Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C#CC(C)(C)c1cc(NC(=O)Nc2ccc(Oc3ccnc(Cl)n3)c(Cl)c2Cl)n(-c2ccc(C)cc2)n1
InChiKey
WWAXSQXTOWLOFT-UHFFFAOYSA-N
Route Signature
93496f0fbe204d6584557b6944cfb4a7e96511ae113cea04a6571098ca2a6cfa
Synthesis route with 2 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_c1e6b431cde6cd3ad3c1a23b",
"signature": "93496f0fbe204d6584557b6944cfb4a7e96511ae113cea04a6571098ca2a6cfa",
"contentHash": "ed7ff00125561f9464afea71105770983d4ae5d618ad02fce51b00b160cf9967",
"length": 2,
"isConvergent": true
},
"target": {
"id": "sa_d80aeb4b7c7d690b68ccba64",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-08104",
"moleculeId": "sa_4b45d9af6f9d66022bb711e4",
"smiles": "C#CC(C)(C)c1cc(NC(=O)Nc2ccc(Oc3ccnc(Cl)n3)c(Cl)c2Cl)n(-c2ccc(C)cc2)n1",
"routeLength": 2,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_4b45d9af6f9d66022bb711e4",
"inchikey": "WWAXSQXTOWLOFT-UHFFFAOYSA-N",
"smiles": "C#CC(C)(C)c1cc(NC(=O)Nc2ccc(Oc3ccnc(Cl)n3)c(Cl)c2Cl)n(-c2ccc(C)cc2)n1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11850",
"routeId": "sa_c1e6b431cde6cd3ad3c1a23b",
"moleculeId": "sa_4b45d9af6f9d66022bb711e4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4b45d9af6f9d66022bb711e4",
"inchikey": "WWAXSQXTOWLOFT-UHFFFAOYSA-N",
"smiles": "C#CC(C)(C)c1cc(NC(=O)Nc2ccc(Oc3ccnc(Cl)n3)c(Cl)c2Cl)n(-c2ccc(C)cc2)n1"
},
"smiles": "C#CC(C)(C)c1cc(NC(=O)Nc2ccc(Oc3ccnc(Cl)n3)c(Cl)c2Cl)n(-c2ccc(C)cc2)n1",
"reactionStepId": "sa_c5b8d0ef49fe2fb3d66b33cf",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150225373A1;0370;1733930\",\"rsmi\":\"[NH2:20][c:21]1[c:22]([Cl:23])[c:24]([Cl:25])[c:26]([O:27][c:28]2[n:29][c:30]([Cl:31])[n:32][cH:33][cH:34]2)[cH:35][cH:36]1.c1ccc(O[C:18]([NH:17][c:16]2[n:8](-[c:9]3[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]3)[n:7][c:6]([C:3]([C:2]#[CH:1])([CH3:4])[CH3:5])[cH:37]2)=[O:19])cc1>CC(=O)OC(C)C.CCN(CC)CC>[CH:1]#[C:2][C:3]([CH3:4])([CH3:5])[c:6]1[n:7][n:8](-[c:9]2[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]2)[c:16]([NH:17][C:18](=[O:19])[NH:20][c:21]2[c:22]([Cl:23])[c:24]([Cl:25])[c:26]([O:27][c:28]3[n:29][c:30]([Cl:31])[n:32][cH:33][cH:34]3)[cH:35][cH:36]2)[cH:37]1\"},\"mapped_reaction_smiles\":\"[NH2:20][c:21]1[c:22]([Cl:23])[c:24]([Cl:25])[c:26]([O:27][c:28]2[n:29][c:30]([Cl:31])[n:32][cH:33][cH:34]2)[cH:35][cH:36]1.c1ccc(O[C:18]([NH:17][c:16]2[n:8](-[c:9]3[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]3)[n:7][c:6]([C:3]([C:2]#[CH:1])([CH3:4])[CH3:5])[cH:37]2)=[O:19])cc1>CC(=O)OC(C)C.CCN(CC)CC>[CH:1]#[C:2][C:3]([CH3:4])([CH3:5])[c:6]1[n:7][n:8](-[c:9]2[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]2)[c:16]([NH:17][C:18](=[O:19])[NH:20][c:21]2[c:22]([Cl:23])[c:24]([Cl:25])[c:26]([O:27][c:28]3[n:29][c:30]([Cl:31])[n:32][cH:33][cH:34]3)[cH:35][cH:36]2)[cH:37]1\"}",
"reactionStep": {
"id": "sa_c5b8d0ef49fe2fb3d66b33cf",
"reactionHash": "a85d064fc68e1c58402ab0a888e045d83149eee4dddafb45638ecb4e9b762231"
},
"children": [
{
"id": "11851",
"routeId": "sa_c1e6b431cde6cd3ad3c1a23b",
"moleculeId": "sa_8c2d637e4c2b55be1cd8c434",
"parentId": "11850",
"isLeaf": false,
"molecule": {
"id": "sa_8c2d637e4c2b55be1cd8c434",
"inchikey": "MGLQOPDFRIBFME-UHFFFAOYSA-N",
"smiles": "Nc1ccc(Oc2ccnc(Cl)n2)c(Cl)c1Cl"
},
"smiles": "Nc1ccc(Oc2ccnc(Cl)n2)c(Cl)c1Cl",
"reactionStepId": "sa_f5ccffd87a969ab0009dd5c4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150225373A1;0365;1733928\",\"rsmi\":\"Cl[c:9]1[n:10][c:11]([Cl:12])[n:13][cH:14][cH:15]1.[NH2:1][c:2]1[c:3]([Cl:4])[c:5]([Cl:6])[c:7]([OH:8])[cH:16][cH:17]1>C1CCC2=NCCCN2CC1.CC#N>[NH2:1][c:2]1[c:3]([Cl:4])[c:5]([Cl:6])[c:7]([O:8][c:9]2[n:10][c:11]([Cl:12])[n:13][cH:14][cH:15]2)[cH:16][cH:17]1\"},\"mapped_reaction_smiles\":\"Cl[c:9]1[n:10][c:11]([Cl:12])[n:13][cH:14][cH:15]1.[NH2:1][c:2]1[c:3]([Cl:4])[c:5]([Cl:6])[c:7]([OH:8])[cH:16][cH:17]1>C1CCC2=NCCCN2CC1.CC#N>[NH2:1][c:2]1[c:3]([Cl:4])[c:5]([Cl:6])[c:7]([O:8][c:9]2[n:10][c:11]([Cl:12])[n:13][cH:14][cH:15]2)[cH:16][cH:17]1\"}",
"reactionStep": {
"id": "sa_f5ccffd87a969ab0009dd5c4",
"reactionHash": "4c8fcf313d1eb7dc4fae4ad769d7168b8ca62571d4a39072c3b5a71054b47de4"
},
"children": [
{
"id": "11852",
"routeId": "sa_c1e6b431cde6cd3ad3c1a23b",
"moleculeId": "sa_aeda22e5315bd455d285f564",
"parentId": "11851",
"isLeaf": true,
"molecule": {
"id": "sa_aeda22e5315bd455d285f564",
"inchikey": "BTTNYQZNBZNDOR-UHFFFAOYSA-N",
"smiles": "Clc1ccnc(Cl)n1"
},
"smiles": "Clc1ccnc(Cl)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11853",
"routeId": "sa_c1e6b431cde6cd3ad3c1a23b",
"moleculeId": "sa_ada82707f459b452813be803",
"parentId": "11851",
"isLeaf": true,
"molecule": {
"id": "sa_ada82707f459b452813be803",
"inchikey": "OQHWFUQNSLMSBG-UHFFFAOYSA-N",
"smiles": "Nc1ccc(O)c(Cl)c1Cl"
},
"smiles": "Nc1ccc(O)c(Cl)c1Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11854",
"routeId": "sa_c1e6b431cde6cd3ad3c1a23b",
"moleculeId": "sa_7dd692d18bb55db09c4cff44",
"parentId": "11850",
"isLeaf": false,
"molecule": {
"id": "sa_7dd692d18bb55db09c4cff44",
"inchikey": "TYWKSZPMHKXAFZ-UHFFFAOYSA-N",
"smiles": "C#CC(C)(C)c1cc(NC(=O)Oc2ccccc2)n(-c2ccc(C)cc2)n1"
},
"smiles": "C#CC(C)(C)c1cc(NC(=O)Oc2ccccc2)n(-c2ccc(C)cc2)n1",
"reactionStepId": "sa_3a32f0b57f33078e86aaf60e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150225373A1;0368;1733929\",\"rsmi\":\"Cl[C:18](=[O:19])[O:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1.[CH:1]#[C:2][C:3]([CH3:4])([CH3:5])[c:6]1[n:7][n:8](-[c:9]2[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]2)[c:16]([NH2:17])[cH:27]1>C1CCOC1.ClCCl.O.O=C(O)O.[Na+]>[CH:1]#[C:2][C:3]([CH3:4])([CH3:5])[c:6]1[n:7][n:8](-[c:9]2[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]2)[c:16]([NH:17][C:18](=[O:19])[O:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27]1\"},\"mapped_reaction_smiles\":\"Cl[C:18](=[O:19])[O:20][c:21]1[cH:22][cH:23][cH:24][cH:25][cH:26]1.[CH:1]#[C:2][C:3]([CH3:4])([CH3:5])[c:6]1[n:7][n:8](-[c:9]2[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]2)[c:16]([NH2:17])[cH:27]1>C1CCOC1.ClCCl.O.O=C(O)O.[Na+]>[CH:1]#[C:2][C:3]([CH3:4])([CH3:5])[c:6]1[n:7][n:8](-[c:9]2[cH:10][cH:11][c:12]([CH3:13])[cH:14][cH:15]2)[c:16]([NH:17][C:18](=[O:19])[O:20][c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27]1\"}",
"reactionStep": {
"id": "sa_3a32f0b57f33078e86aaf60e",
"reactionHash": "b65818b48021c17aec7cd883feec8dfe740ed7f61633fdb681d298beaded3272"
},
"children": [
{
"id": "11855",
"routeId": "sa_c1e6b431cde6cd3ad3c1a23b",
"moleculeId": "sa_c3f902b5f9863db0f23f1ee5",
"parentId": "11854",
"isLeaf": true,
"molecule": {
"id": "sa_c3f902b5f9863db0f23f1ee5",
"inchikey": "AHWALFGBDFAJAI-UHFFFAOYSA-N",
"smiles": "O=C(Cl)Oc1ccccc1"
},
"smiles": "O=C(Cl)Oc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11856",
"routeId": "sa_c1e6b431cde6cd3ad3c1a23b",
"moleculeId": "sa_4944449c52e7a5b501871c80",
"parentId": "11854",
"isLeaf": true,
"molecule": {
"id": "sa_4944449c52e7a5b501871c80",
"inchikey": "ZNZOZJAHALFYQA-UHFFFAOYSA-N",
"smiles": "C#CC(C)(C)c1cc(N)n(-c2ccc(C)cc2)n1"
},
"smiles": "C#CC(C)(C)c1cc(N)n(-c2ccc(C)cc2)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
}