Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
N#Cc1cn(-c2c[nH]n(-c3cc(N4CCCOCC4)ncn3)c2=O)nn1
InChiKey
SZLSFIQMZZXOJE-UHFFFAOYSA-N
Route Signature
ade2a308a3dd081b44a11bffa52251e92bc1fcb5f993b42703045470603fe60a
Synthesis route with 3 steps (convergent)
Route tree structure (JSON format)
{
"route": {
"id": "sa_cf3990b56942c97eccc73c1a",
"signature": "ade2a308a3dd081b44a11bffa52251e92bc1fcb5f993b42703045470603fe60a",
"contentHash": "a25aee1e44b93545548a4da0e44deb6c25fc517d90e79d33d25731b0d4a9f192",
"length": 3,
"isConvergent": true
},
"target": {
"id": "sa_a2576eecb25138989e414469",
"benchmarkSetId": "3895c2909c53593560c5ba610abc7e6df80513dfd8624165c560451735097d36",
"targetId": "n5-01599",
"moleculeId": "sa_4af84c1fca84ab9fe304bfa4",
"smiles": "N#Cc1cn(-c2c[nH]n(-c3cc(N4CCCOCC4)ncn3)c2=O)nn1",
"routeLength": 3,
"isConvergent": true,
"metadata": null,
"molecule": {
"id": "sa_4af84c1fca84ab9fe304bfa4",
"inchikey": "SZLSFIQMZZXOJE-UHFFFAOYSA-N",
"smiles": "N#Cc1cn(-c2c[nH]n(-c3cc(N4CCCOCC4)ncn3)c2=O)nn1"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "10319",
"routeId": "sa_cf3990b56942c97eccc73c1a",
"moleculeId": "sa_4af84c1fca84ab9fe304bfa4",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_4af84c1fca84ab9fe304bfa4",
"inchikey": "SZLSFIQMZZXOJE-UHFFFAOYSA-N",
"smiles": "N#Cc1cn(-c2c[nH]n(-c3cc(N4CCCOCC4)ncn3)c2=O)nn1"
},
"smiles": "N#Cc1cn(-c2c[nH]n(-c3cc(N4CCCOCC4)ncn3)c2=O)nn1",
"reactionStepId": "sa_bfdf1b99d0863b917799372c",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140038938A1;0390;1482181\",\"rsmi\":\"CCO[C:23]([C:6]([n:5]1[cH:4][c:3]([C:2]#[N:1])[n:26][n:25]1)=[CH:7]N(C)C)=[O:24].[NH2:8][NH:9][c:10]1[n:11][cH:12][n:13][c:14]([N:15]2[CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21]2)[cH:22]1>O.O=C(O)C(F)(F)F>[N:1]#[C:2][c:3]1[cH:4][n:5](-[c:6]2[cH:7][nH:8][n:9](-[c:10]3[n:11][cH:12][n:13][c:14]([N:15]4[CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21]4)[cH:22]3)[c:23]2=[O:24])[n:25][n:26]1\"},\"mapped_reaction_smiles\":\"CCO[C:23]([C:6]([n:5]1[cH:4][c:3]([C:2]#[N:1])[n:26][n:25]1)=[CH:7]N(C)C)=[O:24].[NH2:8][NH:9][c:10]1[n:11][cH:12][n:13][c:14]([N:15]2[CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21]2)[cH:22]1>O.O=C(O)C(F)(F)F>[N:1]#[C:2][c:3]1[cH:4][n:5](-[c:6]2[cH:7][nH:8][n:9](-[c:10]3[n:11][cH:12][n:13][c:14]([N:15]4[CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21]4)[cH:22]3)[c:23]2=[O:24])[n:25][n:26]1\"}",
"reactionStep": {
"id": "sa_bfdf1b99d0863b917799372c",
"reactionHash": "3a215d0c8527725d2c9ffe451c6313bf22a994f12c41a189dde1e681a41be2f8"
},
"children": [
{
"id": "10320",
"routeId": "sa_cf3990b56942c97eccc73c1a",
"moleculeId": "sa_4e17b874fac10997cbe93d26",
"parentId": "10319",
"isLeaf": false,
"molecule": {
"id": "sa_4e17b874fac10997cbe93d26",
"inchikey": "LSLJYPRPFSSAIX-UHFFFAOYSA-N",
"smiles": "NNc1cc(N2CCCOCC2)ncn1"
},
"smiles": "NNc1cc(N2CCCOCC2)ncn1",
"reactionStepId": "sa_e5e60cb537d9dc5e59cf74d6",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140038938A1;0286;1482158\",\"rsmi\":\"Cl[c:3]1[cH:4][c:5]([N:6]2[CH2:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12]2)[n:13][cH:14][n:15]1.[NH2:1][NH2:2]>CCO.O>[NH2:1][NH:2][c:3]1[cH:4][c:5]([N:6]2[CH2:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12]2)[n:13][cH:14][n:15]1\"},\"mapped_reaction_smiles\":\"Cl[c:3]1[cH:4][c:5]([N:6]2[CH2:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12]2)[n:13][cH:14][n:15]1.[NH2:1][NH2:2]>CCO.O>[NH2:1][NH:2][c:3]1[cH:4][c:5]([N:6]2[CH2:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12]2)[n:13][cH:14][n:15]1\"}",
"reactionStep": {
"id": "sa_e5e60cb537d9dc5e59cf74d6",
"reactionHash": "ddca809ce95b8b449084fbaf2f3dc49937e9430424b2593d3c1a8de177f929f8"
},
"children": [
{
"id": "10321",
"routeId": "sa_cf3990b56942c97eccc73c1a",
"moleculeId": "sa_f98319f036700d8cc1ab579e",
"parentId": "10320",
"isLeaf": false,
"molecule": {
"id": "sa_f98319f036700d8cc1ab579e",
"inchikey": "JBIPUFOINWVNIG-UHFFFAOYSA-N",
"smiles": "Clc1cc(N2CCCOCC2)ncn1"
},
"smiles": "Clc1cc(N2CCCOCC2)ncn1",
"reactionStepId": "sa_7d325aae127beedc63cc3368",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140038938A1;0281;1482157\",\"rsmi\":\"Cl[c:4]1[cH:3][c:2]([Cl:1])[n:14][cH:13][n:12]1.[NH:5]1[CH2:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11]1>Cl.O.O=C(O)O.[Na+].[Na+]>[Cl:1][c:2]1[cH:3][c:4]([N:5]2[CH2:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11]2)[n:12][cH:13][n:14]1\"},\"mapped_reaction_smiles\":\"Cl[c:4]1[cH:3][c:2]([Cl:1])[n:14][cH:13][n:12]1.[NH:5]1[CH2:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11]1>Cl.O.O=C(O)O.[Na+].[Na+]>[Cl:1][c:2]1[cH:3][c:4]([N:5]2[CH2:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11]2)[n:12][cH:13][n:14]1\"}",
"reactionStep": {
"id": "sa_7d325aae127beedc63cc3368",
"reactionHash": "5790df5139fab6075801739a9e252669c3fe8ec053d24810d392674d3c4eafe2"
},
"children": [
{
"id": "10322",
"routeId": "sa_cf3990b56942c97eccc73c1a",
"moleculeId": "sa_db8aea1103296dc9b89dfb68",
"parentId": "10321",
"isLeaf": true,
"molecule": {
"id": "sa_db8aea1103296dc9b89dfb68",
"inchikey": "XJPZKYIHCLDXST-UHFFFAOYSA-N",
"smiles": "Clc1cc(Cl)ncn1"
},
"smiles": "Clc1cc(Cl)ncn1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10323",
"routeId": "sa_cf3990b56942c97eccc73c1a",
"moleculeId": "sa_3a09e6aaa4d08088650a5f40",
"parentId": "10321",
"isLeaf": true,
"molecule": {
"id": "sa_3a09e6aaa4d08088650a5f40",
"inchikey": "ZNGWEEUXTBNKFR-UHFFFAOYSA-N",
"smiles": "C1CNCCOC1"
},
"smiles": "C1CNCCOC1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10324",
"routeId": "sa_cf3990b56942c97eccc73c1a",
"moleculeId": "sa_681b90bfe3789a310096845b",
"parentId": "10320",
"isLeaf": true,
"molecule": {
"id": "sa_681b90bfe3789a310096845b",
"inchikey": "OAKJQQAXSVQMHS-UHFFFAOYSA-N",
"smiles": "NN"
},
"smiles": "NN",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "10325",
"routeId": "sa_cf3990b56942c97eccc73c1a",
"moleculeId": "sa_0d4ef9c3e14afa681024c20e",
"parentId": "10319",
"isLeaf": false,
"molecule": {
"id": "sa_0d4ef9c3e14afa681024c20e",
"inchikey": "ZQOBTQXOHGZNRL-UHFFFAOYSA-N",
"smiles": "CCOC(=O)C(=CN(C)C)n1cc(C#N)nn1"
},
"smiles": "CCOC(=O)C(=CN(C)C)n1cc(C#N)nn1",
"reactionStepId": "sa_12454efca34e4f48a0ae4119",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140038938A1;0245;1482148\",\"rsmi\":\"CCO[CH:7](OCC)[N:8]([CH3:9])[CH3:10].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:11]1[cH:12][c:13]([C:14]#[N:15])[n:16][n:17]1>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[CH:7][N:8]([CH3:9])[CH3:10])[n:11]1[cH:12][c:13]([C:14]#[N:15])[n:16][n:17]1\"},\"mapped_reaction_smiles\":\"CCO[CH:7](OCC)[N:8]([CH3:9])[CH3:10].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:11]1[cH:12][c:13]([C:14]#[N:15])[n:16][n:17]1>>[CH3:1][CH2:2][O:3][C:4](=[O:5])[C:6](=[CH:7][N:8]([CH3:9])[CH3:10])[n:11]1[cH:12][c:13]([C:14]#[N:15])[n:16][n:17]1\"}",
"reactionStep": {
"id": "sa_12454efca34e4f48a0ae4119",
"reactionHash": "6afe85213f1c913b69c5b44f37914f8e081060a6fe1b7a57ccadacf315cf3bd6"
},
"children": [
{
"id": "10326",
"routeId": "sa_cf3990b56942c97eccc73c1a",
"moleculeId": "sa_010de323d75e7a24b53463db",
"parentId": "10325",
"isLeaf": true,
"molecule": {
"id": "sa_010de323d75e7a24b53463db",
"inchikey": "BWKAYBPLDRWMCJ-UHFFFAOYSA-N",
"smiles": "CCOC(OCC)N(C)C"
},
"smiles": "CCOC(OCC)N(C)C",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10327",
"routeId": "sa_cf3990b56942c97eccc73c1a",
"moleculeId": "sa_9fe0bdb3c59447a119a5cd36",
"parentId": "10325",
"isLeaf": false,
"molecule": {
"id": "sa_9fe0bdb3c59447a119a5cd36",
"inchikey": "LUOFZRBNQXEGJH-UHFFFAOYSA-N",
"smiles": "CCOC(=O)Cn1cc(C#N)nn1"
},
"smiles": "CCOC(=O)Cn1cc(C#N)nn1",
"reactionStepId": "sa_034817847c5e6ff6728796e5",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US20140038938A1;0233;1482145\",\"rsmi\":\"Cl[C:9](=[CH2:8])[C:10]#[N:11].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][N:7]=[N+:13]=[N-:12]>Cl.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][c:9]([C:10]#[N:11])[n:12][n:13]1\"},\"mapped_reaction_smiles\":\"Cl[C:9](=[CH2:8])[C:10]#[N:11].[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][N:7]=[N+:13]=[N-:12]>Cl.O>[CH3:1][CH2:2][O:3][C:4](=[O:5])[CH2:6][n:7]1[cH:8][c:9]([C:10]#[N:11])[n:12][n:13]1\"}",
"reactionStep": {
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"reactionHash": "37f06b5f5c3e8ba31b4ecf55dbff0d96541584990681301ec885122105bdc50f"
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"children": [
{
"id": "10328",
"routeId": "sa_cf3990b56942c97eccc73c1a",
"moleculeId": "sa_fd6cd227088f4ba34d54d8a9",
"parentId": "10327",
"isLeaf": true,
"molecule": {
"id": "sa_fd6cd227088f4ba34d54d8a9",
"inchikey": "HVJJYOAPXBPQQV-UHFFFAOYSA-N",
"smiles": "CCOC(=O)CN=[N+]=[N-]"
},
"smiles": "CCOC(=O)CN=[N+]=[N-]",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "10329",
"routeId": "sa_cf3990b56942c97eccc73c1a",
"moleculeId": "sa_2b8aebcafa1b2cf854adef0b",
"parentId": "10327",
"isLeaf": true,
"molecule": {
"id": "sa_2b8aebcafa1b2cf854adef0b",
"inchikey": "OYUNTGBISCIYPW-UHFFFAOYSA-N",
"smiles": "C=C(Cl)C#N"
},
"smiles": "C=C(Cl)C#N",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
}