Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
C[C@@H](NCc1ccc(Cl)c(OCC2CCCN(C)C2)c1)c1cccc(Cl)c1
InChiKey
PMLLPQIGACARGX-PYUWXLGESA-N
Route Signature
bd128ac4d861c2bcc3bfab7ffa534c0059b09aa0c89a877733b8f6e26665d117
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_7152e1770fcd59242a2402ef",
"signature": "bd128ac4d861c2bcc3bfab7ffa534c0059b09aa0c89a877733b8f6e26665d117",
"contentHash": "70a8bf7a615d1b40d184b5bb79cb0266e3666b120669eede539a9bb3e4321035",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_db08c9fd4034eb6b1c0d8fa7",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-00637",
"moleculeId": "sa_5e6317f32bc5f822ed29bc3d",
"smiles": "C[C@@H](NCc1ccc(Cl)c(OCC2CCCN(C)C2)c1)c1cccc(Cl)c1",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_5e6317f32bc5f822ed29bc3d",
"inchikey": "PMLLPQIGACARGX-PYUWXLGESA-N",
"smiles": "C[C@@H](NCc1ccc(Cl)c(OCC2CCCN(C)C2)c1)c1cccc(Cl)c1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "4608",
"routeId": "sa_7152e1770fcd59242a2402ef",
"moleculeId": "sa_5e6317f32bc5f822ed29bc3d",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_5e6317f32bc5f822ed29bc3d",
"inchikey": "PMLLPQIGACARGX-PYUWXLGESA-N",
"smiles": "C[C@@H](NCc1ccc(Cl)c(OCC2CCCN(C)C2)c1)c1cccc(Cl)c1"
},
"smiles": "C[C@@H](NCc1ccc(Cl)c(OCC2CCCN(C)C2)c1)c1cccc(Cl)c1",
"reactionStepId": "sa_21c3004cf63931f294b00f8d",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221101A1;0393;609342\",\"rsmi\":\"Cl[CH2:9][CH:10]1[CH2:11][CH2:12][CH2:13][N:14]([CH3:15])[CH2:16]1.[CH3:1][C@@H:2]([NH:3][CH2:4][c:5]1[cH:6][c:7]([OH:8])[c:17]([Cl:18])[cH:19][cH:20]1)[c:21]1[cH:22][c:23]([Cl:24])[cH:25][cH:26][cH:27]1>CC#N.O=C(O)C(F)(F)F.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C@@H:2]([NH:3][CH2:4][c:5]1[cH:6][c:7]([O:8][CH2:9][CH:10]2[CH2:11][CH2:12][CH2:13][N:14]([CH3:15])[CH2:16]2)[c:17]([Cl:18])[cH:19][cH:20]1)[c:21]1[cH:22][c:23]([Cl:24])[cH:25][cH:26][cH:27]1\"},\"mapped_reaction_smiles\":\"Cl[CH2:9][CH:10]1[CH2:11][CH2:12][CH2:13][N:14]([CH3:15])[CH2:16]1.[CH3:1][C@@H:2]([NH:3][CH2:4][c:5]1[cH:6][c:7]([OH:8])[c:17]([Cl:18])[cH:19][cH:20]1)[c:21]1[cH:22][c:23]([Cl:24])[cH:25][cH:26][cH:27]1>CC#N.O=C(O)C(F)(F)F.O=C(O)O.[Cs+].[Cs+]>[CH3:1][C@@H:2]([NH:3][CH2:4][c:5]1[cH:6][c:7]([O:8][CH2:9][CH:10]2[CH2:11][CH2:12][CH2:13][N:14]([CH3:15])[CH2:16]2)[c:17]([Cl:18])[cH:19][cH:20]1)[c:21]1[cH:22][c:23]([Cl:24])[cH:25][cH:26][cH:27]1\"}",
"reactionStep": {
"id": "sa_21c3004cf63931f294b00f8d",
"reactionHash": "cf8f0c5d32819c905312aebf5b370924338500baa29e2d202f037ca04d5d5d3d"
},
"children": [
{
"id": "4609",
"routeId": "sa_7152e1770fcd59242a2402ef",
"moleculeId": "sa_6afabc999a76c1125e44eca9",
"parentId": "4608",
"isLeaf": false,
"molecule": {
"id": "sa_6afabc999a76c1125e44eca9",
"inchikey": "DCQZHOAMZHRGQQ-SNVBAGLBSA-N",
"smiles": "C[C@@H](NCc1ccc(Cl)c(O)c1)c1cccc(Cl)c1"
},
"smiles": "C[C@@H](NCc1ccc(Cl)c(O)c1)c1cccc(Cl)c1",
"reactionStepId": "sa_be850093e78cb2f7dbb8a840",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221101A1;0392;609341\",\"rsmi\":\"CC(C)(C)[Si](C)(C)[O:8][c:7]1[cH:6][c:5]([CH2:4][NH:3][C@H:2]([CH3:1])[c:13]2[cH:14][c:15]([Cl:16])[cH:17][cH:18][cH:19]2)[cH:12][cH:11][c:9]1[Cl:10]>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.F>[CH3:1][C@@H:2]([NH:3][CH2:4][c:5]1[cH:6][c:7]([OH:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[cH:14][c:15]([Cl:16])[cH:17][cH:18][cH:19]1\"},\"mapped_reaction_smiles\":\"CC(C)(C)[Si](C)(C)[O:8][c:7]1[cH:6][c:5]([CH2:4][NH:3][C@H:2]([CH3:1])[c:13]2[cH:14][c:15]([Cl:16])[cH:17][cH:18][cH:19]2)[cH:12][cH:11][c:9]1[Cl:10]>C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.F>[CH3:1][C@@H:2]([NH:3][CH2:4][c:5]1[cH:6][c:7]([OH:8])[c:9]([Cl:10])[cH:11][cH:12]1)[c:13]1[cH:14][c:15]([Cl:16])[cH:17][cH:18][cH:19]1\"}",
"reactionStep": {
"id": "sa_be850093e78cb2f7dbb8a840",
"reactionHash": "526c841d1e5af0e65007518080180798d590e6cce456f0ef81367fc58dce4b65"
},
"children": [
{
"id": "4610",
"routeId": "sa_7152e1770fcd59242a2402ef",
"moleculeId": "sa_aef62381d474d3b13674a3c0",
"parentId": "4609",
"isLeaf": false,
"molecule": {
"id": "sa_aef62381d474d3b13674a3c0",
"inchikey": "DGTXTNUFROWJRW-OAHLLOKOSA-N",
"smiles": "C[C@@H](NCc1ccc(Cl)c(O[Si](C)(C)C(C)(C)C)c1)c1cccc(Cl)c1"
},
"smiles": "C[C@@H](NCc1ccc(Cl)c(O[Si](C)(C)C(C)(C)C)c1)c1cccc(Cl)c1",
"reactionStepId": "sa_4f217ed3026e3aae23fc36ec",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221101A1;0391;609340\",\"rsmi\":\"Br[CH2:4][c:5]1[cH:6][c:7]([O:8][Si:9]([CH3:10])([CH3:11])[C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]([Cl:17])[cH:18][cH:19]1.[CH3:1][C@@H:2]([NH2:3])[c:20]1[cH:21][c:22]([Cl:23])[cH:24][cH:25][cH:26]1>CCOCC.CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][C@@H:2]([NH:3][CH2:4][c:5]1[cH:6][c:7]([O:8][Si:9]([CH3:10])([CH3:11])[C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]([Cl:17])[cH:18][cH:19]1)[c:20]1[cH:21][c:22]([Cl:23])[cH:24][cH:25][cH:26]1\"},\"mapped_reaction_smiles\":\"Br[CH2:4][c:5]1[cH:6][c:7]([O:8][Si:9]([CH3:10])([CH3:11])[C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]([Cl:17])[cH:18][cH:19]1.[CH3:1][C@@H:2]([NH2:3])[c:20]1[cH:21][c:22]([Cl:23])[cH:24][cH:25][cH:26]1>CCOCC.CN(C)C=O.O.O=C(O)O.[K+].[K+]>[CH3:1][C@@H:2]([NH:3][CH2:4][c:5]1[cH:6][c:7]([O:8][Si:9]([CH3:10])([CH3:11])[C:12]([CH3:13])([CH3:14])[CH3:15])[c:16]([Cl:17])[cH:18][cH:19]1)[c:20]1[cH:21][c:22]([Cl:23])[cH:24][cH:25][cH:26]1\"}",
"reactionStep": {
"id": "sa_4f217ed3026e3aae23fc36ec",
"reactionHash": "78386c783785d7c629ec17b943ec9a4cdcd9a093345344be8b7f60cd835e0118"
},
"children": [
{
"id": "4611",
"routeId": "sa_7152e1770fcd59242a2402ef",
"moleculeId": "sa_30160e83941329d6bd647f38",
"parentId": "4610",
"isLeaf": false,
"molecule": {
"id": "sa_30160e83941329d6bd647f38",
"inchikey": "DODZSURBBAXONE-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Oc1cc(CBr)ccc1Cl"
},
"smiles": "CC(C)(C)[Si](C)(C)Oc1cc(CBr)ccc1Cl",
"reactionStepId": "sa_43fe45ad160856d6e87520be",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221101A1;0390;609339\",\"rsmi\":\"O=C1CCC(=O)N1[Br:16].[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[c:10]([Cl:11])[cH:12][cH:13][c:14]([CH3:15])[cH:17]1>ClC(Cl)Cl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[c:10]([Cl:11])[cH:12][cH:13][c:14]([CH2:15][Br:16])[cH:17]1\"},\"mapped_reaction_smiles\":\"O=C1CCC(=O)N1[Br:16].[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[c:10]([Cl:11])[cH:12][cH:13][c:14]([CH3:15])[cH:17]1>ClC(Cl)Cl.O=C(OOC(=O)c1ccccc1)c1ccccc1>[CH3:1][C:2]([CH3:3])([CH3:4])[Si:5]([CH3:6])([CH3:7])[O:8][c:9]1[c:10]([Cl:11])[cH:12][cH:13][c:14]([CH2:15][Br:16])[cH:17]1\"}",
"reactionStep": {
"id": "sa_43fe45ad160856d6e87520be",
"reactionHash": "755bceb7877d7655bb28a9f2b69f5914d4a32549cb82913c899cdae49b377e33"
},
"children": [
{
"id": "4612",
"routeId": "sa_7152e1770fcd59242a2402ef",
"moleculeId": "sa_ccdcf23ac83e7a68bfa4f2e5",
"parentId": "4611",
"isLeaf": true,
"molecule": {
"id": "sa_ccdcf23ac83e7a68bfa4f2e5",
"inchikey": "PCLIMKBDDGJMGD-UHFFFAOYSA-N",
"smiles": "O=C1CCC(=O)N1Br"
},
"smiles": "O=C1CCC(=O)N1Br",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4613",
"routeId": "sa_7152e1770fcd59242a2402ef",
"moleculeId": "sa_3bf4fc5b4d0a685e2ca0cf50",
"parentId": "4611",
"isLeaf": false,
"molecule": {
"id": "sa_3bf4fc5b4d0a685e2ca0cf50",
"inchikey": "WKBFVGPNLRCTCB-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Cl)c(O[Si](C)(C)C(C)(C)C)c1"
},
"smiles": "Cc1ccc(Cl)c(O[Si](C)(C)C(C)(C)C)c1",
"reactionStepId": "sa_f600a8545b0f5bd5dfe5f98b",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20080221101A1;0389;609338\",\"rsmi\":\"Cl[Si:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[CH3:12].[CH3:1][c:2]1[cH:3][c:4]([OH:5])[c:13]([Cl:14])[cH:15][cH:16]1>CCN(CC)CC.CCOCC.CN(C)C=O.CN(C)c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([O:5][Si:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[CH3:12])[c:13]([Cl:14])[cH:15][cH:16]1\"},\"mapped_reaction_smiles\":\"Cl[Si:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[CH3:12].[CH3:1][c:2]1[cH:3][c:4]([OH:5])[c:13]([Cl:14])[cH:15][cH:16]1>CCN(CC)CC.CCOCC.CN(C)C=O.CN(C)c1ccncc1>[CH3:1][c:2]1[cH:3][c:4]([O:5][Si:6]([CH3:7])([CH3:8])[C:9]([CH3:10])([CH3:11])[CH3:12])[c:13]([Cl:14])[cH:15][cH:16]1\"}",
"reactionStep": {
"id": "sa_f600a8545b0f5bd5dfe5f98b",
"reactionHash": "a9cc0ddf4ce33e7837a7a5f2b17b13cbcc0e0805c8cae88e40eab160166109ef"
},
"children": [
{
"id": "4614",
"routeId": "sa_7152e1770fcd59242a2402ef",
"moleculeId": "sa_1785e67b778eb91f7e04c15a",
"parentId": "4613",
"isLeaf": true,
"molecule": {
"id": "sa_1785e67b778eb91f7e04c15a",
"inchikey": "BCNZYOJHNLTNEZ-UHFFFAOYSA-N",
"smiles": "CC(C)(C)[Si](C)(C)Cl"
},
"smiles": "CC(C)(C)[Si](C)(C)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "4615",
"routeId": "sa_7152e1770fcd59242a2402ef",
"moleculeId": "sa_5831878feb11d9dbe1689606",
"parentId": "4613",
"isLeaf": true,
"molecule": {
"id": "sa_5831878feb11d9dbe1689606",
"inchikey": "SMFHPCZZAAMJJO-UHFFFAOYSA-N",
"smiles": "Cc1ccc(Cl)c(O)c1"
},
"smiles": "Cc1ccc(Cl)c(O)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "4616",
"routeId": "sa_7152e1770fcd59242a2402ef",
"moleculeId": "sa_2a52252c0f040231c6bd72eb",
"parentId": "4610",
"isLeaf": true,
"molecule": {
"id": "sa_2a52252c0f040231c6bd72eb",
"inchikey": "DQEYVZASLGNODG-ZCFIWIBFSA-N",
"smiles": "C[C@@H](N)c1cccc(Cl)c1"
},
"smiles": "C[C@@H](N)c1cccc(Cl)c1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
},
{
"id": "4617",
"routeId": "sa_7152e1770fcd59242a2402ef",
"moleculeId": "sa_2cb73b1005ba39355c60842c",
"parentId": "4608",
"isLeaf": true,
"molecule": {
"id": "sa_2cb73b1005ba39355c60842c",
"inchikey": "FFOIFAAVWJZLFE-UHFFFAOYSA-N",
"smiles": "CN1CCCC(CCl)C1"
},
"smiles": "CN1CCCC(CCl)C1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
}