Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CN(C(=O)OC(C)(C)C)[C@H]1CCCN(c2ccc(C(F)(F)F)cc2NC(=O)c2cc(I)ccc2F)C1
InChiKey
JRBSXAWPYJNUTL-KRWDZBQOSA-N
Route Signature
bd563dc41b468e00bc73c5e429256839f0e2ce1c0a58147a561e37d290a0c543
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_b57cb25144fa3c1a5ef6813c",
"signature": "bd563dc41b468e00bc73c5e429256839f0e2ce1c0a58147a561e37d290a0c543",
"contentHash": "9e46c811e1f45b8e04f6c02016b9cea84143b69ec86e16b2e840ce8d6db82b38",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_93125b9d62e37a3d0517885a",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-05992",
"moleculeId": "sa_64319a772b6a797ee6f0ba13",
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CCCN(c2ccc(C(F)(F)F)cc2NC(=O)c2cc(I)ccc2F)C1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_64319a772b6a797ee6f0ba13",
"inchikey": "JRBSXAWPYJNUTL-KRWDZBQOSA-N",
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CCCN(c2ccc(C(F)(F)F)cc2NC(=O)c2cc(I)ccc2F)C1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "7891",
"routeId": "sa_b57cb25144fa3c1a5ef6813c",
"moleculeId": "sa_64319a772b6a797ee6f0ba13",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_64319a772b6a797ee6f0ba13",
"inchikey": "JRBSXAWPYJNUTL-KRWDZBQOSA-N",
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CCCN(c2ccc(C(F)(F)F)cc2NC(=O)c2cc(I)ccc2F)C1"
},
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CCCN(c2ccc(C(F)(F)F)cc2NC(=O)c2cc(I)ccc2F)C1",
"reactionStepId": "sa_a4369ee9a734ee408dcd780c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060217380A1;0418;391055\",\"rsmi\":\"Cl[C:18](=[O:19])[c:20]1[c:21]([F:22])[cH:23][cH:24][c:25]([I:26])[cH:27]1.[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][CH2:13][N:14]([c:15]2[c:16]([NH2:17])[cH:28][c:29]([C:30]([F:31])([F:32])[F:33])[cH:34][cH:35]2)[CH2:36]1>CCN(CC)CC.CCOC(C)=O.ClCCl>[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][CH2:13][N:14]([c:15]2[c:16]([NH:17][C:18](=[O:19])[c:20]3[c:21]([F:22])[cH:23][cH:24][c:25]([I:26])[cH:27]3)[cH:28][c:29]([C:30]([F:31])([F:32])[F:33])[cH:34][cH:35]2)[CH2:36]1\"},\"mapped_reaction_smiles\":\"Cl[C:18](=[O:19])[c:20]1[c:21]([F:22])[cH:23][cH:24][c:25]([I:26])[cH:27]1.[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][CH2:13][N:14]([c:15]2[c:16]([NH2:17])[cH:28][c:29]([C:30]([F:31])([F:32])[F:33])[cH:34][cH:35]2)[CH2:36]1>CCN(CC)CC.CCOC(C)=O.ClCCl>[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][CH2:13][N:14]([c:15]2[c:16]([NH:17][C:18](=[O:19])[c:20]3[c:21]([F:22])[cH:23][cH:24][c:25]([I:26])[cH:27]3)[cH:28][c:29]([C:30]([F:31])([F:32])[F:33])[cH:34][cH:35]2)[CH2:36]1\"}",
"reactionStep": {
"id": "sa_a4369ee9a734ee408dcd780c",
"reactionHash": "608cbcf8b76e329ae84efef91952bf30b3349882e025db3e4f62e86f83d28bdc"
},
"children": [
{
"id": "7892",
"routeId": "sa_b57cb25144fa3c1a5ef6813c",
"moleculeId": "sa_b4cb966130a8fbb1051aa1dc",
"parentId": "7891",
"isLeaf": true,
"molecule": {
"id": "sa_b4cb966130a8fbb1051aa1dc",
"inchikey": "CEMYZMDITJKYDA-UHFFFAOYSA-N",
"smiles": "O=C(Cl)c1cc(I)ccc1F"
},
"smiles": "O=C(Cl)c1cc(I)ccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7893",
"routeId": "sa_b57cb25144fa3c1a5ef6813c",
"moleculeId": "sa_da08005cf1acbc813df8491b",
"parentId": "7891",
"isLeaf": false,
"molecule": {
"id": "sa_da08005cf1acbc813df8491b",
"inchikey": "OPXLBHGBBYFNLW-ZDUSSCGKSA-N",
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CCCN(c2ccc(C(F)(F)F)cc2N)C1"
},
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CCCN(c2ccc(C(F)(F)F)cc2N)C1",
"reactionStepId": "sa_910c5fc5be610f5c159d4d2a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060217380A1;0417;391054\",\"rsmi\":\"O=[N+:17]([O-])[c:16]1[c:15]([N:14]2[CH2:13][CH2:12][CH2:11][C@H:10]([N:2]([CH3:1])[C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[CH2:26]2)[cH:25][cH:24][c:19]([C:20]([F:21])([F:22])[F:23])[cH:18]1>CO.[Pd]>[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][CH2:13][N:14]([c:15]2[c:16]([NH2:17])[cH:18][c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25]2)[CH2:26]1\"},\"mapped_reaction_smiles\":\"O=[N+:17]([O-])[c:16]1[c:15]([N:14]2[CH2:13][CH2:12][CH2:11][C@H:10]([N:2]([CH3:1])[C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[CH2:26]2)[cH:25][cH:24][c:19]([C:20]([F:21])([F:22])[F:23])[cH:18]1>CO.[Pd]>[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][CH2:13][N:14]([c:15]2[c:16]([NH2:17])[cH:18][c:19]([C:20]([F:21])([F:22])[F:23])[cH:24][cH:25]2)[CH2:26]1\"}",
"reactionStep": {
"id": "sa_910c5fc5be610f5c159d4d2a",
"reactionHash": "9879a5cb78ce452e9ffbd947f237d577f69c890fdf72347cd1af353a133aff36"
},
"children": [
{
"id": "7894",
"routeId": "sa_b57cb25144fa3c1a5ef6813c",
"moleculeId": "sa_cb90ce1047f9fa40d3039999",
"parentId": "7893",
"isLeaf": false,
"molecule": {
"id": "sa_cb90ce1047f9fa40d3039999",
"inchikey": "RBBCKQNXUVVAGH-ZDUSSCGKSA-N",
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CCCN(c2ccc(C(F)(F)F)cc2[N+](=O)[O-])C1"
},
"smiles": "CN(C(=O)OC(C)(C)C)[C@H]1CCCN(c2ccc(C(F)(F)F)cc2[N+](=O)[O-])C1",
"reactionStepId": "sa_1e474e248f75148a5ef6c43a",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060217380A1;0416;391053\",\"rsmi\":\"I[CH3:1].[NH:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][CH2:13][N:14]([c:15]2[c:16]([N+:17](=[O:18])[O-:19])[cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]2)[CH2:28]1>CCOCC.CN(C)C=O.O.[HH].[Na+]>[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][CH2:13][N:14]([c:15]2[c:16]([N+:17](=[O:18])[O-:19])[cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]2)[CH2:28]1\"},\"mapped_reaction_smiles\":\"I[CH3:1].[NH:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][CH2:13][N:14]([c:15]2[c:16]([N+:17](=[O:18])[O-:19])[cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]2)[CH2:28]1>CCOCC.CN(C)C=O.O.[HH].[Na+]>[CH3:1][N:2]([C:3](=[O:4])[O:5][C:6]([CH3:7])([CH3:8])[CH3:9])[C@H:10]1[CH2:11][CH2:12][CH2:13][N:14]([c:15]2[c:16]([N+:17](=[O:18])[O-:19])[cH:20][c:21]([C:22]([F:23])([F:24])[F:25])[cH:26][cH:27]2)[CH2:28]1\"}",
"reactionStep": {
"id": "sa_1e474e248f75148a5ef6c43a",
"reactionHash": "344eb59818a951ba6211b41ffc9b40abd744855ea476447bd02a11f288542cda"
},
"children": [
{
"id": "7895",
"routeId": "sa_b57cb25144fa3c1a5ef6813c",
"moleculeId": "sa_82fdccf7d1cc329c9db73f21",
"parentId": "7894",
"isLeaf": true,
"molecule": {
"id": "sa_82fdccf7d1cc329c9db73f21",
"inchikey": "INQOMBQAUSQDDS-UHFFFAOYSA-N",
"smiles": "CI"
},
"smiles": "CI",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "7896",
"routeId": "sa_b57cb25144fa3c1a5ef6813c",
"moleculeId": "sa_02fc8b700e121a8acc32d0a9",
"parentId": "7894",
"isLeaf": false,
"molecule": {
"id": "sa_02fc8b700e121a8acc32d0a9",
"inchikey": "WYUBVUUGIYERJI-LBPRGKRZSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H]1CCCN(c2ccc(C(F)(F)F)cc2[N+](=O)[O-])C1"
},
"smiles": "CC(C)(C)OC(=O)N[C@H]1CCCN(c2ccc(C(F)(F)F)cc2[N+](=O)[O-])C1",
"reactionStepId": "sa_a3829076ded9f49f9c87efa9",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20060217380A1;0611;391124\",\"rsmi\":\"F[c:14]1[c:15]([N+:16](=[O:17])[O-:18])[cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][CH2:12][NH:13][CH2:27]1>C1CCOC1.O.O=C(O)O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][CH2:12][N:13]([c:14]2[c:15]([N+:16](=[O:17])[O-:18])[cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]2)[CH2:27]1\"},\"mapped_reaction_smiles\":\"F[c:14]1[c:15]([N+:16](=[O:17])[O-:18])[cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]1.[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][CH2:12][NH:13][CH2:27]1>C1CCOC1.O.O=C(O)O.[Na+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][CH2:12][N:13]([c:14]2[c:15]([N+:16](=[O:17])[O-:18])[cH:19][c:20]([C:21]([F:22])([F:23])[F:24])[cH:25][cH:26]2)[CH2:27]1\"}",
"reactionStep": {
"id": "sa_a3829076ded9f49f9c87efa9",
"reactionHash": "b14b43b5336e5d1fd92d7de5005990a6acc186d29956b8dfbbaea3ac446c5cde"
},
"children": [
{
"id": "7897",
"routeId": "sa_b57cb25144fa3c1a5ef6813c",
"moleculeId": "sa_0f2237549fc805c856bc6f96",
"parentId": "7896",
"isLeaf": true,
"molecule": {
"id": "sa_0f2237549fc805c856bc6f96",
"inchikey": "HLDFCCHSOZWKAA-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1cc(C(F)(F)F)ccc1F"
},
"smiles": "O=[N+]([O-])c1cc(C(F)(F)F)ccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
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"children": []
},
{
"id": "7898",
"routeId": "sa_b57cb25144fa3c1a5ef6813c",
"moleculeId": "sa_6f632990d444405654ae8ab4",
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"molecule": {
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"inchikey": "WUOQXNWMYLFAHT-QMMMGPOBSA-N",
"smiles": "CC(C)(C)OC(=O)N[C@H]1CCCNC1"
},
"smiles": "CC(C)(C)OC(=O)N[C@H]1CCCNC1",
"reactionStepId": null,
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"metadata": null,
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"children": []
}
]
}
]
}
]
}
]
}
}