Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
CCN1CCN(c2ccc(N3C[C@H](CN=[N+]=[N-])OC3=O)cc2F)CC1=O
InChiKey
GCTCRGASVUQZAI-LBPRGKRZSA-N
Route Content Hash
f2c7c7490cddc34eeac55da86bfe77d611c875468707ec973d53cf3e1ed31037
Route Signature
7032ee2fd3b063a52da76e05138ba072a184b913f262f65267b52bac4e56629a
Synthesis route with 6 steps
Scroll to zoom. Drag to pan. Nodes marked in green are in stock.
Route tree structure (JSON format)
{
"route": {
"id": "cmisc0ar8039h7qddaf8monmn",
"signature": "7032ee2fd3b063a52da76e05138ba072a184b913f262f65267b52bac4e56629a",
"contentHash": "f2c7c7490cddc34eeac55da86bfe77d611c875468707ec973d53cf3e1ed31037",
"length": 6,
"isConvergent": false
},
"target": {
"id": "cmisc0ar7039g7qddd7hryvqm",
"benchmarkSetId": "cmisc09u000007qddhq6eczgb",
"targetId": "n5-01173",
"moleculeId": "mo4bkkz9qd9b414p4bvgj9nj",
"routeLength": 6,
"isConvergent": false,
"metadata": "{}",
"molecule": {
"id": "mo4bkkz9qd9b414p4bvgj9nj",
"inchikey": "GCTCRGASVUQZAI-LBPRGKRZSA-N",
"smiles": "CCN1CCN(c2ccc(N3C[C@H](CN=[N+]=[N-])OC3=O)cc2F)CC1=O"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "cmisc0ar8039i7qddevkmkn12",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "mo4bkkz9qd9b414p4bvgj9nj",
"parentId": null,
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06069145;;473947\",\"rsmi\":\"CS(=O)(=O)O[CH2:15][C@H:14]1[CH2:13][N:12]([c:11]2[cH:10][c:8]([F:9])[c:7]([N:6]3[CH2:5][CH2:4][N:3]([CH2:2][CH3:1])[C:25](=[O:26])[CH2:24]3)[cH:23][cH:22]2)[C:20](=[O:21])[O:19]1.[N-:16]=[N+:17]=[N-:18]>CN(C)C=O.[Na+]>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([c:7]2[c:8]([F:9])[cH:10][c:11]([N:12]3[CH2:13][C@H:14]([CH2:15][N:16]=[N+:17]=[N-:18])[O:19][C:20]3=[O:21])[cH:22][cH:23]2)[CH2:24][C:25]1=[O:26]\"}",
"molecule": {
"id": "mo4bkkz9qd9b414p4bvgj9nj",
"inchikey": "GCTCRGASVUQZAI-LBPRGKRZSA-N",
"smiles": "CCN1CCN(c2ccc(N3C[C@H](CN=[N+]=[N-])OC3=O)cc2F)CC1=O"
},
"children": [
{
"id": "cmisc0ar9039j7qddefixrh6s",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "nm5pih7s1mclgca0snn469n1",
"parentId": "cmisc0ar8039i7qddevkmkn12",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06069145;;473946\",\"rsmi\":\"Cl[S:17]([CH3:18])(=[O:19])=[O:20].[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([c:7]2[c:8]([F:9])[cH:10][c:11]([N:12]3[CH2:13][C@H:14]([CH2:15][OH:16])[O:21][C:22]3=[O:23])[cH:24][cH:25]2)[CH2:26][C:27]1=[O:28]>CCN(CC)CC.c1ccncc1>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([c:7]2[c:8]([F:9])[cH:10][c:11]([N:12]3[CH2:13][C@H:14]([CH2:15][O:16][S:17]([CH3:18])(=[O:19])=[O:20])[O:21][C:22]3=[O:23])[cH:24][cH:25]2)[CH2:26][C:27]1=[O:28]\"}",
"molecule": {
"id": "nm5pih7s1mclgca0snn469n1",
"inchikey": "FBOBVEHZXVRRGZ-CYBMUJFWSA-N",
"smiles": "CCN1CCN(c2ccc(N3C[C@H](COS(C)(=O)=O)OC3=O)cc2F)CC1=O"
},
"children": [
{
"id": "cmisc0ar9039l7qdd5y675f4p",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "j5sjj5h4vdy6nft6sdntjped",
"parentId": "cmisc0ar9039j7qddefixrh6s",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06069145;;473945\",\"rsmi\":\"CCCC(=O)[O:16][CH2:15][C@H:14]1[CH2:13][O:17]1.c1ccc(CO[C:18]([NH:12][c:11]2[cH:10][c:8]([F:9])[c:7]([N:6]3[CH2:5][CH2:4][N:3]([CH2:2][CH3:1])[C:23](=[O:24])[CH2:22]3)[cH:21][cH:20]2)=[O:19])cc1>C1CCOC1.CCOC(C)=O.CN1CCCN(C)C1=O.O=C(O)O.[Li]CCCC.[Na+]>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([c:7]2[c:8]([F:9])[cH:10][c:11]([N:12]3[CH2:13][C@H:14]([CH2:15][OH:16])[O:17][C:18]3=[O:19])[cH:20][cH:21]2)[CH2:22][C:23]1=[O:24]\"}",
"molecule": {
"id": "j5sjj5h4vdy6nft6sdntjped",
"inchikey": "XLPHNFVKPCDTQP-GFCCVEGCSA-N",
"smiles": "CCN1CCN(c2ccc(N3C[C@H](CO)OC3=O)cc2F)CC1=O"
},
"children": [
{
"id": "cmisc0ar9039n7qddj46lxyfk",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "mbtf35jwc0d6m888iscwl7mb",
"parentId": "cmisc0ar9039l7qdd5y675f4p",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "mbtf35jwc0d6m888iscwl7mb",
"inchikey": "YLNSNVGRSIOCEU-ZCFIWIBFSA-N",
"smiles": "CCCC(=O)OC[C@H]1CO1"
},
"children": []
},
{
"id": "cmisc0ar9039o7qddj7d3kcoa",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "flpg3wttw5xn12e17b4ccyh3",
"parentId": "cmisc0ar9039l7qdd5y675f4p",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06069145;;473944\",\"rsmi\":\"Cl[C:13](=[O:14])[O:15][CH2:16][c:17]1[cH:18][cH:19][cH:20][cH:21][cH:22]1.[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([c:7]2[c:8]([F:9])[cH:10][c:11]([NH2:12])[cH:23][cH:24]2)[CH2:25][C:26]1=[O:27]>ClCCl.c1ccncc1>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([c:7]2[c:8]([F:9])[cH:10][c:11]([NH:12][C:13](=[O:14])[O:15][CH2:16][c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24]2)[CH2:25][C:26]1=[O:27]\"}",
"molecule": {
"id": "flpg3wttw5xn12e17b4ccyh3",
"inchikey": "XFXCWCRXLFPXER-UHFFFAOYSA-N",
"smiles": "CCN1CCN(c2ccc(NC(=O)OCc3ccccc3)cc2F)CC1=O"
},
"children": [
{
"id": "cmisc0ar9039p7qddir1qzrsq",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "n3w89e2v509odxstblwg1qx6",
"parentId": "cmisc0ar9039o7qddj7d3kcoa",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06069145;;473943\",\"rsmi\":\"O=[N+:12]([O-])[c:11]1[cH:10][c:8]([F:9])[c:7]([N:6]2[CH2:5][CH2:4][N:3]([CH2:2][CH3:1])[C:16](=[O:17])[CH2:15]2)[cH:14][cH:13]1>CCOC(C)=O>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([c:7]2[c:8]([F:9])[cH:10][c:11]([NH2:12])[cH:13][cH:14]2)[CH2:15][C:16]1=[O:17]\"}",
"molecule": {
"id": "n3w89e2v509odxstblwg1qx6",
"inchikey": "HKAIXRUJFOVZJS-UHFFFAOYSA-N",
"smiles": "CCN1CCN(c2ccc(N)cc2F)CC1=O"
},
"children": [
{
"id": "cmisc0ara039r7qddv8a7dydl",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "d0k74rllxx6r8dtkp76jaedt",
"parentId": "cmisc0ar9039p7qddir1qzrsq",
"isLeaf": false,
"reactionHash": null,
"template": null,
"metadata": "{\"ID\":\"US06069145;;473942\",\"rsmi\":\"F[c:7]1[c:8]([F:9])[cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16]1.[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][NH:6][CH2:17][C:18]1=[O:19]>CC#N.CCN(C(C)C)C(C)C.CCN(C(C)C)C(C)C.O=C(O)C(F)(F)F>[CH3:1][CH2:2][N:3]1[CH2:4][CH2:5][N:6]([c:7]2[c:8]([F:9])[cH:10][c:11]([N+:12](=[O:13])[O-:14])[cH:15][cH:16]2)[CH2:17][C:18]1=[O:19]\"}",
"molecule": {
"id": "d0k74rllxx6r8dtkp76jaedt",
"inchikey": "VJWOSQXOBFXTRW-UHFFFAOYSA-N",
"smiles": "CCN1CCN(c2ccc([N+](=O)[O-])cc2F)CC1=O"
},
"children": [
{
"id": "cmisc0ara039s7qddkxmpxppx",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "kom97jag0a6tvglf56780zy7",
"parentId": "cmisc0ara039r7qddv8a7dydl",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "kom97jag0a6tvglf56780zy7",
"inchikey": "SCGAVZGSIVHGPP-UHFFFAOYSA-N",
"smiles": "CCN1CCNCC1=O"
},
"children": []
},
{
"id": "cmisc0ara039t7qdd0v6mlgvl",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "cq6jntijn7fadfadmoq2dlka",
"parentId": "cmisc0ara039r7qddv8a7dydl",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "cq6jntijn7fadfadmoq2dlka",
"inchikey": "RUBQQRMAWLSCCJ-UHFFFAOYSA-N",
"smiles": "O=[N+]([O-])c1ccc(F)c(F)c1"
},
"children": []
}
]
}
]
},
{
"id": "cmisc0ar9039q7qddmm4zuh03",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "ajpye5etjcbvu8nzkwwrcytx",
"parentId": "cmisc0ar9039o7qddj7d3kcoa",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "ajpye5etjcbvu8nzkwwrcytx",
"inchikey": "HSDAJNMJOMSNEV-UHFFFAOYSA-N",
"smiles": "O=C(Cl)OCc1ccccc1"
},
"children": []
}
]
}
]
},
{
"id": "cmisc0ar9039m7qddfn9ivfad",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "c4pcpmqw6bjh3g6q0hshj5f3",
"parentId": "cmisc0ar9039j7qddefixrh6s",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "c4pcpmqw6bjh3g6q0hshj5f3",
"inchikey": "QARBMVPHQWIHKH-UHFFFAOYSA-N",
"smiles": "CS(=O)(=O)Cl"
},
"children": []
}
]
},
{
"id": "cmisc0ar9039k7qddi334hzqu",
"routeId": "cmisc0ar8039h7qddaf8monmn",
"moleculeId": "jzkrejctql8ug4a37xh36bie",
"parentId": "cmisc0ar8039i7qddevkmkn12",
"isLeaf": true,
"reactionHash": null,
"template": null,
"metadata": null,
"molecule": {
"id": "jzkrejctql8ug4a37xh36bie",
"inchikey": "IVRMZWNICZWHMI-UHFFFAOYSA-N",
"smiles": "[N]N=[N-]"
},
"children": []
}
]
}
}