Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@@H](C(=O)N(C)c1ccc2cc(-c3n[nH]c4c3CCC(C)(C)C4)[nH]c2c1)N1CCOCC1
InChiKey
ZZZXGCPVQQOASC-INIZCTEOSA-N
Route Signature
3367ed81a878e94d2d56d21f96275fd0d700610361a980ae1efc6a5eec2a3e94
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_5423510924dedcb172a368f7",
"signature": "3367ed81a878e94d2d56d21f96275fd0d700610361a980ae1efc6a5eec2a3e94",
"contentHash": "d8c732e189ee72677a5cd11a270370ec88fc5c596d174b50262f767466a56f3a",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_da327f927f6b42fa50f4a9fb",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-05392",
"moleculeId": "sa_2745e54b02571e83731e5236",
"smiles": "C[C@@H](C(=O)N(C)c1ccc2cc(-c3n[nH]c4c3CCC(C)(C)C4)[nH]c2c1)N1CCOCC1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_2745e54b02571e83731e5236",
"inchikey": "ZZZXGCPVQQOASC-INIZCTEOSA-N",
"smiles": "C[C@@H](C(=O)N(C)c1ccc2cc(-c3n[nH]c4c3CCC(C)(C)C4)[nH]c2c1)N1CCOCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "11411",
"routeId": "sa_5423510924dedcb172a368f7",
"moleculeId": "sa_2745e54b02571e83731e5236",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_2745e54b02571e83731e5236",
"inchikey": "ZZZXGCPVQQOASC-INIZCTEOSA-N",
"smiles": "C[C@@H](C(=O)N(C)c1ccc2cc(-c3n[nH]c4c3CCC(C)(C)C4)[nH]c2c1)N1CCOCC1"
},
"smiles": "C[C@@H](C(=O)N(C)c1ccc2cc(-c3n[nH]c4c3CCC(C)(C)C4)[nH]c2c1)N1CCOCC1",
"reactionStepId": "sa_896db0ebe77681f9f39a908e",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130116240A1;0949;1363854\",\"rsmi\":\"O[C:3]([C@H:2]([CH3:1])[N:27]1[CH2:28][CH2:29][O:30][CH2:31][CH2:32]1)=[O:4].[NH:5]([CH3:6])[c:7]1[cH:8][cH:9][c:10]2[cH:11][c:12](-[c:13]3[n:14][nH:15][c:16]4[c:17]3[CH2:18][CH2:19][C:20]([CH3:21])([CH3:22])[CH2:23]4)[nH:24][c:25]2[cH:26]1>CCN=C=NCCCN(C)C.Cl.ClC(Cl)Cl.O.c1ccncc1>[CH3:1][C@@H:2]([C:3](=[O:4])[N:5]([CH3:6])[c:7]1[cH:8][cH:9][c:10]2[cH:11][c:12](-[c:13]3[n:14][nH:15][c:16]4[c:17]3[CH2:18][CH2:19][C:20]([CH3:21])([CH3:22])[CH2:23]4)[nH:24][c:25]2[cH:26]1)[N:27]1[CH2:28][CH2:29][O:30][CH2:31][CH2:32]1\"},\"mapped_reaction_smiles\":\"O[C:3]([C@H:2]([CH3:1])[N:27]1[CH2:28][CH2:29][O:30][CH2:31][CH2:32]1)=[O:4].[NH:5]([CH3:6])[c:7]1[cH:8][cH:9][c:10]2[cH:11][c:12](-[c:13]3[n:14][nH:15][c:16]4[c:17]3[CH2:18][CH2:19][C:20]([CH3:21])([CH3:22])[CH2:23]4)[nH:24][c:25]2[cH:26]1>CCN=C=NCCCN(C)C.Cl.ClC(Cl)Cl.O.c1ccncc1>[CH3:1][C@@H:2]([C:3](=[O:4])[N:5]([CH3:6])[c:7]1[cH:8][cH:9][c:10]2[cH:11][c:12](-[c:13]3[n:14][nH:15][c:16]4[c:17]3[CH2:18][CH2:19][C:20]([CH3:21])([CH3:22])[CH2:23]4)[nH:24][c:25]2[cH:26]1)[N:27]1[CH2:28][CH2:29][O:30][CH2:31][CH2:32]1\"}",
"reactionStep": {
"id": "sa_896db0ebe77681f9f39a908e",
"reactionHash": "7e8ef22477e349ad59a803ce834ba705ccb222f6fe331ae203e6cf33c864f76b"
},
"children": [
{
"id": "11412",
"routeId": "sa_5423510924dedcb172a368f7",
"moleculeId": "sa_dfaedeb3a882b71a8596a2e6",
"parentId": "11411",
"isLeaf": false,
"molecule": {
"id": "sa_dfaedeb3a882b71a8596a2e6",
"inchikey": "CKGURMJZTVPJFU-UHFFFAOYSA-N",
"smiles": "CNc1ccc2cc(-c3n[nH]c4c3CCC(C)(C)C4)[nH]c2c1"
},
"smiles": "CNc1ccc2cc(-c3n[nH]c4c3CCC(C)(C)C4)[nH]c2c1",
"reactionStepId": "sa_97410cd502e2006b81ed9a77",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130116240A1;0946;1363853\",\"rsmi\":\"O=C(OCc1ccccc1)[N:2]([CH3:1])[c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8](-[c:9]3[n:10][nH:11][c:12]4[c:13]3[CH2:14][CH2:15][C:16]([CH3:17])([CH3:18])[CH2:19]4)[nH:20][c:21]2[cH:22]1>C.CCO.O=CO.N.[Pd]>[CH3:1][NH:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8](-[c:9]3[n:10][nH:11][c:12]4[c:13]3[CH2:14][CH2:15][C:16]([CH3:17])([CH3:18])[CH2:19]4)[nH:20][c:21]2[cH:22]1\"},\"mapped_reaction_smiles\":\"O=C(OCc1ccccc1)[N:2]([CH3:1])[c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8](-[c:9]3[n:10][nH:11][c:12]4[c:13]3[CH2:14][CH2:15][C:16]([CH3:17])([CH3:18])[CH2:19]4)[nH:20][c:21]2[cH:22]1>C.CCO.O=CO.N.[Pd]>[CH3:1][NH:2][c:3]1[cH:4][cH:5][c:6]2[cH:7][c:8](-[c:9]3[n:10][nH:11][c:12]4[c:13]3[CH2:14][CH2:15][C:16]([CH3:17])([CH3:18])[CH2:19]4)[nH:20][c:21]2[cH:22]1\"}",
"reactionStep": {
"id": "sa_97410cd502e2006b81ed9a77",
"reactionHash": "5570b570a6d5af4c8d53c2d8915a60155f50c573a3b4357fe2f5828f8289cd1b"
},
"children": [
{
"id": "11413",
"routeId": "sa_5423510924dedcb172a368f7",
"moleculeId": "sa_025461836feffe205b35dc88",
"parentId": "11412",
"isLeaf": true,
"molecule": {
"id": "sa_025461836feffe205b35dc88",
"inchikey": "PAIVQVTZXYBNJA-UHFFFAOYSA-N",
"smiles": "CN(C(=O)OCc1ccccc1)c1ccc2cc(-c3n[nH]c4c3CCC(C)(C)C4)[nH]c2c1"
},
"smiles": "CN(C(=O)OCc1ccccc1)c1ccc2cc(-c3n[nH]c4c3CCC(C)(C)C4)[nH]c2c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "11414",
"routeId": "sa_5423510924dedcb172a368f7",
"moleculeId": "sa_64fd8385d111e4ef6df5b100",
"parentId": "11411",
"isLeaf": false,
"molecule": {
"id": "sa_64fd8385d111e4ef6df5b100",
"inchikey": "WEJKUVSYIGOBAR-LURJTMIESA-N",
"smiles": "C[C@@H](C(=O)O)N1CCOCC1"
},
"smiles": "C[C@@H](C(=O)O)N1CCOCC1",
"reactionStepId": "sa_b94d77f04dceb7fd019dd602",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130116240A1;0885;1363834\",\"rsmi\":\"c1ccc(C[O:5][C:3]([C@H:2]([CH3:1])[N:6]2[CH2:7][CH2:8][O:9][CH2:10][CH2:11]2)=[O:4])cc1>C.CO.O.O.[Pd+2]>[CH3:1][C@@H:2]([C:3](=[O:4])[OH:5])[N:6]1[CH2:7][CH2:8][O:9][CH2:10][CH2:11]1\"},\"mapped_reaction_smiles\":\"c1ccc(C[O:5][C:3]([C@H:2]([CH3:1])[N:6]2[CH2:7][CH2:8][O:9][CH2:10][CH2:11]2)=[O:4])cc1>C.CO.O.O.[Pd+2]>[CH3:1][C@@H:2]([C:3](=[O:4])[OH:5])[N:6]1[CH2:7][CH2:8][O:9][CH2:10][CH2:11]1\"}",
"reactionStep": {
"id": "sa_b94d77f04dceb7fd019dd602",
"reactionHash": "4dd41397873ddb550ac7387569788a1ee21832c95910eeaec327220b95062cee"
},
"children": [
{
"id": "11415",
"routeId": "sa_5423510924dedcb172a368f7",
"moleculeId": "sa_98294e5e79a9f95289292b3f",
"parentId": "11414",
"isLeaf": false,
"molecule": {
"id": "sa_98294e5e79a9f95289292b3f",
"inchikey": "MCQNGKPZAIWHQM-LBPRGKRZSA-N",
"smiles": "C[C@@H](C(=O)OCc1ccccc1)N1CCOCC1"
},
"smiles": "C[C@@H](C(=O)OCc1ccccc1)N1CCOCC1",
"reactionStepId": "sa_9ef9be5a201d69b74bf8c759",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20130116240A1;0883;1363833\",\"rsmi\":\"Br[CH2:14][CH2:15][O:16][CH2:17][CH2:18]Br.[CH3:1][C@@H:2]([C:3](=[O:4])[O:5][CH2:6][c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1)[NH2:13]>CCN(CC)CC.CCOC(C)=O.CS(C)=O.Cc1ccc(S(=O)(=O)O)cc1.O>[CH3:1][C@@H:2]([C:3](=[O:4])[O:5][CH2:6][c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1)[N:13]1[CH2:14][CH2:15][O:16][CH2:17][CH2:18]1\"},\"mapped_reaction_smiles\":\"Br[CH2:14][CH2:15][O:16][CH2:17][CH2:18]Br.[CH3:1][C@@H:2]([C:3](=[O:4])[O:5][CH2:6][c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1)[NH2:13]>CCN(CC)CC.CCOC(C)=O.CS(C)=O.Cc1ccc(S(=O)(=O)O)cc1.O>[CH3:1][C@@H:2]([C:3](=[O:4])[O:5][CH2:6][c:7]1[cH:8][cH:9][cH:10][cH:11][cH:12]1)[N:13]1[CH2:14][CH2:15][O:16][CH2:17][CH2:18]1\"}",
"reactionStep": {
"id": "sa_9ef9be5a201d69b74bf8c759",
"reactionHash": "4e28a10bc6aa766f3f963d67e86548263b01d604cf0b198efbb75e454656f6df"
},
"children": [
{
"id": "11416",
"routeId": "sa_5423510924dedcb172a368f7",
"moleculeId": "sa_6774b3d76e2c0302c817ef16",
"parentId": "11415",
"isLeaf": true,
"molecule": {
"id": "sa_6774b3d76e2c0302c817ef16",
"inchikey": "FOZVXADQAHVUSV-UHFFFAOYSA-N",
"smiles": "BrCCOCCBr"
},
"smiles": "BrCCOCCBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "11417",
"routeId": "sa_5423510924dedcb172a368f7",
"moleculeId": "sa_78bbc3de1eed0fce7ddfe81a",
"parentId": "11415",
"isLeaf": true,
"molecule": {
"id": "sa_78bbc3de1eed0fce7ddfe81a",
"inchikey": "YGYLYUIRSJSFJS-QMMMGPOBSA-N",
"smiles": "C[C@H](N)C(=O)OCc1ccccc1"
},
"smiles": "C[C@H](N)C(=O)OCc1ccccc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}