Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN1CCN(CCCNC(=O)c2cccc(Nc3cccc(C(=O)Nc4ccncc4)c3)c2)CC1
InChiKey
IMHACBINLJREEK-UHFFFAOYSA-N
Route Signature
0fecd774f34822f7b93091a3cac903cb977d17a91e49ea826d82fe4beab8c52c
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_566529ea7f5a33f8eab42aaa",
"signature": "0fecd774f34822f7b93091a3cac903cb977d17a91e49ea826d82fe4beab8c52c",
"contentHash": "cff57fd56f01aea5a32820ce410aac1d473be2b5e82af293ccf12dbcc08e254a",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_c51f9767f9b871b65f300b02",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-07932",
"moleculeId": "sa_edfead0c22a02069f0cc9c51",
"smiles": "CN1CCN(CCCNC(=O)c2cccc(Nc3cccc(C(=O)Nc4ccncc4)c3)c2)CC1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_edfead0c22a02069f0cc9c51",
"inchikey": "IMHACBINLJREEK-UHFFFAOYSA-N",
"smiles": "CN1CCN(CCCNC(=O)c2cccc(Nc3cccc(C(=O)Nc4ccncc4)c3)c2)CC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "3082",
"routeId": "sa_566529ea7f5a33f8eab42aaa",
"moleculeId": "sa_edfead0c22a02069f0cc9c51",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_edfead0c22a02069f0cc9c51",
"inchikey": "IMHACBINLJREEK-UHFFFAOYSA-N",
"smiles": "CN1CCN(CCCNC(=O)c2cccc(Nc3cccc(C(=O)Nc4ccncc4)c3)c2)CC1"
},
"smiles": "CN1CCN(CCCNC(=O)c2cccc(Nc3cccc(C(=O)Nc4ccncc4)c3)c2)CC1",
"reactionStepId": "sa_79594293df717fa260158fb8",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150315173A1;0174;1779696\",\"rsmi\":\"Br[c:14]1[cH:13][c:12]([C:10]([NH:9][CH2:8][CH2:7][CH2:6][N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:35][CH2:34]2)=[O:11])[cH:33][cH:32][cH:31]1.[NH2:15][c:16]1[cH:17][c:18]([C:19](=[O:20])[NH:21][c:22]2[cH:23][cH:24][n:25][cH:26][cH:27]2)[cH:28][cH:29][cH:30]1>CC(C)(C)O.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[K+].[K+].[Pd].[Pd]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:11])[c:12]2[cH:13][c:14]([NH:15][c:16]3[cH:17][c:18]([C:19](=[O:20])[NH:21][c:22]4[cH:23][cH:24][n:25][cH:26][cH:27]4)[cH:28][cH:29][cH:30]3)[cH:31][cH:32][cH:33]2)[CH2:34][CH2:35]1\"},\"mapped_reaction_smiles\":\"Br[c:14]1[cH:13][c:12]([C:10]([NH:9][CH2:8][CH2:7][CH2:6][N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:35][CH2:34]2)=[O:11])[cH:33][cH:32][cH:31]1.[NH2:15][c:16]1[cH:17][c:18]([C:19](=[O:20])[NH:21][c:22]2[cH:23][cH:24][n:25][cH:26][cH:27]2)[cH:28][cH:29][cH:30]1>CC(C)(C)O.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(O)O.[K+].[K+].[Pd].[Pd]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:11])[c:12]2[cH:13][c:14]([NH:15][c:16]3[cH:17][c:18]([C:19](=[O:20])[NH:21][c:22]4[cH:23][cH:24][n:25][cH:26][cH:27]4)[cH:28][cH:29][cH:30]3)[cH:31][cH:32][cH:33]2)[CH2:34][CH2:35]1\"}",
"reactionStep": {
"id": "sa_79594293df717fa260158fb8",
"reactionHash": "faea5a5bae41e69bff2b93d92a67a485756a0f0417edb80d56dd15026566fb88"
},
"children": [
{
"id": "3083",
"routeId": "sa_566529ea7f5a33f8eab42aaa",
"moleculeId": "sa_c57a57064698f3aeea6bebfe",
"parentId": "3082",
"isLeaf": false,
"molecule": {
"id": "sa_c57a57064698f3aeea6bebfe",
"inchikey": "PODCOWGLXBWDIA-UHFFFAOYSA-N",
"smiles": "CN1CCN(CCCNC(=O)c2cccc(Br)c2)CC1"
},
"smiles": "CN1CCN(CCCNC(=O)c2cccc(Br)c2)CC1",
"reactionStepId": "sa_3c014c704a4e3972dcffece4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150315173A1;0172;1779695\",\"rsmi\":\"Cl[C:10](=[O:11])[c:12]1[cH:13][c:14]([Br:15])[cH:16][cH:17][cH:18]1.[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][CH2:8][NH2:9])[CH2:19][CH2:20]1>ClCCl.[Na+].O>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:11])[c:12]2[cH:13][c:14]([Br:15])[cH:16][cH:17][cH:18]2)[CH2:19][CH2:20]1\"},\"mapped_reaction_smiles\":\"Cl[C:10](=[O:11])[c:12]1[cH:13][c:14]([Br:15])[cH:16][cH:17][cH:18]1.[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][CH2:8][NH2:9])[CH2:19][CH2:20]1>ClCCl.[Na+].O>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:11])[c:12]2[cH:13][c:14]([Br:15])[cH:16][cH:17][cH:18]2)[CH2:19][CH2:20]1\"}",
"reactionStep": {
"id": "sa_3c014c704a4e3972dcffece4",
"reactionHash": "dbb54b5b957ecb33fda7554706f9cf14244bb80acb06f71e2c970e7ecff5231a"
},
"children": [
{
"id": "3084",
"routeId": "sa_566529ea7f5a33f8eab42aaa",
"moleculeId": "sa_1f6db5935249d39c7f9883fe",
"parentId": "3083",
"isLeaf": true,
"molecule": {
"id": "sa_1f6db5935249d39c7f9883fe",
"inchikey": "PBOOZQFGWNZNQE-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1cccc(Br)c1"
},
"smiles": "O=C(Cl)c1cccc(Br)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3085",
"routeId": "sa_566529ea7f5a33f8eab42aaa",
"moleculeId": "sa_6e2cb46d8e097ec0dec8156d",
"parentId": "3083",
"isLeaf": true,
"molecule": {
"id": "sa_6e2cb46d8e097ec0dec8156d",
"inchikey": "RGUABPVONIGVAT-UHFFFAOYSA-N",
"smiles": "CN1CCN(CCCN)CC1"
},
"smiles": "CN1CCN(CCCN)CC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "3086",
"routeId": "sa_566529ea7f5a33f8eab42aaa",
"moleculeId": "sa_0e650eea360fa83a15eab2bd",
"parentId": "3082",
"isLeaf": false,
"molecule": {
"id": "sa_0e650eea360fa83a15eab2bd",
"inchikey": "WSNQYOOHVQMUSP-UHFFFAOYSA-N",
"smiles": "Nc1cccc(C(=O)Nc2ccncc2)c1"
},
"smiles": "Nc1cccc(C(=O)Nc2ccncc2)c1",
"reactionStepId": "sa_9be6c9277c954406bebc76b6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150315173A1;0149;1779683\",\"rsmi\":\"O=[N+:1]([O-])[c:2]1[cH:3][cH:4][cH:5][c:6]([C:7](=[O:8])[NH:9][c:10]2[cH:11][cH:12][n:13][cH:14][cH:15]2)[cH:16]1>CCO.[Pd]>[NH2:1][c:2]1[cH:3][cH:4][cH:5][c:6]([C:7](=[O:8])[NH:9][c:10]2[cH:11][cH:12][n:13][cH:14][cH:15]2)[cH:16]1\"},\"mapped_reaction_smiles\":\"O=[N+:1]([O-])[c:2]1[cH:3][cH:4][cH:5][c:6]([C:7](=[O:8])[NH:9][c:10]2[cH:11][cH:12][n:13][cH:14][cH:15]2)[cH:16]1>CCO.[Pd]>[NH2:1][c:2]1[cH:3][cH:4][cH:5][c:6]([C:7](=[O:8])[NH:9][c:10]2[cH:11][cH:12][n:13][cH:14][cH:15]2)[cH:16]1\"}",
"reactionStep": {
"id": "sa_9be6c9277c954406bebc76b6",
"reactionHash": "bf7c92d2e737abf35a64fa49d18a038159c62f6f60a092d8449acfef1ccc52a8"
},
"children": [
{
"id": "3087",
"routeId": "sa_566529ea7f5a33f8eab42aaa",
"moleculeId": "sa_40277a4f139867bb4704c559",
"parentId": "3086",
"isLeaf": false,
"molecule": {
"id": "sa_40277a4f139867bb4704c559",
"inchikey": "DIRVALIWAZNVIT-UHFFFAOYSA-N",
"smiles": "O=C(Nc1ccncc1)c1cccc([N+](=O)[O-])c1"
},
"smiles": "O=C(Nc1ccncc1)c1cccc([N+](=O)[O-])c1",
"reactionStepId": "sa_01e18dff09ad5bfb13cfc8fa",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20150315173A1;0147;1779682\",\"rsmi\":\"Cl[C:2](=[O:1])[c:10]1[cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][cH:17][cH:18]1.[NH2:3][c:4]1[cH:5][cH:6][n:7][cH:8][cH:9]1>ClCCl.[Na+].O>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][n:7][cH:8][cH:9]1)[c:10]1[cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][cH:17][cH:18]1\"},\"mapped_reaction_smiles\":\"Cl[C:2](=[O:1])[c:10]1[cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][cH:17][cH:18]1.[NH2:3][c:4]1[cH:5][cH:6][n:7][cH:8][cH:9]1>ClCCl.[Na+].O>[O:1]=[C:2]([NH:3][c:4]1[cH:5][cH:6][n:7][cH:8][cH:9]1)[c:10]1[cH:11][c:12]([N+:13](=[O:14])[O-:15])[cH:16][cH:17][cH:18]1\"}",
"reactionStep": {
"id": "sa_01e18dff09ad5bfb13cfc8fa",
"reactionHash": "7d781bca0e7bea1273fdb63819b0df54ff3db5d289b52ae23ee811bb66df24ef"
},
"children": [
{
"id": "3088",
"routeId": "sa_566529ea7f5a33f8eab42aaa",
"moleculeId": "sa_68dd5eed4cbeb78252c17670",
"parentId": "3087",
"isLeaf": true,
"molecule": {
"id": "sa_68dd5eed4cbeb78252c17670",
"inchikey": "NUKYPUAOHBNCPY-UHFFFAOYSA-N",
"smiles": "Nc1ccncc1"
},
"smiles": "Nc1ccncc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "3089",
"routeId": "sa_566529ea7f5a33f8eab42aaa",
"moleculeId": "sa_56cec3671a3c9a1d1ad88ecf",
"parentId": "3087",
"isLeaf": true,
"molecule": {
"id": "sa_56cec3671a3c9a1d1ad88ecf",
"inchikey": "NXTNASSYJUXJDV-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1cccc([N+](=O)[O-])c1"
},
"smiles": "O=C(Cl)c1cccc([N+](=O)[O-])c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}