Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CC(C)(C)OC(=O)NC1(C(=O)N[C@@H](Cc2ccc(-c3ccc(F)c(C#N)c3)cc2)C(N)=O)CCOCC1
InChiKey
LWGSUAFGEQODNP-QFIPXVFZSA-N
Route Signature
00d17fc7db80d5f76784f397c7f7d8cda9edd41e370fa9037b2913802fa4e90e
Synthesis route with 4 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_4d1c9dfa3634c5cbe12f422b",
"signature": "00d17fc7db80d5f76784f397c7f7d8cda9edd41e370fa9037b2913802fa4e90e",
"contentHash": "d355ffa49d01de89038b01f804bb09905400dea46a0d8f547a531fabcd55b02d",
"length": 4,
"isConvergent": false
},
"target": {
"id": "sa_7c5d41a2f2d30c53163f7236",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-07841",
"moleculeId": "sa_125c0599e607e5ea56f50531",
"smiles": "CC(C)(C)OC(=O)NC1(C(=O)N[C@@H](Cc2ccc(-c3ccc(F)c(C#N)c3)cc2)C(N)=O)CCOCC1",
"routeLength": 4,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_125c0599e607e5ea56f50531",
"inchikey": "LWGSUAFGEQODNP-QFIPXVFZSA-N",
"smiles": "CC(C)(C)OC(=O)NC1(C(=O)N[C@@H](Cc2ccc(-c3ccc(F)c(C#N)c3)cc2)C(N)=O)CCOCC1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "8455",
"routeId": "sa_4d1c9dfa3634c5cbe12f422b",
"moleculeId": "sa_125c0599e607e5ea56f50531",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_125c0599e607e5ea56f50531",
"inchikey": "LWGSUAFGEQODNP-QFIPXVFZSA-N",
"smiles": "CC(C)(C)OC(=O)NC1(C(=O)N[C@@H](Cc2ccc(-c3ccc(F)c(C#N)c3)cc2)C(N)=O)CCOCC1"
},
"smiles": "CC(C)(C)OC(=O)NC1(C(=O)N[C@@H](Cc2ccc(-c3ccc(F)c(C#N)c3)cc2)C(N)=O)CCOCC1",
"reactionStepId": "sa_8573a461748e5e8923211f54",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120329775A1;0474;1314775\",\"rsmi\":\"I[c:18]1[cH:17][cH:16][c:15]([CH2:14][C@H:13]([NH:12][C:10]([C:9]2([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:33][CH2:34][O:35][CH2:36][CH2:37]2)=[O:11])[C:30]([NH2:31])=[O:32])[cH:29][cH:28]1.OB(O)[c:19]1[cH:20][c:21]([C:22]#[N:23])[c:24]([F:25])[cH:26][cH:27]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C:9]1([C:10](=[O:11])[NH:12][C@@H:13]([CH2:14][c:15]2[cH:16][cH:17][c:18](-[c:19]3[cH:20][c:21]([C:22]#[N:23])[c:24]([F:25])[cH:26][cH:27]3)[cH:28][cH:29]2)[C:30]([NH2:31])=[O:32])[CH2:33][CH2:34][O:35][CH2:36][CH2:37]1\"},\"mapped_reaction_smiles\":\"I[c:18]1[cH:17][cH:16][c:15]([CH2:14][C@H:13]([NH:12][C:10]([C:9]2([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:33][CH2:34][O:35][CH2:36][CH2:37]2)=[O:11])[C:30]([NH2:31])=[O:32])[cH:29][cH:28]1.OB(O)[c:19]1[cH:20][c:21]([C:22]#[N:23])[c:24]([F:25])[cH:26][cH:27]1>CC#N.O=C(O)O.[K+].[K+]>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C:9]1([C:10](=[O:11])[NH:12][C@@H:13]([CH2:14][c:15]2[cH:16][cH:17][c:18](-[c:19]3[cH:20][c:21]([C:22]#[N:23])[c:24]([F:25])[cH:26][cH:27]3)[cH:28][cH:29]2)[C:30]([NH2:31])=[O:32])[CH2:33][CH2:34][O:35][CH2:36][CH2:37]1\"}",
"reactionStep": {
"id": "sa_8573a461748e5e8923211f54",
"reactionHash": "5d0503e922b824578e9d7401b6eada84e03c0c2ccc38e774147ef11a68be4ad5"
},
"children": [
{
"id": "8456",
"routeId": "sa_4d1c9dfa3634c5cbe12f422b",
"moleculeId": "sa_003aaac270ce0d23213e8837",
"parentId": "8455",
"isLeaf": false,
"molecule": {
"id": "sa_003aaac270ce0d23213e8837",
"inchikey": "GHNNPRUUZNXUGI-HNNXBMFYSA-N",
"smiles": "CC(C)(C)OC(=O)NC1(C(=O)N[C@@H](Cc2ccc(I)cc2)C(N)=O)CCOCC1"
},
"smiles": "CC(C)(C)OC(=O)NC1(C(=O)N[C@@H](Cc2ccc(I)cc2)C(N)=O)CCOCC1",
"reactionStepId": "sa_146b1254da96e5fbc7c4f647",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120329775A1;0237;1314721\",\"rsmi\":\"O[C:10]([C:9]1([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:25][CH2:26][O:27][CH2:28][CH2:29]1)=[O:11].[NH2:12][C@@H:13]([CH2:14][c:15]1[cH:16][cH:17][c:18]([I:19])[cH:20][cH:21]1)[C:22]([NH2:23])=[O:24]>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[B-](F)(F)F>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C:9]1([C:10](=[O:11])[NH:12][C@@H:13]([CH2:14][c:15]2[cH:16][cH:17][c:18]([I:19])[cH:20][cH:21]2)[C:22]([NH2:23])=[O:24])[CH2:25][CH2:26][O:27][CH2:28][CH2:29]1\"},\"mapped_reaction_smiles\":\"O[C:10]([C:9]1([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:25][CH2:26][O:27][CH2:28][CH2:29]1)=[O:11].[NH2:12][C@@H:13]([CH2:14][c:15]1[cH:16][cH:17][c:18]([I:19])[cH:20][cH:21]1)[C:22]([NH2:23])=[O:24]>CCN(C(C)C)C(C)C.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[B-](F)(F)F>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C:9]1([C:10](=[O:11])[NH:12][C@@H:13]([CH2:14][c:15]2[cH:16][cH:17][c:18]([I:19])[cH:20][cH:21]2)[C:22]([NH2:23])=[O:24])[CH2:25][CH2:26][O:27][CH2:28][CH2:29]1\"}",
"reactionStep": {
"id": "sa_146b1254da96e5fbc7c4f647",
"reactionHash": "c8ad34b4ec1ea8c88d78d9a99d2ef3f8c08181c5d019e73072f5e8dc553ae2f2"
},
"children": [
{
"id": "8457",
"routeId": "sa_4d1c9dfa3634c5cbe12f422b",
"moleculeId": "sa_703716157a64692ba1482f3e",
"parentId": "8456",
"isLeaf": false,
"molecule": {
"id": "sa_703716157a64692ba1482f3e",
"inchikey": "AQQGIRLSOBZONA-QMMMGPOBSA-N",
"smiles": "NC(=O)[C@@H](N)Cc1ccc(I)cc1"
},
"smiles": "NC(=O)[C@@H](N)Cc1ccc(I)cc1",
"reactionStepId": "sa_4dd38a695d2fcd158d90f7fd",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120329775A1;0233;1314720\",\"rsmi\":\"CC(C)(C)OC(=O)[NH:5][C@H:4]([C:2]([NH2:1])=[O:3])[CH2:6][c:7]1[cH:8][cH:9][c:10]([I:11])[cH:12][cH:13]1>ClCCl.O=C(O)C(F)(F)F>[NH2:1][C:2](=[O:3])[C@@H:4]([NH2:5])[CH2:6][c:7]1[cH:8][cH:9][c:10]([I:11])[cH:12][cH:13]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)OC(=O)[NH:5][C@H:4]([C:2]([NH2:1])=[O:3])[CH2:6][c:7]1[cH:8][cH:9][c:10]([I:11])[cH:12][cH:13]1>ClCCl.O=C(O)C(F)(F)F>[NH2:1][C:2](=[O:3])[C@@H:4]([NH2:5])[CH2:6][c:7]1[cH:8][cH:9][c:10]([I:11])[cH:12][cH:13]1\"}",
"reactionStep": {
"id": "sa_4dd38a695d2fcd158d90f7fd",
"reactionHash": "9646b178d7b648221353662d7f59dbd0c01c21835841a09efa5c17e1456935e0"
},
"children": [
{
"id": "8458",
"routeId": "sa_4d1c9dfa3634c5cbe12f422b",
"moleculeId": "sa_7f350cddf4590791a186a1f4",
"parentId": "8457",
"isLeaf": false,
"molecule": {
"id": "sa_7f350cddf4590791a186a1f4",
"inchikey": "FGLIDWYLHHPLPF-NSHDSACASA-N",
"smiles": "CC(C)(C)OC(=O)N[C@@H](Cc1ccc(I)cc1)C(N)=O"
},
"smiles": "CC(C)(C)OC(=O)N[C@@H](Cc1ccc(I)cc1)C(N)=O",
"reactionStepId": "sa_7f6dc72a9d97d2d738309ae5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20120329775A1;0230;1314719\",\"rsmi\":\"O[C:18]([C@@H:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:10][c:11]1[cH:12][cH:13][c:14]([I:15])[cH:16][cH:17]1)=[O:20].[NH3:19]>CCN1CCOCC1.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[B-](F)(F)F.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@@H:9]([CH2:10][c:11]1[cH:12][cH:13][c:14]([I:15])[cH:16][cH:17]1)[C:18]([NH2:19])=[O:20]\"},\"mapped_reaction_smiles\":\"O[C:18]([C@@H:9]([NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7])[CH2:10][c:11]1[cH:12][cH:13][c:14]([I:15])[cH:16][cH:17]1)=[O:20].[NH3:19]>CCN1CCOCC1.CN(C)C(On1nnc2ccccc21)=[N+](C)C.CN(C)C=O.F[B-](F)(F)F.O>[CH3:1][C:2]([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[NH:8][C@@H:9]([CH2:10][c:11]1[cH:12][cH:13][c:14]([I:15])[cH:16][cH:17]1)[C:18]([NH2:19])=[O:20]\"}",
"reactionStep": {
"id": "sa_7f6dc72a9d97d2d738309ae5",
"reactionHash": "58a1f06fd9a377be43b46e62f37ad5878de0c4657486af4ffcdd0e583e01bfda"
},
"children": [
{
"id": "8459",
"routeId": "sa_4d1c9dfa3634c5cbe12f422b",
"moleculeId": "sa_7e5b2acdd2ea8e0692a23ac3",
"parentId": "8458",
"isLeaf": true,
"molecule": {
"id": "sa_7e5b2acdd2ea8e0692a23ac3",
"inchikey": "JZLZDBGQWRBTHN-NSHDSACASA-N",
"smiles": "CC(C)(C)OC(=O)N[C@@H](Cc1ccc(I)cc1)C(=O)O"
},
"smiles": "CC(C)(C)OC(=O)N[C@@H](Cc1ccc(I)cc1)C(=O)O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "8460",
"routeId": "sa_4d1c9dfa3634c5cbe12f422b",
"moleculeId": "sa_c9679fdd876f32f86b77fb69",
"parentId": "8458",
"isLeaf": true,
"molecule": {
"id": "sa_c9679fdd876f32f86b77fb69",
"inchikey": "QGZKDVFQNNGYKY-UHFFFAOYSA-N",
"smiles": "N"
},
"smiles": "N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "8461",
"routeId": "sa_4d1c9dfa3634c5cbe12f422b",
"moleculeId": "sa_25ae57131d4b29d922799be2",
"parentId": "8456",
"isLeaf": true,
"molecule": {
"id": "sa_25ae57131d4b29d922799be2",
"inchikey": "SPPDKPRJPFTBEV-UHFFFAOYSA-N",
"smiles": "CC(C)(C)OC(O)=NC1(C(=O)O)CCOCC1"
},
"smiles": "CC(C)(C)OC(=O)NC1(C(=O)O)CCOCC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "8462",
"routeId": "sa_4d1c9dfa3634c5cbe12f422b",
"moleculeId": "sa_c4433c51974bcc3988b820c8",
"parentId": "8455",
"isLeaf": true,
"molecule": {
"id": "sa_c4433c51974bcc3988b820c8",
"inchikey": "OLKIYJDSLMKNLC-UHFFFAOYSA-N",
"smiles": "N#Cc1cc(B(O)O)ccc1F"
},
"smiles": "N#Cc1cc(B(O)O)ccc1F",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}