Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN(Cc1cccc(C)n1)C(=O)CN(c1ccc2ncccc2c1)S(=O)(=O)c1ccc(C(C)(C)C)cc1
InChiKey
ZJOGALLVDVNTFK-UHFFFAOYSA-N
Route Signature
1ecfadf511f1148d5ee54b46db2e2157e1e1b3ccb2219b5f71ff4e59d239e715
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_37005f9312edf8c099bc36cc",
"signature": "1ecfadf511f1148d5ee54b46db2e2157e1e1b3ccb2219b5f71ff4e59d239e715",
"contentHash": "f4ff46f54e35641d67053c99f8e42520f795d0f20100b3dab103ae9c075ca0db",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_c60122398d8953a401628dc0",
"benchmarkSetId": "7390a9c2522b1c81605e80a42a8de7c7ad9a5797d028633b54904bc78f091bb8",
"targetId": "n5-00909",
"moleculeId": "sa_acb6d468dc1907ef1cf8a088",
"smiles": "CCN(Cc1cccc(C)n1)C(=O)CN(c1ccc2ncccc2c1)S(=O)(=O)c1ccc(C(C)(C)C)cc1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_acb6d468dc1907ef1cf8a088",
"inchikey": "ZJOGALLVDVNTFK-UHFFFAOYSA-N",
"smiles": "CCN(Cc1cccc(C)n1)C(=O)CN(c1ccc2ncccc2c1)S(=O)(=O)c1ccc(C(C)(C)C)cc1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "1270",
"routeId": "sa_37005f9312edf8c099bc36cc",
"moleculeId": "sa_acb6d468dc1907ef1cf8a088",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_acb6d468dc1907ef1cf8a088",
"inchikey": "ZJOGALLVDVNTFK-UHFFFAOYSA-N",
"smiles": "CCN(Cc1cccc(C)n1)C(=O)CN(c1ccc2ncccc2c1)S(=O)(=O)c1ccc(C(C)(C)C)cc1"
},
"smiles": "CCN(Cc1cccc(C)n1)C(=O)CN(c1ccc2ncccc2c1)S(=O)(=O)c1ccc(C(C)(C)C)cc1",
"reactionStepId": "sa_1013f6e37f5e7a0928c2f772",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070244156A1;0772;507726\",\"rsmi\":\"O[C:12](=[O:13])[CH2:14][N:15]([c:16]1[cH:17][cH:18][c:19]2[n:20][cH:21][cH:22][cH:23][c:24]2[cH:25]1)[S:26](=[O:27])(=[O:28])[c:29]1[cH:30][cH:31][c:32]([C:33]([CH3:34])([CH3:35])[CH3:36])[cH:37][cH:38]1.[CH3:1][CH2:2][NH:3][CH2:4][c:5]1[n:6][c:7]([CH3:8])[cH:9][cH:10][cH:11]1>>[CH3:1][CH2:2][N:3]([CH2:4][c:5]1[n:6][c:7]([CH3:8])[cH:9][cH:10][cH:11]1)[C:12](=[O:13])[CH2:14][N:15]([c:16]1[cH:17][cH:18][c:19]2[n:20][cH:21][cH:22][cH:23][c:24]2[cH:25]1)[S:26](=[O:27])(=[O:28])[c:29]1[cH:30][cH:31][c:32]([C:33]([CH3:34])([CH3:35])[CH3:36])[cH:37][cH:38]1\"},\"mapped_reaction_smiles\":\"O[C:12](=[O:13])[CH2:14][N:15]([c:16]1[cH:17][cH:18][c:19]2[n:20][cH:21][cH:22][cH:23][c:24]2[cH:25]1)[S:26](=[O:27])(=[O:28])[c:29]1[cH:30][cH:31][c:32]([C:33]([CH3:34])([CH3:35])[CH3:36])[cH:37][cH:38]1.[CH3:1][CH2:2][NH:3][CH2:4][c:5]1[n:6][c:7]([CH3:8])[cH:9][cH:10][cH:11]1>>[CH3:1][CH2:2][N:3]([CH2:4][c:5]1[n:6][c:7]([CH3:8])[cH:9][cH:10][cH:11]1)[C:12](=[O:13])[CH2:14][N:15]([c:16]1[cH:17][cH:18][c:19]2[n:20][cH:21][cH:22][cH:23][c:24]2[cH:25]1)[S:26](=[O:27])(=[O:28])[c:29]1[cH:30][cH:31][c:32]([C:33]([CH3:34])([CH3:35])[CH3:36])[cH:37][cH:38]1\"}",
"reactionStep": {
"id": "sa_1013f6e37f5e7a0928c2f772",
"reactionHash": "37277c5f384dbfd6e3a5f8f3b23a340a9ac5de83fe3409f315a9bdac5107dfdc"
},
"children": [
{
"id": "1271",
"routeId": "sa_37005f9312edf8c099bc36cc",
"moleculeId": "sa_ff508f7b469e1a1982dbfbb9",
"parentId": "1270",
"isLeaf": false,
"molecule": {
"id": "sa_ff508f7b469e1a1982dbfbb9",
"inchikey": "FCDHFFGNRGXMOO-UHFFFAOYSA-N",
"smiles": "CCNCc1cccc(C)n1"
},
"smiles": "CCNCc1cccc(C)n1",
"reactionStepId": "sa_05bb8353cd5acfdba784584d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070244156A1;0281;507580\",\"rsmi\":\"O=[CH:4][c:5]1[n:6][c:7]([CH3:8])[cH:9][cH:10][cH:11]1.[CH3:1][CH2:2][NH2:3]>>[CH3:1][CH2:2][NH:3][CH2:4][c:5]1[n:6][c:7]([CH3:8])[cH:9][cH:10][cH:11]1\"},\"mapped_reaction_smiles\":\"O=[CH:4][c:5]1[n:6][c:7]([CH3:8])[cH:9][cH:10][cH:11]1.[CH3:1][CH2:2][NH2:3]>>[CH3:1][CH2:2][NH:3][CH2:4][c:5]1[n:6][c:7]([CH3:8])[cH:9][cH:10][cH:11]1\"}",
"reactionStep": {
"id": "sa_05bb8353cd5acfdba784584d",
"reactionHash": "d8544eed7b2fb901e90b6be88190a06c25ceb40cd701ff4cca947b7d6f336f6a"
},
"children": [
{
"id": "1272",
"routeId": "sa_37005f9312edf8c099bc36cc",
"moleculeId": "sa_2288a5e0e4f2a1747bf38de8",
"parentId": "1271",
"isLeaf": true,
"molecule": {
"id": "sa_2288a5e0e4f2a1747bf38de8",
"inchikey": "AHISYUZBWDSPQL-UHFFFAOYSA-N",
"smiles": "Cc1cccc(C=O)n1"
},
"smiles": "Cc1cccc(C=O)n1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1273",
"routeId": "sa_37005f9312edf8c099bc36cc",
"moleculeId": "sa_89fd0a98f6b54999b99c6e8f",
"parentId": "1271",
"isLeaf": true,
"molecule": {
"id": "sa_89fd0a98f6b54999b99c6e8f",
"inchikey": "QUSNBJAOOMFDIB-UHFFFAOYSA-N",
"smiles": "CCN"
},
"smiles": "CCN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "1274",
"routeId": "sa_37005f9312edf8c099bc36cc",
"moleculeId": "sa_566c740f7bfe4de2c9b0c9b8",
"parentId": "1270",
"isLeaf": false,
"molecule": {
"id": "sa_566c740f7bfe4de2c9b0c9b8",
"inchikey": "NOBOFWNTUFFYNE-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(S(=O)(=O)N(CC(=O)O)c2ccc3ncccc3c2)cc1"
},
"smiles": "CC(C)(C)c1ccc(S(=O)(=O)N(CC(=O)O)c2ccc3ncccc3c2)cc1",
"reactionStepId": "sa_79504623a72945d5240ccff0",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070244156A1;0646;507685\",\"rsmi\":\"CC(C)(C)[O:16][C:14]([CH2:13]Br)=[O:15].[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:17]2[cH:18][cH:19][c:20]3[n:21][cH:22][cH:23][cH:24][c:25]3[cH:26]2)[cH:27][cH:28]1>>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([S:9](=[O:10])(=[O:11])[N:12]([CH2:13][C:14](=[O:15])[OH:16])[c:17]2[cH:18][cH:19][c:20]3[n:21][cH:22][cH:23][cH:24][c:25]3[cH:26]2)[cH:27][cH:28]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[O:16][C:14]([CH2:13]Br)=[O:15].[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:17]2[cH:18][cH:19][c:20]3[n:21][cH:22][cH:23][cH:24][c:25]3[cH:26]2)[cH:27][cH:28]1>>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([S:9](=[O:10])(=[O:11])[N:12]([CH2:13][C:14](=[O:15])[OH:16])[c:17]2[cH:18][cH:19][c:20]3[n:21][cH:22][cH:23][cH:24][c:25]3[cH:26]2)[cH:27][cH:28]1\"}",
"reactionStep": {
"id": "sa_79504623a72945d5240ccff0",
"reactionHash": "3d7180361791ea356846ab81b6bb87e84874994ea2fca937ba0e6c7ab9daaa3f"
},
"children": [
{
"id": "1275",
"routeId": "sa_37005f9312edf8c099bc36cc",
"moleculeId": "sa_b050ad2816ce9056bc19cbb6",
"parentId": "1274",
"isLeaf": true,
"molecule": {
"id": "sa_b050ad2816ce9056bc19cbb6",
"inchikey": "BNWCETAHAJSBFG-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(=O)CBr"
},
"smiles": "CC(C)(C)OC(=O)CBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1276",
"routeId": "sa_37005f9312edf8c099bc36cc",
"moleculeId": "sa_8ecbaf025240de551c0e21e9",
"parentId": "1274",
"isLeaf": false,
"molecule": {
"id": "sa_8ecbaf025240de551c0e21e9",
"inchikey": "ZFONQODCKGDKRP-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(S(=O)(=O)Nc2ccc3ncccc3c2)cc1"
},
"smiles": "CC(C)(C)c1ccc(S(=O)(=O)Nc2ccc3ncccc3c2)cc1",
"reactionStepId": "sa_5b82ac4e70d50d9e29ecb928",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20070244156A1;0517;507643\",\"rsmi\":\"Cl[S:9]([c:8]1[cH:7][cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[cH:24][cH:23]1)(=[O:10])=[O:11].[NH2:12][c:13]1[cH:14][cH:15][c:16]2[n:17][cH:18][cH:19][cH:20][c:21]2[cH:22]1>>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[cH:14][cH:15][c:16]3[n:17][cH:18][cH:19][cH:20][c:21]3[cH:22]2)[cH:23][cH:24]1\"},\"mapped_reaction_smiles\":\"Cl[S:9]([c:8]1[cH:7][cH:6][c:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[cH:24][cH:23]1)(=[O:10])=[O:11].[NH2:12][c:13]1[cH:14][cH:15][c:16]2[n:17][cH:18][cH:19][cH:20][c:21]2[cH:22]1>>[CH3:1][C:2]([CH3:3])([CH3:4])[c:5]1[cH:6][cH:7][c:8]([S:9](=[O:10])(=[O:11])[NH:12][c:13]2[cH:14][cH:15][c:16]3[n:17][cH:18][cH:19][cH:20][c:21]3[cH:22]2)[cH:23][cH:24]1\"}",
"reactionStep": {
"id": "sa_5b82ac4e70d50d9e29ecb928",
"reactionHash": "41f7b6d5624377427eee2354571112234e6322537b311a27722e605156597920"
},
"children": [
{
"id": "1277",
"routeId": "sa_37005f9312edf8c099bc36cc",
"moleculeId": "sa_537bf82cccbb0badd83c2a96",
"parentId": "1276",
"isLeaf": true,
"molecule": {
"id": "sa_537bf82cccbb0badd83c2a96",
"inchikey": "RJSRSRITMWVIQT-UHFFFAOYSA-N",
"smiles": "Nc1ccc2ncccc2c1"
},
"smiles": "Nc1ccc2ncccc2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "1278",
"routeId": "sa_37005f9312edf8c099bc36cc",
"moleculeId": "sa_a477386dee4ca50742e73846",
"parentId": "1276",
"isLeaf": true,
"molecule": {
"id": "sa_a477386dee4ca50742e73846",
"inchikey": "YEZADZMMVHWFIY-UHFFFAOYSA-N",
"smiles": "CC(C)(C)c1ccc(S(=O)(=O)Cl)cc1"
},
"smiles": "CC(C)(C)c1ccc(S(=O)(=O)Cl)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}