CC(C)(C)O.Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([O:6][c:7]2[cH:8][cH:9][cH:10][c:11]([NH2:12])[n:13]2)[CH2:14][CH2:15][N:16]1[CH2:17][c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_24745d808da943ad6322bcc4",
"reactionHash": "d3678d647b62c401e6e4dba314b742de17eb11b83c10c0afa4878704fd75898b"
},
"children": [
{
"id": "7161",
"routeId": "sa_6508a1d6d693a0b2769a184f",
"moleculeId": "sa_509f888dada561b00377e3cd",
"parentId": "7160",
"isLeaf": false,
"molecule": {
"id": "sa_509f888dada561b00377e3cd",
"inchikey": "DZWKXWZJUXQCDF-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(Oc2cccc(Cl)n2)CCN1Cc1ccccc1"
},
"smiles": "CC1(C)CC(Oc2cccc(Cl)n2)CCN1Cc1ccccc1",
"reactionStepId": "sa_acc66381df01df35622e125e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07608629B2;0356;933920\",\"rsmi\":\"Cl[c:7]1[n:8][c:9]([Cl:10])[cH:11][cH:12][cH:13]1.[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([OH:6])[CH2:14][CH2:15][N:16]1[CH2:17][c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1>CN(C)C=O.[HH].[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([O:6][c:7]2[n:8][c:9]([Cl:10])[cH:11][cH:12][cH:13]2)[CH2:14][CH2:15][N:16]1[CH2:17][c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1\"},\"mapped_reaction_smiles\":\"Cl[c:7]1[n:8][c:9]([Cl:10])[cH:11][cH:12][cH:13]1.[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([OH:6])[CH2:14][CH2:15][N:16]1[CH2:17][c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1>CN(C)C=O.[HH].[Na+]>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([O:6][c:7]2[n:8][c:9]([Cl:10])[cH:11][cH:12][cH:13]2)[CH2:14][CH2:15][N:16]1[CH2:17][c:18]1[cH:19][cH:20][cH:21][cH:22][cH:23]1\"}",
"reactionStep": {
"id": "sa_acc66381df01df35622e125e",
"reactionHash": "92b97bf3ad356d0824a73bf3bfec0562e9d9e613731514a161e30bfa530dbcc4"
},
"children": [
{
"id": "7162",
"routeId": "sa_6508a1d6d693a0b2769a184f",
"moleculeId": "sa_0c2a1aa686ad2756ba2a141e",
"parentId": "7161",
"isLeaf": true,
"molecule": {
"id": "sa_0c2a1aa686ad2756ba2a141e",
"inchikey": "FILKGCRCWDMBKA-UHFFFAOYSA-N",
"smiles": "Clc1cccc(Cl)n1"
},
"smiles": "Clc1cccc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7163",
"routeId": "sa_6508a1d6d693a0b2769a184f",
"moleculeId": "sa_25745610d391ed6626e5ade1",
"parentId": "7161",
"isLeaf": false,
"molecule": {
"id": "sa_25745610d391ed6626e5ade1",
"inchikey": "PQOBJUIKMNOJMP-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(O)CCN1Cc1ccccc1"
},
"smiles": "CC1(C)CC(O)CCN1Cc1ccccc1",
"reactionStepId": "sa_e1f018eab0af290d50b31dfd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US07608629B2;0266;933898\",\"rsmi\":\"[CH3:1][C:2]1([CH3:3])[CH2:4][C:5](=[O:6])[CH2:7][CH2:8][N:9]1[CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([OH:6])[CH2:7][CH2:8][N:9]1[CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"[CH3:1][C:2]1([CH3:3])[CH2:4][C:5](=[O:6])[CH2:7][CH2:8][N:9]1[CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1>C1CCOC1.[Al+3].[HH].[HH].[HH].[HH].[Li+]>[CH3:1][C:2]1([CH3:3])[CH2:4][CH:5]([OH:6])[CH2:7][CH2:8][N:9]1[CH2:10][c:11]1[cH:12][cH:13][cH:14][cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_e1f018eab0af290d50b31dfd",
"reactionHash": "bf55574fb8202d786c1013b70aa719b7a12f3675e0fd2cf217f2f72a85b64ec6"
},
"children": [
{
"id": "7164",
"routeId": "sa_6508a1d6d693a0b2769a184f",
"moleculeId": "sa_f1d56b8fac8b3ae40ae5b22a",
"parentId": "7163",
"isLeaf": true,
"molecule": {
"id": "sa_f1d56b8fac8b3ae40ae5b22a",
"inchikey": "QXCCSKIRCJMSMM-UHFFFAOYSA-N",
"smiles": "CC1(C)CC(=O)CCN1Cc1ccccc1"
},
"smiles": "CC1(C)CC(=O)CCN1Cc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "7165",
"routeId": "sa_6508a1d6d693a0b2769a184f",
"moleculeId": "sa_fd14f94a6b327b55dde447fa",
"parentId": "7160",
"isLeaf": true,
"molecule": {
"id": "sa_fd14f94a6b327b55dde447fa",
"inchikey": "SXZIXHOMFPUIRK-UHFFFAOYSA-N",
"smiles": "N=C(c1ccccc1)c1ccccc1"
},
"smiles": "N=C(c1ccccc1)c1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "7166",
"routeId": "sa_6508a1d6d693a0b2769a184f",
"moleculeId": "sa_f255c04d2cdf74a6b3406fba",
"parentId": "7159",
"isLeaf": true,
"molecule": {
"id": "sa_f255c04d2cdf74a6b3406fba",
"inchikey": "POIAZJJVWRVLBO-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1ccc(F)cc1Cl"
},
"smiles": "O=C(Cl)c1ccc(F)cc1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}